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Vacation rentals with outdoor seating in Brattleboro

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Brattleboro outdoor seating rentals

House rentals with outdoor seating

Top guest favorite
A spacious deck extends from the house, equipped with an umbrella and several chairs, providing a view of the encompassing greenery and mountains. The home's exterior features warm brown siding and solar panels on the roof, set against a bright blue sky.
Home in Brattleboro
4.94 out of 5 average rating, 121 reviews

Spacious Brattleboro home on river, walk to town

DebbieRating, 5 stars2 months ago
Absolutely incredible place! Tons of room, bathrooms for each bedroom was a big hit. Amazing location. Views were magnificent after 8 inches of snow and some freezing rain. Perfect excuse to not leave the house and enjoy the peaceful serenity over a nice margarita. Fall views must be totally awesome. Don’t need to bring anything except you, your friends and some food. The home has everything you need, all set and ready to go, and I mean everything you’ll need. The house manager Teri was an absolute peach. Her connection to the house and knowledge of the local history was amazing. 5 STARS doesn’t do this place justice. Already planning a return visit.
Superhost
A bright living room is furnished with a pink sofa and two accent chairs, creating a cozy seating area. A wooden coffee table is centered in the room, while warm light is provided by wall sconces. A textured wall hanging adds visual interest.
Home in North Adams
4.89 out of 5 average rating, 108 reviews

Central Haus (Group getaway on a quiet street)

MichelleRating, 5 starstoday
Great stay at Mian and Anthony's place. Kitchen was well stocked with everything we needed, there was tons of space, and comfy beds. We are grateful that they allowed us an early check in too. Would stay with them again gladly!
Top guest favorite
A spacious living room features a vaulted ceiling and an arched window that allows natural light to flood the space. Comfortable seating arrangements include two red sofas and a patterned area rug. Shelving units display decorative items, while a media system is positioned above the fireplace.
Home in West Brattleboro
4.93 out of 5 average rating, 116 reviews

Modern Spacious Home with Mountain Views

JoannaRating, 5 stars4 weeks ago
My family of four loved Christine’s place! She is so thoughtful, leaving yummy snacks plus necessities as well. She’s a great baker and provided us with some yummy treats! The beds were super comfy and cozy, bathrooms were clean and well-equipped and we loved being both close to downtown but also could go hiking out the back door. We feel so grateful to have had such a lovely and relaxing place to stay. Thank you, Christine! ❤️
Guest favorite
Home in Wilmington
4.88 out of 5 average rating, 105 reviews

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

JamesRating, 5 stars1 week ago
Place was great! Less than 10 minutes to Mount Snow. We had fun playing ping-pong, air hokey, pool, and darts! Relaxed by the wood burning stove. Lots of rooms and beds.
Top guest favorite
A rustic chair and a small table made from a tree stump are positioned by a gentle stream. A glass of rosé wine sits on the stump, with a bottle nearby, surrounded by lush greenery and colorful foliage in the background.
Home in North Adams
4.97 out of 5 average rating, 161 reviews

Bernie's & Betty's

JordanRating, 5 stars1 month ago
We stayed for a few days and the place worked out great! The kitchen is stocked with everything you’d need to include various paper products. Plenty of towels and linens for our family of 6. The entire home was very clean and well maintained. Great communication with Mike, and he even checked in on us to make sure we got settled without issue. We will definitely be staying here again when we travel back to North Adams!
Guest favorite
A screened-in porch features comfortable seating arrangements including plush chairs and a dining table. Sunlight streams through the large windows, highlighting the spacious outdoor area and the surrounding greenery, creating a serene setting for relaxation.
Home in Dublin
5 out of 5 average rating, 17 reviews

Private Field House - Spacious 4 Bedroom Home

OdetteRating, 5 stars2 months ago
Absolutely pristine and gorgeous home. We were constantly talking about how perfect it was the entire time we were there. Would definitely stay again!
Top guest favorite
A spacious living area features a warm wood-paneled ceiling and modern furnishings. Two sleek sofas are arranged around a wooden coffee table, while armchairs provide additional seating. Natural light floods the space through large windows framed by light curtains, enhancing the welcoming atmosphere.
Home in Cheshire
4.81 out of 5 average rating, 152 reviews

