Holiday rentals in Sugarloaf Mountain

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Top-rated holiday rentals in Sugarloaf Mountain

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Guest favourite
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 favourite
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, 113 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

Superhost
The charming home is set back from a gravel driveway, surrounded by trees. A large front porch features double doors framed by decorative windows. A vibrant red outbuilding is visible on the left, enhancing the rustic atmosphere of the property.
Home in Warren
4.98 out of 5 average rating, 200 reviews

Cozy 3 BR ski town home tucked away retreat

The original site of Lawson's Finest brewery with charm & views of Lincoln Ridge. Located on a backcountry dirt road, nestled in the mountains in the quaint town of Warren, VT. Four wheel drive is recommended in winter. Close to Sugarbush skiing & golf (10 min), Mad River Glen (15 min), and Lawson's Finest brewery, taproom, & retail store (12 min) away. Peaceful & private 1800 sq ft home with outdoor deck & spacious lawn. Featuring a backup generator for 24hr/day power & WiFi fiber (50MB speed).

Top guest favourite
Aerial view of lush green meadows and wooded hills under a partly cloudy sky. A winding road leads towards a family vacation home surrounded by trees, with a pond visible nearby, creating a serene and natural setting.
Guest house in Warren
4.98 out of 5 average rating, 82 reviews

Detached Guest House Apt on 100 Secluded Acres

As a family vacation home since 1978, we finally moved to Warren full time in 2015 and built this guest house / detached garage apartment so family & friends could stay too. The home, off a paved road, is situated on 100 acres in a wooded meadow adjacent to the Green Mountain National Forest. While totally secluded, we are mere minutes to town, ski resorts, swim holes, hiking, biking, golf and the great area restaurants. If you are looking to make the move too, I am a licensed Vermont Realtor.

Guest favourite
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, 92 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 favourite
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, 181 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 favourite
A circular fire pit is surrounded by three rustic wooden benches, positioned on a grassy area among lush trees. Two adults and a child sit comfortably, enjoying the warm glow of the fire. Behind them, the unique treehouse structure, with large windows, blends into the natural setting.
Treehouse in Moretown
4.99 out of 5 average rating, 165 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 treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

Top guest favourite
A wooden cabin is set against a backdrop of colorful autumn foliage. The exterior features multiple large windows and a spacious deck with seating arrangements, including two lounge chairs. A grill and stacked firewood are visible on the deck, inviting outdoor gatherings.
Cabin in Roxbury
4.97 out of 5 average rating, 308 reviews

Off Grid Secluded Farm Stay Cabin

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.

Top guest favourite
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 favourite
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 favourite
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, 93 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.

Guest favourite
Home in Warren
4.93 out of 5 average rating, 45 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 holiday rentals