
Vacation rentals with a patio in West Stockbridge
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Quick stats about vacation rentals with a patio in West Stockbridge

Total vacation rentals
Explore 40 vacation rentals in West Stockbridge

Nightly prices starting at
West Stockbridge vacation rentals start at ﺩ.ﺇ 331 per night before taxes and fees

Verified guest reviews
Over 1,630 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of West Stockbridge vacation rentals include wi-fi access

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

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

Cozy Grove Luxury Cabin
Luxurious, lovingly-appointed mid-century country retreat located less than 15 minutes from restaurants, galleries, and shopping in downtown Hudson, nestled between farmers’ markets, breweries, cideries, distilleries, hiking, and more! Recently-renovated 1958 cabin features a deep soaking tub, outdoor hot tub, woodstove, and upscale amenities. Set back from the road amidst a grove of pine and apple trees, it's the perfect spot for kicking back in luxury after a day exploring local attractions.

Cheerful Catskill Village Cottage
Bright and airy Catskill village refuge - a wildflower and wildlife haven in the thick of things. Historic house set on a quarter acre of trees and wildflowers, but blocks from Main Street, Catskill. Walk to Foreland, The Lumberyard, the incredible village cemetery, Thomas Cole House, restaurants and shops. Olana State Historic Site is right across the bridge! Cottage has a full kitchen, clawfoot tub, penny tile shower, front porch, dining room and large living room. Truly peaceful and lovely.

Secluded Magic Treehouse Escape
Poetic. Unique. Romantic. 25ft high. The sounds, smells, and fresh air of nature are all yours. 10mins to town. Surrounded by old oaks, maples, and pine trees. Details abound. Simple and minimal yet elegant. Rustic Luxe. Windows all around bring in nature, screens keep it outside. All the modern conveniences, and then some. Hot and cold running water, equipped kitchen, full bath, 2 bedrooms with queen beds, nice linens and details, plus outside shower, 2 decks, BBQ, fast WIFI, TV, etc.

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove
Welcome to our little slice of heaven upstate. Located just a 5-minute drive to the MA border, a stay at our home in Canaan, NY means access to the best of both Columbia County and the Berkshires. In the summer, enjoy the private Adams Point Beach on Queechy Lake and easy access to Tanglewood. In the winter, explore 4 different local ski resorts and curl up by the cozy wood stove. In between, enjoy the peaceful pond views and secluded location on a dirt road. We can't wait to welcome you!

The Lookout Loft @Moonbeams: stay on 38 acres
The Lookout Loft at Moonbeams: a light-filled loft with a private bath & kitchenette on 38 acres in the Taconic Mountains. Relax & listen to the birds on your private outdoor deck. Cozy up by the gas indoor fireplace in the winter. Explore the property, located on a quiet, idyllic gravel road. Enjoy our wood fired hot tub (inquire about it for an additional set-up fee), hiking trails & tranquility brook-side lawn with multiple fire pits. A nature oasis perfect for the weekend or longer stays!

Boulder Tree House
Boulder Tree House 🌲🌲🌲 SMOKE FREE • ALLERGY FREE Rates Include a 15.5% AirBB Service Fee Early Check In & Late Check Out Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for an exciting, romantic, unique experience but can accommodate a 3rd person.

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

Sweet Victorian in Housatonic
Fresh and simple living in a three bedroom family friendly duplex. Experience the Berkshires while staying in a newly renovated Victorian house in Housatonic. Tasteful clean furniture, organic new sheets, pillows and duvets. Lovely clean kitchen that is fully equipped to host dinners. Situated up on a hill in Housatonic this three bedroom is conveniently located to to Great Barrington, Lake Mansfield, Stockbridge, Butternut, Catamount, Tanglewood, Kripalu and Monument Mountain.

King Bed, Wi-Fi, 2m Ski Resort
Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. * 1.5 miles to Downtown * 1.3 miles to Mahaiwe Performing Arts Center * 44 miles to Albany International Airport *4.5 miles to Great Barrington Airport KEY FEATURES: *MCM Design * Plush King Sized Bed w/ high end Centium Satin Linens *High Speed Internet *55" Smart TV

Berkshire Treehouse Retreat
Escape, unwind and recharge in this double treehouse. A live tree runs through the interior connecting you directly with nature while in the comfort of home. Built with refurbished, materials and hand curated with care and love. Feel like you’re in the middle of nowhere, yet it’s only minutes to the town of Great Barrington for shopping dining or just a walk around town. Use these dreamy separate spaces for sleeping, writing or drawing in peace. LGBTQ+ owned and operated.

Boutique TINY home+private HOT TUB-walk to Main St
Blush at Art Park Homes is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC & Boston. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries & great dining. @artparkhomes
Popular amenities for West Stockbridge patio rentals
Apartment rentals with a patio

Studio Oasis nr Warren St w porch & yard

Berkshire Mountain Top Chalet

Amenia Main St Cozy Studio

Historic Victorian - Entire 3rd floor

Lovely 1 bedroom suite in historical house

Suite 23 - Spacious Sunny 2-BR with Mountain view

Hudson River Beach House

Enjoy every season the Berkshires have to offer.
House rentals with a patio

Bright, Airy Home in Hudson w/ TONS of Character!

Renovated historic home, walk to Hudson River!

Couples' Mountain Escape |HotTub|GameRoom|MtnViews

Exceptional Stockbridge Retreat

Cantabile life in the Berkshires

Pixley Forest | 15 Mins To Tanglewood • Fireplace

Newly Renovated - Modern - 2 Bdrms - Near Hudson

Crossings Cottage
Condo rentals with a patio

1890’s 2 Bedroom Duplex by the Hudson River

Vacation Village in the Berkshires-1 BD

Meadow View

Berkshires Vacation Village

Jiminy's GEM: ski-in/ski-out 3br/3ba condo at base

Historic Gem, Fireplace,2BR/2BA,Capitol District

Spacious 3 bedroom apt in Lenox historic downtown

Downtown Adams Vintage Getaway
When is the best time to visit West Stockbridge?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,028 | ﺩ.ﺇ 940 | ﺩ.ﺇ 922 | ﺩ.ﺇ 918 | ﺩ.ﺇ 918 | ﺩ.ﺇ 1,072 | ﺩ.ﺇ 1,208 | ﺩ.ﺇ 1,230 | ﺩ.ﺇ 1,124 | ﺩ.ﺇ 1,102 | ﺩ.ﺇ 1,036 | ﺩ.ﺇ 1,032 |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
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- Hunter Mountain
- Six Flags New England
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- June Farms
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Kent Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Ski Sundown
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- University of Massachusetts Amherst
- Naumkeag
- Norman Rockwell Museum
- MVP Arena





