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Vacation rentals with outdoor seating in Brattleboro

Find and book unique accommodations with outdoor seating on Airbnb

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Popular amenities for Brattleboro outdoor seating rentals

House rentals with outdoor seating

Superhost
Home in Sunapee
5 out of 5 average rating, 4 reviews

Sunny Sunapee Retreat (Upstairs Only)

AaronRating, 5 stars26 months ago
Julie's place is so close to Mount Sunapee and the Lake! It is wonderful on the inside and has plenty of room for guests. It is also close to a couple great food options. This house is a great place to stay.
Top guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 122 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.
Top guest favourite
Home in Whitingham
5 out of 5 average rating, 57 reviews

2.5mi from the lake! Fire pit, arcade, yard games!

JuliaRating, 5 stars1 month ago
Great spot! Stayed at Eric's place for a weekend with a group of college students (8) looking to hit the reset button and had plenty of space. It was spotless and comfortable, and we had no trouble finding what we needed. The virtual guide is also super helpful!
Top guest favourite
Home in Great Barrington
5 out of 5 average rating, 6 reviews

Summer & Leaf Season Rental!

AnnieRating, 5 stars4 months ago
What a lovely home! It’s in the residential neighborhood above Great Barrington, which means it’s walkable to Lake Mansfield and the trails there and also either a short drive or a nice walk to everything downtown GB has to offer. The house is squeaky clean with nice kitchen amenities, a yard, and a beautiful detached screen porch for warmer months. Perfect size for a small family and very cozy. We will be back!
Guest favourite
Home in Chesterfield
4.96 out of 5 average rating, 52 reviews

The River House

DrewRating, 5 stars8 months ago
We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.
Guest favourite
Home in Wilmington
4.88 out of 5 average rating, 106 reviews

MtSnow* HotTub* Pool * AirHockey*PingPong * Darts

JamesRating, 5 stars2 weeks 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.
Guest favourite
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!
Guest favourite
Home in Canaan
4.94 out of 5 average rating, 217 reviews

Hudson River Valley/Berkshires

MarianoRating, 5 stars2 months ago
I use AirBnB 3-4 times per year since many years. Frankly this is the most welcoming, best appointed, better layout place I've been. There is absolutely nothing missing here, in the kitchen or bathrooms or at overall comfort. There are multiple living areas which means that if you go with 4-6 people everyone can find privacy if needed. Great place, we'll definitely be back.

Apartment rentals with outdoor seating

Top guest favourite
Apartment in Northampton
4.97 out of 5 average rating, 351 reviews

Light filled three bedroom apartment DT Florence!

NicoleRating, 5 stars1 week ago
I chose to stay at Donna's a second stay because I appreciate the quiet neighborhood and very, clean comfortable home. Communication with Donna is easy and friendly.
Top guest favourite
Apartment in Brattleboro
4.9 out of 5 average rating, 361 reviews

Quiet St in Town, gardens, terrace

KristenRating, 5 stars1 week ago
We loved our stay at Jaki’s place! Very easy check in, easy to find, no issues at all. Very comfortable place and walkable to downtown. Would definitely stay here again!
Top guest favourite
Apartment in Keene
4.97 out of 5 average rating, 187 reviews

"Up Top” at Ro & Oak House

NicoleRating, 5 stars3 days ago
Such a wonderful AirBnb, and one of the cutest ones I've ever rented. Everything was spotless, and there were so many thoughtful touches -- from games and magazines, to a fully-stocked yoga corner, to comfy pillows and various bed linens. It really was the perfect spot, and I would love to visit again. It's walkable to downtown Keene, just a block or two from the town square. There are a lot of stairs to get up to the apartment, but the number-code locks make it easy to go in and out of the apartment and it felt very secure. Highly recommend. Such a beautiful home.
Top guest favourite
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 favourite
Apartment in Brattleboro
4.98 out of 5 average rating, 133 reviews

River View apartment

MarionRating, 5 stars4 days ago
Susan’s place was quiet, clean and lovely. Close to town, but still in a wooded area. The apartment is well designed with everything you could need, including delicious coffee.
Guest favourite
Apartment in Shelburne Falls
4.97 out of 5 average rating, 117 reviews

River View Apt in Shelburne Falls Historic Village

AllieRating, 5 stars3 weeks ago
Thanks Crystal It was a great spot for the weekend and very comfortable!
Superhost
Apartment in Holyoke
4.84 out of 5 average rating, 129 reviews

Quiet bright & sunny 2 bedroom apartment w/ porch

SarahRating, 5 stars1 month ago
It was a great experience, very easy to get to.Super clean we enjoyed our stay!!
Top guest favourite
Apartment in Northampton
4.98 out of 5 average rating, 705 reviews

Tree Top Suite, cozy downtown apartment

ErinRating, 5 stars2 weeks ago
Susan’s place was lovely! We had a very nice stay for my sister’s wedding. The bathroom is so big and beautiful! Thank you :)

Condo rentals with outdoor seating

Superhost
Condo in Killington
4.94 out of 5 average rating, 171 reviews

Renovated unit, prime location! Shuttle on/Ski off

KristenRating, 5 stars1 month 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 favourite
Condo in Dover
4.83 out of 5 average rating, 108 reviews

Mount Snow Ski Chalet

BarryRating, 5 stars2 months 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 favourite
Condo in Grantham
4.97 out of 5 average rating, 117 reviews

Cozy Light-filled Condo in Charming Eastman

SimonRating, 5 stars3 days ago
Lyn's place is how we like it - everything you need, but airy and not cluttered. Quick walk to the lake Bed was comfortable Condo is not big, but space is very well utilized. It's not modern, but very well kept and very clean. Lyn is responsive and friendly host We would certainly stay there again.
Guest favourite
Condo in Killington
4.95 out of 5 average rating, 105 reviews

⭐️Cozy Ski On/Ski Off 2-Bed/Bath w/Fireplace

PatriciaRating, 5 stars1 month ago
This space was perfect for our family. With walking distance to the entrance of the slopes, this location was ideal for our ski getaway. I appreciated the small touches that made this experience feel luxurious, the provided coffee, wine, wood for the usable fire place. The beds were comfortable and the space was spacious. We would definitely visit Jim’s place again!
Top guest favourite
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.
Guest favourite
Condo in Killington
4.9 out of 5 average rating, 129 reviews

Location + Spa! - Cozy 2BR Condo - Mountain Side

DillonRating, 5 stars2 weeks ago
We had an amazing stay at this place! The location was perfect—just a short walk to all the incredible relaxation amenities like the pool, steam room, and sauna, which made our trip feel like a true escape. Going for a walk while taking in the views of the mountains were absolutely stunning and made every morning feel special. The unit itself was spotless and had everything we needed for a comfortable, short stay. The kitchen was well-stocked, the bed was cozy, and everything felt thoughtfully arranged. It was the perfect home base for exploring Killington and unwinding after a day of adventure. Would absolutely recommend and may come back during the Peak of the Snow Sport Season!
Superhost
Condo in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars1 month 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.
Superhost
Condo in Killington
4.78 out of 5 average rating, 307 reviews

Serene Top Floor Condo (resort style amenities)

JonRating, 5 stars1 month ago
A wonderful place situated close to the mountain. The amenities were fantastic as well. The only issue was getting the right pin to access the apartment...however Scott responded within seconds so it was minimally disruptive.

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