
Vacation rentals in Enosburg
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Top-rated vacation rentals in Enosburg
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Jay Peak Retreat
Jay Peak Retreat, Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This cabin offers an open-concept layout perfect for cozy gatherings and après-ski. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, fire pit, outdoor furniture. 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!! Four ski resorts nearby of the cabin Jay, Smuggs, Stowe, Mont Sutton!
FamilyValueComfort
4.93 out of 5 average rating, 191 reviews
Cozy Jay Peak Cabin on 32 acres with mountain view
Welcome to Winter’s Retreat! Relax on 32 acres of the Vermont Green Mountains, about 20 minutes from the Jay Peak ski resort. Enjoy walking on a logging trail winding through the property and relax on Adirondack chairs surrounding a fire pit that overlooks a Jay Peak landscape. For EV owners a level 2 charger is on site and provided free of charge! The cabin sleeps four with a pullout sofa bed, features a full kitchen, wifi, washer/dryer, TV, full bathroom, and desk space for remote working.
FamilyLocationView
5.0 out of 5 average rating, 45 reviews
Hillwest Mountain View
We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.
FamilyValueComfort
4.96 out of 5 average rating, 141 reviews
Montgomery Meadows Chalet near Jay Peak
Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).
FamilyLocationNearby
4.93 out of 5 average rating, 141 reviews
The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you’ll have a hard time leaving!
FamilyLocationHot tub
5.0 out of 5 average rating, 211 reviews
Organic Farm Hideaway Home and Pond
The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!
FamilyLocationGrill
4.98 out of 5 average rating, 333 reviews
Modern Vermont Cabin on 40 Acres
Modern, spacious cabin tucked away on 40 private acres. Ski, golf, hike, or hang out in the loft with a good book while enjoying the view through the floor to ceiling windows. Master bedroom has king bed and twin daybed. Large master bath has Jacuzzi tub and shower. Two other bedrooms with queen bed in each room. Fast WiFi via fiber optic Internet. Conveniently located 25 minutes straight down the road from Smuggler's Notch and 40 minutes from Jay Peak for enjoyment throughout the seasons.
ValueFamilyLayout
4.93 out of 5 average rating, 147 reviews
Cozy Vermont Home Near Jay Peak & Wedding Venues
Enjoy stunning sunrises over Jay Peak from this 3BR, 2BA home in Berkshire, VT. This spacious home offers a large deck with mountain views and modern, cozy comforts. Just 25 mi. to Jay Peak Ski Resort & nearby wedding venues, Swiss & Bloom, Berkshire Barn & Gardens and The Abbey. 5 mi. from Canada—perfect for day trips to Montreal. Golf, skiing, wineries, Lake Carmi State Park, scenic bike trails, hiking, local breweries, relaxation and adventure awaits. A perfect year-round Vermont getaway!
FamilyLocationIndoor spaces
4.96 out of 5 average rating, 24 reviews
Great Old Farmhouse near Jay Peak
Updated farmhouse built in 1860 located 8mi. from Jay Peak, in the heart of the village of Montgomery Center. There’s a bar/ restaurant & supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and a quick walk to a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 and is spacious, well insulated, and well furnished. 8 people + 2 infants max.
LocationValueIndoor spaces
4.94 out of 5 average rating, 279 reviews
Trout River Lodge - Discount Jay Peak Lift Tix
Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 300 reviews
1860 Farmhouse
Enjoy a restful getaway at The 1860 Farmhouse. We purchased the farmhouse in 2018 from a family that had done extensive renovations to the interior. Keeping true to its historic roots, the farmhouse offers modern amenities in a historic setting. A convenient location close to Jay Peak and Smuggler's Notch, and many Vermont and Quebec attractions within an easy drive. Swiss and Bloom wedding venue and Phoenix Manor are close by. The house is 6 bedrooms and sleeps 12 people.
LocationFamilyOutdoor spaces
4.94 out of 5 average rating, 169 reviews
The Farmhouse
Circa 1850s fully renovated Vermont farmhouse less than 15 miles from Jay Peak Nestled in the mountains, yet conveniently located on a main road, this farmhouse has been family owned since 1970, with a completed total renovation in 2022. The property features 4 bedrooms with a total of 6 beds, and 2 bathrooms, with all new appliances for your comfort. Come enjoy rocking chairs on the front porch facing the mountains or a cozy fire pit in the back with a nearby babbling brook.
LocationFamilyKitchen
5.0 out of 5 average rating, 33 reviewsPopular amenities for Enosburg vacation rentals
Other great vacation rentals in Enosburg

Beautiful home in rural Vermont
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Historic 1840 Farmhouse-solitude near activities
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Pet Welcoming Cottage l Hiking + Fishing + Golf
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5.0 out of 5 average rating, 15 reviews
Raspberry Cottage Retreat
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4.92 out of 5 average rating, 38 reviews
Cozy Cabin in a Cabin • Near Jay Peak Ski Resort
LocationFamilyHeating
5.0 out of 5 average rating, 24 reviewsDestinations to explore
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