
Holiday rentals with outdoor seating in Chesterfield
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Chesterfield
Guests agree: these rentals 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.

"Beau Overlook" Enjoy 2 states from 1 great spot!
Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of water tumbling over river rocks below. This home is situated 2 miles north of the Lake Champlain ~ Boquet River Delta. The beautiful LAKE scene at the sandbar of the delta must be seen to be appreciated. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics cannot be beat!

Ascent House | Keene
A unique retreat meticulously crafted for resting and recharging after exploring in our beautiful Adirondack Wilderness. Flooded with natural light, every room offers calming frames of nature. Watch the sun peak through the forest and rise over the mountains through expansive windows. Ascend the levels of the house, each revealing more landscape. Experience a designer woodfired traditional Finnish sauna & totally recharge while embracing our harsh Adirondack weather. We hope you love it here.

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 with movies. The cabin's bathroom is simular to a cruise ship, you step up into your shower. There is also an private outdoor shower. There is a fire pit with an attached grill & hibachi. We have a garden area & privacy fence between our home & the cabin.

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!

Brand New Cottage Near Burlington Park & Beaches -
This home situated across from Ethan Allen Park is just a short walk, bike ride, or drive to the North Ave beaches. Designed in keeping with the 1930's bungalow aesthetic of the main house, the cottage sleeps up to 4 with a queen-sized bed in the bedroom and queen-sized pullout sofa in the living room. Skylights brighten the lofty interiors. The cottage is well insulated and features centrally ducted heat and A/C, providing excellent climate control to suit your comfort preferences.

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

Modern Hot Tub Sauna A-Frame near Whiteface
Welcome to the Black Pine Lodge! Nestled in the heart of the Adirondacks, this modern A-Frame 3 bed/3 bath cabin can accommodate up to 8 guests. Amenities: Hot Tub Panoramic Barrel Sauna Pool Table Helix mattresses Fire Pit Kayaks Surrounded by beautiful trees this place feels tranquil and has lots of hiking trails outside the front door. Explore other hikes, rivers & dining in neighboring Wilmington, Keene and Lake Placid. End the day relaxing at this lodge that caters to all.

Porcupine Farm Barn
A converted barn attached to my house, this newly remodeled space is beautiful and inviting. Everything is new and high-end, yet it retains it's barn-y charm. For a couple who are looking to get away in the Adirondacks, this is a unique and appealing option. The house is 3.5 miles from the town of Essex, NY in the Champlain Valley. Gorgeous view of the Green Mountains to the east and farm land all around. The location is convenient to many attractions!

Sauna, Cold Plunge, Hot Tub, Paddle Boards, Bikes
*Burlington’s 1st Spa + Stay. Recently renovated and upgraded! We added a sauna, a cold plunge, upgraded bicycles, enlarged the courtyard, added an exercise/yoga room, robes and sandals, an espresso machine… the list goes on! New photos were just added! We still have a king bed, a queen bed, and the two twins that make up the Dream Sofa in the living room. Pets are still welcome! We have new stuff for kids too! We’re right near the beach and bike path!
Popular amenities for outdoor seating rentals in Chesterfield
House rentals with outdoor seating

Aunt Shy's Hide-Away

Cozy Mountain House- 50 acres/Trails/Whiteface mnt

Luxury Urban Farmstay, centrally located

Enjoy every season in the Lake Champlain Region

Forest Hideaway

Adirondack Vacation Destination Lodge on Fern Lake

Humble Home Away From Home in the Adirondacks

Cozy "Urban" Cottage
Apartment rentals with outdoor seating

Gateway to the Adirondacks on the River “The West”

Cedar View

Charming Private Apt in South End w/ Hot Tub

Downtown Burlington, Renovated, 1 bedroom+

Private, Spacious Retreat...Minutes from Lake!

VT Hideaway studio: breweries,hiking, dogs welcome

Newly renovated one bedroom apartment in Adk mtns

Purple Door Annex
Apartment rentals with outdoor seating

3rd Floor Studio @ The Lodge at Spruce Peak

One level condo in the heart of Stowe Village!

Lovely Ski-in / Ski-out Studio at “Smuggs”⭐️

Modern Farmhouse Condo: fast WiFi+close to it ALL!

The Hygge House - Downtown Stowe

The Cozy Condo at Smuggs Resort!

Smugglers' Notch Relaxing Mountainside Retreat

Clean, Comfy, Camera-free, Convenient and Quiet
Quick stats about holiday rentals with outdoor seating in Chesterfield

Total holiday rentals
Explore 60 holiday rentals in Chesterfield

Nightly prices starting at
Chesterfield holiday rentals start at £60 per night before taxes and fees

Verified guest reviews
Over 3,720 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Chesterfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chesterfield rentals

4.9 Average rating
Chesterfield stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
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- Waterfront rentals Chesterfield
- Rentals with lake access Chesterfield
- Rentals with a firepit Chesterfield
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- Rentals with a kayak Chesterfield
- House rentals Chesterfield
- Rentals with a washing machine and dryer 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
- Parc Safari
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Autumn Mountain Winery
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Leahy Center for Lake Champlain
- Cozy Cottages & Otter Valley Winery
- Burlington Country Club
- Vermont National Country Club
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Titus Mountain Family Ski Center
- North Branch Vineyards




