Holiday Rentals in Bend - Holiday Lettings - Villas

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54 Holiday homes

    36

    Bend ski cottage to rent.

    Central Oregon / Bend

    1 4 2 nights min

    • 1 bedroom
    • sleeps 4
    • 2 nights min
    • Nearest beach 200 km
    • Ski
    • Child friendly
    Match: Garden Fishing All filters match

    from £68 / night

    £472 / week

    Book View

    from £68 / night

    (1) Excellent 

      12

      Bend holiday home rental

      Central Oregon / Bend

      3 6 2 nights min

      • 3 bedrooms
      • sleeps 6
      • 2 nights min
      • Child friendly
      • Air conditioning
      • Private garden
      Array of 0 match: Array of 0 filters match

      from £135 / night

      £944 / week

      Book View

      from £135 / night

        28

        Holiday home in Bend

        Central Oregon / Bend

        3 12 2 nights min

        • 3 bedrooms
        • sleeps 12
        • 2 nights min
        • Swimming pool
        • Child friendly
        • Air conditioning
        Array of 0 match: Array of 0 filters match

        from £355 / night

        £2,485 / week

        Book View

        from £355 / night

        (3) Excellent 

        Certificate of Excellence

          31

          Holiday apartment with golf nearby in Bend

          Central Oregon / Bend

          1 4 2 nights min

          • 1 bedroom
          • sleeps 4
          • 2 nights min
          • Child friendly
          • Air conditioning
          • Pet friendly
          Array of 0 match: Array of 0 filters match

          Certificate of Excellence

          from £89 / night

          £585 / week

          Book View

          Responds fast!
          avg. 1 hour 40 minutes

          from £89 / night

            28

            Holiday home with golf nearby in Bend

            Central Oregon / Bend

            2 6 min stay varies

            • 2 bedrooms
            • sleeps 6
            • min stay varies
            • Child friendly
            • Car not necessary
            • Air conditioning
            Match: Garden Fishing All filters match

            from £246 / night

            £1,718 / week

            Book View

            Responds fast!
            avg. 3 hours 8 minutes

            from £246 / night

            (72) Excellent 

              29

              Holiday cottage with golf nearby in Bend

              Central Oregon / Bend

              1 4 min stay varies

              • 1 bedroom
              • sleeps 4
              • min stay varies
              • Nearest beach 2 km
              • Child friendly
              • Car not necessary
              Match: Garden Fishing All filters match
              “The perfect place to stay in Bend!” We loved everything about our stay in Bend. The 2nd Street Cottage was awesome... Clean, quiet, close to downtown and very relaxing! Don is an incredible host, making sure we were enjoying our time. He even surprised us with a bottle of champagne for our anniversary night! He gave us directions to great hikes and a wonderful drive, perhaps one of most memorable times of the trip. The patio is wonderful, wish we could have enjoyed that more. The only problem with our stay was that we didn't stay longer! We would love to return someday, maybe bring the kids next time!

              from £139 / night

              £971 - £1,074 / week

              Book View

              Responds fast!
              avg. 10 minutes

              from £139 / night

              (11) Excellent 

                18

                Holiday home in Bend

                Central Oregon / Bend

                3 7 2 nights min

                • 3 bedrooms
                • sleeps 7
                • 2 nights min
                • Child friendly
                • Private garden
                Match: Garden Fishing All filters match
                “Great location, beautiful corner of the Cascades!” This home was just perfect for our group of 3 couples who get together each year for some some fun in the mountains. We love backcountry ski touring, cycling, trail running, campfires, and breweries - and Bend has it all! The outdoor fireplace and hot tub made a perfect place to unwind after a long day in the mountains, and the location of this home was very convenient to either head into town, up to the mountains, or just step out the door for miles of road to explore on the run or bike. Each of the 3 bedrooms were cozy and comfortable, and we made good use of the well appointed kitchen and barbecue for home cooked meals. We went into town a couple of nights to sample some of the many microbreweries - 10 Barrel and Good Life being two of our favorites. From the common location at the base of Mt. Bachelor, our group was able to xc ski, backcountry skin up to Broken Top/Sisters Wilderness, or downhill ski, and then meet back up at the end of the day without any hassle. The owner was very helpful in answering our questions and represented the property accurately. We would without hesitation stay at Tumalo Pines again!

