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352 Houses

    25

    Upper unit of Chalet, minutes to Killington, Okemo or Woodstock

    Vermont / Plymouth

    Plymouth house

    2 6 2 nights min

    • 2 bedrooms
    • sleeps 6
    • 2 nights min
    • Nearest beach 1 mi
    • Child Friendly
    • Pet Friendly

    Price per night from

    $401

    Price per night from

    $401

    (1) Excellent 

      39

      Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

      Vermont / Plymouth

      Plymouth cottage

      5 10 min stay varies

      • 5 bedrooms
      • sleeps 10
      • min stay varies
      • Beach / lakeside relaxation
      • Child Friendly
      • Pet Friendly

      Price per night from

      $573

      Price per night from

      $573

        24

        Plymouth Home w/ Jacuzzi Near Okemo & Killington!

        Vermont / Plymouth

        Plymouth house

        5 12 min stay varies

        • 5 bedrooms
        • sleeps 12
        • min stay varies
        • Ski
        • Child Friendly

        Price per night from

        $390

        Responds fast!
        avg. 40 minutes

        Price per night from

        $390

          0

          Beautiful and spacious condo w/ shared pool, lake access - close to skiing

          Vermont / Plymouth

          Plymouth house

          4 11 2 nights min

          • 4 bedrooms
          • sleeps 11
          • 2 nights min
          • Swimming pool
          • Child Friendly
          • Car not necessary

          Price per night from

          $144

          Responds fast!
          avg. 1 hour 51 minutes

          Price per night from

          $144

            0

            Lovely home w/ deck, firepit, pond access & shared pools - near Killington/Okemo

            Vermont / Plymouth

            Plymouth house

            2 8 min stay varies

            • 2 bedrooms
            • sleeps 8
            • min stay varies
            • Swimming pool
            • Child Friendly
            • Car not necessary

            Price per night from

            $156

            Responds fast!
            avg. 1 hour 51 minutes

            Price per night from

            $156

              0

              Cute family-friendly cabin w/ lake views and convenient proximity to skiing

              Vermont / Plymouth

              Plymouth house

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Child Friendly
              • Car not necessary
              • Air conditioning

              Price per night from

              $113

              Responds fast!
              avg. 1 hour 51 minutes

              Price per night from

              $113

                16

                Light Filled Mountain Retreat Near Killington and Okemo - sleeps 6

                Vermont / Plymouth

                Plymouth house

                2 6 3 nights min

                • 2 bedrooms
                • sleeps 6
                • 3 nights min
                • Child Friendly
                • Air conditioning
                • Private garden

                Price per night from

                $252

                Price per night from

                $252

                  24

                  Vermont Cottage Lake Amherst

                  Vermont / Plymouth

                  Plymouth cottage

                  5 12 2 nights min

                  • 5 bedrooms
                  • sleeps 12
                  • 2 nights min
                  • Beach / lakeside relaxation
                  • Child Friendly
                  • Pet Friendly

                  Price per night from

                  $802

                  Price per night from

                  $802

                    24

                    The Antler House

                    Vermont / Plymouth

                    Plymouth house

                    4 11 min stay varies

                    • 4 bedrooms
                    • sleeps 11
                    • min stay varies
                    • Child Friendly
                    • Car not necessary

                    Price per night from

                    $614

                    Price per night from

                    $614

                      0

                      Quaint family-friendly home between Killington & Okemo for great skiing!

                      Vermont / Plymouth

                      Plymouth house

                      4 9 min stay varies

                      • 4 bedrooms
                      • sleeps 9
                      • min stay varies
                      • Child Friendly
                      • Car not necessary

                      Price per night from

                      $144

                      Responds fast!
                      avg. 1 hour 51 minutes

                      Price per night from

                      $144

                        53

                        The Antler House

                        Vermont / Plymouth

                        Plymouth house

                        4 11 min stay varies

                        • 4 bedrooms
                        • sleeps 11
                        • min stay varies
                        • Child Friendly

                        Price per night from

                        $465

                        Responds fast!
                        avg. 1 hour 24 minutes

                        Price per night from

                        $465

                        Great rentals within 20 miles that match your search

                        Distance approx 7.54 km from Plymouth

                          24

                          Mt Green 2-E9

                          Vermont / Killington

                          Killington apartment

                          1 4 min stay varies

                          • 1 bedroom
                          • sleeps 4
                          • min stay varies
                          • Swimming pool
                          • Ski
                          • Child Friendly

