Houses in Bend and Condos – Holiday Lettings - Holiday Rentals Bend

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964 Holiday homes

    16

    Bend holiday home rental

    Central Oregon / Bend

    3 7 1 night min

    • 3 bedrooms
    • sleeps 7
    • 1 night min
    • Child friendly
    • Pet friendly

    from £105 / night

    £733 / week

    Book View

    from £105 / night

      15

      Bend holiday home rental

      Central Oregon / Bend

      3 10 2 nights min

      • 3 bedrooms
      • sleeps 10
      • 2 nights min
      • Child friendly
      • Pet friendly

      from £176 / night

      £1,056 / week

      Book View

      from £176 / 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

        Certificate of Excellence

        from £102 / night

        £572 / week

        Book View

        Responds fast!
        avg. 1 hour 44 minutes

        from £102 / 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

          from £128 / night

          £893 / week

          Book View

          from £128 / night

            23

            Holiday home in Bend

            Central Oregon / Bend

            4 12 min stay varies

            • 4 bedrooms
            • sleeps 12
            • min stay varies
            • Child friendly

            from £140 / night

            £980 / week

            Book View

            from £140 / 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

              from £66 / night

              £462 / week

              Book View

              from £66 / night

                0

                Holiday home with shared pool, golf nearby in Bend

                Central Oregon / Bend

                5 10 min stay varies

                • 5 bedrooms
                • sleeps 10
                • min stay varies
                • Swimming pool
                • Child friendly
                • Car not necessary

                from £490 / night

                £3,425 / week

                Book View

                Responds fast!
                avg. 2 hours 44 minutes

                from £490 / 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

                  from £128 / night

                  £893 / week

                  Book View

                  Responds fast!
                  avg. 10 minutes

                  from £128 / night

                    65

                    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

                    from £110 / night

                    £770 / week

                    Book View

                    Responds fast!
                    avg. 1 hour 51 minutes

                    from £110 / night

                    (8) Very Good 

                      35

                      Home rental in Bend with shared pool

                      Central Oregon / Bend

                      1 6 1 night min

                      • 1 bedroom
                      • sleeps 6
                      • 1 night min
                      • Swimming pool
                      • Child friendly
                      • Car not necessary
                      “Wonderful Condo” This condo is great for vacation. The location is very convenient to downtown, old mill, river trails and the mountains. The beds are super comfortable and the place is nicely furnished. It has a full kitchen and a nice BBQ outside. The view from the balcony is very peaceful. Love the pool and hot tub - they have 2 hot tubs, 1 huge adult pool and 1 kids pool. The grounds are beautiful. Best kept secret in Bend!

                      from £133 / night

                      £930 / week

                      Book View

                      Responds fast!
                      avg. 1 hour 51 minutes

                      from £133 / night

                      (3) Excellent 

                        8

                        Holiday home in Bend

                        Central Oregon / Bend

                        1 4 1 night min

                        • 1 bedroom
                        • sleeps 4
                        • 1 night min
                        • Beach / lakeside relaxation
                        • Pet friendly

                        from £132 / night

                        £643 - £1,109 / week

                        Book View

                        from £132 / night

                          90

                          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

                          from £116 / night

                          £807 / week

                          Book View

                          Responds fast!
                          avg. 1 hour 51 minutes

                          from £116 / night

                            0

                            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

                            from £145 / night

                            £1,010 / week

                            Book View

                            from £145 / night

                            (8) Very Good 

                              36

                              Apartment rental in Bend with tennis court

                              Central Oregon / Bend

                              1 4 2 nights min

                              • 1 bedroom
                              • sleeps 4
                              • 2 nights min
                              • Swimming pool
                              • Child friendly

                              from £132 / night

                              £792 / week

                              Book View

                              from £132 / night

                                112

                                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
                                • Private garden

                                from £236 / night

                                £1,651 / week

                                Book View

                                Responds fast!
                                avg. 1 hour 51 minutes

                                from £236 / 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

                                  from £132 / night

                                  £792 / week

                                  Book View

                                  from £132 / night

                                    44

                                    Holiday home in Bend

                                    Central Oregon / Bend

                                    8 10 min stay varies

                                    • 8 bedrooms
                                    • sleeps 10
                                    • min stay varies
                                    • Child friendly
                                    • Air conditioning
                                    • Pet friendly