                from £225 / night

                £1,573 / week

                Book View

                Responds fast!
                avg. 3 hours 4 minutes

                from £225 / night

                (2) Excellent 

                  34

                  Holiday guest house in Bend

                  Central Oregon / Bend

                  7 28 2 nights min

                  • 7 bedrooms
                  • sleeps 28
                  • 2 nights min
                  • Car not necessary
                  • Air conditioning
                  • Private garden
                  Match: Garden Fishing All filters match

                  from £647 / night

                  £4,530 / week

                  Book View

                  from £647 / night

                    12

                    Home rental in Bend

                    Central Oregon / Bend

                    3 6 2 nights min

                    • 3 bedrooms
                    • sleeps 6
                    • 2 nights min
                    • Child friendly
                    • Air conditioning
                    • Pet friendly
                    Match: Garden Fishing All filters match

                    from £269 / night

                    £1,797 / week

                    Book View

                    from £269 / night

                      45

                      Log cabin rental in Bend

                      Central Oregon / Bend

                      2 6 min stay varies

                      • 2 bedrooms
                      • sleeps 6
                      • min stay varies
                      • Child friendly
                      • Pet friendly
                      • Private garden
                      Match: Garden Fishing All filters match

                      from £260 / night

                      £2,068 / week

                      Book View

                      from £260 / night

                        40

                        Holiday home in Bend

                        Central Oregon / Bend

                        4 8 min stay varies

                        • 4 bedrooms
                        • sleeps 8
                        • min stay varies
                        • Child friendly
                        • Car not necessary
                        • Air conditioning
                        Match: Garden Fishing All filters match

                        from £168 / night

                        £1,171 / week

                        Book View

                        Responds fast!
                        avg. 3 hours 8 minutes

                        from £168 / night

                          21

                          Home rental in Bend

                          Central Oregon / Bend

                          3 6 2 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Child friendly
                          • Air conditioning
                          • Private garden
                          Match: Garden Fishing All filters match

                          from £179 / night

                          £1,252 / week

                          Book View

                          from £179 / night

                          These homes match some but not all of your filters. Clear all filters

                            10

                            Bend holiday studio rental

                            Central Oregon / Bend

                            Studio 3 2 nights min

                            • Studio
                            • sleeps 3
                            • 2 nights min
                            • Air conditioning
                            • Pet friendly
                            1 of 2 match: Garden, Fishing 1 of 2 filters match

                            from £68 / night

                            £472 / week

                            Book View

                            Responds fast!
                            avg. 1 hour 36 minutes

                            from £68 / night

                              36

                              Bend holiday home rental

                              Central Oregon / Bend

                              2 5 2 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 2 nights min
                              • Swimming pool
                              • Child friendly
                              • Air conditioning
                              1 of 2 match: Garden, Fishing 1 of 2 filters match

                              from £116 / night

                              £812 / week

                              Book View

                              Responds fast!
                              avg. 2 hours 17 minutes

                              from £116 / night

                                28

                                Holiday home in Bend

                                Central Oregon / Bend

                                4 8 min stay varies

                                • 4 bedrooms
                                • sleeps 8
                                • min stay varies
                                • Child friendly
                                • Air conditioning
                                1 of 2 match: Garden, Fishing 1 of 2 filters match

                                from £315 / night

                                £2,202 / week

                                Book View

                                Responds fast!
                                avg. 10 minutes

                                from £315 / night

                                  25

                                  Ski home to rent in Bend

                                  Central Oregon / Bend

                                  4 10 min stay varies

                                  • 4 bedrooms
                                  • sleeps 10
                                  • min stay varies
                                  • Ski
                                  • Child friendly
                                  • Pet friendly
                                  1 of 2 match: Garden, Fishing 1 of 2 filters match

                                  from £140 / night

                                  £976 / week

                                  Book View

                                  Responds fast!
                                  avg. 10 minutes

                                  from £140 / night

                                    28

                                    Holiday home in Bend

                                    Central Oregon / Bend

                                    2 4 min stay varies

                                    • 2 bedrooms
                                    • sleeps 4
                                    • min stay varies
                                    • Child friendly
                                    • Car not necessary
                                    • Air conditioning
                                    1 of 2 match: Garden, Fishing 1 of 2 filters match

                                    from £84 / night

                                    £585 / week

                                    Book View

                                    Responds fast!
                                    avg. 3 hours 8 minutes

                                    from £84 / night

                                      30

                                      Holiday home in Bend

                                      Central Oregon / Bend

                                      3 8 min stay varies

                                      • 3 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child friendly
                                      • Car not necessary
                                      • Pet friendly
                                      1 of 2 match: Garden, Fishing 1 of 2 filters match

                                      from £113 / night

                                      £787 / week

                                      Book View

                                      Responds fast!
                                      avg. 3 hours 8 minutes

                                      from £113 / night

                                        39

                                        Home rental in Bend

                                        Central Oregon / Bend

                                        3 6 min stay varies

                                        • 3 bedrooms
                                        • sleeps 6
                                        • min stay varies
                                        • Child friendly
                                        • Car not necessary
                                        • Air conditioning
                                        1 of 2 match: Garden, Fishing 1 of 2 filters match

