Vacation rentals with outdoor seating in Stockbridge

Find and book unique outdoor seating rentals on Airbnb

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Popular amenities for Stockbridge outdoor seating rentals

House rentals with outdoor seating

Superhost

Home in Killington

4.8 out of 5 average rating, 5 reviews

| Launch Pad at Powder Day Chalet |

DanRating, 5 stars6 days ago
Ashley was a terrific host. Very flexible and responsible. The house is as described, very clean and cozy. The house had everything you could possibly need. The fireplace and the hot tub were a treat. The house is very close to Killington and all the restaurants. It's quite private at the end of a cul-de-sac. We had a great time and will definitely return!
Guest favorite

Home in South Woodstock

4.88 out of 5 average rating, 25 reviews

Grange Hall, South Woodstock Historic Home

EvanRating, 5 stars3 months ago
Great spot in a wonderful area. You really can't beat the location. The spot is very clean and well appointed. We were quite busy and didn't get to enjoy the deck out back, but the grill, solo stove and hammock were all great touches. The beds were all comfortable. One of the bathrooms was out of commission due to a leak, and Emily was in contact with us before we we arrived with a suitable alternative. While the listing doesn't specify that you have access to the entire home, we all assumed that we did. Nobody else stays in the home while guests are there, but the usable space felt small for what was paid. It was still a wonderful spot and a great stay and I would easily recommend it.
Guest favorite

Home in Crown Point

5 out of 5 average rating, 29 reviews

Rustic Charm

LauraRating, 5 stars3 months ago
One of the best Airbnbs I have ever stayed in! We had a girls trip and adored staying here. HIGHLY RECOMMEND!! So clean, had everything we could need, felt at home immediately, and even better than described. Honestly loved it!
Guest favorite

Home in Barre

4.85 out of 5 average rating, 457 reviews

City Heights

PaulRating, 5 stars1 week ago
Booked the house for a night with some friends. The house was in a very nice area with an amazing view. It was very spacious and everything was perfectly clean and organized. The decorations were quite intriguing with a heavy vintage inspiration. James communicated very well, and he even offered to look for something someone potentially forgot at the house. Well worth the price with a great view.
Guest favorite

Home in Plainfield

4.89 out of 5 average rating, 138 reviews

Historic Home on 17 acres of land. Go escape!

LydiaRating, 5 stars3 weeks ago
This historic house is gorgeous and homely at the same time. It fit our big party just perfectly and had a lot of rooms for everyone to gather. All the utilities worked perfectly and the place was easy to find. It’s our second time staying here and it never disappoints. Definitely recommend staying here and will be back again!
Guest favorite

Home in Sharon

4.99 out of 5 average rating, 99 reviews

The Willow House: a Modern Vermont Retreat

BriRating, 5 stars4 weeks ago
Absolutely wonderful stay at this air bnb. Very clean and had everything we needed for a nice get away. Marcus was a great host and checked in often. We look forward to staying here again soon!
Superhost

Home in Killington

5 out of 5 average rating, 3 reviews

*Shred!* Discounted pricing! <10min to Snow Shed!

AlessandraRating, 5 stars4 weeks ago
Alan’s place at Killington was wonderful. New construction, only 10 minutes from the mountain and other Killington locations. Super directions and very responsive host - even gave great local recommendations. Beautiful kitchen and great amenities including a hot tub, sauna and wood burning stove. Wonderful stay, would stay again!
Guest favorite

Home in Grantham

5 out of 5 average rating, 20 reviews

Eastman Luxury Retreat Dartmouth College /Sunapee

LauraRating, 5 stars2 weeks ago
We had a WONDERFUL stay! The house is in pristine condition, very clean and modern and spacious. It looks exactly like the pictures. Helder was very responsive to any questions we had. We couldn’t have asked for a better experience and would certainly love to come back again!

Apartment rentals with outdoor seating

Superhost

Apartment in Northfield

4.83 out of 5 average rating, 106 reviews

River's Bend NEW 1-bd Apt - 8 Mins to Montpelier

GailRating, 5 stars3 weeks ago
We had a very comfortable stay. The setting on the river was quite peaceful, and the home was comfortable. It was a quick drive to Norwich University to watch hockey and visit our daughter, also a quick drive into Montpelier. The kitchen is well stocked for cooking meals in, and we enjoyed setting the puzzle. We will definitely stay again when we come back for another visit.
Guest favorite

Apartment in Chester

4.93 out of 5 average rating, 139 reviews

Lovely 2 Bedroom Apartment w/deck & pond view

MatthewRating, 5 stars6 days ago
Perfect spot for a ski trip. My friend and I booked last-minute and this place was excellent. Easy to find, quiet and peaceful, tucked behind the store, and a short 15-minute drive from Okemo and some great food spots. The apartment was very comfy, clean and had everything we needed. I would - and probably will stay - here again.
Guest favorite

