Holiday Rentals in Bend - Holiday Lettings - Villas

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219 Holiday homes

(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 £137 / night

    £957 / week

    Book View

    from £137 / night

    (16) Very Good 

      19

      Home rental in Bend

      Central Oregon / Bend

      2 6 2 nights min

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

      from £132 / night

      £924 / week

      Book View

      from £132 / 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 £360 / night

        £2,518 / week

        Book View

        from £360 / 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: Garden DVD player All filters match

          from £69 / night

          £478 / week

          Book View

          from £69 / 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 DVD player All filters match

            from £249 / night

            £1,741 / week

            Book View

            Responds fast!
            avg. 2 minutes

            from £249 / 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 DVD player 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 £141 / night

              £984 - £1,089 / week

              Book View

              Responds fast!
              avg. 21 minutes

              from £141 / 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 DVD player 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 £228 / night

                £1,592 / week

                Book View

                Responds fast!
                avg. 3 hours 4 minutes

                from £228 / 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 DVD player All filters match

                  from £273 / night

                  £1,822 / week

                  Book View

                  from £273 / night

                    38

                    Bend holiday home rental

                    Central Oregon / Bend

                    3 6 min stay varies

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

                    from £90 / night

                    £625 / week

                    Book View

                    Responds fast!
                    avg. 2 minutes

                    from £90 / 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 DVD player All filters match

                      from £263 / night

                      £2,092 / week

                      Book View

                      from £263 / 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
                        Match: Garden DVD player All filters match

                        Certificate of Excellence

                        from £91 / night

                        £592 / week

                        Book View

                        Responds fast!
                        avg. 1 hour 40 minutes

                        from £91 / night

                          27

                          Bend holiday home rental

                          Central Oregon / Bend

                          3 6 2 nights min

                          • 3 bedrooms
                          • sleeps 6
                          • 2 nights min
                          • Child friendly
                          • Car not necessary
                          • Air conditioning
                          Match: Garden DVD player All filters match

                          from £113 / night

                          £791 / week

                          Book View

                          Responds fast!
                          avg. 2 minutes

                          from £113 / night

                            29

                            Holiday home in Bend

                            Central Oregon / Bend

                            6 13 min stay varies

                            • 6 bedrooms
                            • sleeps 13
                            • min stay varies
                            • Child friendly
                            • Car not necessary
                            • Air conditioning
                            Match: Garden DVD player All filters match

                            from £209 / night

                            £1,460 / week

                            Book View

                            Responds fast!
                            avg. 2 minutes

                            from £209 / 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 DVD player All filters match

                              from £153 / night

                              £1,071 / week

                              Book View

                              Responds fast!
                              avg. 2 minutes

                              from £153 / night

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

                                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: Garden, DVD player 1 of 2 filters match

                                from £137 / night

                                £957 / week

                                Book View

                                from £137 / 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: Garden, DVD player 1 of 2 filters match

                                  from £96 / night

                                  £2,804 / week

                                  Book View

                                  from £96 / 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: Garden, DVD player 1 of 2 filters match

                                    from £178 / night

                                    £1,243 / week

                                    Book View

                                    from £178 / 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, DVD player 1 of 2 filters match

                                      from £132 / night

                                      £925 / week

                                      Book View

                                      Responds fast!
                                      avg. 8 minutes

                                      from £132 / night

                                        28

                                        Holiday home 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, DVD player 1 of 2 filters match

                                        from £164 / night

                                        £1,148 / week

                                        Book View

                                        Responds fast!
                                        avg. 2 minutes

                                        from £164 / 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, DVD player 1 of 2 filters match

                                          from £85 / night

                                          £593 / week

                                          Book View

                                          Responds fast!
                                          avg. 2 minutes

                                          from £85 / night

                                            28

                                            Holiday home in Bend

                                            Central Oregon / Bend

                                            3 7 2 nights min

                                            • 3 bedrooms
                                            • sleeps 7
                                            • 2 nights min
                                            • Child friendly
                                            • Car not necessary
                                            • Air conditioning
                                            1 of 2 match: Garden, DVD player 1 of 2 filters match

                                            from £113 / night

                                            £791 / week

                                            Book View

                                            Responds fast!
                                            avg. 2 minutes

                                            from £113 / night

                                              36

                                              Holiday home in Bend

                                              Central Oregon / Bend

                                              3 8 min stay varies

                                              • 3 bedrooms
                                              • sleeps 8
                                              • min stay varies
                                              • Child friendly
                                              • Car not necessary
                                              • Air conditioning
                                              1 of 2 match: Garden, DVD player 1 of 2 filters match

                                              from £151 / night

                                              £1,052 / week

                                              Book View

                                              Responds fast!
                                              avg. 2 minutes

                                              from £151 / 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, DVD player 1 of 2 filters match

                                                from £113 / night

                                                £791 / week

                                                Book View

                                                Responds fast!
                                                avg. 2 minutes

                                                from £113 / night

                                                (6) Very Good 

                                                Certificate of Excellence

                                                  15

                                                  Condo rental in Bend

                                                  Central Oregon / Bend

                                                  1 4 2 nights min

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • 2 nights min
                                                  • Child friendly
                                                  • Air conditioning
                                                  1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                  Certificate of Excellence

                                                  from £105 / night

                                                  £592 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 40 minutes

                                                  from £105 / night

                                                  (1) Excellent 

                                                    34

                                                    Holiday home accommodation

                                                    Central Oregon / Bend

                                                    1 4 min stay varies

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

                                                    from £79 / night

                                                    £549 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 2 minutes

                                                    from £79 / 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, DVD player 1 of 2 filters match

