Vacation rentals with outdoor seating in Walpole

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Walpole outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Brattleboro
4.93 out of 5 average rating, 209 reviews

Frosted Willows

RonaldRating, 5 stars1 day ago
The place had great scenery and was comfortable. Weather was horrible throughout the weekend but we managed to have a great time in the home anyway. Chelsea was very responsive and helpful.
Top guest favorite
Home in Ludlow
5 out of 5 average rating, 111 reviews

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

AmyRating, 5 stars1 day ago
I can only say wonderful things about this property! Everything was beautiful both inside and out. The house was very clean and organized and was also extremely well stocked. Anything that we needed we found in this house. And everyone in our group said the beds were very comfortable… which is very important to me! Erik was great with communication and very proactive. He sent us a note about a week before we checked in that had everything we needed to know; it was quite helpful. I highly recommend this home….and as an added bonus, the view is spectacular! You will not be disappointed if you stay here!
Guest favorite
Home in Londonderry
4.99 out of 5 average rating, 135 reviews

Modern 3-bedroom A-frame in Londonderry w/ Pond

GeorgiaRating, 5 stars1 day ago
We loved our stay here!! It was the perfect getaway for a long weekend. The property is beautiful and private but close to anything that you might need. The kitchen was super well stocked, beds were comfy, and we really appreciated the firewood supply. Nikki & Topher were great hosts - extremely responsive to all questions we had and proactive about check in/check out instructions. Would definitely come back!
Guest favorite
Home in Keene
4.93 out of 5 average rating, 210 reviews

The Brick House on Washington Street

MariRating, 5 stars1 month ago
Beautiful, historic home in a lovely neighborhood close to downtown Keene. Charming and cozy inside and out. Comfortable beds and furniture. Wonderful artwork by Ruth throughout her home. Large bright kitchen with everything you’d need to stay. Enjoyed the architecture and restaurants in Keene. Highly recommend Ruth’s home to stay in this area!
Guest favorite
Home in Grafton
4.96 out of 5 average rating, 152 reviews

Ephriam Bruce House- ON RIVER IN VILLAGE CENTER

CarolRating, 5 stars2 weeks ago
Wonderful place with great family room with fireplace especially when your weather doesn’t cooperate. The house is well kept and the instructions for everything were placed all around where needed. Fenced yard was great for the dog. The bed in the master is super comfortable with great linens. Loved the house-would live in it in a heart beat. Plenty of games, air hockey table, darts and another game table…grill, firewood- even poop scoops for the dog! Well done!
Top guest favorite
Home in Keene
5 out of 5 average rating, 154 reviews

Downtown Hot Tub Escape

KylaRating, 5 stars1 week ago
We had a great stay here! It was simple and exactly what we needed, we’d definitely stay here again in future trips to Keene!
Guest favorite
Home in Grafton
4.94 out of 5 average rating, 120 reviews

The Grafton Chateau

EmmaRating, 5 stars3 months ago
The Grafton house was perfect for our multi-family with the big space, bedrooms, and bathrooms. We loved the living room area where we could all sit together for family games. The property and house are beautiful and the perfect Vermont vibes. As a skiing family, we liked the location between our favorite ski resorts. Raphael was a wonderful host in providing instructions before our arrival and helpful advice. We really enjoyed our stay at the Gafton house.
Top guest favorite
Home in Brattleboro
4.93 out of 5 average rating, 118 reviews

Modern Spacious Home with Mountain Views

AmyRating, 5 stars1 month ago
Christine went above and beyond in welcoming us to her place. The fridge was stocked and she gifted us with homemade treats at the beginning and in the middle of our stay. Her place is spacious, clean, and comfortable. We enjoyed adventuring on the walking paths behind the house and her guestbook offered wonderful tips for Brattleboro and the surrounding area. We had a wonderful time!

Apartment rentals with outdoor seating

Top guest favorite
Apartment in Shelburne Falls
4.97 out of 5 average rating, 559 reviews

In town, newly renovated studio with private deck

JuliaRating, 5 stars1 week ago
stayed here the night before my wedding and carrie was such a great host! she was so accommodating and the space was beautiful. there were so many little touches that made our stay amazing! would stay here again!
Top guest favorite
Apartment in Brattleboro
4.9 out of 5 average rating, 367 reviews

Quiet St in Town, gardens, terrace

LeighRating, 5 stars6 days ago
Jaki's place is super cute and at the back of the building, so nice privacy and quiet as well. The kitchen had all the needed equipment to cook tasty breakfasts, and was well stocked with coffee. Would definitely stay here again on a return trip to Vermont.
Guest favorite
Apartment in Dummerston
4.96 out of 5 average rating, 225 reviews

HeART Barn Retreat

DaraRating, 5 stars1 month ago
Really exceeded expectations. I grew up in Brattleboro and needed to come for two nights to see my mom. There are no decent hotels in the area and so Brianna’s place was a welcome reprieve from what would have otherwise been a terrible experience. The bed was super comfy and the 4+ pillows on the bed appreciated. It has a whole boho farmhouse chic minimalist vibe and the comfort of the furniture, cleanliness and coziness made it a great short term stay. We will stay again definitely! easy drive to town.
Guest favorite
Apartment in Guilford
4.89 out of 5 average rating, 411 reviews

