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109 Houses

    11

    Country Farmhouse with Views

    Green Mountains / Shaftsbury

    Shaftsbury house

    4 6 3 nights min

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

    Price per night from

    $516

    Price per night from

    $516

    Great rentals within 20 miles that match your search

    Distance approx 18.45 km from Shaftsbury

      37

      Spacious Wilmington Home w/ Game Room & Deck!

      Vermont / Wilmington

      Wilmington house

      6 22 min stay varies

      • 6 bedrooms
      • sleeps 22
      • min stay varies
      • Ski
      • Child Friendly

      Price per night from

      $172

      Responds fast!
      avg. 20 minutes

      Price per night from

      $172

      Distance approx 12.3 km from Shaftsbury

        24

        Sunderland Vistas, STUNNING VIEWS, Sunset decks

        Green Mountains / Manchester

        Manchester house

        5 10 2 nights min

        • 5 bedrooms
        • sleeps 10
        • 2 nights min
        • Child Friendly
        • Pet Friendly
        • Private garden

        Price per night from

        $453

        Price per night from

        $453

        Distance approx 17.77 km from Shaftsbury

          20

          "Not Your Typical Rental" Luxe Burke Mtn 3br Condo

          Northeast Kingdom / East Burke

          East Burke condo

          3 8 2 nights min

          • 3 bedrooms
          • sleeps 8
          • 2 nights min
          • Child Friendly
          • Ask about pets

          Price per night from

          $373

          Price per night from

          $373

          Distance approx 18.04 km from Shaftsbury

            10

            #B109: 19 View Road B109-04

            Vermont / Wilmington

            Wilmington villa

            3 7 min stay varies

            • 3 bedrooms
            • sleeps 7
            • min stay varies
            • Ask about children
            • Pet Friendly

            Price per night from

            $172

            Price per night from

            $172

            Distance approx 19.67 km from Shaftsbury

            (3) Excellent 

              23

              Newly Renovated Luxury Colonial close to everythin

              Green Mountains / Manchester

              Manchester house

              3 6 min stay varies

              • 3 bedrooms
              • sleeps 6
              • min stay varies
              • Child Friendly
              • Air conditioning
              • Pet Friendly

              Price per night from

              $487

              Price per night from

              $487

              Distance approx 8.99 km from Shaftsbury

                20

                Karin's Place

                Green Mountains / Bennington

                Bennington house

                7 30 2 nights min

                • 7 bedrooms
                • sleeps 30
                • 2 nights min
                • Swimming pool
                • Child Friendly
                • Air conditioning

                Price per night from

                $1,546

                Price per night from

                $1,546

                Distance approx 12.74 km from Shaftsbury

                  6

                  Beautiful Vacation Home on a Private Lake

                  New York / Petersburg

                  Petersburg house

                  3 7 7 nights min

                  • 3 bedrooms
                  • sleeps 7
                  • 7 nights min
                  • Beach / lakeside relaxation
                  • Child Friendly

                  Price per night from

                  $245

                  Price per night from

                  $245

                  Distance approx 17.55 km from Shaftsbury

                    10

                    Mount Snow 6BR+ Indoor Hot Tub, Sauna, Pool Table, FANTASY Ski Home

                    Vermont / Dover

                    Dover house

                    6 18 3 nights min

                    • 6 bedrooms
                    • sleeps 18
                    • 3 nights min
                    • Child Friendly
                    • Private garden

                    Price per night from

                    $916

                    Price per night from

                    $916

                    Distance approx 16.5 km from Shaftsbury

                    (5) Excellent 

                      28

                      Condo on Haystack/Hermitage Ski Mountain

                      Vermont / Wilmington

                      Wilmington condo

                      3 8 2 nights min

                      • 3 bedrooms
                      • sleeps 8
                      • 2 nights min
                      • Beach / lakeside relaxation
                      • Ski
                      • Child Friendly

                      Price per night from

                      $344

                      Price per night from

                      $344

                      Distance approx 18.75 km from Shaftsbury

                      (14) Excellent 

                        11

                        The Barn at Four Tooth Farm

                        Green Mountains / Manchester

                        Manchester house

                        1 2 2 nights min

                        • 1 bedroom
                        • sleeps 2
                        • 2 nights min
                        • Air conditioning
                        • Private garden
                        “Felt like home” First class in every way. Beautiful view from the "wall of windows". We found ourselves drinking coffee by the fireplace admiring the view late into the morning rather than getting up and at it.Top notch kitchen if your are inclined t
                        …see more

                        Price per night from

                        $343

                        Responds fast!
                        avg. 1 hour 48 minutes

                        Price per night from

                        $343

                        Distance approx 16.02 km from Shaftsbury

                          17

                          House On Main Street

                          Berkshires / Williamstown

                          Williamstown house

                          4 16 2 nights min

                          • 4 bedrooms
                          • sleeps 16
                          • 2 nights min
                          • Child Friendly
                          • Car not necessary
                          • Air conditioning

