Vacation rentals in Walpole

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Top-rated vacation rentals in Walpole

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
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
4.99 out of 5 average rating, 83 reviews

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.

Top guest favourite
An outdoor tub is situated on a wooden deck, surrounded by vibrant autumn foliage. A red faucet provides a natural flow of water, while a small bowl of floating objects rests nearby. In the background, a glimpse of a serene lake can be seen through the trees.
Cabin in Stoddard
4.98 out of 5 average rating, 124 reviews

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.

Top guest favourite
A serene pond reflects the white cottage and surrounding trees, creating a tranquil scene. Wildflowers and grasses frame the water's edge, while lush greenery enhances the natural beauty of the area. The peaceful environment is ideal for relaxation and outdoor exploration.
Cottage in Petersham
4.99 out of 5 average rating, 225 reviews

Cider House Cottage

Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

Guest favourite
An open concept living space features four arched windows that allow ample natural light. Wooden floors complement the revealed post and beam construction. A wooden dining table is centrally placed, with a cozy seating area in a corner, creating a relaxed environment.
Home in Putney
4.9 out of 5 average rating, 238 reviews

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)

Guest favourite
A rustic building with wooden siding is partially surrounded by a foggy landscape. An elevated deck with rocking chairs invites relaxation. The entrance features glass doors flanked by large windows, allowing natural light to illuminate the interior. Surrounding greenery creates a serene atmosphere.
Home in Putney
4.93 out of 5 average rating, 419 reviews

Vermont Botanical Studio Apartment

This room is one half of a floor in our studio building (35 sq m). It is the only occupied space in the building, which is separated from the main house by a yard. There is a queen-sized bed, full bath (no-curb shower), and an outdoor shower (not available in the winter) Small kitchen with a sink, fridge, 2-burner induction hob, microwave/convection oven, toaster, coffee pot, and cookware. Arched ceiling, with ceiling fan, large windows, deck, and Maggie's botanical art lining the walls.

Guest favourite
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 Bellows Falls
4.94 out of 5 average rating, 254 reviews

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.

Top guest favourite
A spacious lawn features a circular stone fire pit surrounded by four green Adirondack chairs. In the background, a red barn with a white roof is visible, along with a large farmhouse, providing a rustic setting in a peaceful countryside.
Farm stay in Walpole
5 out of 5 average rating, 43 reviews

Sunnyside Farmhouse with lots of outdoor spaces

The Sunnyside Farmhouse is perfect for families & friends. 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.

Top guest favourite
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
4.99 out of 5 average rating, 159 reviews

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 toilet ☽ Tea & local coffee ☽ Hot outdoor shower ☽ 45min to ski resorts ☽ Swimming holes & hikes ☽ WiFi & electricity Visit for romance, time with the family, a retreat from the business of life, or even a remote work sanctuary.

Top guest favourite
A cozy living area features a mixture of seating options, including a tufted sofa and a vintage-style sofa adorned with decorative cushions. Natural wood floors enhance the warmth of the space, while artwork on the walls and a circular coffee table complete the inviting atmosphere.
Barn in Chester
4.99 out of 5 average rating, 698 reviews

Inviting studio apartment above barn in Vermont

This custom build apartment is located just 10 minutes from I91. In the winter you are 30 minutes away from some of the best skiing around. Located on 85 private acres with great views this is the perfect winter get away. In the summer you can relax by the firepit, hike in the woods, work in the gardens (just kidding), collect breakfast from the chickens or visit some of the local breweries. We are as close or as far away as you would like us to be with our house right next door.

Guest favourite
A spacious studio is depicted, featuring a cozy seating area with a blue couch and a patterned loveseat. A large wooden dining table is positioned nearby. The room is accented by vibrant artwork and is illuminated by natural light from two windows, complementing the warm wood flooring.
Apartment in Bellows Falls
4.94 out of 5 average rating, 295 reviews

Stunning Studio in historic Downtown Bellows Falls

Beautifully curated and spacious studio located in historic downtown Bellows Falls, VT. Come to escape the hustle and bustle of a big city without giving up metropolitan amenities. With a great location, you can walk to the train station, local bars and restaurants, shops, movie theater, etc. From the studio, you are a short distance drive to many outdoor activities that Vermont has to offer such as hiking, kayaking, mountain biking, etc.

Guest favourite
The bedroom is designed with a spacious bed adorned with crisp white linens. A large triangular window provides a serene view of lush greenery outside, allowing natural light to fill the room.
Cabin in Townshend
4.96 out of 5 average rating, 178 reviews

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.

Top guest favourite
The exterior of an 1840s stone house is displayed, featuring a warm red door and large windows under a sloping roof. A well-maintained garden surrounds the entrance, and a tall tree provides shade. A gravel path leads to the house, with a visible stone wall along the yard.
Cottage in Chester
4.91 out of 5 average rating, 109 reviews

Quaint stone house!

⭐️ 2022 Rockingham Old House Award ⭐️ Take it easy at this unique and tranquil getaway. The Cairn of Vermont is an 1840s stone house located in the sleepy remnants of Bartonsville Village, now part of Chester, VT. 20 minutes to skiing and hiking, biking and the great outdoors are all around you! Less than 5 minutes to Vermont Country Store and make your way home through the Bartonsville Covered Bridge!

Popular amenities for Walpole vacation rentals

When is the best time to visit Walpole?

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Avg. price$147 CAD$197 CAD$160 CAD$160 CAD$175 CAD$175 CAD$175 CAD$175 CAD$209 CAD$161 CAD$147 CAD$147 CAD
Avg. temp-5 °C-4 °C1 °C8 °C14 °C18 °C21 °C20 °C16 °C9 °C4 °C-2 °C

Frequently Asked Questions

  • Do house rentals in Walpole have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Walpole. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in apartment rentals in Walpole?

    Experience the best of Walpole with our apartment rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Walpole?

    Four-legged friends are welcome in Walpole. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Walpole?

    Walpole has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Walpole?

    Yes! Work meets play with ease at over 30 vacation rentals in Walpole featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Walpole have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Walpole. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Walpole have free parking?

    Absolutely! We offer over 20 house rentals with free parking in Walpole. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Walpole?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Walpole

  • Total vacation rentals

    Explore 60 vacation rentals in Walpole

  • Nightly prices starting at

    Walpole vacation rentals start at $70 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,120 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Walpole vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Walpole rentals

  • 4.9 Average rating

    Walpole stays are highly rated by guests—averaging 4.9 out of 5!

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