Holiday houses in Walpole

4.98 out of 5 average rating, 91 reviews

A restored farmhouse is set against a backdrop of vibrant autumn foliage. The white exterior contrasts with the colorful maple trees surrounding a spacious green yard. A wooden fence frames the scene, enhancing the rural charm of the property.

Home in Walpole

Charming, Large House in Walpole NH /VT. Border

NH Lic #064989 Grafton trails VT Granite Gorge Keene snowtube 20 miles Magic Mt. ski 30 m Mt. Sunapee ski Newbury NH 36 Okemo Ludlow VT ski 35 miles Mount Snow West Dover VT 35 m Stratton Stratton VT Ski 44 m Winter activities include snowshoeing, cross country skiing a MA to Canada rail trail for snowmobiles. Walpole is a year round destination for kayaking, hiking Mt Monadnock, mtn biking. golfing, leaf peeping + apple picking local orchards. Keene NH and Brattleboro VT 15 minute drive.

5.0 out of 5 average rating, 33 reviews

Apartment in Rockingham

Historic Luxury Loft

Luxury loft in our renovated historic building in beautiful Bellows Falls, Vermont, a gilded age mill and mansion town in its renaissance. Room for up to 6 people, with a full kitchen and 2.5 great bathrooms. Just steps from the Amtrak station, minutes off I-91, and a half hour from prime skiing and foliage destinations. Enjoy the bustle of the downtown Square and explore its antique shops, art galleries, unique restaurants, Grist Mill Museum, Opera House, and parks along the Connecticut River.

4.94 out of 5 average rating, 282 reviews

A billiards room features a red pool table with cues and balls arranged on it. Large windows allow natural light to fill the space. Bar stools are positioned at a small pub table, and warm-colored curtains frame the windows.

Apartment in Rockingham

Village Flat with Antique Billiards

Charming and spacious first floor, 3 Bedroom, 1 Full Bath apartment. Sleeps 5 (1 King, 1 Queen and 1 twin). It is nestled in the center of the Bellows Falls village, a short 5-minute walk to downtown, where you will find great little shops and eateries. We are centrally located in Southern Vermont ~ 40 min from several ski areas (Okemo, Magic, Bromley, Stratton, etc.) about one hour from Killington Resort, Mount Snow, and Mount Sunapee (NH), and ~ 20 mins from Brattleboro, VT, or Keene, NH.

5.0 out of 5 average rating, 10 reviews

A classic farmhouse features blue siding and white trim, framed by blooming lilac bushes. Large windows provide a view of the lush green lawn and outdoor seating areas. A barn is visible in the background, contributing to the rural charm of the property.

Farm stay in Walpole

3 Bedroom House in Walpole with Beautiful Views

Beautiful 1860's Farmhouse on 100 acres of regenerate farm. Enjoy a quiet country setting while being in the perfect location to explore southern NH and VT. Visit our own Farm-to-Table restaurant, The Hungry Diner, 5 miles away. We also provide local coffee and a homemade baked good upon check-in. There are endless activities for any season–biking, hiking, apple picking (apple orchard next door), wineries & breweries, fly fishing, fall foliage, antiques, sledding, skiing and much more.

4.93 out of 5 average rating, 27 reviews

A serene landscape showcases rolling hills under a pastel sky at dusk. The calm water reflects the soft hues of purple and pink, while trees frame the view, enhancing the tranquil setting.

Home in Bellows Falls

Amazing Views, Skiing Nearby and Amenities Galore!

Discover your perfect getaway at our stunning rental, nestled in the heart of Rockingham. Boasting breathtaking views, this home is an ideal retreat for ski enthusiasts and those seeking a tranquil escape. With 5 large bedrooms and 3 modern bathrooms, it comfortably accommodates your family or group. Enjoy the convenience of a fully equipped kitchen, billiards room, sauna and much more. Experience the ultimate vacation, close to skiing adventures and all the amenities you could wish for.

4.97 out of 5 average rating, 197 reviews

The treehouse stands elevated among tall trees, featuring a warm wooden exterior and large windows that allow natural light to fill the interior. A deck extends from the structure, leading to a fire pit area surrounded by gravel.

Treehouse in Putney

Treehouse Haven in Putney-All Seasons

Peaceful, private & fully equipped four-season treehouse, surrounded by nature. ☽ Private & secluded ☽ Central to activities & necessities ☽ Firepit, pellet stove, deck, grill & fully stocked kitchen ☽ Scrupulously clean, unscented products ☽ Clean composting outhouse ☽ Tea & local coffee ☽ Hot outdoor shower-Closed Nov-April ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Retreat from the business of life; romance, with the family, or even a remote work sanctuary.

A large, two-story home is nestled among lush greenery, surrounded by tall trees. A wide front porch invites relaxation, while multiple windows provide natural light. The well-maintained lawn features an arrangement of plants and a stone pathway leading to the entrance.

