Vacation rentals in Walpole

Spacious Loft with View

Located off a quiet dirt road, this rental features a great view of Putney Mountain, a private Hot Tub(exclusive to just the loft), miles of trails right from your doorstep, & a private rock quarry with swimming spot! Nestled amongst 100+ acres of conserved forest, with many VT destinations just minutes away, we are at the top of a hill overlooking the Putney Mountain ridge line.Just a 7 minute drive to downtown Putney and 20 minutes to Brattleboro.Landmark College (6min) & Putney School (12min)

Boulder House - Extraordinary Luxury in the Woods!

From its unique interior wall of huge boulders to the soaring post and beam construction, Boulder House is bolder in every way. It's a rare combination of peace, solitude, and luxury in a beautiful and secluded setting within the 250-acre Lakefalls estate. The very private deck overlooks "Chandler Meadow" and 11,000 acres of conserved land and water, with stunning views from the sunken tub and outdoor shower. The interior appointments and amenities provide extraordinary comfort and aesthetics.

Vermont Mirror House

Escape to our stunning glass house nestled in the Vermont forest. This modern retreat offers breathtaking 360-degree views of lush wilderness and beautiful waterways. Unwind in the hot tub, warm up by the cozy fireplace, or rejuvenate in the sauna. Floor-to-ceiling windows bring nature indoors! Perfect for romantic getaways, small families or simply work away from work with fiber wifi. Experience tranquility during all seasons in this one-of-a-kind hideaway. Book now for an unforgettable escape!

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.

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.

Pettengill Schoolhaus scenic 2 min to main village

Our lovingly restored gem is located >2 miles outside the historic town of Grafton, Vermont. A lovely walk or 10 min. bike ride from Grafton Inn & Tavern (live music!), General Store, shops, museums, tennis. >3 miles to the Outdoor Center hiking, biking, Nordic skiing & swimming. Direct access to the VAST trail system and easy drive to Okemo, Stratton & Lowell Lake. The house is a well appointed 2 bedrooms, 2 baths. Guests love the spacious common areas, inside and out, all in the school theme.

Tiny A-Frame Rest House in Woods near Mountains

Newly built A-Frame getaway cabin built in the middle of the woods of Vermont. Unplug from it all at this special space surrounded by nature. Enjoy doing yoga and relaxing on the deck, remote working with fiber optic wifi, utilizing the fire pit to roast smores, or taking a walk around the walking paths on the property! There are also nearby hikes, swimming spots, skiing destinations, and drinking/eating spots! We are 35-40 minutes from Stratton, Mount Snow, Bromley, Okemo, and Magic Mountain!

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.

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.

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.

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

Modern Cabin with Outdoor Spa on Vermont Farm

Romantic modern cabin with private hot tub on a 100-acre Vermont farm. This Scandinavian-style retreat features soaring windows, a king bed with luxury linens, a cozy fireplace, and a sleek kitchen. Perfect for couples seeking a peaceful getaway, farm stay, or eco-friendly escape. Soak under the stars, meet our friendly goats, and enjoy the beauty of southern Vermont from your light-filled solar-powered cabin.