
Holiday rentals with outdoor seating near Sugarbush Resort
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating near Sugarbush Resort
Guests agree: these stays are highly rated for location, cleanliness and more.

Go Skiing or Hiking from an Enchanting, Light-Filled Home
Wake up in a bedroom steeped in woodsy charm via exposed wood beams, a timeworn wooden dresser, and a driftwood-framed mirror. Rustic-chic touches in a cozy living room unite with a kitchen’s modern flourishes forging a radiant, lived-in atmosphere. This first floor apartment of a two unit 1830 farmhouse can be rented on its own or with the upstairs unit. Booked as just the first floor, it is completely secluded with its own private entrance. ALL NEW cozy, designer decorated, original VT farmhouse entire first floor apartment. King bed that can be split into twins and a full bed. Full kitchen, living room and bathroom. 3 acres, swimming hole, wifi, cable, TV, laundry. Very easy to get to towns and skiing. IMPORTANT NOTE: A/C window unit in kitchen living area only. MOST places in the area (except the main resort) DO NOT have A/C. It seldom gets past low 80s usually in the 70s and there is a wonderful breeze. There are free standing fans if needed as well. * Upper unit can be rented as well or whole house can be rented. (Title of listing: 1830 Farm House 2ND FLOOR APT.) No shared space except yard and driveway 3 acres, swimming hole, wifi, cable, TV, fire pit, charcoal grill, laundry. Very easy to get to towns and skiing. Text or email anytime. I will contact you via airbnb messaging or texting. Let me know when you Check in and check out and if you have any questions or concerns. Otherwise enjoy! * We live in NYC, but have caretakers up there for any in person issues. Always contact us asap if anything comes up! The house is set on 3 acres of secluded land. Sugarbush Resort and Mad River Glen’s respective ski slopes are within a 10-minute drive away. In the summer, walk to the private swimming hole behind the home or hike the trails at Mt Ellen. There are cabs you can call if need be. PEAK WEEKENDS/HOLIDAYS = Higher Nightly rate. New Years Eve week, MLK, Presidents' Day and fall foliage weekends (last weekend of sept and 1st and 2nd weekend in oct. ), Fourth of July, Memorial Day weekend and Labor Day weekend)

Tasteful two bedroom just minutes to Middlebury!
Welcome to our gracious 2 bedroom apartment on a 25 acre estate just 4 miles north of Middlebury & 28 miles south of Burlington. It's the perfect AirBnB! Warm and comfy, recently renovated, all new luxe furnishings and kitchen, new beds and linens, central AC, fast WiFi, pretty much new everything. Beautiful balcony overlooks orchard. Decorated with Vermont art, this clean and cozy spot is perfect for Middlebury College families, skiers, leaf-peepers, hikers, and all visitors to Central Vermont!

Charming Sugarbush Standalone Condo
Situated on the mountain with a panoramic view, this stand alone condo - ski-on/ski-off (winter) / spectacular vistas (fall) / Mad River fun (summer) / blissful bloom (spring) - will be your home away from home. This spacious, three-floored home is filled with light and great for couples, families, business travelers, or solo adventurers. Friendly property manager, Constancia is able to greet guests and offer recommendations. Please find our cleaning protocol in "Other things to note" section.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, 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. Fabulous “Jotul” 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!

Cozy Cottage on the Clay Brook
Relax at this cozy, well-appointed cottage on the Clay Brook, where you can enjoy the sound of the river amidst a peaceful, wooded setting. Although it feels remote, we are conveniently located at Sugarbush Access Rd and Rte 100, making us easy to find! With all of Mad River Valley attractions nearby, the cottage is perfect for year-round enjoyment, whether you wish to cool off in the brook, roast marshmallows at the fire pit after hiking, admire the fall foliage, or unwind after skiing!

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.

Gorgeous Treehouse! Big views, Cozy warm fireplace
Lilla Rustica is an elevated cabin among the trees. Private, with Stunning views this was built by "The Tree House Guys" a local Vermont company whom can be found having a season on the DIY network. Tons of detail, while keeping the design natural and simple. Unbelievable views of Camels hump State park. A loft with one queen bed and downstairs has a queen bed with three sides of the bed having windows facing the views. Hiking offered right from the cabin. An awesome getaway!

