Vacation rentals with outdoor seating in Windham

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Windham outdoor seating rentals

House rentals with outdoor seating

Guest favorite
A charming red farmhouse exterior is framed by lush green trees, displaying a welcoming entrance with a simple front door and steps leading up. Large windows allow light to flood into the interior, inviting guests to explore within.
Home in Jamaica
4.81 out of 5 average rating, 405 reviews

1850's VT Farmhouse on the River

MichaelRating, 5 stars8 months ago
We had a great experience with Erin and our stay! Erin was incredibly friendly and welcoming. She made sure to respond promptly to all our questions and requests, which really made us feel at home. Erin went above and beyond to accommodate our needs, ensuring we had everything we required for a comfortable stay. Her genuine care made our experience truly special. If you're looking for a wonderful host and a cozy place to stay, I highly recommend booking with Erin.
Top guest favorite
Adirondack chairs and a small side table are positioned on a spacious deck, offering an unobstructed view of Okemo resort. The winter landscape features snow-covered ground, complemented by a clear blue sky and distant mountain views.
Home in Ludlow
5 out of 5 average rating, 111 reviews

Stunning Views of Okemo - 3 Bedrooms, 3 Bath Home

AmyRating, 5 stars3 days 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
A cozy fire pit is surrounded by stone, situated in the foreground of a spacious lawn. In the background, a modern chalet features large windows and a combination of wood and stone siding, framed by colorful autumn foliage.
Home in Winhall
4.95 out of 5 average rating, 140 reviews

Summit View Ski and Golf Retreat w/hot tub & Sauna

DoxiaRating, 5 stars2 weeks ago
The home is gorgeous - thoughtfully decorated, cozy and clean. The location is perfect for access to Stratton and to Manchester. The host, Jason, provided very clear and helpful instructions for check-in, check-out and use of the home and is friendly and attentive. This is a wonderful place to stay!
Guest favorite
A charming white farmhouse is surrounded by lush green trees, showcasing a covered front porch with rocking chairs. An American flag gently waves, complementing the inviting exterior. Sunlight casts a soft glow on the natural landscape, creating a serene and peaceful setting.
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
A dining area is highlighted by a wooden table set for four, surrounded by light green chairs. Natural light fills the space through two large windows, while a vintage hutch displays colorful items against a contrasting gray wall.
Home in Londonderry
4.97 out of 5 average rating, 142 reviews

Wild Blossom Farmhouse - a lovely family getaway

MorganRating, 5 stars3 days ago
We had a wonderful weekend in Vermont! The Airbnb was beautiful, clean and in a great location!
Guest favorite
A wooden deck extends over a serene pond, surrounded by trees adorned with autumn foliage. Sunlight creates a warm glow on the deck's surface, reflecting the rich colors of the natural landscape. Large windows offer views of the tranquil setting.
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.
Superhost
The image captures a view from a wooden deck illuminated by string lights. A cozy seating area features an Adirondack chair and a gas fire pit, with the West River flowing nearby, reflecting the soft light of dusk.
Home in Jamaica
4.94 out of 5 average rating, 173 reviews

Cozy Riverfront Home in beautiful Jamaica

CaseyRating, 5 stars3 months ago
Great place. Very isolated and a beautiful location but still has all the creature comforts. The deck, view, and space are amazing. Fast WiFi, 2 bathrooms, and a dishwasher with garbage disposal are really cool in a rustic location like this. The wood fires hot tub was obviously the star of the show. Clear instructions and good communication for everything. The gas grill and gas fire pit were nice. Every thing was comfortable and great. Stress free. Hope to stay here again, thanks for everything.
Top guest favorite
A well-appointed bedroom showcases a spacious bed dressed in white linens, complemented by decorative pillows. A wooden bench is situated at the foot of the bed. A large mirror and artful wall decor enhance the serene atmosphere, while natural light enters through a large window.
Home in West Windsor
4.98 out of 5 average rating, 124 reviews

Birdie's Nest Guesthouse

KyraRating, 5 stars3 weeks ago
Loved our stay! Everything was cozy and easy; no issues at all. The heated bathroom floor ended up being one of our favorite parts (so nice!), and the whole place just felt super relaxing. Didn’t need to contact the host because everything was smooth from start to finish. Would definitely come back!

Apartment rentals with outdoor seating

Top guest favorite
The bright studio features a cozy sleeping area with a spacious bed, a comfortable yellow armchair, and two plush couches. A coffee table sits in the center, with large windows allowing natural light and views of greenery. A television is mounted on the wall.
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!
Guest favorite
A serene view from the deck showcases a green meadow leading to a small pond surrounded by grass. Rolling hills can be seen in the distance, framed by trees. A few outdoor chairs are placed near the pond, inviting relaxation in the natural setting.
Apartment in Guilford
4.89 out of 5 average rating, 412 reviews

Apartment with a view

JohnRating, 5 stars3 days ago
Excellent place, great hosts. Easy. Just what we wanted.
Top guest favorite
A modern home is situated on a sloped driveway surrounded by trees, with a green lawn and landscaped stone features. Solar panels are visible on the roof. Two vehicles are parked under a covered deck, which extends from the main structure.
Apartment in Brattleboro
4.95 out of 5 average rating, 176 reviews

