
Holiday rentals with outdoor seating in Chesterfield
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Chesterfield
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

18 Lake Stunning View of Champlain in Adirondacks
Welcome to 18 Lake. Situated in beautiful, quiet, Port Kent, NY, this gem is the perfect place to relax and get away. People come from all across the country to tour this charming area on bicycles in summer, and from all over the world during the winter for Lake Placid's winter sports. In fall, the colors are vibrant and breathtaking. Fresh maple products are on tap in Spring. Enjoy area attractions such as Ausable Chasm, High Falls Gorge, Port Kent Beach, golf, orchards, hiking and biking.

Adirondack Gem in the Champlain Valley/VT Views
Our country home is nestled in a peaceful wooded area overlooking Lake Champlain and the VT Green Mtns . The 900 sq ft Loft is private and welcoming, with many thoughtful details for your comfort and total relaxation. Cuddle up with comfy chairs, cozy throws and an abundance of books and magazines. It is so quiet, and the beds so comfortable, that a restful night's sleep is almost a guarantee. Kayaking, canoeing, and fishing opportunities abound with water access close-by. Very kid-friendly.

Adirondack Mountain Escape
Cozy up in this Adirondack escape. Upon your arrival you'll be greeted by a spacious living room, two bedrooms, a full bathroom and kitchen! Enjoy the front porch with the mountain river sounds in the background while you make dinner on the Blackstone or roast marshmallows in the fire pit. The home is minutes away from hiking trails, world class skiing, Olympic Venues, and all the Adirondack's have to offer. 45 minutes to lake Champlain, plenty of room for a boat or snowmobile trailer on site.

Purple Door Annex
Purple Door Annex features a lovingly renovated four-season building located in Burlington's historic Old North End District. A ten minute walk to Church Street and walkable to all of Burlington's City attractions. Purple Door Annex is an ideal space for guests seeking a fun getaway in the heart of the city that is private and well-appointed. Your hosts have five years of experience as superhosts in another bedroom on the premises and are excited to welcome you to this newly renovated space.

Moon Ridge Cabin *Hottub*
Our cabin is a studio with a hot tub & all the amenities. A queen bed, linens, towels, small refrigerator/freezer, microwave, single burner cook plate, dishes, utensils, glassware, pots/pans, toaster & coffee maker. Roku Tv & dvd player w/movies. The cabin has both an inside & outside (summer)shower. We have a privacy fence between our home & cabin. Please use covered path on your left as you face cabin to get into back yard where you will find hot tub, firepit & screen house. Enjoy your stay!

The Brookside Cabin
Our Cabin is nestled in the woods of the Adirondack Mountains. The Cabin is behind our family home. We are on a country road close to two towns. Our area offers many amenities such as fishing, hiking, boating, golf, hunting , wine tasting, leaf peeping. The cabin is heated by a wood stove and is the only heat source. “Wood Stove will injure a small child. Fast moving water in brook. Children 7 and up is ok with pre approval. The outside shower is heated, hot water available mid April -Nov.

Cozy Rustic Apartment
We are located on the famous Ausable River within a 30 minute drive to many of the High Peak trails, the beautiful Ausable Chasm, and Whiteface mountain. We are 5 miles from Interstate 87. The apartment can be a cozy retreat after spending a day exploring in the Adirondacks. Spend time strolling down to the river to enjoy the scenic views or enjoy quality downtime with family. The apartment has a unique style of its own that will provide you a comfortable and reasonable price place to stay.

Adirondack Mountain Yurt at Blue Pepper Farm
Escape to our 30’ yurt atop a 25-acre pasture with breathtaking views of Whiteface mountain. Accommodating 2 to 6 guests, it’s perfect for family outings or adventures with friends. A winter camping experience: the yurt features basic insulation and is heated by a wood stove, with firewood for purchase on-site. Bring sleeping bags and slippers for warmth in colder temps. Embrace nature’s beauty—plan accordingly, read our reviews, and feel free to ask any questions. Your adventure awaits!

Adirondack Timberwolf Cabin
Cozy Mountain Chalet in Jay, NY on beautiful Glen Road. Only .7 miles to the Jay Covered Bridge, 3 miles to the Jay Mountain summit trail head, 7 miles to Whiteface Mountain, and 16 miles to Lake Placid. Keene and Keene Valley trail heads are only minutes away. The cabin has 3 acres of wooded property with a front driveway as well as a back access drivweway which is nice to walk. There is Satellite TV and wifi. There is good cell coverage. World Class Fishing, Ausable Rivers are close

Adirondack Mountain View Retreat
30 minutes from Lake Placid, this unique mountain-view space features a comfortable, secluded 3-room guest suite opening out to a private covered terrace showcasing unmatched views of the Adirondack Peaks. A pet-friendly space ideal for outdoor enthusiasts, a couple's getaway, those working from home, or those just looking to have a peaceful retreat in the countryside - come enjoy our 25 acres of fields, forests, ponds and private riverbank. Also available: airbnb.com/h/adkretreat

Xplorer I | Keene
The ideal home base for outdoor exploration, right in Keene, center of the High Peaks. With unrivalled proximity to the mountains, local dining and shops are just a walk away. This 1BR/1BA space with full kitchen blends rustic Adirondack exteriors with renovated contemporary interiors and has everything you need for any length of stay. Experience our designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

Lovely Cabin on Farm with Sauna, Porch, Mtn Views
This tiny, off-grid cabin is situated on a peaceful, beautiful spot at a small, working livestock farm in the eastern Adirondacks. Your view looks west to Whiteface mountain etc. Enjoy the hum of nature from the porch that overlooks our pastures, and indulge in the small, traditional sauna and hot/cold outdoor shower that accompany your cabin. AuSable Brewery is just across the road, and Lake Champlain is just 1 mile away. Excellent local cycling, paddling, hiking, & boating abound.
Popular amenities for Chesterfield outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Aunt Shy's Hide-Away

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

Parson Place

Forest Hideaway

Cozy "Urban" Cottage

Charming 2 Bedroom Modern 1880’s Farmhouse

Quiet 3 Bedroom Cottage on Lake Champlain

Lovely Lil’ House- fenced yard!/Hot Tub
Apartment rentals with outdoor seating

Gateway to the Adirondacks on the River “The West”

Boho Getaway near Burlington, Beach, & Bike Path!

Burlington Walkabout Luxurious Retreat

Downtown Lakefront - 1 Min Walk Dining + Shops

Newly renovated one bedroom apartment in Adk mtns

Hyde Away | Spacious funky loft w/ parking & tub

VanHoevenberg Ridge upper level apartment.

Cozy South End Apartment–Walk to Breweries & Lake!
Condo rentals with outdoor seating

One level condo in the heart of Stowe Village!

Smooth 2-minute Ski to the Lift •Smuggs Condo

Renovated 4-bedroom House: Hot Tub & Outdoor Space

The Château -Luxe condo in heart of downtown Stowe

Newly Renovated 2 Bedroom Condo centrally located

Meadow Lane Farm House

The Green Mountain, Colchester, Vermont

Clean, Comfy, Camera-free, Convenient and Quiet
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Family-friendly rentals Chesterfield
- Rentals with beach access Chesterfield
- Rentals with a fire pit Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with a patio Chesterfield
- Waterfront rentals Chesterfield
- House rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with outdoor seating Essex County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Sugarbush Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- Adirondak Loj
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- University of Vermont
- Shelburne Museum
- Middlebury College
- Waterfront Park
- Lake Champlain Chocolates
- Shelburne Vineyard
- Warren Falls
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Cold Hollow Cider Mill
- Elmore State Park




