Walpole Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

41 Houses

(1) Excellent 

    15

    3 BDR Farmhouse on Tranquil 105 acre Organic Farm

    New Hampshire / Walpole

    Walpole house

    3 8 3 nights min

    • 3 bedrooms
    • sleeps 8
    • 3 nights min
    • Nearest beach 8 mi
    • Child Friendly
    • Air conditioning

    Price per night from

    $303

    Price per night from

    $303

    Great rentals within 20 miles that match your search

    Distance approx 12.34 km from Walpole

    (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

      $119

      Price per night from

      $119

      Distance approx 19.5 km from Walpole

      (1) Excellent 

        12

        Charming and cozy Log cabin near Stratton Vermont

        Vermont / Jamaica

        Jamaica house

        4 6 2 nights min

        • 4 bedrooms
        • sleeps 6
        • 2 nights min
        • Child Friendly
        • Pet Friendly
        • Private garden

        Price per night from

        $344

        Responds fast!
        avg. 1 hour 28 minutes

        Price per night from

        $344

        Distance approx 15.66 km from Walpole

        (3) Very Good 

          20

          Large, Lovely, Affordable Mountain Home

          Vermont / Windham

          Windham house

          5 10 30 nights min

          • 5 bedrooms
          • sleeps 10
          • 30 nights min
          • Child Friendly
          • Air conditioning
          • Pet Friendly
          “I rented a house for a weekend and received much more than a pla” I rented the Windham County House for a weekend to hold a retreat for first year students at Middlebury College who are still adjusting to college life. This house provided us with an

          Price per night from

          $95

          Price per night from

          $95

          Distance approx 15.92 km from Walpole

            34

            Beautiful Country Luxury Waterfront Lake Home

            New Hampshire / Unity

            Unity cottage

            3 13 7 nights min

            • 3 bedrooms
            • sleeps 13
            • 7 nights min
            • Beach / lakeside relaxation
            • Child Friendly
            • Air conditioning

            Price per night from

            $327

            Price per night from

            $327

            Distance approx 15.72 km from Walpole

            (1) Excellent 

              11

              3 bedroom lake home on Crescent lake

              New Hampshire / Newport

              Newport house

              3 7 2 nights min

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

              Price per night from

              $215

              Price per night from

              $215

              Distance approx 14.57 km from Walpole

              (1) Excellent 

                9

                Private Lakefront Cottage

                New Hampshire / Marlow

                Marlow cottage

                3 6 7 nights min

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

                Price per night from

                $196

                Price per night from

                $196

                Distance approx 15.43 km from Walpole

                  10

                  Hugging Bear Inn - Bear Cub Room

                  Vermont / Chester

                  Chester b and b

                  1 4 1 night min

                  • 1 bedroom
                  • sleeps 4
                  • 1 night min
                  • Child Friendly
                  • Air conditioning

                  Price per night from

                  $160

                  Price per night from

                  $160

                  Distance approx 15.35 km from Walpole

                    19

                    Historic 1868 Carriage House at Chester Depot

                    Vermont / Chester

                    Chester guest house

                    3 6 2 nights min

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

                    Price per night from

                    $172

                    Price per night from

                    $172

                    Distance approx 19.61 km from Walpole

                      27

                      NEW! 'Green Mountain Escape'-Near Stratton Resort!

                      Vermont / Jamaica

                      Jamaica house

                      4 11 min stay varies

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

                      Price per night from

                      $304

                      Responds fast!
                      avg. 19 minutes

                      Price per night from

                      $304

                      Distance approx 17.61 km from Walpole

                        11

                        Live the real Vermont Experiance

                        Vermont / Grafton

                        Grafton house

                        4 8 30 nights min

                        • 4 bedrooms
                        • sleeps 8
                        • 30 nights min
                        • Child Friendly
                        • Private garden

                        Price per night from

                        $115

                        Price per night from

                        $115

                        Distance approx 13.98 km from Walpole

                        (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 43 minutes

                          Price per night from

                          $52

                          Distance approx 12.33 km from Walpole

                          (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 19.51 km from Walpole

                              24

                              Cobb Hill Estate - 6 brs sleeps 15 on 750 acres!