Apartment in Waitsfield

4.89 out of 5 average rating, 163 reviews

Mad River Valley Ski Cabin

MollyRating, 5 stars1 month ago
great stay for family over holiday - thank you!
Guest favorite

Apartment in New Haven

5 out of 5 average rating, 220 reviews

Dog Team Falls Apartment - Minutes from Middlebury

AmyRating, 5 stars2 weeks ago
Great place to stay while visiting our daughter at Middlebury College
Guest favorite

Apartment in Middlebury

4.98 out of 5 average rating, 124 reviews

Mountain View Retreat

LynnRating, 5 stars2 weeks ago
Andrew’s place was super clean, well decorated, and quiet! Communication was great and we felt very comfortable there. The view from the house was beautiful and the neighborhood and nearby roads were very nice! I enjoyed a long peaceful walk. In warmer weather, it would be excellent for going for a long bike ride! We enjoyed our stay and highly recommend this Airbnb.
Guest favorite

Apartment in Middlebury

4.82 out of 5 average rating, 165 reviews

Cozy Apt. Near heart of Middlebury Fiber WIFI

Dave And TinaRating, 5 stars4 days ago
Benjamin's flat was the perfect place for a quick ski weekend! Lots of good stuff nearby.. The otter creek bakery was a daily stop... 😊
Guest favorite

Apartment in Bristol

4.88 out of 5 average rating, 315 reviews

"Dragonfly Apartment" Private Bristol Apartment

YoonJaeRating, 5 stars5 days ago
Amazing place to stay, so cute and homey! Was really close to the ski resort that we were going to which was so convenient. The space was nice and clean and was exactly as described. Would stay here again, thank you!
Guest favorite

Apartment in Hancock

4.99 out of 5 average rating, 114 reviews

Two-Bedroom apartment in the Green Mountains

PeterRating, 5 stars2 weeks ago
Booked a month stay at dick’s place. Central to skiing for our family. Cozy and functional space, we were comfortable and at home. Dick and Dorothy were lovely hosts. Hope to be back.

Condo rentals with outdoor seating

Guest favorite

Condo in Ludlow

4.98 out of 5 average rating, 116 reviews

Main St Escape | Explore Downtown Ludlow

AlexanderRating, 5 stars2 weeks ago
We had an amazing stay at Tommy’s place near Okemo Mountain! The house was spotless and very well-maintained, making it a comfortable and welcoming retreat. The location couldn’t have been better—everything in town was within walking distance, which was so convenient. The proximity to the mountain shuttle was a huge plus; it was right by the Airbnb, making it super easy to get to the slopes without having to drive. Overall, the experience exceeded our expectations, and we would absolutely stay here again. Highly recommend to anyone looking for a convenient and cozy spot near Okemo!
Guest favorite

Condo in Killington

4.94 out of 5 average rating, 161 reviews

Renovated unit, prime location! Shuttle on/Ski off

KimberlyRating, 5 stars4 weeks ago
All round great experience! Exactly as advertised-wonderful stay in Killington! Thank you for the wonderful and cozy accommodations!
Guest favorite

Condo in Grantham

4.96 out of 5 average rating, 113 reviews

Cozy Light-filled Condo in Charming Eastman

WilliamRating, 5 stars4 weeks ago
Perfect spot for our family holiday get together. Very quiet and relaxing visit. Lyn was a terrific host and went above and beyond to be sure we had no problems with our stay.
Guest favorite

Condo in Warren

4.97 out of 5 average rating, 123 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

MichaelRating, 5 stars4 days ago
Great condo a quick shuttle ride from the lifts at Lincoln Peak. Property has an indoor pool, hot tub and game room, big hit with the kids. Stayed at Bridges before and definitely would again.
Guest favorite

Condo in Killington

4.91 out of 5 average rating, 117 reviews

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

TerrenceRating, 5 stars1 week ago
Clean and convenient to the mountain, we would stay again. Great place.
Guest favorite

Condo in Killington

4.95 out of 5 average rating, 212 reviews

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

KevinRating, 5 stars4 days ago
Great place to stay very convenient and close to the mountain. Perfect comfortable place to stay when visiting killington
Superhost

Condo in Ludlow

4.83 out of 5 average rating, 120 reviews

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

TingRating, 5 stars6 days ago
Right at the base and very clean. Will book again next time at Okemo.
Guest favorite

Condo in Killington

4.82 out of 5 average rating, 256 reviews

Ski, Ride, Walk On/Off Condo On Pico at Killington

SamanthaRating, 5 stars4 days ago
We had a great stay, everything was as described! Jonathan was great, always got back to us immediately when we had questions and was really accommodating and helpful.

Quick stats about vacation rentals with outdoor seating in Stockbridge

  • Total rentals

    50 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore