Holiday rentals with outdoor seating in Brattleboro

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Brattleboro

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite

Tent in Middletown Springs

5 out of 5 average rating, 43 reviews

Green Mountain Nugget Private tent site for two!

Closed Sept 15-July 1. New 9-18 holes DiscGolf onsite! Enjoy a get-a-way for two in a private, spacious tent, listen to the river as you relax out of doors on a queen size bed. Set in our meadow between a pond and river and engage with nature. Spend the evening under the stars and around the campfire (wood included), relax at the private beach, or visit the nearby lakes, state parks, stores, restaurants or Slate Valley Trails. Convenient drive to the tent. Bring towels, water shoes, & charcoal.

Guest favourite

Cabin in Hudson Falls

5 out of 5 average rating, 6 reviews

Cozy Retreat Near LG – Sleeps 8

Forget your worries in this spacious and private serene Space sitting on over 4 acres that creates a feeling like your own personal forest. Enjoy fall festivities by day and a quiet private retreat by night in our spacious home. Modern on the outside and a cozy cabin feel on the inside with all new furniture and freshly remodeled with all the comforts of home in mind. Many lakes beaches mountains and hiking trails nearby as well as endless amounts of entertainment/ attractions for the family.

Top Guest favourite

Cabin in Stoddard

4.97 out of 5 average rating, 157 reviews

Secluded Renovated Retreat Surrounded by Nature

Get away from it all in a secluded, yet modern cabin, which guests have loved for its "silence and beauty" and called "peaceful" and "serene". Located on the Lakefalls Estate, which maintains the roads, Mended Oar features heated floors throughout, a well-furnished kitchen with quality appliances and equipment, and luxurious linens. Hike the many trails outside the door on the snowshoes you'll find, then come inside to enjoy the wood burning fireplace (wood provided) and play a board game.

Guest favourite

Campervan/RV in Hubbardston

4.95 out of 5 average rating, 78 reviews

Hooties Hollow

Park model get away in the woods on a stream that feeds into a stocked trout pond. Sit on the screened porch & listen to nature while quietly relaxing. Located in a small private campground on 200 acres of private wooded land in Central Massachusetts. Located on hiking trails that are also used for mountain biking & horseback riding. Bring your own linens but kitchen is fully equipped. No wi-fi...no tv...minimum cell service. A great place to enjoy the out of doors, disconnect & recharge.

Top Guest favourite

Home in Bridgewater

4.96 out of 5 average rating, 45 reviews

Killington Ski House Close to Skyeship, Woodstock

Escape to Vermont with central access to the mountain, dining, breweries, shopping, and more! The iconic Gondola House is a 3-level home comfortably sleeping up to 10 people with 5.5 bedrooms and 2 bathrooms. 10 min to Skyeship Lodge. 5 min to Long Trail Brewery. 15 min to Woodstock. 16 min to Bear Mountain lodge. The space includes a large open living, dining and stocked kitchen with dishwasher. Mud room with laundry. Gorgeous outdoor hot tub, covered porch with grill and plenty of seating.

Superhost

Campsite in Hillsdale

5 out of 5 average rating, 5 reviews

Cute Bell Tent at Upper Shire in Hudson Valley, NY

A 13-ft diameter White Duck Bell Tent on a custom-built tent platform in a Pine Grove next to a shady pond. We've included a campfire ring with a grill, solar-powered string lights, Adirondack chairs, and campfire blankets. Our Bell tent is outfitted with a small Jackery power station, one queen-sized air mattress, and a sleeping cot with a Japanese futon. Hillsdale, NY has a brewery, cidery, the longest Zipline in North America and so much great hiking nearby. Hudson is 22 minutes away.

Superhost

Home in Averill Park

4.89 out of 5 average rating, 9 reviews

Lakefront cottage on burden lake in Averill park

Waterfront rental on the second burden lake in Averill park. Large dock for fishing and swimming off of. Gradual incline into the water. Three bedroom, one bath plus outdoor shower & washer dryer Canoes, paddle board, dock & splash pad. WiFi & tv with Netflix, ac & heat Firepit with wood & grill for cooking Close to Kay’s pizza, June farms, the sand lake merchant & hoffay farms for ice cream. 30 minutes to the berkshires or Great Barrington. 20 minutes to jiminy peak ski mtn.

Superhost

Cabin in Bridgewater

4.91 out of 5 average rating, 100 reviews

100 Acres Views & Creek near Woodstock/Killington

You will leave the demands of your busy lifestyle behind when you vacation on our 100+ acre 4 BR 2 BA cabin property with a babbling crystal clear mountain creek. Place your beach chair in the creek, relax with your favorite book for Best Spa Experience Ever! Large open covered porch with porch swing seating to enjoy the expansive mountain views, listen to the leaves rustle and the stream running in the distance. Miles of hiking & biking trails, skiing, restaurants and more nearby.

Top Guest favourite

Campervan/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 favourite

Campervan/RV in Westhampton

4.89 out of 5 average rating, 160 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 favourite

Cottage in Monroe

4.9 out of 5 average rating, 127 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!

Top Guest favourite

Farm stay in Johnsonville

4.98 out of 5 average rating, 317 reviews

Overlook at Graceful Acres Farmstay

Enjoy the grace of a historic family farm in the heart of eastern NY. Let the cool, fresh air and sounds of the outdoors start your day. Fill your time with a hike across our 440 acre farm then spend time with the animals and learn more about regenerative farming during a scheduled farm tour. Graceful Acres Farmstay is situated an hour south of the Adirondack State Park and within 35 minutes of Saratoga Springs, Albany, Troy, NY and Bennington, VT.