Family-friendly vacation rentals in Jay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Jay

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Home in Montgomery

4.96 out of 5 average rating, 127 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.

Guest favorite

Home in Montgomery

4.94 out of 5 average rating, 226 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 and supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and just downstream from a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 comfortably and is spacious and well furnished. 8 people + 2 infants max.

Guest favorite

Home in Richford

4.99 out of 5 average rating, 123 reviews

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

Guest favorite

Rental unit in Montgomery

4.93 out of 5 average rating, 125 reviews

The Original Montgomery Lodge - Tried and True!

We are The Montgomery Lodge and we've been doing it right since 2008. That's 15 years of clean, affordable ski (and summer) lodging. Compare us to other area vacation rentals and you'll see that we cannot be beat. Located on Main Street in beautiful Montgomery Center -- the heart of the Jay Peak Region and gateway to VT's North East Kingdom! Walk to shops, grocery, bars, restaurants, spas and enjoy a rare, genuine, non-commercial ski-town experience that will beg your return.

Guest favorite

Condo in Jay

4.91 out of 5 average rating, 152 reviews

Ski in Ski out - fantastic location on the trail

This condo lies in the heart of the original Jay Village, offering flexible living space for a family or group of friends. With 2 bedrooms and 2 bathrooms, everyone can have the space that they need. Access via private entrance with a mud room for leaving all the outdoor gear, in summer and in winter. Enjoy free parking, outside space and a balcony with a serene view into the woods. Make the most of the resort activities (Water park, pool, golf, ice rink) for a fee to the resort.

Guest favorite

Cabin in Newport

4.98 out of 5 average rating, 310 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

Superhost

Home in Irasburg

4.82 out of 5 average rating, 486 reviews

Eco friendly. Military discount available.

If you are looking for a serene location that is nestled in the woods off a quiet country road and yet only 1 mile from the town square with its locally owned grocery store and gas station, you’ve come to the right spot! We are centrally located between Burke Mtn and Jay Peak resort, both being 30 minutes away. We sit 1/4 mile from the VAST trail and are near several lakes and hiking trails. Also close by is the Craftsbury Outdoor Ctr, Creek Hill Barn and breweries.

Guest favorite

Chalet in Fulford

4.91 out of 5 average rating, 439 reviews

Typical small old school from 1860

Numéro d'établissement CITQ 295944 Small rustic cottage close to a multitude of tourist pleasures the heart of the Eastern Townships. Beach, lake, ski slopes (Sutton Bromont Orford) golf courses, bike paths, hiking, horseback riding to name a few. You can take the wine route, follow one of the three main artistic routes of Quebec, while enjoying the undeniable beauty of the landscape. The chalet is located 8 km from Bromont, Knowlton 12 km and 28 km from Sutton

Guest favorite

Guesthouse in Highgate

4.97 out of 5 average rating, 606 reviews

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

Guest favorite

Chalet in Westfield

4.95 out of 5 average rating, 252 reviews

Mountain View Chalet near Jay Peak!

Welcome to your mountain getaway! Come unwind at this recently renovated chalet. The main living area and kitchen are perfect for all types of groups; couples, families and adventurers, and your pets! There are 13 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 minutes to awesome skiing or riding at Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors.

Guest favorite

Cottage in Dunham

4.97 out of 5 average rating, 184 reviews

Cozy Little Orchard House in Dunham

This newly built house is located on our 90 acre property. It is surrounded by an orchard, a vineyard and forest. The quaint and natural setting is perfect for couples, solo travellers or families. Cross country skiing, running and hiking can be practiced on the property. Bromont and Sutton downhill ski slopes are a 35 minutes drive away. Jay Peak, Vermont is 1h15 away by car. The surrounding country roads provide for wonderful bike rides.

Guest favorite

Rental unit in West Glover

4.98 out of 5 average rating, 518 reviews

The Lodge at Blackberry Hill

CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!