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Holiday rentals in Walpole

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Top-rated holiday rentals in Walpole

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

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Home in Putney

4.84 out of 5 average rating, 119 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)

5–12 Sep

€ 188 per night

Guest favourite

Flat in Dublin

4.96 out of 5 average rating, 182 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

11–18 Sep

€ 119 per night

Guest favourite

Cabin in Marlow

4.98 out of 5 average rating, 107 reviews

The Birches Cabin, at home in the woods!

The Birches is situated on 10 secluded acres, where guests will enjoy the privacy and scenery the cabin offers. Built in 2020 and designed to accommodate guests. During your stay take a walk on the property, read a book, enjoy a glass a wine, cook a fine meal, and stare at the stars. Centrally between Keene and the Sunapee region, guests have many options on how to enjoy their days such as Skiing, Hiking, Paddling, and Snow tubing. This is a vacation spot, that can be enjoyed all year.

9–16 Jan

€ 136 per night

Guest favourite

Home in Putney

4.94 out of 5 average rating, 335 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.

29 Nov – 6 Dec

€ 123 per night

Guest favourite

Cabin in Putney

4.98 out of 5 average rating, 352 reviews

Vermont Retreat Cottage| Romantic Farmstay

A romantic and private getaway on a peaceful six-acre farm with views of fields and forest. ☽ Featured in STAY; Cabins of the East Coast ☽ Elevated, considered design; thoughtful lighting; deeply romantic ☽ A beautiful, Vermont-y drive to Stratton, Okemo, Mt. Snow, Magic & Bromley ☽ Quiet & private; star-studded skies ☽ Woodstove, deck, reading nook, firepit ☽ Local's Area Guide with all the special things ☽ Strong wifi, no TV ☽ Scrupulously clean using unscented products

27 Aug – 3 Sep

€ 345 per night

Guest favourite

Flat in Bellows Falls

4.95 out of 5 average rating, 182 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.

17–24 Jan

€ 170 per night

Guest favourite

Guest house in Springfield

4.86 out of 5 average rating, 321 reviews

Connecticut River-Cozy Cottage

This cozy cottage is located on the beautiful Connecticut River, nestled between fertile farmland and Skitchewaug Mountain with views abound. The cottage design utilizes a small footprint while offering functionality and basic comforts, including a small kitchen. Great for all seasons, close to Okemo, Sunapee, Ascutney and other worthy attractions. Hiking and snowshoeing options at your front door. Secrete fishing and swimming holes located on the property. Boat dock available upon request.

17–24 Nov

€ 98 per night

Guest favourite

Guest house in Brattleboro

4.93 out of 5 average rating, 426 reviews

Mahalo Temple Retreat

Retreat in Mahalo's beautiful, private sound healing temple surrounded by nature, amongst streams, berry bushes, fruit & nut trees, medicinal plants and veggie gardens. We are set back just enough from a main road to find your serenity and yet close enough to civilization for human interaction and trails for hiking. Quiet and peaceful location just a few min off I-91 and just over 2 miles from the center of Brattleboro. A fun and quirky town with art cafes, restaurants, and great shops.

3–10 Jul

€ 112 per night

Guest favourite

Barn in Chester

4.99 out of 5 average rating, 492 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.

28 Aug – 4 Sep

€ 110 per night

Guest favourite

Flat in Townshend

4.94 out of 5 average rating, 203 reviews

Private Apt. on Farm, great views and Hot tub,

Self-contained apt with fantastic views, outside deck & private entrance with keypad lock. Two queen bedrooms and queen sleeping loft, kitchen and open plan living room. Located on a historic 38-acre working farm. If you need more space we have an adjoining apartment that sleeps 5. Apartment is above garage and attached to the main farmhouse. Pls note pricing is based on up to four guests; add'l $25/person/night up to max 6 guests added automatically.

1–8 May

€ 144 per night

Guest favourite

Tiny home in Putney

4.95 out of 5 average rating, 669 reviews

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

10–17 Aug

€ 252 per night

Guest favourite

Flat in Dummerston

4.92 out of 5 average rating, 401 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. *Mount Snow is 35 minutes away. Okemo, Stratton, Bromley and Magic is 1 hour away and Stratton is 1 hour away.

6–13 Sep

€ 110 per night

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Popular amenities for Walpole holiday rentals

Free parking on premises

Air conditioning

Stay near Walpole's top sights

Allen Brothers Farm Market8 locals recommend

Dari Joy6 locals recommend

The Hungry Diner18 locals recommend

Shaw's28 locals recommend

Athens Pizza House Inc6 locals recommend

Lola's Pizzeria4 locals recommend

Other great holiday rentals in Walpole

Guest favourite

Flat in Brattleboro

4.96 out of 5 average rating, 149 reviews

Contemporary forest eco-retreat, mountain views

28 Apr – 5 May

€ 129 per night

Guest favourite

Guest suite in Brattleboro

4.94 out of 5 average rating, 517 reviews

Charming studio in renovated 19th century church.

9–16 Dec

€ 103 per night

Guest favourite

Guest suite in Westminster

4.95 out of 5 average rating, 38 reviews

COZY FARMHOUSE SUITE

11–18 Jan

€ 116 per night

Guest favourite

Guest suite in Walpole

5.0 out of 5 average rating, 27 reviews

Cozy and Bright Guest Suite in Lovely NH Village

12–19 Mar

€ 162 per night

Guest favourite

Place to stay in Town of Rockingham

4.92 out of 5 average rating, 61 reviews

Romantically cheerful one-bedroom suite

15–22 Aug

€ 111 per night

Guest favourite

Guest house in Walpole

5.0 out of 5 average rating, 9 reviews

Cozy private studio -full kitchen and bath

10–17 Nov

€ 157 per night

Guest favourite

Loft in Town of Rockingham

5.0 out of 5 average rating, 32 reviews

Saxtons River Studio apartment

27 Nov – 4 Dec

€ 122 per night

Guest favourite

Flat in Town of Rockingham

4.89 out of 5 average rating, 65 reviews

Lovely light-filled 2 bedroom flat

19–26 Jun

€ 158 per night

Quick stats about holiday rentals in Walpole

Total rentals
50 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
2.4K reviews
Nightly prices starting at
€ 37 before taxes and fees

Destinations to explore