                          Price per night from

                          $168

                          Price per night from

                          $168

                          Distance approx 14.69 km from Plymouth

                          (4) Excellent 

                            8

                            Vermont Cabin in the Orchard

                            Vermont / Barnard

                            Barnard log cabin

                            2 2 nights min

                            • sleeps 2
                            • 2 nights min
                            • Beach / lakeside relaxation
                            • Nearest beach 0.5 mi
                            “A real gem of a cabin in a beautiful town” Thank you Doreen for the wonderful hospitality and the opportunity to stay in the red cabin. I absolutely loved the comfort and simplicity of the cabin. I couldn't ask for a better setting to stay, your prope

                            Price per night from

                            $126

                            Responds fast!
                            avg. 3 hours 53 minutes

                            Price per night from

                            $126

                            Distance approx 19.44 km from Plymouth

                              10

                              The 1843 Stone House - Chester, VT (3bdrm/ 2 ba)

                              Vermont / Chester

                              Chester house

                              3 8 2 nights min

                              • 3 bedrooms
                              • sleeps 8
                              • 2 nights min
                              • Child Friendly

                              Price per night from

                              $200

                              Price per night from

                              $200

                              Distance approx 11.07 km from Plymouth

                                53

                                Killington- 6 Bedroom, 3 Bath, Sleeps 20+. Right in the heart of Ski country!

                                Vermont / Killington

                                Killington house

                                6 20 2 nights min

                                • 6 bedrooms
                                • sleeps 20
                                • 2 nights min
                                • Ski
                                • Child Friendly
                                • Private garden

                                Price per night from

                                $627

                                Price per night from

                                $627

                                Distance approx 7.14 km from Plymouth

                                  4

                                  Ski Killington, Pico, Snow Mobile, Summer Fun

                                  Vermont / Killington

                                  Killington house

                                  5 12 3 nights min

                                  • 5 bedrooms
                                  • sleeps 12
                                  • 3 nights min
                                  • Child Friendly
                                  • Private garden

                                  Price per night from

                                  $570

                                  Responds fast!
                                  avg. 1 hour 28 minutes

                                  Price per night from

                                  $570

                                  Distance approx 9.49 km from Plymouth

                                  (5) Excellent 

                                  Certificate of Excellence

                                    17

                                    Oma"s Kottage

                                    Vermont / Ludlow

                                    Ludlow house

                                    6 11 2 nights min

                                    • 6 bedrooms
                                    • sleeps 11
                                    • 2 nights min
                                    • Nearest beach 6 mi
                                    • Ski
                                    • Child Friendly

                                    Certificate of Excellence

                                    Price per night from

                                    $228

                                    Responds fast!
                                    avg. 1 hour 41 minutes

                                    Price per night from

                                    $228

                                    Distance approx 19.64 km from Plymouth

                                      11

                                      Hugging Bear Inn - Bear's Den Room

                                      Vermont / Chester

                                      Chester b and b

                                      1 5 1 night min

                                      • 1 bedroom
                                      • sleeps 5
                                      • 1 night min
                                      • Child Friendly
                                      • Air conditioning

                                      Price per night from

                                      $159

                                      Price per night from

                                      $159

                                      Distance approx 13.49 km from Plymouth

                                        4

                                        The I.B. Munson House Inn - Bedroom 4

                                        Vermont / Wallingford

                                        Wallingford b and b

                                        1 2 2 nights min

                                        • 1 bedroom
                                        • sleeps 2
                                        • 2 nights min

                                        Price per night from

                                        $223

                                        Price per night from

                                        $223

                                        Distance approx 19.07 km from Plymouth

                                          24

                                          Chester House Just 12 Mins to Magic Mtn Ski Area!

                                          Vermont / Chester

                                          Chester house

                                          5 8 min stay varies

                                          • 5 bedrooms
                                          • sleeps 8
                                          • min stay varies
                                          • Ski
                                          • Child Friendly
                                          • Pet Friendly

                                          Price per night from

                                          $154

                                          Responds fast!
                                          avg. 33 minutes

                                          Price per night from

                                          $154

                                          Distance approx 4.79 km from Plymouth

                                            24

                                            NEW! 3BR Bridgewater Corners Apartment w/ Balcony!

