Holiday rentals with outdoor seating in Waitsfield

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Waitsfield

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Waitsfield

4.88 out of 5 average rating, 486 reviews

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)

Guest favourite

Chalet in Fayston

4.97 out of 5 average rating, 169 reviews

4BR Mad River Valley Chalet w/ View, Close to All

*Featured in Food + Wine Magazine!* Welcome to Stars Hollow Chalet, perfect for a romantic getaway, family and friend getaways, or remote work with super-fast internet (rare in the area!). We're on the Fayston/Waitsfield line fantastically close to downtown shops, food, swimming & skiing. Explore all the Mad River Valley has to offer right down the street, then retreat back to the chalet, switch into your slippers and cozy up on our comfy green velvet and leather couches by the fireplace.

Guest favourite

Cabin in Roxbury

4.97 out of 5 average rating, 252 reviews

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.

Guest favourite

Cabin in Duxbury

4.98 out of 5 average rating, 127 reviews

Moonlight Woods - Gardener's Log Cabin

Escape to a cozy log cabin on 10 wooded acres. With a covered front porch, seasonal outdoor bath tub, large fire pit, fully stocked kitchen, hotel amenities, high speed Wi-Fi internet and Smart TV. Secluded yet nearby to ski areas, hiking, swimming holes, restaurants, breweries, apple picking and more. Just .5 miles off of RT 100, 22 min to Sugarbush, 20 min to Mad River Glen, and 39 min to Stowe Mtn Resort. 13 min to Waitsfield or Waterbury, 23 min to Montpelier, and 43 min to Burlington.

Guest favourite

Treehouse in Moretown

4.97 out of 5 average rating, 155 reviews

Treehouse at Bliss Ridge Farm - Best Views in VT!

This treehouse, the Birds Nest, is open May-Oct. Our “4-Season Treehouse @ Bliss Ridge,” is open year-round: https://www.airbnb.com/h/bigtreehouseatblissridgefarm — NEW SAUNA on property! Dr. Seuss-inspired tree home perched @top of 88-acre, organic hill farm, surrounded by 1000s acres of wilderness. Designed by B'fer Roth, DIY network host of The Treehouse Guys - an authentic treehouse built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley!

Guest favourite

Chalet in Waitsfield

4.96 out of 5 average rating, 141 reviews

Warm Luxury Mid-Century Modern Chalet

Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Top guest favourite

Guest house in Waterbury Center

4.99 out of 5 average rating, 237 reviews

A true Vermont get-away cabin in the woods

Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

Top guest favourite

Home in Starksboro

4.98 out of 5 average rating, 162 reviews

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.

Guest favourite

Treehouse in Moretown

4.94 out of 5 average rating, 482 reviews

Gorgeous Treehouse! Surrounded by Protected Land

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!

Guest favourite

Home in Moretown

4.98 out of 5 average rating, 290 reviews

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! COMPLETE COVID-19 CLEANING

Guest favourite

Tiny home in Warren

4.99 out of 5 average rating, 247 reviews

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*

Top guest favourite

Flat in Waitsfield

4.96 out of 5 average rating, 180 reviews

The Wolf's Den at Sugarbush Mt Ellen

The Wolf's Den at Sugarbush Mt. Ellen is a brand new fully equipped custom 1st floor studio apartment at the foot of SUGARBUSH MT ELLEN enjoy the luxurious bedding, and accessories. Also provided is a continental breakfast with a Vermont flair! This property abuts the CATAMOUNT X-C SKI TRAIL!! From here you can walk or bike to many of the Valley's hot spots! Off of German Flats Road. THE VALLEY'S GREATEST LOCATION !!! One well-behaved pet is allowed!