Vacation rentals with outdoor seating in Stockbridge

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Stockbridge

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A campsite is illuminated softly by blue lights, highlighting a cozy trailer amidst trees. A set of chairs is positioned in front, surrounded by natural plants. Pathways leading to the camper are marked by stones, adding a touch of charm to the outdoor setup.

Camper/RV in Kingston

4.97 out of 5 average rating, 98 reviews

Glamping Getaway

Come enjoy the sounds of nature when you stay in this unique little getaway. Quaintly tucked away on beautifully manicured private property. Rest, relax & rejuvenate! Conveniently located near the Hudson River & Charles Rider boat launch 1/4 mile to enjoy fishing, kayaking or boating. Walking, hiking, biking trails & kayaking and restaurants located within minutes from the campsite. 5min drive to downtown Kingston, 10min to Historic uptown Kingston. 10min to Saugerties, Woodstock and Rhinebeck.

Guest favorite

A living area is visible, featuring a sleek gray couch and a modern chair positioned near a stylish fireplace. Artwork is displayed on the wall, and natural light illuminates the space. A neutral rug adds texture to the polished floor, with a bedroom area partially seen in the background.

Apartment in Copake Falls

4.91 out of 5 average rating, 323 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Top guest favorite

Home in Ancram

4.99 out of 5 average rating, 179 reviews

Everything on one floor 2 Bdrm/1.5 Bth & Pets Ok

All size Dogs & Cats Welcome *Outside backyard is large and surrounded by trees with Firepit, Hammock & Volleyball Net +Watercraft available - Kayaks/Rowboat Swim Platform Indoor Wood Burning Fireplace Fully stocked kitchen and toiletries 10-15 minutes to Bash Bish Falls/Catamount Aerial Park/Ski/Snowboard/Tubing 25-30 minutes to Berkshires Shoe shoeing +November-April: watercraft not available, also weather dependent *Only one neighbor, is to the left, separated by trees and bushes

Top guest favorite

A spacious deck area features a propane fire pit surrounded by Adirondack chairs. The view overlooks the serene lake, framed by trees. The scene captures natural light and greenery, creating a peaceful outdoor setting for relaxation.

Cottage in Southwick

4.98 out of 5 average rating, 104 reviews

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Guest favorite

A spacious deck extends from the cottage, framed by trees. Six Adirondack chairs and a dining table for six are positioned for outdoor seating. Large glass doors and windows offer views of the surrounding greenery.

Home in Rhinebeck

4.93 out of 5 average rating, 224 reviews

3Br Creekside Cottage on 130 acre forest w/ trails

Creekside Cottage is an extraordinary private escape nestled against a winding creek running through the rocky gorge of an 130 acre magical historic farm. Explore miles of hiking trails through old forests, trout creeks, and a 90ft waterfall or simply relax by the fire pit while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplaces, great wifi and comfortable bedrooms with quiet workspaces- learn more on our site cascadafarm

Guest favorite

A camper is positioned on a grassy area surrounded by trees. A fire pit is visible with several chairs arranged nearby. An outdoor table is shaded by an umbrella, and a BBQ grill stands beside it. A patterned mat lies on the ground.

Camper/RV in Catskill

4.83 out of 5 average rating, 144 reviews

Camping in the Catskills

Come escape reality with a vacation in the beautiful Catskills. Enjoy your stay in a clean, comfortable camper. Hang out by the fire pit while dinner cooks on the BBQ grill. All cooking/dining ware included. Bring along your outdoor games! There is plenty of space for volleyball, corn hole, etc. Spend the day exploring the various hiking trails and swimming holes in the area. Located 7 minutes from the Village of Catskill, 20 minutes from Woodstock. Outdoor smoking OK. WiFi included.

Top guest favorite

The outdoor space features a gravel area adorned with a decorative rug. A picnic table is positioned under a well-lit awning, and a small outdoor kitchen area is visible. Surrounding greenery provides a natural ambiance, while a potted plant adds a touch of color.

