Holiday houses in Ripton

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.

Value · Location · Sleep quality

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.

Value · Location · Heating

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

Value · Family · Heating

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.

Location · Family · Wi-Fi

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

Location · Value · Nearby

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.

Family · Location · Amenities

#7 - Hemlock Hideaway Cabin

Cabin 7 - Hemlock Hideaway is the ideal spot for a private getaway! 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.

Family · Location · Condition

Hancock hideaway

Skiing, snow biking 10 minutes away at Middlebury Snow Bowl and Rikert crosscountry. Sugarbush and Killington half hour drive. Snowshoeing and hiking right behind house in the Green Mountain National Forest. Easy drive to river swimming holes and lakes. Excellent restaurants in Waitsfield and Middlebury - about half hour. Good restaurant, cafe, small grocery store, in Rochester, 4 miles. Great location, beautiful views, lovely little house, totally private, romantic.

Family · Value · Pets

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*

Location · Value · Access

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.

Location · Value · Sleep quality

cozy home for a relaxing fall getaway

This newly Renovated Home has everything you will need to enjoy your stay with us. It’s a private home with 2 bedrooms, 2 bathrooms, full size washer and dryer, sitting area, cozy living room, spacious screen porch which is a great place to read or enjoy a meal, also a modern kitchen open to the dining room with a beautiful fireplace and sitting area.

Location · Family · Hospitality

Two-Bedroom apartment in the Green Mountains

Spacious, light-filled, private apartment in a quiet Vermont village. Full kitchen, dining, living. One bedroom with double bed and A/C; one bedroom with single/day bed, futon couch in living room. Private entrance. NOTE: We have a second, one-bedroom unit in our home titled: "Suite in the Green Mountains".

Family · Location · Backyard