Holiday Rentals in Bend - Holiday Lettings - Villas

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353 Holiday homes

    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
    Match: DVD player Fishing All filters match

    from £113 / night

    £790 / week

    Book View

    Responds fast!
    avg. 1 hour 22 minutes

    from £113 / night

      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: DVD player Fishing All filters match

      from £68 / night

      £473 / week

      Book View

      from £68 / 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
        Match: DVD player Fishing All filters match

        from £149 / night

        £1,043 / week

        Book View

        Responds fast!
        avg. 10 minutes

        from £149 / 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
          Match: DVD player Fishing All filters match

          from £136 / night

          £813 / week

          Book View

          from £136 / 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
            Match: DVD player Fishing All filters match

            from £113 / night

            £788 / week

            Book View

            Responds fast!
            avg. 1 hour 22 minutes

            from £113 / 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: DVD player 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

              £972 - £1,075 / week

              Book View

              Responds fast!
              avg. 10 minutes

              from £139 / night

                10

                Bend holiday studio rental

                Central Oregon / Bend

                Studio 3 2 nights min

                • Studio
                • sleeps 3
                • 2 nights min
                • Air conditioning
                • Pet friendly
                Match: DVD player Fishing All filters match

                from £68 / night

                £473 / week

                Book View

                Responds fast!
                avg. 1 hour 36 minutes

                from £68 / 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
                  Match: DVD player Fishing All filters match

                  from £131 / night

                  £917 / week

                  Book View

                  Responds fast!
                  avg. 10 minutes

                  from £131 / 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: DVD player Fishing All filters match

                    from £247 / night

                    £1,725 / week

                    Book View

                    Responds fast!
                    avg. 1 hour 22 minutes

                    from £247 / 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: DVD player 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 £226 / night

                      £1,580 / week

                      Book View

                      Responds fast!
                      avg. 3 hours 4 minutes

                      from £226 / 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
                        Match: DVD player Fishing All filters match

                        from £83 / night

                        £582 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 22 minutes

                        from £83 / 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
                          Match: DVD player Fishing All 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

                          £790 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 22 minutes

                          from £113 / 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
                            Match: DVD player Fishing All filters match

                            from £116 / night

                            £813 / week

                            Book View

                            Responds fast!
                            avg. 2 hours 17 minutes

                            from £116 / 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: DVD player Fishing All filters match

                              from £269 / night

                              £1,800 / week

                              Book View

                              from £269 / 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
                                Match: DVD player Fishing All filters match

                                from £291 / night

                                £2,035 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 22 minutes

                                from £291 / 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: DVD player Fishing All filters match

                                  from £260 / night

                                  £2,070 / week

                                  Book View

                                  from £260 / 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
                                    Match: DVD player Fishing All filters match

                                    from £113 / night

                                    £790 / week

                                    Book View

                                    Responds fast!
                                    avg. 1 hour 22 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
                                      Match: DVD player Fishing All filters match

                                      from £273 / night

                                      £1,909 / week

                                      Book View

                                      Responds fast!
                                      avg. 1 hour 22 minutes

                                      from £273 / 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
                                        Match: DVD player Fishing All filters match

                                        from £176 / night

                                        £1,232 / week

                                        Book View

                                        Responds fast!
                                        avg. 10 minutes

                                        from £176 / 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
                                          Match: DVD player Fishing All filters match

                                          from £140 / night

                                          £980 / week

                                          Book View

                                          Responds fast!
                                          avg. 10 minutes

                                          from £140 / 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: DVD player Fishing All filters match

                                            from £159 / night

                                            £1,112 / week

                                            Book View

                                            Responds fast!
                                            avg. 1 hour 22 minutes

                                            from £159 / 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
                                              Match: DVD player Fishing All filters match

                                              from £98 / night

                                              £683 / week

                                              Book View

                                              Responds fast!
                                              avg. 1 hour 22 minutes

