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Middletown Springs: Houses, Condos & More (300+)

  • 1 - 50 of 300+
Additional fees apply. Taxes may be added.
    Exceptional! 5.0/5
    (38 reviews)
    avg/night
    • 2 BR
    • 1 BA
    • Sleeps 5
    Cottage #3538210
    38
    Viewed 11 times in the last 48 hours
      Exceptional! 5.0/5
      (7 reviews)
      avg/night
      • 4 BR
      • 3 BA
      • Sleeps 12
      House #119176
      7
      Viewed 21 times in the last 48 hours
        Exceptional! 5.0/5
        (15 reviews)
        avg/night
        • 3 BR
        • 3 BA
        • Sleeps 8
        Cabin #3668198
        15
        Viewed 64 times in the last 48 hours
          Excellent! 4.7/5
          (20 reviews)
          avg/night
          • 5 BR
          • 2 BA
          • Sleeps 22
          House #94002vb
          20
          Viewed 71 times in the last 48 hours
            Excellent! 4.7/5
            (6 reviews)
            avg/night
            • 2 BR
            • 2 BA
            • Sleeps 6
            Condo #142561
            6
            Viewed 35 times in the last 48 hours
              Excellent! 4.7/5
              (22 reviews)
              avg/night
              • 2 BR
              • 1 BA
              • Sleeps 6
              Cottage #378840vb
              22
              Viewed 12 times in the last 48 hours
                Wonderful! 4.9/5
                (8 reviews)
                avg/night
                • 2 BR
                • 2 BA
                • Sleeps 6
                Condo #483235vb
                8
                Viewed 23 times in the last 48 hours
                  Wonderful! 4.8/5
                  (22 reviews)
                  avg/night
                  • 5 BR
                  • 2 BA
                  • Sleeps 12
                  House #3734302
                  22
                  Viewed 30 times in the last 48 hours
                    • 4 BR
                    • 3 BA
                    • Sleeps 8
                    Condo #3842049
                    1 Review
                    Viewed 20 times in the last 48 hours
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Sleeps 6
                      House #3969539
                      4
                      Viewed 17 times in the last 48 hours
                        Wonderful! 4.9/5
                        (16 reviews)
                        avg/night
                        • 5 BR
                        • 3 BA
                        • Sleeps 16
                        House #4015966
                        16
                        Viewed 67 times in the last 48 hours
                          Wonderful! 4.9/5
                          (11 reviews)
                          avg/night
                          • 4 BR
                          • 3 BA
                          • 1 HF BA
                          • Sleeps 12
                          House #760415vb
                          11
                          Viewed 19 times in the last 48 hours
                            avg/night
                            • 3 BR
                            • 3 BA
                            • Sleeps 8
                            House #772545vb
                            3
                            Viewed 34 times in the last 48 hours
                              • 2 BR
                              • 1 BA
                              • 1 HF BA
                              • Sleeps 6
                              Condo #4225962
                              1 Review
                              Viewed 31 times in the last 48 hours
                                avg/night
                                • 2 BR
                                • 1 BA
                                • Sleeps 4
                                Apartment #869054vb
                                4
                                Viewed 16 times in the last 48 hours
                                  Exceptional! 5.0/5
                                  (6 reviews)
                                  avg/night
                                  • 1 BR
                                  • 2 BA
                                  • Sleeps 6
                                  Condo #4252629
                                  6
                                  Viewed 25 times in the last 48 hours
                                    avg/night
                                    • 3 BR
                                    • 2 BA
                                    • Sleeps 8
                                    Condo #4280389
                                    Viewed 21 times in the last 48 hours
                                      • 4 BR
                                      • 3 BA
                                      • Sleeps 12
                                      House #4329162
                                      Viewed 46 times in the last 48 hours
                                        • 1 BR
                                        • 1 BA
                                        • Sleeps 4
                                        Condo #967638vb
                                        Viewed 25 times in the last 48 hours
                                          avg/night
                                          • 4 BR
                                          • 3 BA
                                          • Sleeps 10
                                          House #380384vb
                                          1 Review
                                          Viewed 66 times in the last 48 hours
                                            avg/night
                                            • 3 BR
                                            • 2 BA
                                            • Sleeps 10
                                            Condo #785031vb
                                            Viewed 6 times in the last 48 hours
                                              avg/night
                                              • 2 BR
                                              • 1 BA
                                              • 1 HF BA
                                              • Sleeps 6
                                              House #4146635
                                              2 Reviews
                                              Viewed 15 times in the last 48 hours
                                                avg/night
                                                • 1 BR
                                                • 1 BA
                                                • Sleeps 4
                                                Condo #887697vb
                                                Viewed 26 times in the last 48 hours
                                                  • 1 BR
                                                  • 1 BA
                                                  • Sleeps 4
                                                  Condo #4349071
                                                  Viewed 51 times in the last 48 hours
                                                    avg/night
                                                    • 3 BR
                                                    • 1 BA
                                                    • Sleeps 8
                                                    House #4357579
                                                    Viewed 25 times in the last 48 hours
                                                      Exceptional! 5.0/5
                                                      (27 reviews)
                                                      avg/night
                                                      • 5 BR
                                                      • 3 BA
                                                      • 1 HF BA
                                                      • Sleeps 15
                                                      Chalet #3020327
                                                      27
                                                      Viewed 20 times in the last 48 hours
                                                        Excellent! 4.7/5
                                                        (21 reviews)
                                                        avg/night
                                                        • 2 BR
                                                        • 2 BA
                                                        • Sleeps 4
                                                        Condo #433657vb
                                                        21
                                                        Viewed 20 times in the last 48 hours
                                                          Exceptional! 5.0/5
                                                          (25 reviews)
                                                          avg/night
                                                          • 2 BR
                                                          • 1 BA
                                                          • Sleeps 4
                                                          Condo #508359vb
                                                          25
                                                          Viewed 29 times in the last 48 hours
                                                            Excellent! 4.6/5
                                                            (5 reviews)
                                                            avg/night
                                                            • 4 BR
                                                            • 4 BA
                                                            • Sleeps 10
                                                            Apartment #649170vb
                                                            5
                                                            Viewed 30 times in the last 48 hours
                                                              Wonderful! 4.9/5
                                                              (12 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 8
                                                              Cabin #3878305
                                                              12
                                                              Viewed 60 times in the last 48 hours
                                                                Excellent! 4.7/5
                                                                (11 reviews)
                                                                avg/night
                                                                • 4 BR
                                                                • 3 BA
                                                                • Sleeps 12
                                                                Chalet #788299vb
                                                                11
                                                                Viewed 45 times in the last 48 hours
                                                                  avg/night
                                                                  • 4 BR
                                                                  • 2 BA
                                                                  • 1 HF BA
                                                                  • Sleeps 8
                                                                  House #4273953
                                                                  Viewed 17 times in the last 48 hours
                                                                    Exceptional! 5.0/5
                                                                    (10 reviews)
                                                                    avg/night
                                                                    • 2 BR
                                                                    • 2 BA
                                                                    • Sleeps 8
                                                                    Condo #917377vb
                                                                    10
                                                                    Viewed 64 times in the last 48 hours
                                                                      Wonderful! 4.8/5