Apartment with a view

JohnRating, 5 stars1 day ago
Excellent place, great hosts. Easy. Just what we wanted.
Top guest favorite
Apartment in Dublin
4.97 out of 5 average rating, 232 reviews

Private Dublin apartment nestled in the woods

DianeRating, 5 stars1 week ago
This beautiful Airbnb is located in a "slice of heaven" with beautiful forested hills surrounding the property. We were hoping for a peaceful location yet close enough to appreciate hikes, coffee shops, restaurants, and venturing into Vermont as well. BINGO! This lovely location for the ticket. Having been on a lengthy road trip, we also were grateful to have laundry facilities and avoid a laundromat. Plus, we were spoiled with homemade bread and cookies awaiting our arrival. Linda was quick to respond to questions plus she and Sterling had a binder filled with many suggestions of things to do in the area. While we hoped to experience the autumn colors on a New England trip, we researched about the beauty and fewer crowds in spring so quickly shifted gears to mid-to-late May!
Top guest favorite
Apartment in Newfane
4.97 out of 5 average rating, 454 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars2 days ago
It was a wonderful stay. Whether you’re just looking to relax or for a little adventure this stay offers it all. Even though it was a rainy stay they offer plenty of movies, books and games.
Guest favorite
Apartment in Brattleboro
4.89 out of 5 average rating, 567 reviews

Cozy, Private & Great location for exploring VT !

VincentRating, 5 stars1 week ago
Very lovely place located in a nice part of town. Mary and Lance were very welcoming and nice. We had a great stay and I strongly recommend this place for staying in Brattleboro.
Guest favorite
Apartment in Londonderry
4.96 out of 5 average rating, 581 reviews

Vermont Getaway Apartment

NinaRating, 5 stars2 weeks ago
Communication with the hosts was very easy and kind! The place was as described and pictured, it was a lovely little getaway!!

Condo rentals with outdoor seating

Top guest favorite
Condo in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars3 months ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Top guest favorite
Condo in Killington
4.94 out of 5 average rating, 173 reviews

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

JoeRating, 5 stars2 weeks ago
Couldn’t have asked for more. Cozy, clean and such a comfortable place to stay and exactly what was described in the listing. I’ll certainly be booking again! Tricia’s communication was perfect, everything very clear and didn’t have to reach out with extra questions.
Superhost
Condo in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars2 months ago
This was our second time staying at Caitlyn’s condo in Killington, we chose it again for a reason !! The vibe of the condo is super relaxing, the decor is thoughtful and cool. The fire place makes coming back after a day on the slopes so cozy! We love coming to Killington and this condo is so close to the snowshed lot, it’s perfect!
Guest favorite
Condo in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars1 week ago
Great place! We enjoyed our stay so much that we extended it an extra day. Hosts made it super easy to extend.
Top guest favorite
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Summer Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars2 months ago
Our family enjoyed our stay at Rafael's condo. The space was very clean and comfy, and exactly matched the description and photos posted here. The fireplace was a great draw, too. If you're planning on skiing at Mt. Snow, the Moover shuttle bus stop is located right outside of this building, which made for a very convenient and quick way to get to Mt. Snow for my family of 4. We would certainly stay here again in the future.
Superhost
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars2 months ago
We loved it. Although it’s not the newest or fanciest condo the location can’t be better right at the Clocktower Base. Our family of for had an amazing time snowboarding and exploring the area. Great restaurants close by and we will definitely be back next year.
Guest favorite
Condo in Killington
4.94 out of 5 average rating, 157 reviews

CozyCub - Pool, Hiking, Mountain Biking

RobRating, 5 stars2 days ago
⭐️⭐️⭐️⭐️⭐️ Perfect Father–Son Getaway at CozyCub! My son and I stayed one night at the CozyCub condo in Killington, and once again, Dan and Holly delivered a flawless experience. From the moment we arrived, everything was spotless, cozy, and thoughtfully arranged—exactly what we look for in a mountain bike trip base. Comfort & Cleanliness: The condo was pristine, with comfy beds and fresh linens—like a home away from home. Attention to Detail: Every essential was readily available, from kitchen basics to crisp towels. Perfect for a Duo: Ideal layout and amenities for just the two of us—no waste, just well-tailored space. Consistent Excellence: We’ve stayed with Dan and Holly before, and CozyCub continues to meet our high expectations. This stay earned a full five stars. Thanks again to Dan and Holly for providing the perfect retreat—we’ll be back for our next biking adventure together!
Top guest favorite
Condo in West Dover
4.92 out of 5 average rating, 123 reviews

3 Story Condo - 5 Minutes to Mount Snow!

AlyssaRating, 5 stars1 week ago
It was such an easy check in and check out process. He let us check in an hour early since we arrived earlier. Place is spacious and exactly as described. Highly recommend!

Quick stats about vacation rentals with outdoor seating in Walpole

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$10,492 GYD before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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