Camper/RV in Lee

5 out of 5 average rating, 131 reviews

"Glamping" getaway in the beautiful Berkshires

Nestled in the Berkshires with mountain views and incredible sunsets. Relax under the stars and sit around the campfire with your favorite people. Perfect for families, friends or couples. Minutes to Tanglewood! This is a beautiful RV with two slides a private master bedroom and a 4 bed bunkhouse at the opposite end. Lovely dining area, living room, kitchen and full bathroom. On its own little gravel road. We have a fire pit with wood included along with delicious well water

Guest favorite

The kitchen area features a light countertop with modern cabinetry and a stylish backsplash. A coffee maker, dish drying rack, and sink are visible. Organized jars hold various kitchen supplies, creating a functional and tidy space for meal preparation.

Camper/RV in Westhampton

4.89 out of 5 average rating, 159 reviews

AirbytheStream waterfront, private, clean and cozy

Beautiful private camper with outdoor deck on the water. All the creature comforts but half the price. Very private yet 15 minutes to Northampton or Easthampton. Kitchen sink, 2 burner stove, refrigerator, toilet and shower, one queen bed and twin bunk beds, dinette can also turn into a bed. Pots and pans, silverware and cooking utensils are provided. Camper has power and water as well as heat and air conditioning. There is a Blackstone griddle for outdoor cooking.

Guest favorite

A rustic treehouse is nestled among verdant trees, showcasing a mix of reclaimed materials. Steps lead to a welcoming entrance, with soft lighting illuminating the exterior. A gravel area is visible in the foreground, with outdoor seating options set up nearby.

Treehouse in New Marlborough

4.91 out of 5 average rating, 122 reviews

Double 3 Bedroom Tree House in the Berkshires

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.

Guest favorite

The exterior of a charming yellow cottage is visible, featuring dark green shutters and a welcoming porch with decorative elements. A well-kept garden with colorful flowers and greenery surrounds the cottage, while a gravel pathway leads to the entrance under a partly cloudy blue sky.

Cottage in Monroe

4.9 out of 5 average rating, 126 reviews

Pumpkin Pine Cottage: your next adventure awaits!

Explore the Deerfield River Valley and Hoosac Range from this tranquil base. Close to skiing, snow tubing, snowshoeing, hiking, birding, kayaking, white-water rafting, fly fishing, zip lines, and more. Like bikes? Amazing gravel, road, and MTB offerings await. Seek culture? Mass MOCA, Clark Art Institute, Northampton, Shelburne Falls, and the Berkshires are a short drive away. Covered bridges, farm stands, sugar shacks, and waterfalls are too plentiful to count!

Guest favorite

Home in Otis

4.96 out of 5 average rating, 108 reviews

Direct Lakefront Home on Otis Reservoir Giant Yard

Year round retreat directly on Otis Reservoir offering 62’ of lake frontage on MA largest and fully recreational lake. Enjoy the lake views right from our docks, Solo Stove firepit, expansive deck, main floor or bedrooms. The house sits 100 yards back from the lake leaving a large lawn for outdoor activities. Updated and renovated in 2021! Many local snowmobile trails and ski resorts too! Heated garage and 2nd driveway for larger trucks/trailer or RV's.

Top guest favorite

A modern kitchen is equipped with stainless steel appliances, including a refrigerator and oven. White cabinetry offers ample storage. A central island features a sink and prep space, complemented by a set of kitchen utensils. Natural light enters through a nearby window.

Apartment in Williamstown

5 out of 5 average rating, 125 reviews

Downtown | Waterfront | Walk to Shops

★ New to Williamstown? Explore our interactive guidebook. One bedroom with all the bells and whistles! Meticulously upgraded with the discerning guest's convenience in mind. The property is in the midst of Williamstown's popular spots: Williams College campus, theaters, museums, restaurants, shops, and golf course. It also sits by the rushing, sometimes tranquil, Green River where you can sit back, relax and enjoy the fire pit.