                                    from £118 / night

                                    £826 / week

                                    Book View

                                    from £118 / night

                                      45

                                      Home letting in Bend

                                      Central Oregon / Bend

                                      2 8 min stay varies

                                      • 2 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child friendly
                                      • Pet friendly

                                      from £125 / night

                                      £876 - £1,220 / week

                                      Book View

                                      from £125 / night

                                        70

                                        Holiday studio letting

                                        Central Oregon / Bend

                                        Studio 2 2 nights min

                                        • Studio
                                        • sleeps 2
                                        • 2 nights min
                                        • Child friendly
                                        • Car not necessary
                                        • Air conditioning

                                        from £106 / night

                                        £739 / week

                                        Book View

                                        Responds fast!
                                        avg. 1 hour 51 minutes

                                        from £106 / night

                                          0

                                          Holiday home rental

                                          Central Oregon / Bend

                                          1 4 min stay varies

                                          • 1 bedroom
                                          • sleeps 4
                                          • min stay varies
                                          • Child friendly
                                          • Car not necessary
                                          • Air conditioning

                                          from £48 / night

                                          £333 / week

                                          Book View

                                          from £48 / night

                                          (3) Excellent 

                                            21

                                            Holiday condo with golf nearby in Bend

                                            Central Oregon / Bend

                                            1 4 3 nights min

                                            • 1 bedroom
                                            • sleeps 4
                                            • 3 nights min
                                            • Swimming pool
                                            • Child friendly
                                            • Air conditioning

                                            from £159 / night

                                            £1,012 - £1,100 / week

                                            Book View

                                            from £159 / night

                                              0

                                              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

                                              from £87 / night

                                              £604 / week

                                              Book View

                                              Responds fast!
                                              avg. 3 hours 34 minutes

                                              from £87 / night

                                                90

                                                Bend holiday home rental

                                                Central Oregon / Bend

                                                2 6 min stay varies

                                                • 2 bedrooms
                                                • sleeps 6
                                                • min stay varies
                                                • Child friendly
                                                • Car not necessary

                                                from £62 / night

                                                £432 / week

                                                Book View

                                                Responds fast!
                                                avg. 3 hours 34 minutes

                                                from £62 / night

                                                  64

                                                  Bend holiday home rental

                                                  Central Oregon / Bend

                                                  1 4 min stay varies

                                                  • 1 bedroom
                                                  • sleeps 4
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Child friendly
                                                  • Car not necessary

                                                  from £50 / night

                                                  £345 / week

                                                  Book View

                                                  Responds fast!
                                                  avg. 1 hour 51 minutes

                                                  from £50 / 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

                                                    from £146 / night

                                                    £1,017 / week

                                                    Book View

                                                    Responds fast!
                                                    avg. 10 minutes

                                                    from £146 / night

                                                      10

                                                      Bend holiday studio rental

                                                      Central Oregon / Bend

                                                      Studio 3 2 nights min

                                                      • Studio
                                                      • sleeps 3
                                                      • 2 nights min
                                                      • Air conditioning
                                                      • Pet friendly

                                                      from £66 / night

                                                      £462 / week

                                                      Book View

                                                      Responds fast!
                                                      avg. 1 hour 49 minutes

                                                      from £66 / 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

                                                        from £278 / night

                                                        £1,940 / week

                                                        Book View

                                                        Responds fast!
                                                        avg. 10 minutes

                                                        from £278 / night

                                                        (1) Very Good 

                                                          28

                                                          Bend holiday home rental

                                                          Central Oregon / Bend

                                                          4 12 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 12
                                                          • min stay varies
                                                          • Child friendly
                                                          • Air conditioning

                                                          from £101 / night

                                                          £703 / week

                                                          Book View

                                                          from £101 / 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
                                                            “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 £220 / night

                                                            £1,540 / week

                                                            Book View

                                                            Responds fast!
                                                            avg. 3 hours 4 minutes