                          Price per night from

                          $573

                          Responds fast!
                          avg. 1 hour 19 minutes

                          Price per night from

                          $573

                          Distance approx 17.63 km from Shaftsbury

                            37

                            3 BR apartment, walking distance to Mass MoCa

                            Berkshires / North Adams

                            North Adams apartment

                            3 15 min stay varies

                            • 3 bedrooms
                            • sleeps 15
                            • min stay varies
                            • Ski
                            • Child Friendly
                            • Car not necessary

                            Price per night from

                            $212

                            Price per night from

                            $212

                            Distance approx 19.02 km from Shaftsbury

                            (1) Excellent 

                              24

                              Repurposed Manchester Barn Close to Town & Skiing!

                              Green Mountains / Manchester

                              Manchester cottage

                              2 5 2 nights min

                              • 2 bedrooms
                              • sleeps 5
                              • 2 nights min
                              • Swimming pool
                              • Ski
                              • Child Friendly

                              Price per night from

                              $287

                              Responds fast!
                              avg. 11 minutes

                              Price per night from

                              $287

                              Distance approx 18.37 km from Shaftsbury

                              (4) Excellent 

                                20

                                Cozy Chalet In The Pines, Only 5 Mi From Mt Snow. UNDER CONSTRUCTION TIL DEC.

                                Vermont / West Wardsboro

                                West Wardsboro chalet

                                2 6 2 nights min

                                • 2 bedrooms
                                • sleeps 6
                                • 2 nights min
                                • Child Friendly
                                • Car not necessary
                                • Private garden
                                “Great cabin, charming, simple and great location!!” We rented from Pat and Marco for a stay around Christmas '14 and was very happy with the cabin. It's just what we wanted - simple, charming and no frills. All that and Pat was very helpful to us when
                                …see more

                                Price per night from

                                $201

                                Responds fast!
                                avg. 3 hours 32 minutes

                                Price per night from

                                $201

                                Distance approx 19.58 km from Shaftsbury

                                  24

                                  Cabin w/Deck - Mins to Mt. Snow & Lake Raponda!

                                  Vermont / Wilmington

                                  Wilmington log cabin

                                  2 6 min stay varies

                                  • 2 bedrooms
                                  • sleeps 6
                                  • min stay varies
                                  • Child Friendly

                                  Price per night from

                                  $155

                                  Responds fast!
                                  avg. 30 minutes

                                  Price per night from

                                  $155

                                  Distance approx 10.86 km from Shaftsbury

                                    16

                                    Quiet Study in the Rancher's House

                                    New York / Cambridge

                                    Cambridge guest house

                                    1 2 1 night min

                                    • 1 bedroom
                                    • sleeps 2
                                    • 1 night min
                                    • Child Friendly
                                    • Air conditioning
                                    • Private garden

                                    Price per night from

                                    $58

                                    Price per night from

                                    $58

                                    Distance approx 16.36 km from Shaftsbury

                                    (5) Excellent 

                                      16

                                      Condo at Mt. Snow in So VT May 27-30 @ $145/night

                                      Vermont / Dover

                                      Dover apartment

                                      2 8 min stay varies

                                      • 2 bedrooms
                                      • sleeps 8
                                      • min stay varies
                                      • Child Friendly
                                      “A CONDO TO KEEP COMING BACK TO!” We've rented this condo with friends many times in the past several years, and it's one of our favorites. Steve is very pleasant to deal with, the condo is clean, sleeps many people comfortably, and overlooks the mini
                                      …see more

                                      Price per night from

                                      $382

                                      Price per night from

                                      $382

                                      Distance approx 16.5 km from Shaftsbury

                                        24

                                        Wilmington Home w/Pool Access- 20 Mins to Mt. Snow

                                        Vermont / Wilmington

                                        Wilmington house

                                        3 10 min stay varies

                                        • 3 bedrooms
                                        • sleeps 10
                                        • min stay varies
                                        • Swimming pool
                                        • Ski
                                        • Child Friendly

                                        Price per night from

                                        $189

                                        Responds fast!
                                        avg. 11 minutes

                                        Price per night from

                                        $189

                                        Distance approx 19.28 km from Shaftsbury

                                          32

                                          Manchester Center Home -Patio & Mtn Views

                                          Green Mountains / Manchester

                                          Manchester house

                                          5 22 min stay varies

                                          • 5 bedrooms
                                          • sleeps 22
                                          • min stay varies
                                          • Ski
                                          • Child Friendly
                                          • Pet Friendly