                                        from £113 / night

                                        £787 / week

                                        Book View

                                        Responds fast!
                                        avg. 3 hours 8 minutes

                                        from £113 / night

                                          39

                                          Home rental in Bend

                                          Central Oregon / Bend

                                          5 12 min stay varies

                                          • 5 bedrooms
                                          • sleeps 12
                                          • min stay varies
                                          • Child friendly
                                          • Car not necessary
                                          • Air conditioning
                                          1 of 2 match: Garden, Fishing 1 of 2 filters match

                                          from £370 / night

                                          £2,586 / week

                                          Book View

                                          Responds fast!
                                          avg. 3 hours 8 minutes

                                          from £370 / night

                                            25

                                            Bend ski cottage to rent.

                                            Central Oregon / Bend

                                            1 4 min stay varies

                                            • 1 bedroom
                                            • sleeps 4
                                            • min stay varies
                                            • Ski
                                            • Child friendly
                                            1 of 2 match: Garden, Fishing 1 of 2 filters match

                                            from £122 / night

                                            £850 / week

                                            Book View

                                            Responds fast!
                                            avg. 10 minutes

                                            from £122 / night

                                              32

                                              Holiday home in Bend

                                              Central Oregon / Bend

                                              2 6 min stay varies

                                              • 2 bedrooms
                                              • sleeps 6
                                              • min stay varies
                                              • Child friendly
                                              • Car not necessary
                                              • Air conditioning
                                              1 of 2 match: Garden, Fishing 1 of 2 filters match

                                              from £140 / night

                                              £976 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 8 minutes

                                              from £140 / night

                                                24

                                                Bend ski home to rent.

                                                Central Oregon / Bend

                                                3 7 min stay varies

                                                • 3 bedrooms
                                                • sleeps 7
                                                • min stay varies
                                                • Ski
                                                • Child friendly
                                                • Air conditioning
                                                1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                from £149 / night

                                                £1,038 / week

                                                Book View

                                                Responds fast!
                                                avg. 9 minutes

                                                from £149 / night

                                                (1) Excellent 

                                                  29

                                                  Holiday home with golf nearby in Bend

                                                  Central Oregon / Bend

                                                  5 12 2 nights min

                                                  • 5 bedrooms
                                                  • sleeps 12
                                                  • 2 nights min
                                                  • Child friendly
                                                  • Air conditioning
                                                  1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                  from £359 / night

                                                  £2,510 / week

                                                  Book View

                                                  from £359 / night

                                                    26

                                                    Bend ski home to rent.

                                                    Central Oregon / Bend

                                                    3 6 4 nights min

                                                    • 3 bedrooms
                                                    • sleeps 6
                                                    • 4 nights min
                                                    • Ski
                                                    • Child friendly
                                                    • Air conditioning
                                                    1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                    from £284 / night

                                                    £1,982 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 10 minutes

                                                    from £284 / night

                                                      26

                                                      Ski log cabin to rent in Bend

                                                      Central Oregon / Bend

                                                      3 7 min stay varies

                                                      • 3 bedrooms
                                                      • sleeps 7
                                                      • min stay varies
                                                      • Ski
                                                      • Child friendly
                                                      • Pet friendly
                                                      1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                      from £131 / night

                                                      £913 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 10 minutes

                                                      from £131 / night

                                                        26

                                                        Ski home to rent in Bend

                                                        Central Oregon / Bend

                                                        3 10 min stay varies

                                                        • 3 bedrooms
                                                        • sleeps 10
                                                        • min stay varies
                                                        • Ski
                                                        • Child friendly
                                                        • Air conditioning
                                                        1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                        from £355 / night

                                                        £2,485 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 10 minutes

                                                        from £355 / night

                                                          28

                                                          Ski home to rent in Bend

                                                          Central Oregon / Bend

                                                          4 8 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 8
                                                          • min stay varies
                                                          • Ski
                                                          • Child friendly
                                                          • Air conditioning
                                                          1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                          from £171 / night

                                                          £1,196 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 10 minutes

                                                          from £171 / night

                                                            26

                                                            Ski home to rent in Bend

                                                            Central Oregon / Bend

                                                            4 12 min stay varies

                                                            • 4 bedrooms
                                                            • sleeps 12
                                                            • min stay varies
                                                            • Ski
                                                            • Child friendly
                                                            • Air conditioning
                                                            1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                            from £140 / night

                                                            £976 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 1 hour 14 minutes

                                                            from £140 / night

                                                            (8) Excellent 

                                                              33

                                                              Holiday home in Bend

                                                              Central Oregon / Bend

                                                              3 9 min stay varies

                                                              • 3 bedrooms
                                                              • sleeps 9
                                                              • min stay varies
                                                              • Child friendly
                                                              • Car not necessary
                                                              1 of 2 match: Garden, Fishing 1 of 2 filters match
                                                              “Wonderful vacation” We loved our stay here! The house is furnished beautifully and the scenery is very nice and relaxing. We were very comfortable and enjoyed the privacy though also enjoyed the fun things to do in sunriver. We will definitely return.

