Family-friendly holiday rentals in Orleans County

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Top-rated family-friendly rentals in Orleans County

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

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Guest favourite

Cottage in Newport

4.88 out of 5 average rating, 162 reviews

Pristine Lake Location in Vermont

Our cottage is located on Lake Memphremagog, an international lake shared with Canada. Visit our nearby hobby farm/children’s museum. Kayak, bike or hike to stunning natural settings or take day trips to a variety of interesting destinations, including maple sugar shops, alpaca or dairy farms, golf courses, a ski resort with indoor waterpark; or cross the Canadian border a few miles away and explore Quebec. A boat dock is available for use at our cottage with an access ramp a 1/4 mile away.

Guest favourite

Cottage in Greensboro

4.98 out of 5 average rating, 250 reviews

"The Stuga" a quaint cottage with sweeping views

"The Stuga" a quaint cottage with expansive views of Vermont's mountains and fields. A ten minute walk to Caspian Lake and the famous Willey's General Store. Enjoy hiking the Nature Conservancy's Barr Hill Preserve across the street and visiting Hill Farmstead's Award winning Brewery around the corner. Cross country ski both Highland Lodge and Craftsbury Outdoor Center. Other local destinations include Sterling College, Highland Center for the Arts, Circus Smirkus and Greensboro Country Club.

Superhost

Cabin in Glover

4.85 out of 5 average rating, 156 reviews

Secluded Log Cabin in the Mountains with Pond

We’re offering a comfortable, pet and kid-friendly, A-frame log cabin surrounded by 30 acres of pristine Appalachian woodland to explore and hike. We also have a 6 acre front yard complete with a 1 acre pond you are welcome to fish and relax by. After a long day enjoying all the rustic beauty and small town charm that Vermont has to offer, you can warm yourself by our pellet stove which heats both floors of our over 1,600 sq ft 4 bedroom, 2 full baths home. 6 guests max [infants included].

Guest favourite

Cabin in Barton

4.81 out of 5 average rating, 159 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Guest favourite

Home in Kirby

4.91 out of 5 average rating, 138 reviews

The Kirby Hideaway

Close to restaurants, family activities, nightlife, and the beach. You’ll love my place because of the outdoors space and the ambiance. My place is good for couples, solo adventurers, business, families, and furry friends. It's electric car friendly plug on side of house. Fast internet starlink 443 mbps down load and 450 mbps up load. Security camera on the front of house facing the front door and down the driveway. Second security camera is facing the front of house and parking lot.

Guest favourite

Flat in Burke

4.99 out of 5 average rating, 119 reviews

Amazing views, immaculate, everything you need!

Our homey/loft feel apartment has 2 bedrooms, and 1 bathroom. This apartment is above our garage and is very private. It is close to the VAST trail, within 6 miles of Burke Mountain and close to Kingdom trails for all season fun! 8 miles to Willoughby lake, a must see! Close to many amazing area hikes. Plenty of parking, snowmobilers are welcome! "Bike bunk" shed for secure locking bike storage. Amazing views of Burke Mountain and surrounding hills. Beautiful sunrises and sunsets!

Guest favourite

Apartment in Jay

4.92 out of 5 average rating, 155 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 favourite

Chalet in Craftsbury

4.92 out of 5 average rating, 127 reviews

Vermont Log Home with Panoramic Mountain Views

A spacious light-filled log home in the heart of the Northeast Kingdom, with open kitchen, living room, sun room, wraparound deck, & basement ping-pong. Dazzling views of the Green Mountains and huge lawn for relaxation & play. Minutes from the 4-season Craftsbury Outdoor Center, Craftsbury General Store, Caspian Lake swimming, & the Hill Farmstead & Brewery. 50-minute drive to skiing & water park at Jay Peak, an hour to Stowe Mountain. Wood stove in the living room and free wifi.

Guest favourite

Cabin in Newport

4.98 out of 5 average rating, 313 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

4.83 out of 5 average rating, 499 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 favourite

Chalet in Westfield

4.95 out of 5 average rating, 257 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 favourite

Home in Lowell

4.92 out of 5 average rating, 117 reviews

Tranquility Lodge Vermont

Luxury awaits in this custom crafted 4000’ log-home, offering 5 bedrooms 4 bathrooms. 360 views of the Jay Peak valley. This gem of a rental is just 12 miles from Jay Peak Resort. Need more space? Inquire about additional on site Treehouse and Cabin rental. Pets welcome with collection of pet fee prior to arrival. All guests required to be in compliance with Vermont state guidelines related to travel during COVID-19.