                                          Price per night from

                                          $573

                                          Responds fast!
                                          avg. 20 minutes

                                          Price per night from

                                          $573

                                          Distance approx 8.19 km from Shaftsbury

                                          (1) Excellent 

                                            13

                                            Cozy Lakefront Cottage

                                            Vermont / Somerset

                                            Somerset cottage

                                            3 6 3 nights min

                                            • 3 bedrooms
                                            • sleeps 6
                                            • 3 nights min
                                            • Child Friendly
                                            • Ask about pets

                                            Price per night from

                                            $172

                                            Price per night from

                                            $172

                                            Distance approx 10.89 km from Shaftsbury

                                              8

                                              The Garden View Room

                                              New York / Cambridge

                                              Cambridge guest house

                                              1 2 1 night min

                                              • 1 bedroom
                                              • sleeps 2
                                              • 1 night min
                                              • Child Friendly
                                              • Air conditioning
                                              • Private garden

                                              Price per night from

                                              $58

                                              Price per night from

                                              $58

                                              Distance approx 17.54 km from Shaftsbury

                                              (6) Excellent 

                                                18

                                                Family Lodge btwn Stratton & Mt. Snow

                                                Vermont / Stratton Mountain

                                                Stratton Mountain house

                                                5 11 2 nights min

                                                • 5 bedrooms
                                                • sleeps 11
                                                • 2 nights min
                                                • Child Friendly
                                                • Private garden

                                                Price per night from

                                                $338

                                                Responds fast!
                                                avg. 3 hours 18 minutes

                                                Price per night from

                                                $338

                                                Distance approx 16.54 km from Shaftsbury

                                                  24

                                                  NEW! Green Mtn/Finger Lakes Nat'l Forests Townhome

                                                  Vermont / Wilmington

                                                  Wilmington house

                                                  4 12 7 nights min

                                                  • 4 bedrooms
                                                  • sleeps 12
                                                  • 7 nights min
                                                  • Ski
                                                  • Child Friendly
                                                  • Pet Friendly

                                                  Price per night from

                                                  $247

                                                  Responds fast!
                                                  avg. 11 minutes

                                                  Price per night from

                                                  $247

                                                  Distance approx 16.81 km from Shaftsbury

                                                  (1) Very Good 

                                                    13

                                                    Mount Snow Area Home with 5 Bedrooms

                                                    Vermont / Wilmington

                                                    Wilmington house

                                                    5 12 2 nights min

                                                    • 5 bedrooms
                                                    • sleeps 12
                                                    • 2 nights min
                                                    • Child Friendly
                                                    • Car not necessary
                                                    • Pet Friendly

                                                    Price per night from

                                                    $344

                                                    Price per night from

                                                    $344

                                                    Distance approx 16.52 km from Shaftsbury

                                                    (1) Very Good 

                                                      13

                                                      Beautiful Mountainside 2 Bedroom 2 Bath Condominium

                                                      Vermont / Dover

                                                      Dover condo

                                                      2 8 min stay varies

                                                      • 2 bedrooms
                                                      • sleeps 8
                                                      • min stay varies
                                                      • Nearest beach 11 mi
                                                      • Child Friendly
                                                      • Pet Friendly

                                                      Price per night from

                                                      $187

                                                      Price per night from

                                                      $187

                                                      Distance approx 19.63 km from Shaftsbury

                                                      (3) Excellent 

                                                        12

                                                        2 Bedroom/2 Bath Condo

                                                        Vermont / Stratton Mountain

                                                        Stratton Mountain apartment

                                                        2 5 2 nights min

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

                                                        Price per night from

                                                        $344

                                                        Responds fast!
                                                        avg. 3 hours 1 minutes

                                                        Price per night from

                                                        $344

                                                        Distance approx 17.2 km from Shaftsbury

                                                          24

                                                          Awesome! 6BR, Secluded Hot Tub, sleeps 12, WIFI!!

                                                          Vermont / Dover

                                                          Dover house

                                                          6 12 2 nights min

                                                          • 6 bedrooms
                                                          • sleeps 12
                                                          • 2 nights min
                                                          • Child Friendly

                                                          Price per night from

                                                          $487

                                                          Responds fast!
                                                          avg. 1 hour 34 minutes

                                                          Price per night from

                                                          $487

                                                          Distance approx 8 km from Shaftsbury

                                                          (6) Very Good 

                                                            6

                                                            Mountaintop Cabin w/Waterfront & Amazing View

                                                            Green Mountains / Bennington

                                                            Bennington chalet

                                                            2 6 2 nights min

                                                            • 2 bedrooms
                                                            • sleeps 6
                                                            • 2 nights min
                                                            • Beach / lakeside relaxation
                                                            • Child Friendly
                                                            • Car not necessary