                                              from £98 / 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
                                                Match: DVD player Fishing All filters match

                                                from £140 / night

                                                £980 / week

                                                Book View

                                                Responds fast!
                                                avg. 10 minutes

                                                from £140 / 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
                                                  Match: DVD player Fishing All filters match

                                                  from £106 / night

                                                  £738 / week

                                                  Book View

                                                  from £106 / 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
                                                    Match: DVD player Fishing All filters match

                                                    from £113 / night

                                                    £790 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 1 hour 22 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
                                                      Match: DVD player Fishing All filters match

                                                      from £130 / night

                                                      £910 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 22 minutes

                                                      from £130 / 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
                                                        Match: DVD player Fishing All filters match

                                                        from £138 / night

                                                        £961 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 1 hour 22 minutes

                                                        from £138 / 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
                                                          Match: DVD player Fishing All filters match

                                                          from £357 / night

                                                          £2,496 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 10 minutes

                                                          from £357 / night

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

                                                            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
                                                            1 of 2 match: DVD player, Fishing 1 of 2 filters match

                                                            from £179 / night

                                                            £1,254 / week

                                                            Book View

                                                            from £179 / 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: DVD player, Fishing 1 of 2 filters match

                                                              from £315 / night

                                                              £2,204 / week

                                                              Book View

                                                              Responds fast!
                                                              avg. 8 minutes

                                                              from £315 / 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: DVD player, Fishing 1 of 2 filters match

                                                                from £367 / night

                                                                £2,570 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 1 hour 22 minutes

                                                                from £367 / 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: DVD player, Fishing 1 of 2 filters match

                                                                  from £122 / night

                                                                  £853 / week

                                                                  Book View

                                                                  Responds fast!
                                                                  avg. 10 minutes

                                                                  from £122 / 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
                                                                    1 of 2 match: DVD player, Fishing 1 of 2 filters match

                                                                    from £648 / night

                                                                    £4,534 / week

                                                                    Book View

                                                                    from £648 / night

                                                                      8

                                                                      Bend ski camper van to rent.

                                                                      Central Oregon / Bend

                                                                      1 2 5 nights min

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • 5 nights min
                                                                      • Ski
                                                                      • Child friendly
                                                                      • Pet friendly
                                                                      1 of 2 match: Fishing, DVD player 1 of 2 filters match

                                                                      from £135 / night

                                                                      £945 / week

                                                                      Book View

                                                                      from £135 / 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: DVD player, Fishing 1 of 2 filters match

                                                                        from £171 / night

                                                                        £1,197 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 8 minutes

                                                                        from £171 / 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: DVD player, Fishing 1 of 2 filters match

                                                                          from £359 / night

                                                                          £2,513 / 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: DVD player, Fishing 1 of 2 filters match

                                                                            from £285 / night

                                                                            £1,991 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 10 minutes

                                                                            from £285 / 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: DVD player, Fishing 1 of 2 filters match

                                                                              from £180 / night

                                                                              £1,260 / week

                                                                              Book View

                                                                              from £180 / night

                                                                                19

                                                                                Bend holiday home rental

                                                                                Central Oregon / Bend

                                                                                2 6 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Child friendly
                                                                                1 of 2 match: Fishing, DVD player 1 of 2 filters match

                                                                                from £95 / night

                                                                                £2,713 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 3 hours 26 minutes

                                                                                from £95 / night

                                                                                  17

                                                                                  Bend holiday apartment rental

                                                                                  Central Oregon / Bend

                                                                                  2 6 5 nights min

                                                                                  • 2 bedrooms
                                                                                  • sleeps 6
                                                                                  • 5 nights min
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Car not necessary
                                                                                  1 of 2 match: Fishing, DVD player 1 of 2 filters match

                                                                                  from £176 / night

                                                                                  £1,227 / week

                                                                                  Book View

                                                                                  Responds fast!
                                                                                  avg. 3 hours 51 minutes

                                                                                  from £176 / night

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