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*

The Guest House at Sky Hollow
This quiet 120 acre hilltop house on an 1800's farm turned homestead offers high speed internet, hiking and mountain bike trails, a swimming pond, X-C ski, and sauna. Only miles from renowned New England ski resorts, and featuring 2 bedrooms, 1.5 baths, a full kitchen, an open floor plan, and a small backyard right beside a brook, the guest house is quiet and private, the perfect retreat for a cozy weekend with outdoor adventures and creature comforts!

Dramatic Views at the Above the Clouds Guesthouse
As featured in Conde Nast Traveler (1/21/22) Peaceful & impeccable retreat with a 180 degree view of Vermont's tallest mountains. Near Vermont's premier skiing, hiking, & outdoor adventures, you’ll love the sunset views and cozy atmosphere (huge sheepskin in front of the fireplace) and the attention to detail (live-edge wood details, spa-like bathroom). This is an incredible retreat for couples and families, adventurers and business travelers alike!

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.

Waldhaus - Modern Forest Cabin
Escape to our beautifully designed Vermont cabin, transformed into a modern, cozy, and sun-filled retreat. From the moment you step inside, you'll feel at home in this inviting space. The entire cabin & yard will be yours during your stay. High-speed fiber WiFi keeps you connected and dogs are welcome. We're just 15-20 min from Mad River Glen, Mt. Ellen & Sugarbush. Many restaurants & stores are within 15 min to Waitsfield, 20 min to Waterbury.
Popular amenities for rentals with outdoor seating near Sugarbush Resort
House rentals with outdoor seating

5BR Ski Cabin | Hot Tub, Fire Pit & Game Room!

The Barnbrook House

Cozy 5BR ski stay - fresh snow and close to skiing

Secluded Log Cabin with Unrivaled Views!

Sky Zen - Ridgeline Retreat

Newly Renovated Home < a mile to Sugarbush

Sauna, Dock & 180° Views – Lakefront Retreat

Charming and Centrally Located Waitsfield Home.
Apartment rentals with outdoor seating

The Wolf's Den at Sugarbush Mt Ellen

Golden Milestone

Contemporary Studio in Montpelier

Hilltop Haven

Middlebury Village Retreat | Fast Fiber WiFi

Spacious, Private Apartment w/ Mountain Views!

"Dragonfly Apartment" Private Bristol Apartment

Bluebird Studio- Light filled and airy
Apartment rentals with outdoor seating

One level condo in the heart of Stowe Village!

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Renovated 4-bedroom House: Hot Tub & Outdoor Space

The Château -Luxe condo in heart of downtown Stowe

Meadow Lane Farm House

*Renovated* Designer Sugarbush Condo Amazing View

*Renovated* Sugarbush VT Getaway
Other holiday rentals with outdoor seating

Quiet Alpine Suite for ski trips and lake days

The Looking Glass, a modernistic escape

Golden Hour on Lake Dunmore; Near Middlebury

Cozy Cabin -Top of Hill with Views

Off Grid Secluded Cabin on 37 Acre Farm

The Tiny Home with Barrel Sauna

Concrete Ski House Near Sugarbush

Canyon's Place - Minutes from Sugarbush!
Quick stats about holiday rentals with outdoor seating near Sugarbush Resort

Total holiday rentals
Explore 170 holiday rentals in Sugarbush Resort

Nightly prices starting at
Sugarbush Resort holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 5,040 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
60 properties feature pools

Rentals with dedicated workspaces
100 properties have a dedicated workspace

Wifi availability
170 of Sugarbush Resort holiday rentals include wifi access

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

4.8 Average rating
Sugarbush Resort stays are highly rated by guests – averaging 4.8 out of 5!
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- Rentals with outdoor seating Washington County
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- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Whiteface Mountain Ski Resort
- Fort Ticonderoga
- Stowe Mountain Resort
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Dartmouth College
- University of Vermont
- Shelburne Museum
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Warren Falls
- Lake Champlain Chocolates
- Waterfront Park
- Snow Farm Vineyard & Winery
- Fairbanks Museum & Planetarium
- Quechee Gorge
- Camp Plymouth State Park
- Elmore State Park
- Cold Hollow Cider Mill




