Holiday Rentals in Bend - Holiday Lettings - Villas

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18 Holiday homes

(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
    Array of 0 match: Array of 0 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 £227 / night

    £1,586 / week

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    avg. 3 hours 4 minutes

    from £227 / 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
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      from £161 / night

      £1,127 / week

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      avg. 2 minutes

      from £161 / night

        21

        Home rental in Bend

        Central Oregon / Bend

        3 6 2 nights min

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

        from £181 / night

        £1,267 / week

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        from £181 / 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
          Array of 0 match: Array of 0 filters match

          from £263 / night

          £2,092 / week

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          from £263 / 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
            Array of 0 match: Array of 0 filters match

            from £249 / night

            £1,738 / week

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            avg. 2 minutes

            from £249 / night

              15

              Bend holiday home rental

              Central Oregon / Bend

              5 12 min stay varies

              • 5 bedrooms
              • sleeps 12
              • min stay varies
              • Child friendly
              • Air conditioning
              • Private garden
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              from £269 / night

              £1,897 - £2,706 / week

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              from £269 / 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
                • Child friendly
                • Car not necessary
                • Air conditioning
                Array of 0 match: Array of 0 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 £140 / night

                £979 - £1,083 / week

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                avg. 21 minutes

                from £140 / 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
                  Array of 0 match: Array of 0 filters match

                  from £271 / night

                  £1,813 / week

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                  from £271 / 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
                    Array of 0 match: Array of 0 filters match

                    from £112 / night

                    £783 / week

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                    avg. 2 minutes

                    from £112 / night

                    (2) Excellent 

                      34

                      Holiday guest house in Bend

                      Central Oregon / Bend

                      7 28 2 nights min

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

                      from £655 / night

                      £4,584 / week

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                      from £655 / 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
                        Array of 0 match: Array of 0 filters match

                        from £207 / night

                        £1,446 / week

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                        avg. 2 minutes

                        from £207 / 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
                          Array of 0 match: Array of 0 filters match

                          from £68 / night

                          £476 / week

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                          from £68 / 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
                            Array of 0 match: Array of 0 filters match

                            from £132 / night

                            £924 / week

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                            from £132 / 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
                              Array of 0 match: Array of 0 filters match

                              from £90 / night

                              £624 / week

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                              Responds fast!
                              avg. 2 minutes

                              from £90 / night

                              (3) Excellent 

                              Certificate of Excellence

                                31

                                Holiday apartment with golf nearby in Bend

                                Central Oregon / Bend

                                1 4 2 nights min

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

                                Certificate of Excellence

                                from £90 / night

                                £590 / week

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                                Responds fast!
                                avg. 1 hour 40 minutes

                                from £90 / 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

                                  £2,515 / week

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                                  from £360 / night

                                  (1) Excellent 

                                    12

                                    Bend holiday home rental

                                    Central Oregon / Bend

                                    3 6 2 nights min

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

                                    from £136 / night

                                    £952 / week

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                                    from £136 / night

                                    (3) Excellent 

                                      16

                                      Holiday guest house in Bend

                                      Central Oregon / Bend

                                      1 4 2 nights min

                                      • 1 bedroom
                                      • sleeps 4
                                      • 2 nights min
                                      • Child friendly
                                      • Air conditioning
                                      • Pet friendly
                                      Match: Property type Garden All filters match

                                      from £87 / night

                                      £605 / week

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                                      from £87 / night

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