Vacation rentals in Sugarloaf Mountain

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Top-rated vacation rentals in Sugarloaf Mountain

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Guest favorite
A charming treehouse is perched among vibrant autumn foliage, surrounded by trees displaying shades of yellow and red. The wooden structure features a red roof and a spacious deck that offers a scenic view, harmonizing with the natural hillside landscape.
Treehouse in Warren
4.91 out of 5 average rating, 109 reviews

The Birch Perch! Treehouse with spa and fire pit!

Romantic Honeymoon or fun family fantasy come true this treehouse has it all! Built by The DYI Network Treehouse Guys! Every detail custom crafted in this home in the tree tops makes your ultimate Vermont experience. All just 8 minutes to the lifts at Sugarbush. Kitchenette, cast iron stove, clawfoot tub, washer/dryer, AC, & outdoor shower all encased in a whimsical perch near skiing, waterfalls, biking and hiking. Incredible hillside views from your private deck! Romantic Hot tub in the trees!

Guest favorite
The exterior of a contemporary concrete home is showcased, featuring a unique asymmetrical roof design with solar panels. The structure is surrounded by trees, and large windows allow glimpses into the interior. Natural stone accents provide contrast against the smooth concrete façade.
Home in Warren
4.9 out of 5 average rating, 114 reviews

Architectural House Prickly Mountain

This architectural showpiece is a high-concept concrete manse featuring well-designed details from FAIA Architect David Sellers, such as a curving staircase, exposed concrete structural elements, double height ceilings and open views. PLEASE READ description carefully and ask questions prior to booking. There are 3 beds, 3 baths, open floor plan kitchen, living and dining area and small grassy yard with a view, tucked away in the forest on Prickly Mountain Rd, Warren in the Mad River Valley

Top guest favorite
A cozy kitchen area features a combination of modern and rustic design elements. Light wood paneling complements the yellow walls and a large window allows natural light to illuminate the space, highlighting a dining table and chairs, along with contemporary appliances.
Cottage in Waitsfield
4.93 out of 5 average rating, 195 reviews

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Top guest favorite
A spacious living area showcases wooden beams and warm-toned walls. Large windows allow natural light to enter. Furnishings include two sofas, a coffee table, and various side tables. A vibrant area rug covers the wooden floor, and decorative plants add a touch of greenery.
Home in Waitsfield
4.98 out of 5 average rating, 53 reviews

Charming and Centrally Located Waitsfield Home.

Ten acres with lovely views in the heart of the Mad River Valley. Post and Beam - open floor plan. Conveniently located, through the covered bridge, less then 2 miles from shops and restaurants in the center of Waitsfield village. Easy access to Mad River Glen, Sugarbush, numerous nordic centers, golf courses, mountain biking trails, hiking and the Mad River for swimming and fishing. Close to numerous wedding venues including our neighbors the Round Barn Inn. Owners quarters are attached.

Guest favorite
A cozy living space features a gas fireplace with a gentle flame. A comfortable chair is positioned nearby, complemented by decorative cushions. In the background, a fully equipped kitchen is visible, with a combination of bar seating and colorful dining chairs.
Home in Warren
4.98 out of 5 average rating, 93 reviews

4-minutes to Sugarbush, steps to Warren Village!

Newly renovated, located walking distance from Warren Village, 4-min drive to the base of Sugarbush Lincoln Peak. The perfect place for your family or group to stay for a ski trip, wedding, or visit to the Mad River Valley. Includes a fully furnished kitchen with everything you will need to cook during your stay. Two open living spaces include a gas fire place, TV with streaming services & plenty of space to relax. Outside includes a partially fenced in patio area that is open to the driveway.

Top guest favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 183 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favorite
A charming treehouse is nestled among lush green trees, featuring large windows that glow warmly at dusk. A connecting bridge is illuminated with string lights, creating a welcoming pathway. Ferns and forest foliage add to the natural surroundings, enhancing the serene woodland atmosphere.
Treehouse in Moretown
4.97 out of 5 average rating, 206 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 - built WITHIN living trees, not stilts! Private hiking & panoramic views of Worcester range, MR valley! No pets or animals please.

Top guest favorite
The charming exterior of the River House features a white picket fence adorned with colorful flower pots. Lush green plants line the walkway, and an American flag hangs proudly from the porch, contributing to the welcoming atmosphere. Sunlight filters through the trees, enhancing the natural beauty.
Home in Warren
4.98 out of 5 average rating, 58 reviews

The River House in Warren Village

We call it the River House. Our cherished 170 year old house that sits on the banks of Freeman Brook, on the parade route, in Warren Village, around the corner from the Pitcher Inn and The Warren Store. The second you get out of your car and walk through the front door, you step back in time, and the sound of the babbling brook washes calm over your soul. The River House is less than 3 miles from the parking lot of Lincoln Peak (Sugarbush), and everything else is right out your door.

Top guest favorite
An aerial view of a spacious home surrounded by a vibrant autumn landscape, showcasing trees in hues of orange, red, and green. The mountains are visible in the distance, offering a picturesque backdrop to the property.
Home in Warren
4.97 out of 5 average rating, 131 reviews

Bluebird Cottage - Three Min to Sugarbush Resort

Fully renovated 5 bedroom 4.5 bath home with modern amenities and high-end finishes complimenting the original post and beam architecture. Only a 3 minute drive to Warren Village and the base of Sugarbush Resort, even shorter to the world class Sugarbush Golf course. The property offers a great layout for groups or multiple families and is a perfect home for either exploring the many multi-season activities that the Mad River Valley offers, or simply relaxing and enjoying good company.

Top guest favorite
The entrance to the mountain cottage is showcased, featuring a black front door framed by wooden accents. Hanging planters with greenery are attached above the door, and a gravel pathway leads through a serene wooded area. Soft outdoor lighting is present along the path.
Chalet in Warren
4.99 out of 5 average rating, 97 reviews

Brand New Mountain Chalet

Just a few nights left for foliage season! Built in 2023 and located only a half mile from Historic Warren Village, this peaceful mountain cottage has 1 full bedroom and a gorgeous finished loft. Each private space has a king bed, it's own bathroom and new furniture. Inside, the bright and spacious interior boasts modern finishes, brand new appliances and a rustic country charm. Outside, relax in the serenity of the surrounding forest, and take in the view of Sugarbush Resort.

Top guest favorite
Home in Warren
5.0 out of 5 average rating, 27 reviews

River Views | Sauna | Pvt Swimming Hole | Shuttle

Mid-century architectural retreat suspended above the rushing Clay Brook, where floor-to-ceiling glass frames the river, the sound of moving water fills the home & a gas fireplace glows at the center. Your own private swimming hole with crystal clear emerald water, private red cedar sauna. Gather around the fire pit after a swim or a ski. 4 bedrooms across 2 wings, screened-in porch, expansive lawn for games & sledding. Fiber internet, central A/C. On the Sugarbush access road.

Guest favorite
Home in Warren
4.94 out of 5 average rating, 47 reviews

Charming, Dog-Friendly Warren Village Home

Your family will be close to everything when you stay at this centrally-located place. Within walking distance of local amenities like the Almost Famous Warren Store, Pitcher Inn, and the most excellent viewing location for the infamous Warren Village 4th of July Parade! Located only a few miles from Sugarbush's Lincoln Peak, enjoy relaxing in the hot tub after a day spent on the hill! During the summer, enjoy Blueberry Lake just up the road, and nearby mountain bike trails.

Popular amenities for Sugarloaf Mountain vacation rentals