Holiday houses in Ripton

VT Getaway Near Middlebury & Lake Dunmore

*FALL IN VT* Come hike, Leaf Peep & explore while staying at our welcoming 2nd floor studio apartment with plush linens, comfortable king bed, well equipped kitchen plus space to relax, work & play. +Garage parking & experienced hosts. 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

Family · Value · Kitchen

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.

Location · Value · 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.

Family · Location · Heating

The Cottage Apartment in downtown Middlebury.

This charming, 1st floor two-bdr. cottage apartment is steps from Main Street, downtown Middlebury, & walking distance to shops, restaurants, and the College. An historic college town, Middlebury is replete with great restaurants, shops and cultural events to enjoy, all within walking distance. The comforts of this home include private parking, gardens, separate entrance, full kitchen and bath, and sleeps four. It is only a half hour from The Middlebury College Snow Bowl, and Lake Champlain.

Location · Family · Comfort

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

Value · Family · Getting around

Lake Dunmore Retreat 15 min to Middlebury College

Directly on the shore of Lake Dunmore, our lakefront getaway is a peaceful escape 15 minutes from Middlebury College. Whether you're visiting campus, celebrating graduation, or simply looking for a quiet retreat in nature, this home offers the perfect balance of lakefront relaxation and easy access to town. Spring is a beautiful time on Lake Dunmore. Enjoy mornings with coffee overlooking the water, take a walk along nearby trails, or explore the food scene and shops in downtown Middlebury.

Value · Family · Outdoor spaces

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.

Family · Location · Quiet

Spacious Home • Near Downtown Middlebury.

Enjoy a cozy, stylish and private experience at this centrally located large 3 bedroom home. Free ultra fast Fiber Wifi. (4) 4k smart tv's including one large 65 inch curved for your enjoyment. Close to Middlebury College. Visit nearby hiking trails, Lake Dunmore, Branberry beach and much more. Near Middlebury College Snow Bowl and Robert Frost Trails for Beautiful nature views. Restaurants and shops within walking distance and a short drive or bike ride to downtown Middlebury.

Family · Value · Amenities

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 · Cleanliness

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.

Value · Location · Accuracy

#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.

Location · Value · Shared spaces

Modern Woodland Escape w Wshr dryer and Large Yard

This secluded craftsman remodeled detached 1 Bedroom home is your perfect launch pad for exploring our Green Mountain State. With splendid natural views, abundant light, and large yard for exclusive guest use you won't want your trip to end, and with the large fully equipped kitchen, in unit washer dryer, dedicated guest EV charger, and modern central air heating and cooling you'll be prepared to enjoy any length stay at this modern yet rustic home away from home.

Family · Location · Outdoor spaces