Contemporary forest eco-retreat, mountain views

EthanRating, 5 stars3 days ago
This cozy apartment in a beautiful, quiet setting is conveniently located close to NECCA and Brattleboro. Millicent and Tony provided numerous thoughtful touches, like local maple syrup in the fridge! They clearly care about the comfort and convenience of their guests, and were even upgrading the walkway lighting while we were there. The gardens right outside our large windows were in full bloom, and we woke to bird songs. I look forward to returning!
Top guest favorite
Two white lounge chairs are positioned around a small black fire pit in a grassy area. Lush greenery and trees define the backdrop, while an open space creates a sense of privacy and tranquility.
Apartment in Brattleboro
4.99 out of 5 average rating, 139 reviews

River View apartment

SophieRating, 5 stars1 week ago
was communicative and friendly! Cute place and comfortable bed :)
Top guest favorite
A two-story, white wooden house is surrounded by lush greenery and shrubs. A porch with a small seating area is visible, along with an air conditioning unit installed on the upper level's front wall. The bright sky and soft clouds provide a picturesque backdrop.
Apartment in Poultney
4.95 out of 5 average rating, 349 reviews

Cozy Poultney Village Apartment

HollyRating, 5 stars2 weeks ago
We had an exceptional stay at this Airbnb! It was perfect for two people with plenty of room. It was so cozy. We loved the Vermont specific decor. The ingredients for pancakes and the basic ingredients in the fridge were a thoughtful touch. I could not recommend staying here more!!!
Top guest favorite
A quaint colonial home is surrounded by lush greenery, with a vibrant rainbow arcing across the sky in the background. The well-maintained garden features blooming daffodils, and the soft grass invites relaxation and exploration.
Apartment in Newfane
4.97 out of 5 average rating, 455 reviews

Rock River Retreat: VT Oasis Pet Friendly

Kate-LynnRating, 5 stars4 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
An open living room and kitchen area is featured, furnished with a beige sofa, a coffee table, and a television mounted on a wooden stand. The kitchen includes wooden cabinets, a refrigerator, and a small dining space with two stools at the counter.
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.
Top guest favorite
The entrance features a white door with a decorative bell and festive wreath. Adjacent to the door is a potted plant and a small snowman figure. Two white chairs are positioned on the porch, with a light dusting of snow covering the ground.
Apartment in Jamaica
4.85 out of 5 average rating, 210 reviews

The Getaway

ShariRating, 5 stars4 months ago
Rosa’s apartment was conveniently located and perfect for our weekend stay. The space was very clean, comfortable, and well provisioned. We were only 15 minutes from a fabulous nordic ski center that we enjoyed.

Condo rentals with outdoor seating

Top guest favorite
The image presents a snowy scene featuring several rustic buildings with sloped roofs. Snow covers the ground and rooftops, with trees lining the background. A hint of ski trails can be seen on the hillside, blending into the foggy atmosphere.
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
A modern living area is presented with a cozy sofa and decorative throw pillows. A sleek wall-mounted TV rests above a rustic fireplace, with a stylish media console below. Light wood accents and a geometric patterned rug contribute to the inviting decor centered around comfort and relaxation.
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
A cozy living room features a dark leather sofa adorned with decorative pillows. Above the couch, three framed nature-themed art pieces display serene mountain landscapes. A dog rests comfortably on the carpet, with soft lighting from two side lamps enhancing the peaceful ambiance.
Condo in Killington
4.96 out of 5 average rating, 131 reviews

Dog-Friendly Mtn Escape/AC/Pool/

CarlaRating, 5 stars2 weeks 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
A modern living room corner features a brown leather recliner with high backrest beside a window. A small table holds a potted plant, while a wood stack is positioned against the wall for a rustic touch. Natural light filters through brown curtains.
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
A spacious sleeping area features a large bed with a textured gray coverlet, complemented by two decorative pillows. Flanking the bed are wooden nightstands with lamps. A wall art piece consisting of circular shapes adds visual interest, while natural light filters in through the nearby window.
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
The exterior of the condominium building is showcased, featuring three levels with large windows that allow natural light in. A central staircase leads to the entrance, flanked by green grass and small shrubs, creating a welcoming appearance.
Condo in Stratton
4.94 out of 5 average rating, 103 reviews

Great 2 bedroom condo at Stratton Mountain

KatieRating, 5 stars3 months ago
Great place to stay conveniently located by the mountain base! We enjoyed walking into the village after skiing. Very clean and cozy and had everything we needed and more. Dana was very responsive! Hope to come again next year!!
Top guest favorite
The exterior showcases a two-story condo surrounded by greenery. A pathway lined with gravel leads to the entrance. Flowering plants and shrubs are visible along the pathway, and a lamp post adds a lighted accent. The condo features a mix of dark and muted colors with a welcoming porch.
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!
Guest favorite
A spacious living room features a comfortable sectional sofa facing a propane fireplace. A mounted TV is positioned above the hearth. Natural light enters through sliding glass doors leading to a private porch, surrounded by lush greenery.
Condo in Mendon
4.93 out of 5 average rating, 107 reviews

Hotel Chic - Home Comfort -Ski Easy.

KaitlynRating, 5 stars2 weeks ago
The condo was gorgeous and sooooo clean. Andrea was also so helpful with everything and very quick to respond when we needed something. The location is great!! Would recommend this space to anyone!

Quick stats about vacation rentals with outdoor seating in Windham

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$20,921 GYD before taxes and fees

  • Total number of reviews

    1.5K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

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