
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.

Cozy VT Barn by Burlington-Firepit-BringUrDog-WiFi
Cozy barn, gas fireplace, fast WiFI in a peaceful wooded forest. Whether sipping coffee by the fire, spinning vinyl records or stargazing by the fire pit(wood provided), this is your space to disconnect or work remotely in comfort. Explore on-site hiking trails, snowshoe and spot wildlife. A short drive from breweries, restaurants, scenic hikes & towns. A perfect mix of seclusion & convenience, 35 mins to Burlington. Perfect for couples/solo travelers/anyone looking for a private nature escape.

TheADKChalet w/ Hot Tub (Adirondacks)
At face value, IG: @theadkchalet appears to be just a humble little getaway tucked in the Adirondack Mountains of Jay, NY (Lake Placid Area). But even the most discerning guests will be quickly spirited away by the rustic charm and secluded forest feel. The Chalet sleeps 4 people and has two bedrooms and one bathroom. The Chalet is located approx. 4.5hrs from NYC by car and is the perfect place to: escape the city, rekindle a romance, ski/ride Whiteface Mountain, hike, fish and so much more!

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.

Quiet 3 Bedroom Cottage on Lake Champlain
You'll have a relaxing visit at this cozy, comfortable family camp. Enjoy swimming, kayaking and hiking. Explore gorgeous Lake Champlain or enjoy the view from the porch. The sunrises are spectacular! Lake Champlain is known for great year-round fishing. Tip: Bring your water shoes for maximum swimming comfort. Hop on the Essex Ferry to Vermont to experience shopping, art, restaurants and museums. The Shelburne Museum and ECHO, Leahy Center for Lake Champlain are perfect for families.

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!

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.

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.

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.

The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

Autumn Forest Retreat | Hot Tub + Massage Chair
⭐ TOP 1% STAY — 300+ 5★ Reviews Guests often say: “This was exactly what we needed.” Welcome to Place of Prana — a peaceful Adirondack escape designed for rest, healing, and true reset. Summer weekends are filling quickly ☀️ Book your Adirondack escape before the season is gone. Are your dates unavailable? Explore our sister stay, Place of Poiema — another peaceful Adirondack retreat designed for gathering, connection, and unforgettable time together for 10 guests.
Popular amenities for Chesterfield outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Aunt Shy's Hide-Away

"Beau Overlook" Enjoy 2 states from 1 great spot!

So. Burl. quiet setting 10 mins fr. everything

NNE Bungalow on Bikepath Cozy Retreat!

Forest Hideaway

Adirondack Vacation Destination Lodge on Fern Lake

Home away from Home

4CR Farm Guest House 4 Season Vacation Destination
Apartment rentals with outdoor seating

NEW Couples Ski Getaway Near Whiteface

Gateway to the Adirondacks on the River “The East”

Butternut House

Hyde Away | Spacious funky loft w/ parking & tub

Hilltop Haven

Lofty Dreams

The Bright Space.

Pigeon Hill cozy studio
Condo rentals with outdoor seating

Ski-in, Ski-Out / 4 beds / seasonal pool

One level condo in the heart of Stowe Village!

Maple Leaf Retreat: best of VT

Renovated 4BD House: Hot Tub, Sauna & Backyard

The Château -Luxe condo in heart of downtown Stowe

Meadow Lane Farm House

The Cozy Condo at Smuggs Resort!

NEW: Stylish Ski On/Ski Off Mountainside Retreat
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Niagara Falls Holiday rentals
- Jersey City Holiday rentals
- Newark Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- Buffalo Holiday rentals
- Rentals with beach access Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a fire pit Chesterfield
- House rentals Chesterfield
- Rentals with a patio Chesterfield
- Waterfront rentals Chesterfield
- Rentals with lake access Chesterfield
- Family-friendly rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- Rentals with outdoor seating Essex County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Sugarbush Resort
- Bolton Valley Resort
- Stowe Mountain Resort
- Fort Ticonderoga
- University of Vermont
- Middlebury College
- Lake Flower
- ECHO, Leahy Center for Lake Champlain
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Warren Falls
- Shelburne Vineyard
- Cold Hollow Cider Mill
- Elmore State Park
- Waterfront Park
- Boyden Valley Winery & Spirits
- Lake Champlain Chocolates
- Ethan Allen Homestead Museum
- Green River Reservoir State Park
- Titus Mountain Family Ski Center
- Little River State Park
- Branbury State Park
- Lincoln Peak Vineyard