Large Secluded Berkshire Home

BruceRating, 5 stars6 months ago
We thoroughly enjoyed our stay and the accommodations were exactly as stated, comfortable, roomy, very clean and convenient to amenities. The sleeping accommodations were perfect and the beds were comfortable even for older adults and children. The surroundings were incredibly picturesque, beautiful yard for outdoor activities and lovely mountainous views. The host was very accommodating to our needs and for that we are very thankful. We would definitely stay again.
Guest favorite
The exterior of a spacious arts and crafts style home is shown, featuring a distinctive black and white façade. Tall windows allow natural light, while the intricate roofline adds character. Surrounding trees create a peaceful setting, and a well-kept yard enhances the home's appeal.
Home in Sunderland
4.96 out of 5 average rating, 121 reviews

Iconic New England Home

ElianaRating, 5 stars7 months ago
Our family of eight were in town for our son’s wedding and spent four nights in this beautiful house. We had plenty of room to spread out, make meals, eat together and yet have privacy with the five bedrooms. The area is beautiful and everyone loved the craftsman style house. If we’re ever in the area again, we will surely stay again.

Apartment rentals with outdoor seating

Top guest favorite
A cozy living space features a yellow loveseat adorned with patterned pillows, positioned next to a glass coffee table. Natural light filters through sheer curtains, illuminating the wooden floor and a decorative area rug. A small side table stands nearby.
Apartment in Northampton
4.97 out of 5 average rating, 345 reviews

Light filled three bedroom apartment DT Florence!

HannahRating, 5 stars4 days ago
What a lovely place to stay! Great for families traveling with children. My kids loved the toys and the chickens in the backyard. :) The kitchen was very well stocked (plenty of cookware, dishes, tea, etc.). And Northampton is so cute with lots of fun things to do!
Top guest favorite
An open concept living area is highlighted by a comfortable light-colored sofa with decorative pillows. A dark wood coffee table centers the space, while a well-equipped kitchen features modern appliances and a light-colored island with seating. Natural light filters through the window, enhancing the inviting atmosphere.
Apartment in Brattleboro
4.9 out of 5 average rating, 360 reviews

Quiet St in Town, gardens, terrace

DavidRating, 5 stars4 days ago
We loved Jaki's apartment. It was very clean, neat, beautifully appointed, and convenient. Jaki welcomed us when we arrived and made herself available. She was friendly, warm, and very responsive. I'm returning to the area for business in the future and will book the same apartment again.
Top guest favorite
A cozy bedroom features a spacious bed with crisp white linens and a decorative throw pillow. Two nightstands with wall-mounted reading lights are positioned beside the bed. Natural light streams through a window adorned with sheer curtains, enhancing the room's bright and airy feel.
Apartment in Keene
4.97 out of 5 average rating, 183 reviews

"Up Top” at Ro & Oak House

SarahRating, 5 stars1 week ago
Had a great time at Hannah’s place. Excellent location, beautiful space, comfortable beds. No complaints!
Top guest favorite
A cozy lounge area is presented with a grey sofa and two white armchairs, set against a green wall. Natural light fills the space through large windows, highlighting the light wood flooring. A ceiling fan adds comfort, while a small lamp provides additional illumination.
Apartment in Charlemont
4.99 out of 5 average rating, 157 reviews

Suite 23 - Spacious Sunny 2-BR with Mountain view

MichelleRating, 5 stars1 month ago
We had another wonderful weekend at Barbara & Chad's suite. We've stayed there multiple times and love it for our family of four. The hosts are always responsive and so very helpful. We also love the nearby Berkshire East Mountain resort and nearby local towns. Looking forward to our next visit!
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
4.98 out of 5 average rating, 132 reviews

River View apartment

AnnaRating, 5 stars3 weeks ago
This property is definitely within the top five Airbnb’s that I’ve ever stayed at! The apartment is absolutely beautiful with no detail missed. The kitchen was impeccable with light snacks provided and coffee/creamer, which is a huge plus for me. The bathroom was spotless with beautiful, plush towels and a lovely washer and dryer set. The living room was very comfortable with a reclining couch. The bed was very comfortable with plush linens. I can’t wait to stay again when I’m working in town.
Guest favorite
A living room area features two couches, a coffee table, and a flatscreen TV positioned near a decorative fireplace. A shelf above the kitchen area is stocked with dishes and cooking essentials. Warm lighting and soft colors create a cozy environment.
Apartment in Amherst
4.92 out of 5 average rating, 247 reviews

