Holiday rentals in Ripton

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Top-rated holiday rentals in Ripton

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Guest favourite

Cottage in New Haven

4.99 out of 5 average rating, 241 reviews

Small New Haven Cozy Cottage

This very small, compact cottage is in a rural setting, off the beaten path. It is about a 12 minute drive to Middlebury where you can find shops, restaurants and Middlebury College. Burlington is about 40 minutes north of where we are located. Hiking/skiing in the Green Mountains, fly fishing in the nearby New Haven River, boating/swimming on Lake Champlain, and enjoying the many local craft breweries and wineries are some of the many activities you have access to from this beautiful spot.

18–25 Jun

$120 SGD per night

Guest favourite

Barn in Ripton

4.93 out of 5 average rating, 141 reviews

Green Mountains Vermont Middlebury Bread Loaf Barn

Come stay at our lovely renovated barn guesthouse in the Green Mountains of Vermont near Middlebury College. Perfect spot for a quiet retreat or home base for your outdoor adventure! 3 min. to Rikert Nordic Center, 9 min. to Middlebury SnowBowl. 40 min. to Sugarbush. 1 hr to Killington. Sleeps 1-6 people on 3 floors: entry level living area and laundry; mid-level with kitchen, bedroom, and bathroom ; upstairs loft bedroom suite with seating area (futon, chairs, bookcase, and TV), and desk.

21–28 Mar

$216 SGD per night

Guest favourite

Hut in Ripton

4.94 out of 5 average rating, 133 reviews

Skylight Hut-glamping near hiking, biking, fishing

Hiker, 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. Paradise!

26 Apr – 3 May

$113 SGD per night

Guest favourite

Farm stay in Salisbury

4.95 out of 5 average rating, 265 reviews

Quaint 1-bedroom cottage on Blue Ledge Farm

This adorable cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

7–14 Dec

$178 SGD per night

Guest favourite

Cottage in Lincoln

4.87 out of 5 average rating, 855 reviews

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.

10–17 Feb

$170 SGD per night

Guest favourite

Cottage in Leicester

4.97 out of 5 average rating, 243 reviews

Banjo's Cottage near Middlebury & Recreation Areas

Private getaway on our organic garlic farm with sunroom, wood stove, fully equipped kitchen & wifi. Walk to Fern Lake, wander our woods trails, explore the Moosalamoo National Recreation Area. Kayak on Lake Dunmore, bike the back roads and Green Mountain trails. Fifteen minutes to Rikert Nordic Center, Blueberry Hill, and Middlebury Snow Bowl; less than an hour from Killington, Sugarbush & Mad River ski areas. Easy access to Middlebury College, local breweries & top tier restaurants.

21–28 Jan

$227 SGD per night

Guest favourite

Loft in New Haven

4.98 out of 5 average rating, 244 reviews

Sunrise over South Mountain

This is a spacious guesthouse/retreat where you can relax and unwind. There are great views and walking down the road is serene, with open fields bordered by woods and teaming with wildlife. In the winter you can Nordic ski or snowshoe right outside your door, through fields and woodland paths down by an active sugar-bush. We currently have chickens as well as my friendly dog Annie who loves to play. We also have a young kitty named LB who is a pip.

16–23 Apr

$192 SGD per night

Guest favourite

Cabin in Rochester

4.95 out of 5 average rating, 390 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

27 Nov – 4 Dec

$190 SGD per night

Guest favourite

Flat in Hancock

4.95 out of 5 average rating, 146 reviews

Suite in the Green Mountains

We have a first-floor,two-room suite with its own entrance in our home, located on an official Vermont Scenic Highway, in the middle of the Green Mountains. The suite has a large sitting room with a kitchenette, a bedroom with queen bed, and bathroom with tub/shower. NOTE: We have a second, larger unit in our home called "Two-Bedroom Apartment in the Green Mountains".

18–25 Nov

$128 SGD per night

Guest favourite

Home in Ripton

4.89 out of 5 average rating, 255 reviews

Cozy cottage near nature

Small, charming cottage built in 1850's. Screen porch, quiet street. Green Mountain National Forest for hiking, cross country skiing, wading in rivers. 45 minutes to Sugarbush, only 6 minutes to Rikert Nordic Center and Middlebury College Snowbowl, 15 minutes to downtown Middlebury.

19–26 Sep

$187 SGD per night

Guest favourite

Cabin in Bristol

4.86 out of 5 average rating, 172 reviews

Colonel's Camp in Buck Haven

Welcome to Buck Haven. This family owned and cared for retreat reflects the mountain and hunting history of our Patriarch and family. The simple and open layout allows guests to relax and socialize together, inside or out. Perfect for families, couples, or a circle of friends.

15–22 Aug

$172 SGD per night

Guest favourite

Home in Middlebury

4.99 out of 5 average rating, 351 reviews

Nice one bedroom cottage

Located at the foot of the Green Mountains, a short walk to the Waybury Pub, nearby hiking, fishing and skiing. 4 miles to heart of Middlebury. Full kitchen, living room, bedroom(queen bed) and bathroom with stand up shower. ethernet connection/cable tv/washer-dryer/ac/ns

7–14 May

$179 SGD per night