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Holiday accommodation with outdoor seating in Walpole

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Walpole

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Home in Putney

4.84 out of 5 average rating, 122 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)

1 – 8 Feb

$2,117 AUD total

Guest favourite

Apartment 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.

18 – 25 Sept

$1,333 AUD total

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.

7 – 14 Apr

$1,559 AUD total

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

28 Sept – 5 Oct

$3,896 AUD total

Guest favourite

Apartment 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 Mar

$1,893 AUD total

Guest favourite

Guesthouse in Brattleboro

4.93 out of 5 average rating, 431 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.

7 – 14 July

$1,253 AUD total

Guest favourite

Barn in Marlboro

4.95 out of 5 average rating, 263 reviews

The Studio With a View. Bring your dog, too!

Our stylish Studio, a not so tiny Tiny House, is nestled into the Southern Vermont hillside and surrounded by nature. Enjoy the view from the deck, and cozy up in the newly renovated flower barn with a cup of coffee or tea and a great book. Well-mannered dogs are welcome, they will enjoy the fenced-in area right off the deck. Features: efficiency kitchen and dining area, cozy living space, queen-size bed, and a full bathroom. The large covered porch overlooks fields and trees.

13 – 20 Nov

$1,786 AUD total

Guest favourite

Cottage in Newfane

4.99 out of 5 average rating, 176 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

25 Jan – 1 Feb

$1,893 AUD total

Guest favourite

Barn in Chester

4.99 out of 5 average rating, 493 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.

11 – 18 July

$1,323 AUD total

Guest favourite

Guest suite in Brattleboro

4.94 out of 5 average rating, 520 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.

27 Nov – 4 Dec

$1,165 AUD total

Guest favourite

Apartment in Brattleboro

4.95 out of 5 average rating, 150 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.

21 – 28 May

$1,454 AUD total

Guest favourite

Apartment in Keene

4.96 out of 5 average rating, 135 reviews

"Up Top" Downtown Rooftop Apartment

This spacious (nearly 1,300 sq ft) rooftop apartment has the best of both worlds - a serene, quiet setting and a convenient downtown location. Just a few minutes walk to restaurants, bars, shopping and more. Free on-site parking for up to two vehicles. *Please note starting July 2024 we’ll be making some updates to the space. It will still accommodate 4 guests, but even more comfortably! Feel free to message me if you’d like more details before booking.*

25 Feb – 4 Mar

$1,880 AUD total

Holiday rentals for every style

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Popular amenities for Walpole outdoor seating rentals

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

Guest favourite

Home in Chesterfield

4.97 out of 5 average rating, 228 reviews

Charming Country Home

28 May – 4 June

$2,191 AUD total

Guest favourite

Home in Newfane

4.95 out of 5 average rating, 170 reviews

Adorable home in Newfane

31 Mar – 7 Apr

$1,664 AUD total

Guest favourite

Home in Keene

4.93 out of 5 average rating, 182 reviews

The Brick House on Washington Street

13 – 20 Mar

$3,752 AUD total

Guest favourite

Home in Winhall

4.99 out of 5 average rating, 349 reviews

Stunning mid-century house on 2.5 private acres

1 – 8 May

$2,404 AUD total

Guest favourite

Home in Guilford

4.94 out of 5 average rating, 173 reviews

Peaceful Country Home

11 – 18 Feb

$1,931 AUD total

Guest favourite

Home in Grafton

4.97 out of 5 average rating, 130 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

5 – 12 Aug

$4,266 AUD total

Guest favourite

Home in Winhall

4.98 out of 5 average rating, 135 reviews

Modern Cabin with Hot Tub & EV Charging Station

16 – 23 July

$5,038 AUD total

Guest favourite

Home in Newfane

4.97 out of 5 average rating, 114 reviews

Peaceful cabin close to skiing & Brattleboro

9 – 16 Jan

$3,897 AUD total

Apartment rentals with outdoor seating

Guest favourite

Apartment in Claremont

4.88 out of 5 average rating, 111 reviews

Beautiful 1 bedroom apartment with balcony

3 – 10 Jan

$1,079 AUD total

Apartment in West Townshend

4.91 out of 5 average rating, 313 reviews

Private Apt on Farm, Magnificent views, Hot tub

18 – 25 May

$1,656 AUD total

Guest favourite

Apartment in Putney

4.92 out of 5 average rating, 115 reviews

Private West Hill Apartment

15 – 22 Nov

$1,442 AUD total

Guest favourite

Apartment in Marlboro

4.94 out of 5 average rating, 223 reviews

Shakespeare’s Folly Side Farm and AirBnB.

16 – 23 Nov

$1,691 AUD total

Guest favourite

Apartment in Newfane

4.97 out of 5 average rating, 406 reviews

Rock River Retreat: Pets Welcome

14 – 21 Feb

$1,845 AUD total

Guest favourite

Apartment in Greenfield

4.96 out of 5 average rating, 270 reviews

Mohawk Trail View/ private apt. no cleaning Fee

3 – 10 July

$1,273 AUD total

Guest favourite

Apartment in Brattleboro

4.89 out of 5 average rating, 487 reviews

Cozy, Private & Great location for exploring VT !

8 – 15 Sept

$1,138 AUD total

Guest favourite

Apartment in Bennington

4.93 out of 5 average rating, 527 reviews

The Octopus's Garden

6 – 13 Aug

$1,187 AUD total

Condo rentals with outdoor seating

Guest favourite

Condo in Ludlow

4.92 out of 5 average rating, 123 reviews

Okemo Ski-in/Ski-out, Steps to lift Condo

13 – 20 July

$1,334 AUD total

Guest favourite

Condo in Killington

4.95 out of 5 average rating, 130 reviews

🎿Cozy Fireplace Condo-Mins. to Everything 🚵

1 – 8 May

$1,312 AUD total

Guest favourite

Condo in Killington

4.94 out of 5 average rating, 152 reviews

Bright Ski on/off Condo Full Kitchen-Free Shuttle!

31 May – 7 June

$1,332 AUD total

Guest favourite

Condo in Ludlow

4.99 out of 5 average rating, 100 reviews

Updated Main St Condo in downtown Ludlow!

31 Aug – 7 Sept

$3,596 AUD total

Guest favourite

Condo in Dover

4.99 out of 5 average rating, 100 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

7 – 14 Sept

$2,176 AUD total

Guest favourite

Condo in Killington

4.94 out of 5 average rating, 175 reviews

Walk or Shuttle to Lifts/2BR @ Mt. Green Resort

5 – 12 Oct

$5,863 AUD total

Guest favourite

Condo in Killington

4.93 out of 5 average rating, 138 reviews

Renovated unit, prime location! Shuttle on/Ski off

9 – 16 July

$2,304 AUD total

Guest favourite

Condo in Killington

4.93 out of 5 average rating, 148 reviews

Renovated, w/Covered Parking-Shuttle-Walk to Lifts

14 – 21 Oct

$2,526 AUD total

Quick stats about holiday accommodation with outdoor seating in Walpole

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.4K reviews
Nightly prices starting at
$61 AUD before taxes and fees

Destinations to explore