4.82 out of 5 average rating, 22 reviews

Charming 4-bedroom house

Relax and unwind with the whole family at our large home in Putney. There is plenty of space for everyone and lots of activities right out the door. The patio has a large firepit as well as a dining table and BBQ There are multiple ski resorts within an hour drive, the closest is Magic Mountain which is 45 minutes away. There is hiking available from the property and a large trail network about 10 minutes drive away. In winter there are multiple cross country ski trails in the area.

4.94 out of 5 average rating, 48 reviews

A quaint cape house is set against a lush green lawn, showcasing a charming red door as the focal point. Symmetrical windows with dark shutters frame the front, while garden elements add natural beauty to the inviting exterior.

Home in Walpole

Country Cottage

A country getaway on the quiet common of idyllic Walpole, NH, nestled in the Connecticut River Valley. Home of Burdick's chocolatier & restaurant, Alyson's Orchard, the Cabot's cheese family & documentarian Ken Burns. For summer fun: swimming holes, festivals & canoeing. In fall, visit nearby Brattleboro, VT, or Keene, NH, & pick apples. In winter, enjoy downhill & cross-country ski resorts & local sugar houses—or just sit by the fire & relax! Scenic walks & hikes all year.

4.95 out of 5 average rating, 111 reviews

A well-lit living area features hardwood floors and exposed beams. A brown sofa is positioned across from a simple coffee table, with decorative items on the walls. A plant adds a touch of greenery, and two blue doors provide access to other rooms.

Guest suite in Putney

Southern Vermont getaway

Spacious, comfortable and very large light-filled one bedroom all to yourselves. The single-story unit is attached to our lovely farmhouse but has a separate entrance. Hardwood floors, exposed beams and beautiful views of gardens and woods for a one-of a-kind retreat in beautiful Putney, VT. Close to skiing, hiking, and kayaking (45 min to Mt Snow, Okemo, Grafton ponds and more). Plenty of room for reading, TV, cooking, working or napping.

The exterior of a two-story wooden home is shown, surrounded by a lush green lawn. A large tree provides shade, while the blue sky features scattered clouds. A relaxed seating area is visible on the grass, enhancing the scenic countryside setting.

4.91 out of 5 average rating, 116 reviews

Peaceful Beautiful Mountain Home Spectacular Views

15 Spectacular Acres! Plenty of room for the entire family or great for a couples getaway. This home has everything you need. There are brand new mattresses, quilts, linens, towels, cookware, plates and utensils for your comfort. The beautiful mountain views are seen from just about every room. There is a wood burning fireplace, 4 bedrooms and 2 full bathrooms. Both levels have 3 season porches to enjoy the views, coffee, reading or a meal.

4.94 out of 5 average rating, 822 reviews

Tiny home in Putney

Honeycrisp Cottage - A Tiny Timber Frame

Honeycrisp Cottage a Tiny Timber Frame is a bright, energy-efficient dwelling nestled on 9 acres overlooking a beautiful forested mountain & trails to explore along a brook. A peaceful getaway retreat equipped with a living room, a king bed, a loft with a queen bed, a full kitchen, & a full bathroom. *Please No Smoking On The Property Mt. Snow - 50 mins Okemo - 50 mins Stratton - 1 hr Killington - 1 hr 20 mins

4.86 out of 5 average rating, 37 reviews

Home in Walpole

A Quaint Setting in the Center of Walpole Village

A classic New England colonial home welcomes you. Recent refurbishments provide a comfortable living space for 1-2 people on the first floor. Located downtown. Walking distance to activities and services including a French Restaurant, adjacent coffee shop, and gourmet market. Golfing, hiking, hang gliding, and skiing are within easy reach.

Popular amenities for Walpole holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Walpole

4.98 out of 5 average rating, 57 reviews

Guesthouse in Putney

Cozy Cottage Loft and Retreat

5.0 out of 5 average rating, 29 reviews

Peaceful VT Mountain Retreat, Lg Deck & Fire Pit

4.94 out of 5 average rating, 18 reviews

Charming Putney Village Home!

4.93 out of 5 average rating, 76 reviews

A vibrant garden is displayed, featuring a variety of blooming flowers in shades of pink and white. Lush greenery surrounds the garden, with tall trees in the background. The scene is bathed in natural sunlight, creating a peaceful outdoor setting.

Guesthouse in Rockingham

Peaceful Historic Cottage

4.92 out of 5 average rating, 24 reviews

The post and beam cabin stands surrounded by lush greenery, featuring a sloping roof and large front windows that invite natural light. A welcoming porch area is visible, along with a grassy front yard adorned with shrubs and trees, enhancing the serene woodland setting.

Cabin in Alstead

Rustic Artsy Cabin in the Woods

4.86 out of 5 average rating, 84 reviews

Home in Rockingham

Beautiful Victorian Home

4.83 out of 5 average rating, 24 reviews

A charming restored house with a distinctive pink exterior is framed by lush greenery. The front door is painted a vibrant teal, complementing the white trim and windows. A tall tree stands beside the home, adding to the serene outdoor setting.

Home in Grafton

Pettengill Schoolhaus scenic 2 min to main village