
Holiday rentals with a patio in Stockbridge
Find and book unique rentals with patio on Airbnb
Quick stats about holiday rentals with a patio in Stockbridge

Total holiday rentals
Explore 40 holiday rentals in Stockbridge

Nightly prices starting at
Stockbridge holiday rentals start at €105 per night before taxes and fees

Verified guest reviews
Over 2,580 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Stockbridge holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Stockbridge rentals

4.9 Average rating
Stockbridge stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with patio in Stockbridge
Guests agree: these rentals with a patio are highly rated for location, cleanliness and more.

Stylish Vermont Cabin | Views · Trails · Luxe
Combining sweeping views of distant hills with complete privacy and wraparound porches on two sides, the Red House is a custom cabin built for couples and smaller families. Surrounded by working farms and within easy reach of trailheads to hike or bike Mt Ascutney, or to visit Woodstock, Hanover, Ludlow and the Upper Valley, the Red House sits among some of the best restaurants in Vermont and awaits the discerning traveler who has earned the right to do absolutely nothing and experience it all.

Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
Summit view cottage boasts 3 acres in the beautiful green mountains, we are 1,700 feet up in elevation . At this brand newly built PET FRIENDLY cabin you will have 3 bedrooms and 2 full bathrooms, which will sleep 7 comfortably. We have a brand new 6 person HOT TUB! You will find yourself within 15 minutes to the world famous Stratton mtn, 15 minutes from Bromley mtn and a close 4 minutes to the local Magic mtn.Very close proximity to the town of Manchester, which has great shops and restaurants

Breathtaking Riverfront Retreat w/Mountain Views
Thoughtfully designed to elevate every moment of your Vermont getaway, our home offers a comfortable & uniquely historic experience, along with panoramic views of the beautiful Ottauquechee River. Perfectly nestled between the vibrant towns of Woodstock and Killington, guests have incredible hiking, skiing, golfing, shopping, leaf peeping, delicious dining, and so much more right at your finger tips. Wonderful for families, couples, or small groups looking to explore all that VT has to offer!

Jack S'Bearo- AC, Pool, Mountain Views, Hiking Gym
Ahoy, ski enthusiasts! "Jack S'Bearo" - a renovated 1-bed, 1-bath on Pico Mountain, VT, offers an exhilarating ski experience steps from the lift and a shuttle to Killington Resort. The new kitchen, wood-burning fireplace, and balcony make it a haven for relaxation. This ski on/ski off treasure boasts a cool design for easy access to the slopes. Grab your gear from the ski locker, step outside, and set sail to the lifts. Make "Jack S'Bearo" your pirate's cove, where adventure meets comfort!

Sugar River Treehouse
Welcome to Sugar River Treehouse! If you’re looking for serenity, peace and quiet, in the most unique, breathtaking, beautiful setting, you have found it. On top of the trees, overlooking the Sugar River in the quaint town of Newport, NH you will find plenty of year round activities including swimming, floating, fishing on the beautiful, clear Sugar River, right outside the back door. You will find the treehouse sits up in between 2 beautiful northern hemlocks and is fully equipped inside.

Off Grid Secluded Farm Stay Cabin
In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Relaxing Countryside Oasis!
Welcome to our cozy 2BR/1BA cabin, ideal for 6 guests. Relax by the indoor fireplace or outside by the fire pit and hot tub. Listen to the stream from the patio. Fully equipped kitchen and washer/dryer for convenience. Only 10 mins from Dartmouth College and 5 mins to downtown Norwich, VT. Multiple ski resorts within 30-minutes. Perfect for a serene getaway, this cabin offers a blend of comfort, nature, and convenience, ensuring a memorable stay for family, friends, or a romantic retreat!

