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

Hilltop Guesthouse #1
Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views
Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Cady’s Falls Cabin
Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Secluded Luxury Treehouse - Hot Tub + Projector
Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

The House of the Setting Sun, Private Apartment
The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Cabin#3,Westmore lake, Hiking, Fall foliage, more
Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

Davignon Farm, Northeast Kingdom, Brownington, VT
Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

Alder Brook Cottage: A Tiny House in the Woods
From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

The Binocular: Peaceful Architect Cottage
Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Sugar Hill
Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Zen Chalet Thermal Experience: Spa/Sauna/River
Peaceful and restorative cottage on the edge of a river. The hot tub, the splendid cedar sauna available year-round and the magnificent river allows you to have a completely relaxing thermal experience. Starting point of a beautiful and wide wooded trail that follows the watercourse (public). Beautiful roads and pretty villages nearby (Ayer's Cliff, North Hatley, Magog, Lake Massawippi, Coaticook...). Very nice bike path in the area.

Charming Tiny House by the water
Discover our charming Tiny House, ideal for a cozy stay by the river. Enjoy trails on the site and private access to the water. This project, lovingly designed, reflects our happiness to have a safe haven to recharge and practice outdoor activities. We want to share this experience with those looking for a sweet moment of wellness in the countryside. Treat yourself to a moment of serenity, alone or in love, in our little cocoon.
Popular amenities for Charleston outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Orchard House - cozy getaway near Burke

Perfect Weekend in a Loft in the Eastern Townships

Burke Nest Modern Farmhouse

Eco-Zen Retreat - Modern & Spacious - 2nd Floor

Trailside Home in East Burke

Fairbanks Retreat - Cozy 2 bedroom 2nd floor home

Stay at Historic Greensboro Barn

Perfect NEK Getaway w/pond
Apartment rentals with outdoor seating

Modern, cozy getaway in charming town (Apt 2A)

Across from Tram Side Entrance of Jay Peak Resort

Vermont's Most Beautiful Location !

Gorge Treasures – Studio B

Heart of the Historic District - Country Charm

"Hot Tub Hideaway: Private hot tub, 8min to Stowe

Private Getaway on Lake Lamoille

Relax, Zen condo, air-conditioned, countryside & lakes
Condo rentals with outdoor seating

Cozy secluded ski-in/ski-out condo at Jay Peak

Mt. Bike Condo on Roly Grail trail- Hot Tub access

Hotel at home – Matterhorn #544

Ski-in Ski-out 2bdrm condo, 3min walk to Waterpark

Northeast Kingdom Little Piece of Heaven

Peaceful Country Cabin

Sutton- CONDO with Patio In The Heart of Village

The Jay Spot - 3 Season Wood Fired Hot Tub
Quick stats about holiday rentals with outdoor seating in Charleston
Total rentals
30 properties
Nightly prices starting at
$121 NZD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Destinations to explore
- Plainview Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Portland Holiday rentals
- Salem Holiday rentals
- Laurentides Holiday rentals
- Rentals with a fire pit Charleston
- Rentals with a washing machine and dryer Charleston
- Family-friendly rentals Charleston
- Rentals with a patio Charleston
- House rentals Charleston
- Rentals with a fireplace Charleston
- Pet-friendly rentals Charleston
- Waterfront rentals Charleston
- Rentals with lake access Charleston
- Rentals with beach access Charleston
- Rentals with outdoor seating Orleans County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Jay Peak Resort
- Smugglers' Notch Resort
- Spruce Peak
- Owl's Head
- Ski Bromont
- Bolton Valley Resort
- Omni Mount Washington Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Mont Sutton Ski Resort
- Cannon Mountain Ski Resort
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Mt. Eustis Ski Hill
- Val Caudalies - Vignoble & Cidrerie
- Domaine Cotes d'Ardoise - Winery & Cidery
- Mount Prospect Ski Tow
- Domaine du Ridge
- Boyden Valley Winery & Spirits
- Vignoble de la Bauge
- Vignoble Domaine Bresee
- Vignoble La Grenouille
- Domaine Les Brome / Léon Courville, winemaker