                                                      from £142 / night

                                                      £988 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 12 minutes

                                                      from £142 / night

                                                      (2) Excellent 

                                                        30

                                                        Bend holiday home rental

                                                        Central Oregon / Bend

                                                        3 8 2 nights min

                                                        • 3 bedrooms
                                                        • sleeps 8
                                                        • 2 nights min
                                                        • Child friendly
                                                        • Pet friendly
                                                        1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                        from £228 / night

                                                        £1,366 / week

                                                        Book View

                                                        from £228 / night

                                                          42

                                                          Home rental in Bend

                                                          Central Oregon / Bend

                                                          1 4 min stay varies

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

                                                          from £63 / night

                                                          £440 / week

                                                          Book View

                                                          Responds fast!
                                                          avg. 2 minutes

                                                          from £63 / night

                                                            30

                                                            Bend holiday home rental

                                                            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, DVD player 1 of 2 filters match

                                                            from £190 / night

                                                            £1,326 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 2 minutes

                                                            from £190 / night

                                                              21

                                                              Bend holiday hotel apartment rental

                                                              Central Oregon / Bend

                                                              1 2 min stay varies

                                                              • 1 bedroom
                                                              • sleeps 2
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning
                                                              1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                              from £48 / night

                                                              £334 / week

                                                              Enquire View

                                                              from £48 / night

                                                                19

                                                                Holiday cottage in Bend

                                                                Central Oregon / Bend

                                                                1 2 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 2
                                                                • min stay varies
                                                                • Child friendly
                                                                • Air conditioning
                                                                1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                from £99 / night

                                                                £648 - £1,396 / week

                                                                Book View

                                                                from £99 / night

                                                                  25

                                                                  Bend holiday condo rental

                                                                  Central Oregon / Bend

                                                                  1 4 min stay varies

                                                                  • 1 bedroom
                                                                  • sleeps 4
                                                                  • min stay varies
                                                                  • Swimming pool
                                                                  • Child friendly
                                                                  1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                  from £102 / night

                                                                  £654 - £1,419 / week

                                                                  Book View

                                                                  from £102 / night

                                                                    16

                                                                    Cottage rental in Bend

                                                                    Central Oregon / Bend

                                                                    1 4 min stay varies

                                                                    • 1 bedroom
                                                                    • sleeps 4
                                                                    • min stay varies
                                                                    • Child friendly
                                                                    • Air conditioning
                                                                    1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                    from £108 / night

                                                                    £712 - £1,473 / week

                                                                    Book View

                                                                    from £108 / night

                                                                      18

                                                                      Holiday cottage in Bend

                                                                      Central Oregon / Bend

                                                                      1 2 min stay varies

                                                                      • 1 bedroom
                                                                      • sleeps 2
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Air conditioning
                                                                      1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                      from £108 / night

                                                                      £724 - £1,177 / week

                                                                      Book View

                                                                      from £108 / night

                                                                        30

                                                                        Holiday home in Bend

                                                                        Central Oregon / Bend

                                                                        4 12 min stay varies

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

                                                                        from £186 / night

                                                                        £1,298 - £2,688 / week

                                                                        Book View

                                                                        from £186 / night

                                                                          38

                                                                          Holiday home in Bend

                                                                          Central Oregon / Bend

                                                                          5 12 min stay varies

                                                                          • 5 bedrooms
                                                                          • sleeps 12
                                                                          • min stay varies
                                                                          • Child friendly
                                                                          1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                          from £133 / night

                                                                          £963 - £2,904 / week

                                                                          Book View

                                                                          from £133 / night

                                                                            21

                                                                            Holiday hotel apartment with shared pool in Bend

                                                                            Central Oregon / Bend

                                                                            1 2 min stay varies

                                                                            • 1 bedroom
                                                                            • sleeps 2
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Child friendly
                                                                            • Air conditioning
                                                                            1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                            from £48 / night

                                                                            £334 / week

                                                                            Enquire View

                                                                            from £48 / night

                                                                              20

                                                                              Holiday hotel apartment with shared pool in Bend

                                                                              Central Oregon / Bend

                                                                              1 2 min stay varies

                                                                              • 1 bedroom
                                                                              • sleeps 2
                                                                              • min stay varies
                                                                              • Swimming pool
                                                                              • Child friendly
                                                                              • Air conditioning
                                                                              1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                              from £48 / night

                                                                              £334 / week

                                                                              Enquire View

                                                                              from £48 / night

                                                                                21

                                                                                Hotel apartment rental in Bend with shared pool

                                                                                Central Oregon / Bend

                                                                                1 2 min stay varies

                                                                                • 1 bedroom
                                                                                • sleeps 2
                                                                                • min stay varies
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Air conditioning
                                                                                1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                                from £48 / night

                                                                                £334 / week

                                                                                Enquire View

                                                                                from £48 / night

                                                                                  21

                                                                                  Holiday hotel apartment rental

                                                                                  Central Oregon / Bend

                                                                                  1 2 min stay varies

                                                                                  • 1 bedroom
                                                                                  • sleeps 2
                                                                                  • min stay varies
                                                                                  • Swimming pool
                                                                                  • Child friendly
                                                                                  • Air conditioning
                                                                                  1 of 2 match: Garden, DVD player 1 of 2 filters match

                                                                                  from £48 / night

                                                                                  £334 / week

                                                                                  Enquire View

                                                                                  from £48 / night

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