Birdie's Nest Guesthouse
Welcome to our newly renovated studio apartment, nestled among the trees in the serene hills of West Windsor, Vermont. Elevated on the second floor, this separate structure offers a tranquil escape with breathtaking views of Mount Ascutney and our own private pond. Immerse yourself in the comforts of this thoughtfully designed studio apartment, surrounded by the natural beauty of the Vermont landscape. Every detail has been curated to ensure your utmost comfort and enjoyment.

RZEKA Cottage: Riverfront home in the Green mts.
Welcome to Rzeka Cottage! Enjoy a stylish experience at this riverfront home in the Green Mountains. Centrally located near multiple mountains including Killington, Pico, Whaleback & Okemo. After hitting the slopes, unwind in the hot tub with tranquil sounds of the river in the background. Explore the fish hatchery, neighboring towns, Silver Lake in Barnard, endless hiking trails and more. Whether you’re looking for relaxation or adventure, you’re sure to find it here.

Okemo A-Frame - Floor Hammock, Sauna & Hot Tub
Welcome to the Okemo A-Frame! With an oversized deck, featuring outdoor dining, a barrel sauna, and hot tub you'll enjoy the outdoors year round. Enter into an open-concept dining area, kitchen, and living room with stylish mid-century malm fireplace. Take your rest in one of the three bedrooms or cozy up on the indoor floor hammock. Located 10 minutes from Okemo Mountain Resort and the town of Ludlow enjoy skiing, shopping, dining, and all that Vermont has to offer.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Outside Inn - Hot Tub/Killington/MtnTop Inn/VAST
Reconnect with nature at the Outside Inn, a four season retreat, locally known as the Labor of Love. A man fell in love with a woman, but when he asked for her fathers blessing he said, first you must build her a home. So he built this beautiful post and beam cabin and they lived happily ever after! *Decorated seasonally!* IG/TikTok: outside_inn_vt FB: Outside Inn VT
Popular amenities for rentals with patio in Stockbridge
Flat rentals with a patio

Cozy two bedroom near Manchester

10 Min to HITS Summer Fest/ 20 Min to Manchester

Green Mountain Collection: Cozy Vermont Haven

Spacious Home • Near Downtown Middlebury.

Mountain View Retreat

Charming & Peaceful Upper Valley 1BR Retreat

Beautiful private village apartment with king bed

Bluebird Studio- Light filled and airy
House rentals with a patio

Stunning Mountain Views

Skyeburst | Modern Mtn Home

Steps to Golf and Mountain Biking

Sky Zen - Ridgeline Retreat

Mountain Home with Scenic Views

Fred Eddy Farmhouse

Skye Ridge Lodge: Private Hot Tub, Open Concept

The Old Home Place!
Apartment rentals with a patio

Main St Escape | Explore Downtown Ludlow

AC | Dog-Friendly | Bike, Hike & Relax

Big Pool, Golf we are on the course 2 Bedroom

Ground Floor, Okemo True Ski-in/Ski-Out

Mountain Hideaway two bedroom condo Near PICO MTN

Luxury, downtown apt w/ balcony close to skiing

Lovely 1-Bedroom condo with indoor fireplace!

NEW: Stylish Ski On/Ski Off Mountainside Retreat
When is the best time to visit Stockbridge?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €413 | €457 | €326 | €262 | €246 | €263 | €254 | €240 | €267 | €290 | €298 | €352 |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Destinations to explore
- New York City Holiday rentals
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- Rentals with a fireplace Stockbridge
- Pet-friendly rentals Stockbridge
- Rentals with a firepit Stockbridge
- Rentals with a washing machine and dryer Stockbridge
- Rentals with outdoor seating Stockbridge
- House rentals Stockbridge
- Rentals with a hot tub Stockbridge
- Family-friendly rentals Stockbridge
- Rentals with a patio Windsor County
- Rentals with a patio Vermont
- Rentals with a patio United States
- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Dartmouth College
- Tenney Mountain Resort
- Killington Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Mount Sunapee Resort
- Montshire Museum of Science
- Emerald Lake State Park
- Stinson Lake
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum





