Holiday rentals with outdoor seating in Stockbridge

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Popular amenities for outdoor seating rentals in Stockbridge

House rentals with outdoor seating

Guest favourite
Home in Hanover
4.88 out of 5 average rating, 8 reviews

Private cozy 2-bedroom, short drive to town

MikaylaRating, 5 stars1 month ago
Thank you to Leif and the family for a great stay! Leif was a fabulous host, being very helpful and responsive. His wife was also very nice and shoveled out the walk way for us. The place was just as described in the listing. Comfy beds with easy access to the ski way. Thanks Leif!
Guest favourite
Home in Rutland
4.81 out of 5 average rating, 346 reviews

Home Sweet Home

HenryRating, 5 stars3 weeks ago
As usual the place was nice and clean . A very comfortable and homey atmosphere and tastefully decorated! I always enjoy her places!
Superhost
Home in Sunapee
5 out of 5 average rating, 4 reviews

Sunny Sunapee Retreat (Upstairs Only)

AaronRating, 5 stars25 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.
Guest favourite
Home in South Woodstock
4.9 out of 5 average rating, 29 reviews

Grange Hall, South Woodstock Historic Home

SarahRating, 5 stars1 month ago
We have the loveliest time and can’t wait to return. Thank you for being so helpful and responsive
Top guest favourite
Home in Crown Point
5 out of 5 average rating, 29 reviews

Rustic Charm

LauraRating, 5 stars5 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 favourite
Home in Enfield
4.95 out of 5 average rating, 101 reviews

Quiet lakeside retreat with private dock.

ElizabethRating, 5 stars1 month ago
This is a lovely place for a get-away time. It's very comfortably furnished, spotless, and in a beautiful area. The kitchen is one of the most adequately equipped of any Airbnb place we have stayed in. The hosts are super responsive and helpful!
Guest favourite
Home in Plainfield
4.89 out of 5 average rating, 139 reviews

Historic Home on 17 acres of land. Go escape!

BrandieRating, 5 stars1 month ago
Staying here is always a joy for the entire family! It has become an annual tradition that we all look forward to in winter. Thank you for being so accommodating with our schedule and a special thanks to Mitchell for going the extra mile to snow blow a waking path for me and the dogs to keep our daily routine of visiting the horses, after the last storm brought over 13” of snow. P.S. the new stove/oven is amazing!! 🤩
Top guest favourite
Home in Killington
5 out of 5 average rating, 11 reviews

Enjoy Brand new construction in the mountains!

KateRating, 5 stars3 weeks ago
Beautiful ski weekend with our family. So close to Killington, Bear and Pico. Lovely place to unwind after a day on the slopes. Enjoyed the hot tub and sauna! Easy cooking in the stocked kitchen and peaceful for sleeping with cozy beds!

Apartment rentals with outdoor seating

Superhost
Flat 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 months 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.
Top guest favourite
Flat in Chester
4.93 out of 5 average rating, 144 reviews

Lovely 2 Bedroom Apartment w/deck & pond view

AngelaRating, 5 stars1 month ago
This rental was perfect for our family’s overnight ski trip to Okemo. We have two teenaged sons who shared a bedroom. The kitchen had everything we needed to cook breakfast and (most importantly) to meet the AM caffeine needs. The rental was approximately 10 minutes away from Okemo, which was the best part for us. Already planning next February’s ski trip!
Guest favourite
Flat in Waitsfield
4.89 out of 5 average rating, 170 reviews

Mad River Valley Ski Cabin

AndreaRating, 5 stars3 weeks ago
Great place to stay for skiing Sugarbush or Mad River Glen, convenient to restaurants and shops. Very quiet setting, just be prepared for a little bit of non-paved road to climb to access it. The apartment felt more spacious and open than I expected, and accommodated 3 adults quite comfortably. Wax bench was a nice bonus for us skiers!
Top guest favourite
Flat in New Haven
5 out of 5 average rating, 227 reviews

Dog Team Falls Apartment - Minutes from Middlebury

AndreaRating, 5 stars1 month ago
Our stay at Sue’s well exceeded our expectations. The place was the perfect peaceful getaway. Such a beautiful spot. Upon arrival we connected our Bluetooth and immediately had our music streaming throughout the apartment. Sunlight streamed in, geese flew overhead as we stood on the deck overlooking the river. The sofa enveloped us and the fireplace just perfected it all. Sue was inviting without being intrusive and responded immediately when we reached out with questions. We hope to visit again in the near future!
Guest favourite
Flat in Middlebury
4.98 out of 5 average rating, 128 reviews

Mountain View Retreat

AlisonRating, 5 stars1 month ago
We had a lovely stay. Everything was exactly as pictured and described. Everything you need for a weekend in VT. Highly recommend especially if visiting for an event at Middlebury College. Location is very convenient to campus and town.
Guest favourite
Flat in Middlebury
4.82 out of 5 average rating, 174 reviews

Cozy Apt. Near heart of Middlebury Fiber WIFI

RitaRating, 5 stars6 days ago
Perfect location for our needs during our stay in Middlebury; Hospital 5 minutes away. Equipped with 2 TV’s allowing entertainment for different tastes of types of tv shows. Clean cozy and comfortable.
Guest favourite
Flat in Bristol
4.88 out of 5 average rating, 319 reviews

"Dragonfly Apartment" Private Bristol Apartment

TungRating, 5 stars2 days ago
Very friendly host and location is in a quiet part of town. it felt very private as well. A++
Guest favourite
Flat in Hancock
4.99 out of 5 average rating, 115 reviews

Two-Bedroom apartment in the Green Mountains

AllisonRating, 5 stars1 month ago
Dick and Dorothy are some of the most lovely, hospitable folks we have ever met and we feel so lucky to have gotten to know them through our extended stays at their apartment for the the last 5 winters. Hancock is a truly special community and the apartment is an excellent choice for anyone looking to visit the area. It is conveniently located, well-stocked, and delightfully quaint. We are already excited to return!

Apartment rentals with outdoor seating

Superhost
Apartment 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
Apartment in Grantham
4.96 out of 5 average rating, 114 reviews

Cozy Light-filled Condo in Charming Eastman

WilliamRating, 5 stars3 months 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 favourite
Apartment in Killington
4.95 out of 5 average rating, 105 reviews

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

PatriciaRating, 5 stars3 weeks 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
Apartment in Warren
4.97 out of 5 average rating, 128 reviews

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

PedroRating, 5 stars1 month ago
Extremely nice cabin, very recently renovated. The owner has a keen eye for organization, everything is neatly placed where it should be. Linens are clean, beds were super comfortable. Amazing stay, thank you Cathy
Guest favourite
Apartment in Killington
4.91 out of 5 average rating, 126 reviews

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

KateRating, 5 stars2 days ago
Very clean and great location. It was about an 8 minute walk to the Ramshead lodge and we ate at two restaurants within a 5 minute walk. The shuttle was also easy and ran frequently. Would recommend!
Superhost
Apartment in Ludlow
4.84 out of 5 average rating, 130 reviews

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

StephenRating, 5 stars2 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.
Superhost
Apartment in Killington
4.82 out of 5 average rating, 257 reviews

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

ZacharyRating, 5 stars1 month ago
Great location for pico mountain. The ski on ski off was pretty easy to find and nicely located. The location is slightly less ideal for killington, as you need to take a shuttle that has multiple stops. We also ended up on a bigger bus to take us back from Killington and the drop off was on the main road, which was a bit difficult to walk on in our snow gear. Overall, nice apartment and perfect for my group of friends.
Superhost
Apartment in Warren
4.82 out of 5 average rating, 112 reviews

Modest Mountain Dacha

JoanneRating, 5 stars2 months ago
Very comfortable stay - convenient to ski wither Sugarbush or Mad River. Philip sent specific instructions for turning the heat up on arrival. It took a little while to warm up, but individual thermostats in LR and BR worked nicely. Local recommendations for restaurants and such were spot on.

Quick stats about holiday rentals with outdoor seating in Stockbridge

  • Total rentals

    30 properties

  • Nightly prices starting at

    £53 before taxes and fees

  • Total number of reviews

    2K 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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