                                            Vermont / Bridgewater

                                            Bridgewater apartment

                                            3 9 min stay varies

                                            • 3 bedrooms
                                            • sleeps 9
                                            • min stay varies
                                            • Ski
                                            • Child Friendly

                                            Price per night from

                                            $183

                                            Responds fast!
                                            avg. 33 minutes

                                            Price per night from

                                            $183

                                            Distance approx 13.71 km from Plymouth

                                              9

                                              Modern Country in Vermont

                                              Vermont / Rutland

                                              Rutland apartment

                                              1 2 2 nights min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Ski

                                              Price per night from

                                              $200

                                              Price per night from

                                              $200

                                              Distance approx 7.53 km from Plymouth

                                                24

                                                Mt Green 3-B15

                                                Vermont / Killington

                                                Killington apartment

                                                1 5 min stay varies

                                                • 1 bedroom
                                                • sleeps 5
                                                • min stay varies
                                                • Swimming pool
                                                • Child Friendly
                                                • Car not necessary

                                                Price per night from

                                                $168

                                                Price per night from

                                                $168

                                                Distance approx 7.53 km from Plymouth

                                                  24

                                                  Mt Green 1-D2

                                                  Vermont / Killington

                                                  Killington apartment

                                                  2 6 min stay varies

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

                                                  Price per night from

                                                  $227

                                                  Price per night from

                                                  $227

                                                  Distance approx 5.27 km from Plymouth

                                                    28

                                                    Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

                                                    Vermont / Killington

                                                    Killington apartment

                                                    3 10 2 nights min

                                                    • 3 bedrooms
                                                    • sleeps 10
                                                    • 2 nights min
                                                    • Swimming pool
                                                    • Child Friendly

                                                    Price per night from

                                                    $743

                                                    Price per night from

                                                    $743

                                                    Distance approx 7.53 km from Plymouth

                                                      24

                                                      Mt Green 1-B9

                                                      Vermont / Killington

                                                      Killington apartment

                                                      1 4 min stay varies

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

                                                      Price per night from

                                                      $159

                                                      Price per night from

                                                      $159

                                                      Distance approx 7.54 km from Plymouth

                                                        24

                                                        Mt Green 2-F4

                                                        Vermont / Killington

                                                        Killington condo

                                                        2 6 min stay varies

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

                                                        Price per night from

                                                        $197

                                                        Price per night from

                                                        $197

                                                        Distance approx 17.2 km from Plymouth

                                                          33

                                                          NEW! 4-Season Stockbridge Home-Fireplace & Deck!

                                                          Vermont / Stockbridge

                                                          Stockbridge house

                                                          6 16 min stay varies

                                                          • 6 bedrooms
                                                          • sleeps 16
                                                          • min stay varies
                                                          • Ski
                                                          • Child Friendly

                                                          Price per night from

                                                          $366

                                                          Responds fast!
                                                          avg. 33 minutes

                                                          Price per night from

                                                          $366

                                                          Distance approx 19.88 km from Plymouth

                                                          (9) Excellent 

                                                            30

                                                            Sun House Studios

                                                            Vermont / Sharon

                                                            Sharon house

                                                            3 6 2 nights min

                                                            • 3 bedrooms
                                                            • sleeps 6
                                                            • 2 nights min
                                                            • Child Friendly
                                                            • Ask about pets
                                                            • Private garden
                                                            “Above expectations and perfect location for visiting Vermont Law School.” Perfect location for visiting Vermont Law School. Comfortable and all amenities that would be needed are provided. Clean and great attention to detail. Would return now that

                                                            Price per night from

                                                            $172

                                                            Responds fast!
                                                            avg. 1 hour 18 minutes

                                                            Price per night from

                                                            $172

                                                            Distance approx 8.95 km from Plymouth

                                                              30

                                                              Swiss Chalet 8-Bdrooms_6 F-Bathrooms X-Mass *Grps 5+

                                                              Vermont / Killington

                                                              Killington chalet

                                                              8 22 min stay varies

                                                              • 8 bedrooms
                                                              • sleeps 22
                                                              • min stay varies
                                                              • Swimming pool
                                                              • Child Friendly
                                                              • Private garden

                                                              Price per night from

                                                              $257

                                                              Price per night from

                                                              $257

                                                              Distance approx 7.53 km from Plymouth

                                                                24

                                                                Mt Green 1-B2

                                                                Vermont / Killington

                                                                Killington apartment

                                                                2 6 min stay varies

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

                                                                Price per night from

                                                                $227

                                                                Price per night from

                                                                $227

                                                                Distance approx 4.92 km from Plymouth Show on Map

                                                                  8

                                                                  Lakefront vacation home - 4 BR - sleeps 10

                                                                  Vermont / Ludlow

                                                                  Ludlow house

                                                                  4 10 3 nights min

                                                                  • 4 bedrooms
                                                                  • sleeps 10
                                                                  • 3 nights min
                                                                  • Child Friendly
                                                                  • Private garden

                                                                  Price per night from

                                                                  $286

                                                                  Price per night from

                                                                  $286

                                                                  Distance approx 5.89 km from Plymouth

                                                                    20

                                                                    Farmhouse Rustic Lux on 10 acres w/ swimming pond

                                                                    Vermont / Bridgewater

                                                                    Bridgewater house

                                                                    7 22 3 nights min

                                                                    • 7 bedrooms
                                                                    • sleeps 22
                                                                    • 3 nights min
                                                                    • Child Friendly
                                                                    • Pet Friendly
                                                                    • Private garden

                                                                    Price per night from

                                                                    $571

                                                                    Price per night from

                                                                    $571

                                                                    Distance approx 10.61 km from Plymouth

                                                                      38

                                                                      Pico Resort Slopeside Condo, Killington Vermont

                                                                      Vermont / Killington

                                                                      Killington condo

                                                                      2 6 2 nights min

                                                                      • 2 bedrooms
                                                                      • sleeps 6
                                                                      • 2 nights min
                                                                      • Swimming pool
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $143

                                                                      Price per night from

                                                                      $143

                                                                      Distance approx 12.15 km from Plymouth

                                                                        25

                                                                        ROSE'S COZY MOUNTAINVIEW -A & -B-

                                                                        Vermont / Mendon

                                                                        Mendon house

                                                                        4 12 1 night min

                                                                        • 4 bedrooms
                                                                        • sleeps 12
                                                                        • 1 night min
                                                                        • Nearest beach 30 mi
                                                                        • Child Friendly
                                                                        • Private garden

                                                                        Price per night from

                                                                        $554

                                                                        Price per night from

                                                                        $554

                                                                        Distance approx 5.47 km from Plymouth

                                                                          10

                                                                          Clean, Affordable, 2 BR Apt 5 min drive to Okemo & 25 min drive to Killington Mt

                                                                          Vermont / Ludlow

                                                                          Ludlow apartment

                                                                          2 5 31 nights min

                                                                          • 2 bedrooms
                                                                          • sleeps 5
                                                                          • 31 nights min
                                                                          • Child Friendly
                                                                          • Private garden

                                                                          Price per night from

                                                                          $115

                                                                          Price per night from

                                                                          $115

                                                                          Distance approx 9.91 km from Plymouth

                                                                            16

                                                                            Quiet Hillside 4 Bedroom Carriage House W/3 Baths

                                                                            Vermont / Ludlow

                                                                            Ludlow guest house

                                                                            5 10 2 nights min

                                                                            • 5 bedrooms
                                                                            • sleeps 10
                                                                            • 2 nights min
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $343

                                                                            Price per night from

                                                                            $343

                                                                            Distance approx 5.27 km from Plymouth

                                                                            (2) Very Good 

                                                                              24

                                                                              Premier Ski-in/Ski-out Location, Sunrise Mountain

                                                                              Vermont / Killington

                                                                              Killington apartment

                                                                              1 4 2 nights min

                                                                              • 1 bedroom
                                                                              • sleeps 4
                                                                              • 2 nights min
                                                                              • Swimming pool
                                                                              • Ask about children
                                                                              • Ask about pets

                                                                              Price per night from

                                                                              $372

                                                                              Price per night from

                                                                              $372