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Holiday rentals in Walpole

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Top-rated holiday rentals in Walpole

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Home in Putney

4.85 out of 5 average rating, 123 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)

19–26 Mar

$232 SGD per night

Guest favourite

Flat in Dublin

4.96 out of 5 average rating, 183 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.

5–12 Oct

$150 SGD per night

Guest favourite

Home in Putney

4.94 out of 5 average rating, 339 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.

8–15 Sep

$134 SGD per night

Guest favourite

Cabin in Marlow

4.97 out of 5 average rating, 110 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.

19–26 Mar

$170 SGD per night

Guest favourite

Cabin in Putney

4.98 out of 5 average rating, 355 reviews

Vermont Retreat Cottage| Paradise in Nature

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

22–29 Aug

$440 SGD 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.

14–21 Dec

$214 SGD per night

Guest favourite

Guest house in Springfield

4.86 out of 5 average rating, 322 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.

5–12 Apr

$126 SGD per night

Guest favourite

Guest suite in Westminster

4.95 out of 5 average rating, 38 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.

28 Jan – 4 Feb

$147 SGD per night

Guest favourite

Barn in Chester

4.99 out of 5 average rating, 495 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.

18–25 Sep

$141 SGD per night

Guest favourite

Guest suite in Brattleboro

4.94 out of 5 average rating, 521 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.

23–30 Nov

$128 SGD per night

Guest favourite

Flat in Brattleboro

4.95 out of 5 average rating, 151 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.

23–30 Jul

$163 SGD per night

Guest favourite

Tiny home in Putney

4.95 out of 5 average rating, 673 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

2–9 Jan

$303 SGD 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 Pizzeria3 locals recommend

Other great holiday rentals in Walpole

Guest favourite

Guest suite in Walpole

5.0 out of 5 average rating, 27 reviews

Cozy and Bright Guest Suite in Lovely NH Village

11–18 Mar

$206 SGD per night

Guest favourite

Guest house in Walpole

5.0 out of 5 average rating, 9 reviews

Cozy private studio -full kitchen and bath

9–16 Nov

$204 SGD per night

Guest favourite

Flat in Town of Rockingham

4.89 out of 5 average rating, 65 reviews

Lovely light-filled 2 bedroom flat

16–23 May

$164 SGD 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

23–30 Aug

$130 SGD per night

Guest favourite

Loft in Town of Rockingham

5.0 out of 5 average rating, 32 reviews

Saxtons River Studio apartment

26 Feb – 5 Mar

$158 SGD per night

Guest favourite

Home in Walpole

5.0 out of 5 average rating, 65 reviews

Walpole NH Peaceful Farmhouse Getaway-VT/NH Border

20–27 Oct

$570 SGD per night

Guest favourite

Holiday home in Town of Rockingham

4.96 out of 5 average rating, 53 reviews

Cozy studio at Leslie's Tavern in Rockingham

27 Sep – 4 Oct

$209 SGD per night

Guest favourite

Home in Walpole

4.98 out of 5 average rating, 59 reviews

Charming, Large House in Walpole NH /VT. Border

19–26 Sep

$511 SGD 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
$54 SGD before taxes and fees

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