Vacation rentals in Ripton

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!

Lovely Vermont Breadloaf Barn Stay Near Middlebury

Stay at our lovely renovated barn guesthouse in the Green Mountains of Vermont near Middlebury College. Perfect spot for a visit to campus, a quiet retreat, or home base for your outdoor adventure! 3 min. to Middlebury College’s Bread Loaf campus and Rikert Nordic Center, 9 min. to Middlebury SnowBowl. 40 min. to Sugarbush. 1 hr to Killington. Sleeps 1-6 people: entry level living area w/ laundry; mid-level with kitchen, bedroom, and bathroom ; upstairs loft suite with living area and desk.

Cozy Green Mountain Glamping Hut near Bread Loaf!

Hiker, writers’, gravel/mountain biker's paradise! Our quiet glamping retreat provides easy access to miles of wilderness. The hut has a cozy bed, kitchenette, and camping basics making for an easy and cozy getaway. Follow a trail to the Catamount Trail or drive a few minutes to the Long Trail. Enjoy miles of gravel biking from the door or go to Moosalamoo or Rochester for prime mountain biking trails. In the evening, sit on the deck under a blanket of stars and warm your toes by the fire.

VT Getaway Near Middlebury & Lake Dunmore

*SUMMER IN VT* Come hike, swim and explore while staying at our welcoming and comfortable 2nd floor studio apartment with plush linens, comfortable king bed, a well equipped kitchen plus space to relax, work & play. + Garage parking. 7 min from Middlebury with all its amenities 9 mins to college campus 5 min from Lake Dunmore 13 min from Brandon 16 min from Rikert Outdoor Center for cross country 18 min from Snowbowl for down hill skiing 32 miles - approx 50 mins from Killington for skiing

Cozy & Updated Year-Round Farmhouse -Kid Approved!

Tucked away on 20 peaceful acres in Ripton, VT, this lovingly restored farmhouse is your family’s all-season retreat. Surrounded by the natural beauty of the Green Mountain National Forest, the home offers total tranquility—yet it’s minutes from Middlebury College and world-class skiing and hiking. (Middlebury’s Snowbowl and Rikert Nordic Center are practically down the road, and both Sugarbush & Killington are less than 1hr away.) Sustainable perks include a Tesla charger and solar panels.

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

#5 - Owl's Branch Cabin

Owl’s Branch Cabin speaks warmth, nature and comfort as you walk through the door! Open year round, Robert Frost Mountain Cabins offers 7 fully furnished, artisan-crafted cabins at a picturesque & secluded setting in the Green Mtn National Forest. A true getaway of rustic charm and contemporary comforts! This award-winning, licensed, regulated & Health Dept inspected lodging establishment consistently receives a Sparkling Clean rating on AirBnB and 5 stars for cleanliness on TripAdvisor.

Cozy Cottage Near Nature

Cozy cottage built in the 1850's, on a quiet street. Easy access to the Green Mountain National Forest for skiing, hiking and biking. Rikert Nordic cross country ski center is 2.5 miles away. Middlebury Snowbowl is 4.5 miles away. Nine miles to the town of Middlebury and Middlebury College. One upstairs bedroom with queen bed, one pull out double futon couch in downstairs living area. Full kitchen with cooking supplies. One upstairs bathroom with shower. Stairway is narrow.

The Berghüttli: Glowing Swiss Hut in the Forest

The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.

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*

VT Lodge · Sports Lounge · Pet Friendly · Hot Tub

River Stone Lodge – Pet-Friendly 4-Season Vermont Retreat with Hot Tub, Sports Lounge, Gaming Room & River Access Escape to River Stone Lodge, a 5,000 sq. ft. retreat in Vermont’s Green Mountains. This 4-season lodge offers rustic luxury for families or couples, with 4 bedrooms, 3 bathrooms, a game room, and a hot tub. Pet-friendly (small fee) and located near the Middlebury River, ideal for hiking, fishing, and more.

Sauna @ Vermont Alpine Cabin

Unwind in your private sauna after skiing, hiking, or exploring Vermont’s Green Mountains. Vermont Alpine Cabin blends rustic charm with modern comfort for a deeply restorative stay. With a gentle peek-a-boo view of the mountains, this peaceful hideaway offers serenity, comfort, and a deep connection to nature. Discover calm, comfort, and Vermont charm — all tucked away in your very own private escape.