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 favorite
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
4.94 out of 5 average rating, 36 reviews

Country Cottage

A country getaway for the whole family 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.

Guest favorite
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, 423 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 favorite
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
4.95 out of 5 average rating, 260 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 favorite
A cozy outdoor living area features wooden seating, including a swing and chairs surrounding a fire pit. The camper is positioned on a deck nestled among trees, providing a sense of seclusion. A small table is visible, completing the inviting gathering space.
Camper/RV in Guilford
4.94 out of 5 average rating, 185 reviews

Monadnock Sunrise Forest Hideaway

Enjoy a converted camper as your private getaway in Southern VT. Less than 10 min to downtown Brattleboro, yet nestled in the woods for a quiet retreat. Full galley kitchen and living/lounge area. Wood stove for primary heating (electric backup for not so cold days). Outdoor spaces include a fire pit, deck, pool table, hot outdoor shower, outhouse (composting toilet), and forest for galavanting. The place is a perfect fit for two adults (queen bed) and one kid (63" long fold down couch).

Top guest favorite
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, 44 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.

Superhost
The exterior of a wooden cabin is displayed amidst a snowy landscape. The structure features a sloped roof with skylights and a covered entrance that offers protection from the elements. A vehicle is parked nearby, and snow covers the ground and surrounding trees.
Cottage in Putney
4.81 out of 5 average rating, 287 reviews

The Cottage, a house built for guests.

In the village there is a wonderful farm to table restaurant, the Gleanery. A local pub, friendly, great food with indoor and outdoor dining & pub. The General Store, is the oldest continually run general store in Vt. The Next Stage, Yellow Barn, Sandglass Theater, these places provide an amazing collection of visual, musical, spoken word and world renowned art and artist to experience. These cultural event locations are but a mile away for the Cottage I hope you choose for your stay.

Guest favorite
The compact kitchen features modern appliances, including a microwave and refrigerator, paired with wooden cabinetry and a dining area. Light-colored wood flooring extends throughout, and a staircase leads to the sleeping loft above. Decor elements include framed artwork and a vase of flowers positioned on the counter.
Tiny home in Brattleboro
4.85 out of 5 average rating, 220 reviews

Sweet Vermont Tiny Home Get Away

Your unique Vermont retreat is just a click away! Come stay in this custom built tiny house in southern Vermont. We are an easy walk to the train station, art museum, restaurants, shops, and many beautiful nature spots in and around Brattleboro VT, plus a 40 minute drive to the Mount Snow ski area, and local hiking, swimming, boating, skiing, and skating opportunities. A nature lover's paradise! Enjoy the great outdoors and small town living, or cozy up in the tiny house and just relax.

Guest favorite
A two-story building features a light yellow facade with a sloped metal roof. The structure includes multiple red doors and accompanying windows. Lush greenery and a gravel pathway surround the dwelling, enhancing the outdoor space that invites exploration.
Guest suite in Westminster
4.97 out of 5 average rating, 60 reviews

COZY FARMHOUSE SUITE

Take it easy at this unique and tranquil getaway nestled in a revolutionary historically significant village. You can experience farm living while still close to Rte 91, an Amtrak station and the Connecticut river for fun water activities. This recently renovated studio has a private entrance with parking right outside. Fully equipped kitchen. Bathroom with tiled shower stall, easily accessible. The beautiful sleeping nook is perfect for two. Adorable sitting and dining/work areas.

Top guest favorite
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, 710 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. I am as close or as far away as you would like me to be with my house right next door.

Guest favorite
A cozy living area is furnished with two rattan chairs featuring dark cushions. A wooden coffee table sits in front, complemented by a pattern rug. A framed world map adorns the wall, while natural light is allowed in through a nearby staircase.
Apartment in Dummerston
4.91 out of 5 average rating, 482 reviews

Rice Farm Retreat

Peaceful, romantic retreat in this stunningly large, 1850's remodeled barn apartment. The historic barn is nestled into hundrends of acres of Nature Conservency. Many old maple and pine trees, hiking trails and breathtaking views will welcome you along the the drive here. If you'd like to book a healing retreat I offer Reiki sessions to guests. Inquire when you book. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

Top guest favorite
The garden features raised vegetable beds surrounded by a wooden fence. In the background, the charming former church building with a pointed steeple is visible, framed by vibrant autumn foliage in shades of red and orange.
Guest suite in Brattleboro
4.95 out of 5 average rating, 609 reviews

Charming studio in renovated 19th century church.

This spacious studio apartment is located in the former Swedish Congregational Church in historic Swedeville, a secluded hilly neighborhood built by Swedish immigrants in the 1800's. For years it housed Rick and Liza’s stained glass studio, which they have now lovingly and creatively transformed into a residence. The rental is minutes from the interstate and one mile from downtown Brattleboro, but the neighborhood has a rural and somewhat European flavor to it.

Top guest favorite
A modern home is situated on a sloped driveway surrounded by trees, with a green lawn and landscaped stone features. Solar panels are visible on the roof. Two vehicles are parked under a covered deck, which extends from the main structure.
Apartment in Brattleboro
4.96 out of 5 average rating, 196 reviews

Contemporary forest eco-retreat, mountain views

This is an open, light-filled one-Bdm apartment on the lower level of our hillside home, surrounded by forests, with stunning views. Your space is 719 sf + access to laundry. We are fully vaccinated, and ask the same of guests. If you think you may have Covid please tell us. We welcome all kinds of people, regardless of race, ethnicity, gender, etc. We may ask questions before accepting people who don’t have many prior reviews. We don't take pets, sorry.

Popular amenities for Walpole vacation rentals

When is the best time to visit Walpole?

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Avg. priceR1,755 ZARR2,339 ZARR1,905 ZARR1,905 ZARR2,089 ZARR2,089 ZARR2,089 ZARR2,089 ZARR2,490 ZARR1,922 ZARR1,755 ZARR1,755 ZAR
Avg. temp-5°C-4°C1°C8°C14°C18°C21°C20°C16°C9°C4°C-2°C

Frequently Asked Questions

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

    Experience the best of Walpole with our house rentals, starting at about $50 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 House Rentals in Walpole?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 10 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Walpole have a kitchen?

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

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 R836 ZAR 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Walpole vacation rentals include wi-fi 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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