                                                                      (35 reviews)
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 2 BA
                                                                      • Sleeps 6
                                                                      Condo #128197
                                                                      35
                                                                      Viewed 71 times in the last 48 hours
                                                                        Exceptional! 5.0/5
                                                                        (6 reviews)
                                                                        avg/night
                                                                        • 4 BR
                                                                        • 3 BA
                                                                        • Sleeps 10
                                                                        House #129127vb
                                                                        6
                                                                        Viewed 10 times in the last 48 hours
                                                                          Excellent! 4.6/5
                                                                          (10 reviews)
                                                                          avg/night
                                                                          • 5 BR
                                                                          • 3 BA
                                                                          • Sleeps 12
                                                                          House #334430
                                                                          10
                                                                          Viewed 13 times in the last 48 hours
                                                                            Exceptional! 5.0/5
                                                                            (18 reviews)
                                                                            avg/night
                                                                            • 2 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Cabin #401479vb
                                                                            18
                                                                            Viewed 16 times in the last 48 hours
                                                                              avg/night
                                                                              • 5 BR
                                                                              • 3 BA
                                                                              • Sleeps 10
                                                                              Condo #3699205
                                                                              2 Reviews
                                                                              Viewed 17 times in the last 48 hours
                                                                                Wonderful! 4.9/5
                                                                                (13 reviews)
                                                                                avg/night
                                                                                • 3 BR
                                                                                • 2 BA
                                                                                • Sleeps 10
                                                                                House #4022840
                                                                                13
                                                                                Viewed 60 times in the last 48 hours
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 1 BA
                                                                                  • Sleeps 6
                                                                                  House #4030215
                                                                                  2 Reviews
                                                                                  Viewed 8 times in the last 48 hours
                                                                                    Wonderful! 4.8/5
                                                                                    (9 reviews)
                                                                                    avg/night
                                                                                    • 4 BR
                                                                                    • 2 BA
                                                                                    • Sleeps 10
                                                                                    Farmhouse #757615vb
                                                                                    9
                                                                                    Viewed 25 times in the last 48 hours
                                                                                      • 2 BR
                                                                                      • 2 BA
                                                                                      • Sleeps 6
                                                                                      Condo #3865944
                                                                                        avg/night
                                                                                        • 4 BR
                                                                                        • 4 BA
                                                                                        • Sleeps 8
                                                                                        Townhome #4137452
                                                                                        Viewed 6 times in the last 48 hours
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 10
                                                                                          Condo #4328495
                                                                                          Viewed 9 times in the last 48 hours
                                                                                            avg/night
                                                                                            • 5 BR
                                                                                            • 3 BA
                                                                                            • Sleeps 15
                                                                                            Chalet #960144vb
                                                                                            Viewed 81 times in the last 48 hours
                                                                                              Exceptional! 5.0/5
                                                                                              (6 reviews)
                                                                                              avg/night
                                                                                              • 3 BR
                                                                                              • 2 BA
                                                                                              • Sleeps 10
                                                                                              Townhome #104296
                                                                                              6
                                                                                              Viewed 81 times in the last 48 hours
                                                                                                Wonderful! 4.9/5
                                                                                                (9 reviews)
                                                                                                avg/night
                                                                                                • 4 BR
                                                                                                • 3 BA
                                                                                                • Sleeps 10
                                                                                                Farmhouse #104853
                                                                                                9
                                                                                                Viewed 14 times in the last 48 hours
                                                                                                  Wonderful! 4.8/5
                                                                                                  (20 reviews)
                                                                                                  avg/night
                                                                                                  • 4 BR
                                                                                                  • 2 BA
                                                                                                  • Sleeps 8
                                                                                                  House #263559
                                                                                                  20
                                                                                                  Viewed 12 times in the last 48 hours
                                                                                                    Excellent! 4.6/5
                                                                                                    (16 reviews)
                                                                                                    avg/night
                                                                                                    • 6 BR
                                                                                                    • 4 BA
                                                                                                    • 1 HF BA
                                                                                                    • Sleeps 18
                                                                                                    House #344657
                                                                                                    16
                                                                                                    Viewed 28 times in the last 48 hours
                                                                                                      Very Good! 4.2/5
                                                                                                      (5 reviews)
                                                                                                      avg/night
                                                                                                      • 3 BR
                                                                                                      • 3 BA
                                                                                                      • Sleeps 8
                                                                                                      Condo #938635
                                                                                                      5
                                                                                                      Viewed 30 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+
                                                                                                       

