
Holiday rentals with outdoor seating in Walpole
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Walpole

Total holiday rentals
Explore 30 holiday rentals in Walpole

Nightly prices starting at
Walpole holiday rentals start at €35 per night before taxes and fees

Verified guest reviews
Over 1,980 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Walpole holiday 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!
Top-rated rentals with outdoor seating in Walpole
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

Private Apt. on Farm, Hot Tub with views!
Relax in a spacious private apartment on our 38-acre hillside farm with sweeping Vermont views. Two queen bedrooms, a queen loft, full kitchen, and private deck with keypad entry. Enjoy gardens, orchard, heritage livestock, and a shared hot tub. Observatory features a historic 8½" Cooke telescope https://www.airbnb.com/experiences/6812114?s=67&unique_share_id=f9d4ebb7-396a-4f65-9ed0-f2b464a4359c Centrally located near Stratton, Mount Snow, Magic, and Bromley. Sleeps 5; adjoining unit available.

Glamping Cabin with Hot Tub on Flower Farm
<b>Vermont's Most Wish Listed</b> ﹏﹏﹏ Nestled in a wooded grove on Tanglebloom Flower Farm, this unforgettable glamping-inspired farm stay invites you to escape the everyday & immerse yourself in nature - comfortably. Designed with a clear roof looking up to the trees and screened sides to let in the breeze, the handmade tiny cabin invites you to slow down. Explore southern Vermont's hikes, farmer's markets & swimming holes or stay put. Perfect for a romantic couples retreat or solo getaway.

Cozy Comfort on 250 Acre Private Estate
If you’re looking for serenity, peace and quiet, you've found it, amidst a 250 acre private estate. On a lake at the end of a mile long driveway (well plowed in the winter) Is Snowshoe Cabin. Built in 1929 as the garage for "Lakefalls Lodge, it's been completed renovated into a luxurious, cozy home with modern amenities. Guests rave about "views of the snowy pond while you’re warm inside" from heated floors and a wood burning stove with free firewood. Spikes provided for wonderful winter walks.

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)

Riverbed Treehouse @hot tub & a new sauna & views!
The beautiful & brand new Riverbed Treehouse with private sauna and a stunning new hot tub! Views all day long and wildly awesome sunsets!! Stratton mountain is right at your toes with a babbling brook turned raging river in the Spring! Beautiful woods & trails to explore. Stunning ridge line off the ski trails of Magic Mnt!! Close to town for quick shopping & coffee shops! Xcountry ski or snowshoe or walk our groomed trails!! FAST WiFi, nature lovers & a birdwatchers paradise!! @bentapplefarm

Deer Valley Retreat, Lovely Log Cabin
This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

~Luxury Tiny Cabin~
Enjoy an intimate weekend escape in our 400 sq ft Tiny Cabin, located in Southern Vermont! This Home overlooks gorgeous hardwoods and seasonal foliage. Listen to the sound of the brook bustling by while nestled on the spacious front porch, sipping a hot cup of coffee or cocoa! 'Tis the season for glamping and our luxury tiny home experience is just what the doctor ordered! Make sure to cross this off your bucket list; about 45 minutes from Mts Okemo and Killington, 5 minutes from local stores!

Beautiful Timber Frame Retreat
This cabin retreat is situated on a natural clearing in the beautiful Green Mt. Forrest. Surrounded by a dense grove of spruce trees gives you complete privacy. It's only a quick 5 minute drive to great restaurants, breweries, and shops in downtown Wilmington. It's also less than 20 minutes to Mt. Snow. There's great hiking at Molly Stark State Park right across the street and amazing lakes all within a 10 minute drive! No WIFI and cell service is not great so it is a great place to unplug!

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.

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.

LUXE Forest Retreat
Here you will experience a full sensory immersion in nature while simultaneously enjoying all the comforts of a custom built luxury home. The SY House derives its name from the Japanese expression Shinrin-yoku, which directly translates to "forest bathing... A practice of therapeutic relaxation where one spends time in a forest or natural atmosphere, focusing on sensory engagement to connect with nature." The essence of this house is nature.

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.
Popular amenities for outdoor seating rentals in Walpole
House rentals with outdoor seating

The Brick House on Washington Street

Lovely Brick Schoolhouse

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

Stylish Vermont Cabin | Views · Trails · Luxe

Soonipi Casa by Sunapee Stays - view of Mt Sunapee

Birdie's Nest Guesthouse

Vermont Mirror House

Governer's Brook Camp - 2 Bedroom
Apartment rentals with outdoor seating

Shakespeare’s Folly Side Farm and AirBnB.

"Up Top” at Ro & Oak House

Suite 23 - Spacious Sunny 2-BR with Mountain view

Contemporary forest eco-retreat, mountain views

River View apartment

Minimal organic hideaway inspired by nature

Private Dublin apartment nestled in the woods

Peaceful Forest Studio
Apartment rentals with outdoor seating

Main St Escape | Explore Downtown Ludlow

AC | Dog-Friendly | Bike, Hike & Relax

Cozy Light-filled Condo in Charming Eastman

Summer Dream! The Handle Lodge at Snowtree Condos

Okemo Clock Tower Base Ski-in/Ski-out Condo

Great Amenities-Season Condo gym-sport center-pool

Great 2 bedroom condo at Stratton Mountain

⭐️Cozy Ski On-Ski Off Wood Fire Place & King Bed
When is the best time to visit Walpole?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €148 | €119 | €130 | €120 | €130 | €144 | €145 | €144 | €166 | €163 | €144 | €173 |
| Avg. temp | -5°C | -4°C | 1°C | 8°C | 14°C | 18°C | 21°C | 20°C | 16°C | 9°C | 4°C | -2°C |
Destinations to explore
- New York City Holiday rentals
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- Pet-friendly rentals Walpole
- Rentals with a washing machine and dryer Walpole
- Family-friendly rentals Walpole
- Rentals with a patio Walpole
- Rentals with a firepit Walpole
- House rentals Walpole
- Rentals with outdoor seating Cheshire County
- Rentals with outdoor seating New Hampshire
- Rentals with outdoor seating United States
- Okemo Mountain Resort
- Stratton Mountain
- Berkshire East Mountain Resort
- Pats Peak Ski Area
- Monadnock State Park
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Dartmouth College
- Snhu Arena
- Killington Resort
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- University of Massachusetts Amherst
- Mount Sunapee Resort
- Mount Monadnock
- Montshire Museum of Science
- Emerald Lake State Park
- Massachusetts Museum of Contemporary Art
- Palace Theatre
- Mount Greylock
- Camp Plymouth State Park