Woodsy hideaway apartment

AshtonRating, 5 stars2 weeks ago
Very cute homey place in a beautiful setting, and a great value. Super convenient for visiting Amherst or UMass Amherst (just a couple blocks from UMass campus, and a very short drive to downtown Amherst). Great communication - Deborah messaged before we arrived to make sure we were good with directions and checked in while we were there to make sure we had everything we needed. She set us up with coffee, eggs, toast, juice, and homemade blueberry jam (!) - really nice. The apartment looks out into woods, and we woke up to a family of deer just chilling right outside.
Guest favorite
A private back deck is showcased, featuring a round glass table surrounded by four black metal chairs. The deck offers views of the river below and the lush hills in the background, enhancing the outdoor space with a serene natural setting.
Apartment in Shelburne Falls
4.97 out of 5 average rating, 117 reviews

River View Apt in Shelburne Falls Historic Village

AllieRating, 5 stars1 week ago
Thanks Crystal It was a great spot for the weekend and very comfortable!
Top guest favorite
The living area features sloped ceilings with dormer windows, allowing natural light to fill the space. A comfortable seating area includes two gray sofas and a small dining table. A smart TV is mounted on the wall, and a kitchenette is visible in the background.
Apartment in Northampton
4.98 out of 5 average rating, 703 reviews

Tree Top Suite, cozy downtown apartment

DougRating, 5 stars3 weeks ago
This perfect little spot at the top of an impeccably maintained home in the heart of Northampton is an incredibly intimate getaway. Spotlessly clean, easy parking and access, perfect amenities and extremely precise instructions made the visit truly seamless. Thank you so much, Susan!

Condo rentals with outdoor seating

Top guest favorite
The dining area features a large wooden table surrounded by six stools. A metal-framed desk and chair are present nearby, along with a coffee maker and additional kitchen appliances. Light wood flooring complements the neutral walls, creating a spacious and functional environment.
Condo in Ludlow
4.98 out of 5 average rating, 124 reviews

Main St Escape | Explore Downtown Ludlow

RobertoRating, 5 stars1 month ago
Clean, great location, easy check in/out, and friendly host - would definitely stay again.
Guest favorite
A snowy landscape showcases the mountain in the background with ski trails visible. The foreground features a winter scene with snow-covered ground and trees. A building is partially visible on the left, adding to the serene atmosphere.
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars1 month ago
Great place to stay. There are no Ubers the week we stayed there and we should have rented a car. But the place was great.
Guest favorite
A spacious dining area features a long wooden table that seats eight, complemented by modern light fixtures. Large windows allow natural light to fill the room, while a sliding glass door offers access to a private outdoor space. A console cabinet is visible against the wall.
Condo in Dover
5 out of 5 average rating, 14 reviews

Slopes N Seasons | Trailside Condo at Mount Snow

AlexanderRating, 5 stars1 month ago
We loved our stay! Everything was immaculate. New. Even ready with some fun board games and a Bluetooth speaker. The location was excellent, and we had a great time! We definitely recommend and would stay again.
Top guest favorite
A spacious living area features a large sectional sofa adorned with cozy throw pillows, complemented by a textured area rug. Natural light pours in through expansive windows, enhancing the inviting atmosphere. A side table and a plush armchair add to the comfortable seating options.
Condo in Dover
4.99 out of 5 average rating, 120 reviews

Winter Dream! The Handle Lodge at Snowtree Condos

MarkRating, 5 stars1 month 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 stars3 weeks 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
A spacious living area is introduced, featuring a stone fireplace and a large sectional sofa arranged around a coffee table. A dining table and chairs are positioned nearby, with natural light filtering through large windows adorned with curtains.
Condo in Dover
4.95 out of 5 average rating, 57 reviews

Condo w/ great amenities 4-seasons! Ski in Ski out

DavidRating, 5 stars2 weeks ago
Christine is very easy to work with and very responsive. she answered us back right away before and during our stay. the place is great! very cozy and comfortable. I can't wait to go back to her place next time we're in town!
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 stars1 month 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!!
Guest favorite
A private deck is visible through sliding glass doors, featuring a round table with chairs and a barbecue grill. Lush green trees and rolling hills are seen in the background, providing a peaceful outdoor area.
Condo in Hancock
4.85 out of 5 average rating, 151 reviews

Cozy Condo @ Jiminy Peak

ElizabethRating, 5 stars2 months ago
We always book with Dawn! Her place is amazing. We feel right at home. She ensures the house has everything you could need in case you forget something. There are extra details to make your stay more comfortable. Her linens are softer than mine at home! There is plenty of space for my family of five to stay comfortably. I highly recommend booking here! We can’t wait until our next stay here.

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