                              New Hampshire / Harrisville

                              Harrisville villa

                              6 15 min stay varies

                              • 6 bedrooms
                              • sleeps 15
                              • min stay varies
                              • Ask about children

                              Price per night from

                              $550

                              Responds fast!
                              avg. 1 hour 28 minutes

                              Price per night from

                              $550

                              Distance approx 18.06 km from Walpole

                                16

                                Classic Village Farmhouse with large yard & stream

                                Vermont / Jamaica

                                Jamaica house

                                4 9 7 nights min

                                • 4 bedrooms
                                • sleeps 9
                                • 7 nights min
                                • Child Friendly
                                • Pet Friendly

                                Price per night from

                                $213

                                Price per night from

                                $213

                                Distance approx 19.75 km from Walpole

                                  24

                                  NEW! 3BR Cottage On Island Pond - Steps From Beach

                                  New Hampshire / Washington

                                  Washington cottage

                                  3 11 3 nights min

                                  • 3 bedrooms
                                  • sleeps 11
                                  • 3 nights min
                                  • Child Friendly

                                  Price per night from

                                  $138

                                  Responds fast!
                                  avg. 19 minutes

                                  Price per night from

                                  $138

                                  Distance approx 17.25 km from Walpole

                                    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

                                    $155

                                    Responds fast!
                                    avg. 19 minutes

                                    Price per night from

                                    $155

                                    Distance approx 15.12 km from Walpole

                                      22

                                      Amare Guesthouse, renovated in-town victorian

                                      Vermont / Chester

                                      Chester house

                                      3 6 2 nights min

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

                                      Price per night from

                                      $264

                                      Price per night from

                                      $264

                                      Distance approx 18.86 km from Walpole

                                        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

                                        $1,718

                                        Price per night from

                                        $1,718

                                        Distance approx 12.33 km from Walpole

                                        (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

                                          $149

                                          Price per night from

                                          $149

                                          Distance approx 19.6 km from Walpole

                                          (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

                                            $228

                                            Responds fast!
                                            avg. 3 hours 57 minutes

                                            Price per night from

                                            $228

                                            Distance approx 19.5 km from Walpole

                                              28

                                              Stratton Ten Pines - Spectacular Timberframe Home

                                              Vermont / Jamaica

                                              Jamaica house

                                              6 16 2 nights min

                                              • 6 bedrooms
                                              • sleeps 16
                                              • 2 nights min
                                              • Ski
                                              • Child Friendly
                                              • Pet Friendly

                                              Price per night from

                                              $1,718

                                              Price per night from

                                              $1,718

                                              Distance approx 15.43 km from Walpole

                                                30

                                                Hugging Bear Inn & Shoppe- rent entire Inn

                                                Vermont / Chester

                                                Chester b and b

                                                6 18 1 night min

                                                • 6 bedrooms
                                                • sleeps 18
                                                • 1 night min
                                                • Nearest beach 19 mi
                                                • Child Friendly
                                                • Air conditioning

                                                Price per night from

                                                $676

                                                Price per night from

                                                $676

                                                Distance approx 11.02 km from Walpole

                                                  28

                                                  Renovated 1950's Farmhouse on 300 Acres in Grafton

                                                  Vermont / Grafton

                                                  Grafton house

                                                  3 8 min stay varies

                                                  • 3 bedrooms
                                                  • sleeps 8
                                                  • min stay varies
                                                  • Child Friendly
                                                  • Air conditioning

                                                  Price per night from

                                                  $287

                                                  Responds fast!
                                                  avg. 19 minutes

                                                  Price per night from

                                                  $287

                                                  Distance approx 7.38 km from Walpole

                                                    26

                                                    NEW! 'Robin's Nest' Cottage w/ Hot Tub - Near Lake

                                                    New Hampshire / Marlow

                                                    Marlow cottage

                                                    2 8 min stay varies

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

                                                    Price per night from

                                                    $155

                                                    Responds fast!
                                                    avg. 19 minutes

                                                    Price per night from

                                                    $155

                                                    Distance approx 17.91 km from Walpole

                                                      24

                                                      Live & Breathe VT- Village Home, Yoga Studio, Ski!

                                                      Vermont / Jamaica

                                                      Jamaica house

                                                      4 9 3 nights min

                                                      • 4 bedrooms
                                                      • sleeps 9
                                                      • 3 nights min
                                                      • Child Friendly
                                                      • Pet Friendly

                                                      Price per night from

                                                      $287

                                                      Price per night from

                                                      $287

                                                      Distance approx 18.01 km from Walpole

                                                      (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

                                                        Distance approx 11.01 km from Walpole

                                                          30

                                                          Colonial Keene House on 7 Acres w/ Pool!

