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94 Houses

(2) Average 

    5

    Adorable Studio apartment in Brattleboro

    Vermont / Brattleboro

    Brattleboro apartment

    2 1 night min

    • sleeps 2
    • 1 night min
    • Ask about children
    • Pet Friendly

    Price per night from

    $155

    Price per night from

    $155

    Great rentals within 20 miles that match your search

    Distance approx 11.04 km from Brattleboro

    (1) Excellent 

      7

      PARADISE on EARTH! - Historic 4BR Farmhouse

      Vermont / West Halifax

      West Halifax house

      4 8 3 nights min

      • 4 bedrooms
      • sleeps 8
      • 3 nights min
      • Child Friendly
      • Ask about pets
      • Private garden

      Price per night from

      $328

      Price per night from

      $328

      Distance approx 17.21 km from Brattleboro

        17

        Beautiful Cabin in a Peaceful 4 Season Resort with Club House Amenities

        Vermont / Wilmington

        Wilmington chalet

        6 15 2 nights min

        • 6 bedrooms
        • sleeps 15
        • 2 nights min
        • Swimming pool
        • Child Friendly
        • Pet Friendly

        Price per night from

        $369

        Price per night from

        $369

        Distance approx 18.61 km from Brattleboro

        (178) Excellent 

          37

          Unique People & Pet-Welcoming Country Haven

          Berkshires / Charlemont

          Charlemont apartment

          1 4 2 nights min

          • 1 bedroom
          • sleeps 4
          • 2 nights min
          • Child Friendly
          • Air conditioning
          • Pet Friendly
          “Cozy little spot, kid and definitely dog friendly” We brought our Cavalier with us and had a great time at the cottage. It was clean and gave us tons of room. Would definitely stay again.
          …see more

          Price per night from

          $150

          Price per night from

          $150

          Distance approx 17.25 km from Brattleboro

          (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

            $345

            Price per night from

            $345

            Distance approx 17.35 km from Brattleboro

            (1) Excellent 

              16

              Balsam Cottage 4BR, Hot Tub, Pool Table, Fireplace - 5 minutes to the slopes

              Vermont / Dover

              Dover house

              4 10 2 nights min

              • 4 bedrooms
              • sleeps 10
              • 2 nights min
              • Ski
              • Child Friendly
              • Pet Friendly

              Price per night from

              $575

              Price per night from

              $575

              Distance approx 14.98 km from Brattleboro

                38

                'John's Farmhouse in Mount Snow' on 120 Acres!

                Vermont / Whitingham

                Whitingham house

                5 10 min stay varies

                • 5 bedrooms
                • sleeps 10
                • min stay varies
                • Ski
                • Child Friendly
                • Pet Friendly

                Price per night from

                $344

                Responds fast!
                avg. 58 minutes

                Price per night from

                $344

                Distance approx 5.05 km from Brattleboro Show on Map

                (1) Excellent 

                  12

                  Classic New England Farm House

                  New Hampshire / Chesterfield

                  Chesterfield b and b

                  1 2 2 nights min

                  • 1 bedroom
                  • sleeps 2
                  • 2 nights min
                  • Child Friendly

                  Price per night from

                  $52

                  Responds fast!
                  avg. 2 hours 36 minutes

                  Price per night from

                  $52

                  Distance approx 18.86 km from Brattleboro

                    9

                    MT SNOW NEW SKI HOME W/E-WEEK-MONTHLY or SEASON 3 BR 2 Bath 1.1 TO Mtn parking

                    Vermont / Dover

                    Dover house

                    3 7 4 nights min

                    • 3 bedrooms
                    • sleeps 7
                    • 4 nights min
                    • Ski
                    • Child Friendly

                    Price per night from

                    $460

                    Price per night from

                    $460

                    Distance approx 12.49 km from Brattleboro

                      20

                      Casual lux near Hermitage Club & Four Columns Inn

                      Vermont / South Newfane

                      South Newfane villa

                      4 8 7 nights min

                      • 4 bedrooms
                      • sleeps 8
                      • 7 nights min
                      • Nearest beach 10 mi
                      • Ski
                      • Ask about children

                      Price per night from

                      $1,724

                      Price per night from

                      $1,724

                      Distance approx 19.14 km from Brattleboro

                      (1) Excellent 

                        5

                        Historic Ski Home - 8 min to Mount Snow

                        Vermont / West Wardsboro

                        West Wardsboro house

                        5 11 2 nights min

                        • 5 bedrooms
                        • sleeps 11
                        • 2 nights min
                        • Child Friendly
                        • Air conditioning

                        Price per night from

                        $230

                        Price per night from

                        $230

                        Distance approx 19.67 km from Brattleboro

                        (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 17.76 km from Brattleboro

                          (6) 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

                            Responds fast!
                            avg. 3 hours 33 minutes

                            Price per night from

                            $382

                            Distance approx 5.99 km from Brattleboro Show on Map

                              16

                              Church sanctuary

                              Vermont / West Dummerston

                              West Dummerston house

                              3 6 2 nights min

                              • 3 bedrooms
                              • sleeps 6
                              • 2 nights min
                              • Ask about children

                              Price per night from

                              $300

                              Price per night from

                              $300

                              Distance approx 16.33 km from Brattleboro

                                6

                                Partridge Run Ski House - HOT TUB

                                Vermont / Dover

                                Dover house

                                7 29 2 nights min

                                • 7 bedrooms
                                • sleeps 29
                                • 2 nights min
                                • Child Friendly
                                • Ask about pets

                                Price per night from

                                $1,724

                                Price per night from

                                $1,724

                                Distance approx 17.88 km from Brattleboro

                                (8) Excellent 

                                  22

                                  5 mins to Mt Snow Free Shuttle Ski Home

                                  Vermont / Dover

                                  Dover townhouse

                                  3 8 min stay varies

                                  • 3 bedrooms
                                  • sleeps 8
                                  • min stay varies
                                  • Swimming pool
                                  • Ski
                                  • Child Friendly

                                  Price per night from

                                  $230

                                  Responds fast!
                                  avg. 1 hour 56 minutes

                                  Price per night from

                                  $230

                                  Distance approx 16.91 km from Brattleboro

                                  (1) Excellent 

                                    16

                                    Spacious Modern Ski Home near The Hermitage / Mt. Snow

                                    Vermont / Dover

                                    Dover house

                                    4 12 7 nights min

                                    • 4 bedrooms
                                    • sleeps 12
                                    • 7 nights min
                                    • Child Friendly
                                    • Pet Friendly
                                    • Private garden

                                    Price per night from

                                    $427

                                    Price per night from

                                    $427

                                    Distance approx 17.11 km from Brattleboro

                                      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. 58 minutes

                                      Price per night from

                                      $247

                                      Distance approx 8.85 km from Brattleboro Show on Map

                                      (4) Excellent 

                                        24

                                        Romantic Vermont Vacation Cabin with View

                                        Vermont / Newfane

                                        Newfane cottage

                                        2 6 2 nights min

                                        • 2 bedrooms
                                        • sleeps 6
                                        • 2 nights min
                                        • Nearest beach 8 mi
                                        • Child Friendly
                                        • Private garden

                                        Price per night from

                                        $173

                                        Responds fast!
                                        avg. 2 hours 21 minutes

                                        Price per night from

                                        $173

                                        Distance approx 18.27 km from Brattleboro

                                        (1) Excellent 

                                          25

                                          Lorch's Hill: Secluded Vacation Home on 140 Acres... With Pool!

                                          Vermont / Wardsboro

                                          Wardsboro house

                                          5 8 2 nights min

                                          • 5 bedrooms
                                          • sleeps 8
                                          • 2 nights min
                                          • Swimming pool
                                          • Ski
                                          • Child Friendly

                                          Price per night from

                                          $288

                                          Price per night from

                                          $288

                                          Distance approx 18.99 km from Brattleboro

                                          (2) Very Good 

                                            19

                                            Kassmel's Mountain Haus

                                            Vermont / West Wardsboro

                                            West Wardsboro house

                                            4 8 2 nights min

                                            • 4 bedrooms
                                            • sleeps 8
                                            • 2 nights min
                                            • Swimming pool
                                            • Child Friendly
                                            • Private garden

                                            Price per night from

                                            $345

                                            Responds fast!
                                            avg. 3 hours 36 minutes

                                            Price per night from

                                            $345

                                            Distance approx 14.29 km from Brattleboro

                                              21

                                              New Lakefront Cedar Log Home

                                              Vermont / Wilmington

                                              Wilmington chalet

                                              3 12 2 nights min

                                              • 3 bedrooms
                                              • sleeps 12
                                              • 2 nights min
                                              • Beach / lakeside relaxation
                                              • Child Friendly
                                              • Car not necessary

                                              Price per night from

                                              $518

                                              Responds fast!
                                              avg. 1 hour 43 minutes

                                              Price per night from

                                              $518

                                              Distance approx 16.91 km from Brattleboro

                                              (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 17.49 km from Brattleboro

                                                  26

                                                  Serene Shelburne Studio Cabin w/Spring-Fed Pool!

                                                  Massachusetts / Shelburne Falls

                                                  Shelburne Falls studio

                                                  Studio 6 min stay varies

                                                  • Studio
                                                  • sleeps 6
                                                  • min stay varies
                                                  • Swimming pool
                                                  • Ski
                                                  • Child Friendly

                                                  Price per night from

                                                  $190

                                                  Responds fast!
                                                  avg. 21 minutes

                                                  Price per night from

                                                  $190

                                                  Distance approx 18.69 km from Brattleboro

                                                    18

                                                    Penthouse at Brandt House B&B

                                                    Massachusetts / Greenfield

                                                    Greenfield b and b

                                                    1 4 2 nights min

                                                    • 1 bedroom
                                                    • sleeps 4
                                                    • 2 nights min
                                                    • Child Friendly

                                                    Price per night from

                                                    $286

                                                    Price per night from

                                                    $286

                                                    Distance approx 16.68 km from Brattleboro

                                                      9

                                                      Beautiful 3 Br in Chimney Hill. Ski, Hike, Swim , Kayak, Golf all within 15 mins

                                                      Vermont / Wilmington

                                                      Wilmington house

                                                      3 8 1 night min

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

                                                      Price per night from

                                                      $307

                                                      Price per night from

                                                      $307

                                                      Distance approx 13.83 km from Brattleboro

                                                        21

                                                        Mountain Side

                                                        Vermont / Dover

                                                        Dover house

                                                        3 12 2 nights min

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

                                                        Price per night from

                                                        $859

                                                        Responds fast!
                                                        avg. 1 hour 40 minutes

                                                        Price per night from

                                                        $859

                                                        Distance approx 13.07 km from Brattleboro

                                                        (7) Excellent 

                                                          26

                                                          Log Cabin, 4 BR / 2 Bath Minutes to Mount Snow!

                                                          Vermont / Dover

                                                          Dover log cabin

                                                          4 12 min stay varies

                                                          • 4 bedrooms
                                                          • sleeps 12
                                                          • min stay varies
                                                          • Child Friendly
                                                          • Private garden

                                                          Price per night from

                                                          $229

                                                          Responds fast!
                                                          avg. 3 hours 57 minutes

                                                          Price per night from

                                                          $229

                                                          Distance approx 16.94 km from Brattleboro

                                                            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

                                                            $288

                                                            Price per night from

                                                            $288

                                                            Distance approx 15.08 km from Brattleboro

                                                              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

                                                              $259

                                                              Price per night from

                                                              $259

                                                              Distance approx 19.51 km from Brattleboro

                                                                29

                                                                Whispers of the North

                                                                Vermont / West Wardsboro

                                                                West Wardsboro house

                                                                6 14 90 nights min

                                                                • 6 bedrooms
                                                                • sleeps 14
                                                                • 90 nights min
                                                                • Swimming pool
                                                                • Child Friendly
                                                                • Pet Friendly

