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

Modern Vermont Village Farmhouse - Guest House
Our home is located in the middle of the beautiful village of Bristol; our private guesthouse is only a few minutes walk to town with great restaurants, a few bars, shopping, and specialty stores. The village of Bristol is in the heart of the Green Mountains close to Middlebury and Burlington, major ski areas, Lake Champlain, minutes to Vermont's best mountains, rivers, swimming holes, fishing, hiking, and biking. We have lived here over 25 years and we will be happy to guide you any way we can.

Bluebird Studio- Light filled and airy
This studio apartment attached to the main house has a style all its own. Contemporary design with high ceilings, clerestory windows and a skylight. Spaces include a large Living Room/Bedroom, Kitchen/Dining area, bathroom with a step-in shower and an adjoining Dressing Room with vanity and sink. There is also an outdoor covered space to enjoy. Furniture includes a Queen size bed, 3 comfy chairs, small round table and 4 chairs. Location is a bit more than one mile from downtown Middlebury.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Equipped w. a fabulous yotel fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original Dr. Seuss treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works!

Off Grid Secluded Cabin on 37 Acre Farm
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.

The Barn at North Orchard, Near Middlebury
Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

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*

Winter Getaway Near Skiing & Middlebury
*WINTER IN VT* Come ski or roam while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable King bed, a well equipped kitchenette plus space to relax, work & play. + Garage parking. 7 min from Middlebury with all its amenities 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington

Forest Hideaway
Our single story 2 bedroom 1 bath home is located within 30 minutes of Mad River Glen and Sugarbush ski areas and the quaint towns of Bristol, Richmond and Waitsfield. Drive another 15 minutes to Burlington or the Bolton Valley Ski Area. Hiking, biking and cross country skiing trails nearby, or just sit on the porch and enjoy the sounds of the nearby river. Snow tires and front wheel or 4 wheel drive vehicles necessary during the winter months.

Black haus: a hip, cool house hidden in a forest.
You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Boston Magazine Pick! Barn Loft
*** Chosen by Boston Magazine as one of five New England barns to rent! *** Our beautiful barn loft in Hinesburg is close to Burlington, the Green Mountains and Lake Champlain. It features a new kitchen, cathedral ceilings, plenty of natural light, rustic charm and lovely views. The space has its own entrance and is completely separate and private from the main house.

The Berghüttli: The Coziest Cabin in Vermont
The Berghüttli is a Swiss-inspired mountain hut and farm stay located in Goshen, VT (population 168). Inspired by the tradition of mountain huts in the alps, the Berghüttli provides a completely private mountain escape surrounded by National Forest. Take a VIDEO TOUR: search "The Berghüttli" on Youtube
Popular amenities for Addison County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Lake Dunmore Getaway — Foliage Views & Ski Retreat

Modern Farmhouse on 25 Acres - Superb Views

Nature Lover's Paradise

The McKinley House

Mountain Home ready for you!

Rand’s Retreat

Brthtkng New Premier Lake Champlain Wfrnt Escape!

Lincoln house cottage
Apartment rentals with outdoor seating

Charming one bedroom just minutes to Middlebury!

Porcupine Farm Barn

Overlook at the Office

Golden Milestone

Dog Team Falls Apartment - Minutes from Middlebury

Mountain View Retreat

Spacious, Private Apartment w/ Mountain Views!

"Dragonfly Apartment" Private Bristol Apartment
Condo rentals with outdoor seating

NEW 2025 Sugarbush Bridges Resort Outpost

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Sugarbush 2 bedroom/2 bath condo at Bridges Resort

Ski, Hike & Bike Basecamp Condo

NEW: Cozy, Mountainside Sugarbush Condo w/pool

Modest Mountain Dacha

*Renovated* Sugarbush VT Getaway

Condo in ski resort
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- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Sugarbush Resort
- Bolton Valley Resort
- Pico Mountain Ski Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Cochran's Ski Area
- Lucky Bugger Vineyard & Winery
- Autumn Mountain Winery
- Northeast Slopes Ski Tow
- Country Club of Vermont
- Burlington Country Club
- Ethan Allen Homestead Museum
- ECHO, Leahy Center for Lake Champlain
- Vermont National Country Club
- Adirondack Extreme Adventure Course
- Killington Adventure Center
- Lincoln Peak Vineyard
- Shelburne Vineyard
- Whaleback Vineyard
- Snow Farm Vineyard & Winery
- Boyden Valley Winery & Spirits
- The Quechee Club
- Montview Vineyard
- Trout Lake




