
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.

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.

Lux Cabin, Hot tub near Lake Placid & Whiteface
Escape to the heart of the Adirondacks at Black Bear Lodge, a recently renovated 3-bedroom, 2.5 bathroom retreat perfectly positioned just 10 minutes from Whiteface Mountain and a short drive to Lake Placid. Nestled in the peaceful Ausable Acres, this home is a haven for outdoor enthusiasts. Whether you’re here to shred the slopes, hike the High Peaks, or explore the community’s 10 miles of private walking trails and Lake Eaton, you’ll find the perfect balance of adventure and relaxation. 🌲

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.

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.

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 Book Barn: Newly Renovated Guesthouse
Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

Summer 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.

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Brand New Cottage Near Burlington Park & Beaches
Built in 2024 and designed to complement the 1930s bungalow aesthetic of the main house, this cottage sits directly across from Ethan Allen Park with North Avenue beaches a short bike ride or drive away. Sleeps up to 4 with a queen bed in the bedroom and a queen pullout sofa in the living room. Skylights and lofty ceilings fill the space with natural light throughout. Well insulated with centrally ducted heat and A/C for year-round comfort.
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!

The Barnbrook House

The Jay House - 1840 Farmhouse

So. Burl. quiet setting 10 mins fr. everything

Adirondack Vacation Destination Lodge on Fern Lake

Home away from Home

Cozy "Urban" Cottage
Apartment rentals with outdoor seating

NEW Couples Ski Getaway Near Whiteface

Charlotte Private Studio Apartment with a View

Boho Getaway near Burlington, Beach, & Bike Path!

Charming Private Apt in South End w/ Hot Tub

Gateway to the Adirondacks on the River “The East”

Hideaway studio: breweries, skiing, dogs welcome

Newly renovated one bedroom apartment in Adk mtns

Enjoy our spacious home with a sunroom and patio.
Condo rentals with outdoor seating

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

Trailside Smugglers' Notch Loft | 2 Baths | Views

Renovated 4BD House: Hot Tub, Sauna & Backyard

The Château -Luxe condo in heart of downtown Stowe

Northeast Kingdom Little Piece of Heaven

Stylish 2-bedroom apartment with Mt Sutton view

Smugglers' Notch Relaxing Mountainside Retreat

The Green Mountain, Colchester, Vermont
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Québec 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 lake access Chesterfield
- Waterfront rentals Chesterfield
- Rentals with a fireplace Chesterfield
- Rentals with a kayak Chesterfield
- Rentals with a fire pit Chesterfield
- Rentals with a washing machine and dryer Chesterfield
- House rentals Chesterfield
- Rentals with beach access Chesterfield
- Family-friendly rentals Chesterfield
- Pet-friendly rentals Chesterfield
- Rentals with a patio 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
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Shelburne Vineyard
- Warren Falls
- 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
- Branbury State Park
- Little River State Park
- Lincoln Peak Vineyard





