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.

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Guest favourite
A cozy bedroom showcases a spacious bed with soft linens, paired with decorative throw pillows. Warm light is provided by two table lamps on wooden nightstands. Natural light filters through a large window, framed by softly draped curtains, enhancing the room's tranquility.
Flat in Waitsfield
4.88 out of 5 average rating, 492 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)

Top guest favourite
An open living space features leather seating and a wooden coffee table on a decorative blue rug. A dining area with wooden chairs and table is adjacent to a modern kitchen equipped with stainless steel appliances. A large smart TV is mounted on the wall.
Flat in New Haven
5 out of 5 average rating, 104 reviews

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!

Guest favourite
A quaint, modern condo is shown amidst a winter landscape, surrounded by snow-covered trees. A wooden deck is visible at the front, complemented by large windows that allow natural light to enter, creating a connection between indoor comfort and outdoor scenery.
Home in Warren
4.83 out of 5 average rating, 128 reviews

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.

Top guest favourite
Treehouse in Moretown
4.98 out of 5 average rating, 133 reviews

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!

Top guest favourite
A charming two-story cottage is nestled among colorful autumn foliage. A spacious deck with table and chairs overlooks a clear stream, with seating arranged in a circle nearby. Natural stone pathways guide towards the cottage, enhancing the serene, wooded atmosphere.
Cottage in Warren
4.99 out of 5 average rating, 106 reviews

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!

Top guest favourite
A unique bow roof home sits nestled among trees, illuminated warmly against a backdrop of a star-filled night sky. The expansive windows reflect the twinkling stars above, creating a serene atmosphere for stargazing and relaxation.
Home in Starksboro
4.99 out of 5 average rating, 203 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.

Top guest favourite
An elevated cabin nestled among trees features a wooden exterior with large windows. A spacious deck is furnished with seating, providing a serene outdoor space surrounded by lush greenery.
Treehouse in Moretown
4.94 out of 5 average rating, 534 reviews

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!

Top guest favourite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 299 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
A warmly lit cabin emerges from the surrounding trees, framed by a quiet, snow-covered dirt road. Soft light spills from the windows, creating a welcoming glow in the tranquil, darkened landscape.
Home in Rochester
4.97 out of 5 average rating, 227 reviews

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!

Top guest favourite
The single-story home features a modern wooden exterior with large windows that allow natural light to enter. A spacious deck is equipped with outdoor seating and leads to a grassy area surrounded by trees. The inviting structure presents a blend of warmth and contemporary design.
Home in Starksboro
4.99 out of 5 average rating, 154 reviews

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 are 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.

Top guest favourite
A spacious living area features large windows framing mountain views and a cozy fireplace. Natural wood accents complement the soft furnishings, including a circular glass coffee table atop a patterned area rug. A dining table for two is positioned near the sliding doors leading to the outdoor deck.
Home in Moretown
4.98 out of 5 average rating, 321 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!

Top guest favourite
A sun-filled living area features large windows that offer views of the surrounding trees. A cozy seating arrangement includes a blue couch and a brown accent chair. A low coffee table sits atop a vibrant, striped rug, complemented by a soft bean bag nearby.
Cabin in Moretown
4.94 out of 5 average rating, 261 reviews

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

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!