                                                              from £113 / night

                                                              £787 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 3 hours 8 minutes

                                                              from £113 / night

                                                                39

                                                                Holiday home with shared pool, golf nearby in Bend

                                                                Central Oregon / Bend

                                                                3 10 min stay varies

                                                                • 3 bedrooms
                                                                • sleeps 10
                                                                • min stay varies
                                                                • Swimming pool
                                                                • Child friendly
                                                                • Car not necessary
                                                                1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                from £134 / night

                                                                £938 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 3 hours 8 minutes

                                                                from £134 / night

                                                                  52

                                                                  Holiday home with shared pool, golf nearby in Bend

                                                                  Central Oregon / Bend

                                                                  6 16 min stay varies

                                                                  • 6 bedrooms
                                                                  • sleeps 16
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  • Car not necessary
                                                                  1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                  from £290 / night

                                                                  £2,026 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 3 hours 8 minutes

                                                                  from £290 / night

                                                                    33

                                                                    Home rental in Bend with shared pool, golf nearby

                                                                    Central Oregon / Bend

                                                                    3 8 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Child friendly
                                                                    • Car not necessary
                                                                    1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                    from £113 / night

                                                                    £787 / week

                                                                    Book View

                                                                    Responds fast!
                                                                    avg. 3 hours 8 minutes

                                                                    from £113 / night

                                                                      59

                                                                      Holiday home with shared pool, golf nearby in Bend

                                                                      Central Oregon / Bend

                                                                      6 16 min stay varies

                                                                      • 6 bedrooms
                                                                      • sleeps 16
                                                                      • min stay varies
                                                                      • Swimming pool
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                      from £266 / night

                                                                      £1,863 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 hours 8 minutes

                                                                      from £266 / night

                                                                        30

                                                                        Home rental in Bend with shared pool, golf nearby

                                                                        Central Oregon / Bend

                                                                        3 6 min stay varies

                                                                        • 3 bedrooms
                                                                        • sleeps 6
                                                                        • min stay varies
                                                                        • Swimming pool
                                                                        • Child friendly
                                                                        1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                        from £97 / night

                                                                        £680 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 3 hours 8 minutes

                                                                        from £97 / night

                                                                          34

                                                                          Bend holiday home rental

                                                                          Central Oregon / Bend

                                                                          3 8 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Swimming pool
                                                                          • Child friendly
                                                                          • Car not necessary
                                                                          1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                          from £113 / night

                                                                          £787 / week

                                                                          Book View

                                                                          Responds fast!
                                                                          avg. 3 hours 8 minutes

                                                                          from £113 / night

                                                                          (7) Excellent 

                                                                            22

                                                                            Hotel apartment rental in Bend

                                                                            Central Oregon / Bend

                                                                            1 5 2 nights min

                                                                            • 1 bedroom
                                                                            • sleeps 5
                                                                            • 2 nights min
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                            from £135 / night

                                                                            £809 / week

                                                                            Book View

                                                                            from £135 / night

                                                                              24

                                                                              Bend ski condo to rent.

                                                                              Central Oregon / Bend

                                                                              2 4 60 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 60 nights min
                                                                              • Ski
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                              from £105 / night

                                                                              £734 / week

                                                                              Book View

                                                                              from £105 / night

                                                                                14

                                                                                Bend ski home to rent.

                                                                                Central Oregon / Bend

                                                                                3 6 2 nights min

                                                                                • 3 bedrooms
                                                                                • sleeps 6
                                                                                • 2 nights min
                                                                                • Ski
                                                                                • Child friendly
                                                                                1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                                from £180 / night

                                                                                £1,258 / week

                                                                                Book View

                                                                                from £180 / night

                                                                                  25

                                                                                  Bend ski home to rent.

                                                                                  Central Oregon / Bend

                                                                                  4 12 min stay varies

                                                                                  • 4 bedrooms
                                                                                  • sleeps 12
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Ski
                                                                                  • Child friendly
                                                                                  1 of 2 match: Garden, Fishing 1 of 2 filters match

                                                                                  from £176 / night

                                                                                  £1,227 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 10 minutes

                                                                                  from £176 / night

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