Vacation rentals in Sugarloaf Mountain

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!

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

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.

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.

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

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.

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.

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 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.

The Barn at North Orchard, Near Middlebury

Our barn sits on an 80 acre estate with fab views of the Green Mts. near Middlebury/Burlington. Perfect for 2 adults and a child or grandparents/ 2 friendly couples. Close to skiing, hiking, lake & river swimming, great restaurants... local beer, wine, cheese!. Want yoga, pasta class, or massage? We will gladly hook you up. Or, you could stay in to read, work, and enjoy the serenity of the mountains. A very private garden patio for morning coffee/ afternoon beer or wine or awaits you.

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.

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.