                                                                Price per night from

                                                                $253

                                                                Price per night from

                                                                $253

                                                                Distance approx 17.98 km from Brattleboro

                                                                  38

                                                                  The Rooster - Mount Snow Townhome w/ Ski Home Trail

                                                                  Vermont / Somerset

                                                                  Somerset townhouse

                                                                  3 8 2 nights min

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

                                                                  Price per night from

                                                                  $252

                                                                  Price per night from

                                                                  $252

                                                                  Distance approx 18.14 km from Brattleboro

                                                                    12

                                                                    Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

                                                                    Vermont / Wilmington

                                                                    Wilmington house

                                                                    3 6 2 nights min

                                                                    • 3 bedrooms
                                                                    • sleeps 6
                                                                    • 2 nights min
                                                                    • Swimming pool
                                                                    • Child Friendly
                                                                    • Private garden

                                                                    Price per night from

                                                                    $219

                                                                    Price per night from

                                                                    $219

                                                                    Distance approx 18.07 km from Brattleboro

                                                                      21

                                                                      Cozy Mount Snow Home on Ski Home Trail

                                                                      Vermont / Dover

                                                                      Dover townhouse

                                                                      3 8 2 nights min

                                                                      • 3 bedrooms
                                                                      • sleeps 8
                                                                      • 2 nights min
                                                                      • Swimming pool
                                                                      • Ski
                                                                      • Child Friendly

                                                                      Price per night from

                                                                      $201

                                                                      Price per night from

                                                                      $201

                                                                      Distance approx 6.69 km from Brattleboro Show on Map

                                                                      (32) Very Good 

                                                                        40

                                                                        Beautiful House overlooking Spofford Lake

                                                                        New Hampshire / Spofford

                                                                        Spofford house

                                                                        4 10 min stay varies

                                                                        • 4 bedrooms
                                                                        • sleeps 10
                                                                        • min stay varies
                                                                        • Beach / lakeside relaxation
                                                                        • Ask about children
                                                                        • Air conditioning

                                                                        Price per night from

                                                                        $184

                                                                        Price per night from

                                                                        $184

                                                                        Distance approx 19.68 km from Brattleboro

                                                                          15

                                                                          Enchanting Rockwood Pond Home with Hot Tub!

                                                                          New Hampshire / Fitzwilliam

                                                                          Fitzwilliam house

                                                                          3 10 min stay varies

                                                                          • 3 bedrooms
                                                                          • sleeps 10
                                                                          • min stay varies
                                                                          • Beach / lakeside relaxation
                                                                          • Child Friendly
                                                                          • Air conditioning

                                                                          Price per night from

                                                                          $224

                                                                          Responds fast!
                                                                          avg. 2 hours 31 minutes

                                                                          Price per night from

                                                                          $224

                                                                          Distance approx 6.71 km from Brattleboro Show on Map

                                                                          (4) Excellent 

                                                                            40

                                                                            Affordable Spacious Vacation Home on Lake Spofford

                                                                            New Hampshire / Chesterfield

                                                                            Chesterfield house

                                                                            3 7 min stay varies

                                                                            • 3 bedrooms
                                                                            • sleeps 7
                                                                            • min stay varies
                                                                            • Beach / lakeside relaxation
                                                                            • Ask about children
                                                                            • Air conditioning

                                                                            Price per night from

                                                                            $120

                                                                            Price per night from

                                                                            $120

                                                                            Distance approx 6.73 km from Brattleboro Show on Map

                                                                            (1) Excellent 

                                                                              26

                                                                              Steps to the sandy beach

                                                                              New Hampshire / Spofford

                                                                              Spofford house

                                                                              3 6 min stay varies

                                                                              • 3 bedrooms
                                                                              • sleeps 6
                                                                              • min stay varies
                                                                              • Beach / lakeside relaxation
                                                                              • Ask about children
                                                                              • Air conditioning

                                                                              Price per night from

                                                                              $150

                                                                              Price per night from

                                                                              $150