                                                                                                      Recent Middletown Springs Reviews

                                                                                                      Excellent property close to resort

                                                                                                      5 of 5
                                                                                                      Six of us shared this condo for a weekend. Plenty of room, clean, and close to resort.
                                                                                                      • Submitted: Nov 30, 2016
                                                                                                      • Stayed: Nov 2016

                                                                                                      Gorgeous, quiet, wonderful vacation house!

                                                                                                      5 of 5
                                                                                                      My family had an amazing autumn weekend staying in this house. It is a gorgeous property. The well-appointed kitchen, the comfy living room, the loft-style bedrooms and THAT bathroom. Wow! What a shower! Everyone in the family raved about the multi-head, steam shower. Felt like a relaxing massage every time you got in. And then there were those huge windows looking out into the gorgeous changing leaves outside. It was beyond perfect. I found the Plymouth area and the surrounding towns to be one of the prettiest areas in Vermont. It was almost sensory overload. Stunning lakes... Babbling brooks... Spectacular fall foliage... And covered bridges. Literally everything you could want. The owners of the house were awesome, offered great communication and were really accommodating to our needs. The house was very clean and the beds were super comfortable. They provided sheets, towels, coffee pods and many kitchen staples so we felt quite equipped when we walked in. And they refunded our security deposit right away too. The house is situated up on a steep hill, so I can see where a four-wheel drive vehicle would be absolutely essential in the winter, but we had no trouble getting up to the house in the fall. If I had one very small quibble, it would be that I was sorry that there wasn't a good deal of usable outdoor space. No porch or patio. No outdoor furniture. We happened to be there on a weekend with lovely weather. I wish we'd put a few outdoor chairs in the back of the car so we could have sat outside and drank a glass of wine while enjoying the stunning scenery. Next time I'll remember to do that. And I certainly hope there is a next time because this house is a keeper! This property is wonderful! I can't recommend it enough.
                                                                                                      • Submitted: Nov 2, 2016
                                                                                                      • Stayed: Oct 2016

                                                                                                      Cozy nest in Killington

                                                                                                      5 of 5
                                                                                                      Dave's condo was very clean and neat, and was well furnished. Love that big walk-in shower and all that hot water! The location is perfect, and Dave was there to see if we needed anything. Thank you, Dave.
                                                                                                      • Submitted: Nov 1, 2016
                                                                                                      • Stayed: Oct 2016