                                                            from £220 / night

                                                            (7) Excellent 

                                                              42

                                                              Holiday condo in Bend

                                                              Central Oregon / Bend

                                                              3 8 1 night min

                                                              • 3 bedrooms
                                                              • sleeps 8
                                                              • 1 night min
                                                              • Swimming pool
                                                              • Child friendly
                                                              • Air conditioning

                                                              from £158 / night

                                                              £1,034 / week

                                                              Book View

                                                              from £158 / night

                                                              (70) Excellent 

                                                                29

                                                                Holiday cottage in Bend

                                                                Central Oregon / Bend

                                                                1 4 min stay varies

                                                                • 1 bedroom
                                                                • sleeps 4
                                                                • min stay varies
                                                                • Child friendly
                                                                • Car not necessary
                                                                • Air conditioning
                                                                “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 £136 / night

                                                                £951 - £1,052 / week

                                                                Book View

                                                                Responds fast!
                                                                avg. 25 minutes

                                                                from £136 / night

                                                                (1) Excellent 

                                                                  0

                                                                  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

                                                                  from £80 / night

                                                                  £555 / week

                                                                  Book View

                                                                  from £80 / night

                                                                    21

                                                                    Log cabin rental in Bend

                                                                    Central Oregon / Bend

                                                                    3 8 min stay varies

                                                                    • 3 bedrooms
                                                                    • sleeps 8
                                                                    • min stay varies
                                                                    • Child friendly

                                                                    from £46 / night

                                                                    £321 / week

                                                                    Book View

                                                                    from £46 / night

                                                                      0

                                                                      Holiday home in Bend

                                                                      Central Oregon / Bend

                                                                      4 12 min stay varies

                                                                      • 4 bedrooms
                                                                      • sleeps 12
                                                                      • min stay varies
                                                                      • Child friendly
                                                                      • Car not necessary
                                                                      • Air conditioning

                                                                      from £495 / night

                                                                      £3,462 / week

                                                                      Book View

                                                                      Responds fast!
                                                                      avg. 3 hours 34 minutes

                                                                      from £495 / 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

                                                                        from £119 / night

                                                                        £832 / week

                                                                        Book View

                                                                        Responds fast!
                                                                        avg. 10 minutes

                                                                        from £119 / night

                                                                          56

                                                                          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

                                                                          from £62 / night

                                                                          £432 / week

                                                                          Book View

                                                                          from £62 / night

                                                                            0

                                                                            Bend holiday home rental

                                                                            Central Oregon / Bend

                                                                            2 6 min stay varies

                                                                            • 2 bedrooms
                                                                            • sleeps 6
                                                                            • min stay varies
                                                                            • Child friendly
                                                                            • Car not necessary

                                                                            from £101 / night

                                                                            £703 / week

                                                                            Book View

                                                                            Responds fast!
                                                                            avg. 1 hour 51 minutes

                                                                            from £101 / night

                                                                            (2) Excellent 

                                                                              34

                                                                              Holiday guest house in Bend

                                                                              Central Oregon / Bend

                                                                              7 28 min stay varies

                                                                              • 7 bedrooms
                                                                              • sleeps 28
                                                                              • min stay varies
                                                                              • Car not necessary
                                                                              • Air conditioning
                                                                              • Private garden

                                                                              from £634 / night

                                                                              £4,435 / week

                                                                              Book View

                                                                              from £634 / night

                                                                                0

                                                                                Holiday home rental

                                                                                Central Oregon / Bend

                                                                                2 6 min stay varies

                                                                                • 2 bedrooms
                                                                                • sleeps 6
                                                                                • min stay varies
                                                                                • Swimming pool
                                                                                • Child friendly
                                                                                • Car not necessary

                                                                                from £62 / night

                                                                                £432 / week

                                                                                Book View

                                                                                Responds fast!
                                                                                avg. 1 hour 51 minutes

                                                                                from £62 / 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

                                                                                  from £132 / night

                                                                                  £924 / week

                                                                                  Book View

                                                                                  from £132 / night

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