                                                          New Hampshire / Keene

                                                          Keene house

                                                          9 18 min stay varies

                                                          • 9 bedrooms
                                                          • sleeps 18
                                                          • min stay varies
                                                          • Swimming pool
                                                          • Ski
                                                          • Child Friendly

                                                          Price per night from

                                                          $567

                                                          Responds fast!
                                                          avg. 19 minutes

                                                          Price per night from

                                                          $567

                                                          Distance approx 9.27 km from Walpole Show on Map

                                                            28

                                                            NEW! Beautiful Log House 3.5 Mi. to Spofford Lake!

                                                            New Hampshire / Westmoreland

                                                            Westmoreland house

                                                            2 4 min stay varies

                                                            • 2 bedrooms
                                                            • sleeps 4
                                                            • min stay varies
                                                            • Air conditioning

                                                            Price per night from

                                                            $161

                                                            Responds fast!
                                                            avg. 19 minutes

                                                            Price per night from

                                                            $161

                                                            Distance approx 14.35 km from Walpole

                                                              27

                                                              Private Home - Mins to Skiing at Magic Mtn & More!

                                                              Vermont / Grafton

                                                              Grafton house

                                                              2 6 min stay varies

                                                              • 2 bedrooms
                                                              • sleeps 6
                                                              • min stay varies
                                                              • Ski

                                                              Price per night from

                                                              $144

                                                              Responds fast!
                                                              avg. 19 minutes

                                                              Price per night from

                                                              $144

                                                              Distance approx 11.88 km from Walpole

                                                                7

                                                                Historic Lakefront Spofford Cottage

                                                                New Hampshire / Spofford

                                                                Spofford house

                                                                4 8 7 nights min

                                                                • 4 bedrooms
                                                                • sleeps 8
                                                                • 7 nights min
                                                                • Child Friendly
                                                                • Private garden

                                                                Price per night from

                                                                $458

                                                                Responds fast!
                                                                avg. 40 minutes

                                                                Price per night from

                                                                $458

                                                                Distance approx 13.93 km from Walpole

                                                                  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

                                                                  $298

                                                                  Price per night from

                                                                  $298

                                                                  Distance approx 15.43 km from Walpole

                                                                  (1) Very Good 

                                                                    10

                                                                    Hugging Bear Inn - Tower Room

                                                                    Vermont / Chester

                                                                    Chester b and b

                                                                    1 2 1 night min

                                                                    • 1 bedroom
                                                                    • sleeps 2
                                                                    • 1 night min
                                                                    • Nearest beach 19 mi
                                                                    • Child Friendly
                                                                    • Air conditioning

                                                                    Price per night from

                                                                    $137

                                                                    Price per night from

                                                                    $137

                                                                    Distance approx 14.53 km from Walpole

                                                                    (2) Very Good 

                                                                      22

                                                                      Sunapee area - lakeside cottage trio on Sand Pond

                                                                      New Hampshire / Marlow

                                                                      Marlow cottage

                                                                      4 8 7 nights min

                                                                      • 4 bedrooms
                                                                      • sleeps 8
                                                                      • 7 nights min
                                                                      • Beach / lakeside relaxation
                                                                      • Child Friendly
                                                                      • Pet Friendly

                                                                      Price per night from

                                                                      $241

                                                                      Price per night from

                                                                      $241

                                                                      Distance approx 19.28 km from Walpole

                                                                        24

                                                                        Rustic East Dover House w/ Pond Near Mount Snow!

                                                                        Vermont / Dover

                                                                        Dover house

                                                                        2 8 min stay varies

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

                                                                        Price per night from

                                                                        $247

                                                                        Responds fast!
                                                                        avg. 19 minutes

                                                                        Price per night from

                                                                        $247

                                                                        Distance approx 15.43 km from Walpole

                                                                          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

                                                                          $160

                                                                          Price per night from

                                                                          $160

                                                                          Distance approx 13.98 km from Walpole

                                                                            12

                                                                            Historical Farm House

                                                                            New Hampshire / Chesterfield

                                                                            Chesterfield b and b

                                                                            1 2 2 nights min

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

                                                                            Price per night from

                                                                            $52

                                                                            Responds fast!
                                                                            avg. 2 hours 43 minutes

                                                                            Price per night from

                                                                            $52

                                                                            Distance approx 16.5 km from Walpole

                                                                            (1) Excellent 

                                                                              6

                                                                              Edgemont

                                                                              New Hampshire / Washington

                                                                              Washington cottage

                                                                              2 4 7 nights min

                                                                              • 2 bedrooms
                                                                              • sleeps 4
                                                                              • 7 nights min
                                                                              • Beach / lakeside relaxation
                                                                              • Child Friendly

                                                                              Price per night from

                                                                              $164

                                                                              Price per night from

                                                                              $164