                                                            Price per night from

                                                            $201

                                                            Price per night from

                                                            $201

                                                            Distance approx 18.16 km from Shaftsbury

                                                              31

                                                              Cabin w/Climbing Wall & Game Room, 5 Mi to Mt Snow

                                                              Vermont / Dover

                                                              Dover house

                                                              5 15 min stay varies

                                                              • 5 bedrooms
                                                              • sleeps 15
                                                              • min stay varies
                                                              • Ski
                                                              • Child Friendly

                                                              Price per night from

                                                              $670

                                                              Responds fast!
                                                              avg. 11 minutes

                                                              Price per night from

                                                              $670

                                                              Distance approx 19.36 km from Shaftsbury

                                                                16

                                                                3 BR/Bth Townhouse/Condo Grt loc. Stratton Mtn. VT

                                                                Vermont / Stratton Mountain

                                                                Stratton Mountain apartment

                                                                3 8 90 nights min

                                                                • 3 bedrooms
                                                                • sleeps 8
                                                                • 90 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Air conditioning

                                                                Price per night from

                                                                $267

                                                                Price per night from

                                                                $267

                                                                Distance approx 18.59 km from Shaftsbury

                                                                  28

                                                                  The Little Farmhouse at Adams Farm

                                                                  Vermont / Wilmington

                                                                  Wilmington house

                                                                  3 6 2 nights min

                                                                  • 3 bedrooms
                                                                  • sleeps 6
                                                                  • 2 nights min
                                                                  • Child Friendly

                                                                  Price per night from

                                                                  $258

                                                                  Price per night from

                                                                  $258

                                                                  Distance approx 19.36 km from Shaftsbury

                                                                    30

                                                                    NEW! Stratton Mountain Family Chalet-Walk to Lifts

                                                                    Vermont / Bondville

                                                                    Bondville house

                                                                    4 10 min stay varies

                                                                    • 4 bedrooms
                                                                    • sleeps 10
                                                                    • min stay varies
                                                                    • Swimming pool
                                                                    • Ski
                                                                    • Child Friendly

                                                                    Price per night from

                                                                    $361

                                                                    Responds fast!
                                                                    avg. 11 minutes

                                                                    Price per night from

                                                                    $361

                                                                    Distance approx 16.72 km from Shaftsbury

                                                                      19

                                                                      Beautiful Ski/Golf Chalet on Hermitage Club golf course

                                                                      Vermont / Wilmington

                                                                      Wilmington house

                                                                      4 11 2 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 11
                                                                      • 2 nights min
                                                                      • Child Friendly
                                                                      • Pet Friendly
                                                                      • Private garden

                                                                      Price per night from

                                                                      $287

                                                                      Price per night from

                                                                      $287

                                                                      Distance approx 15.04 km from Shaftsbury

                                                                        68

                                                                        The Lodge at Fox Hollow

                                                                        New York / Petersburg

                                                                        Petersburg house

                                                                        2 7 2 nights min

                                                                        • 2 bedrooms
                                                                        • sleeps 7
                                                                        • 2 nights min
                                                                        • Child Friendly
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $298

                                                                        Price per night from

                                                                        $298

                                                                        Distance approx 18.08 km from Shaftsbury

                                                                          24

                                                                          Family Home w/Game Room & Sauna-Mins to Mt. Snow!

                                                                          Vermont / Dover

                                                                          Dover house

                                                                          4 8 min stay varies

                                                                          • 4 bedrooms
                                                                          • sleeps 8
                                                                          • min stay varies
                                                                          • Ski
                                                                          • Child Friendly

                                                                          Price per night from

                                                                          $373

                                                                          Responds fast!
                                                                          avg. 19 minutes

                                                                          Price per night from

                                                                          $373

                                                                          Distance approx 16.13 km from Shaftsbury

                                                                            31

                                                                            Spacious Home Adjacent to Mt. Snow w/ Game Room!

                                                                            Vermont / Dover

                                                                            Dover house

                                                                            5 13 min stay varies

                                                                            • 5 bedrooms
                                                                            • sleeps 13
                                                                            • min stay varies
                                                                            • Swimming pool
                                                                            • Ski
                                                                            • Child Friendly

                                                                            Price per night from

                                                                            $327

                                                                            Responds fast!
                                                                            avg. 11 minutes

                                                                            Price per night from

                                                                            $327

                                                                            Distance approx 19.19 km from Shaftsbury

                                                                              48

                                                                              Ski-in/Ski-out townhome w/five levels of luxury furnishings & private hot tub!

                                                                              Vermont / Stratton Mountain

                                                                              Stratton Mountain house

                                                                              4 6 2 nights min

                                                                              • 4 bedrooms
                                                                              • sleeps 6
                                                                              • 2 nights min
                                                                              • Child Friendly
                                                                              • Car not necessary
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $651

                                                                              Price per night from

                                                                              $651