Family-friendly vacation rentals in Orleans County

Find and book unique family-friendly homes on Airbnb

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 favorite

Guesthouse in Newark

4.9 out of 5 average rating, 602 reviews

Hilltop Guesthouse

Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Sep 30 – Oct 7

G$19,911 GYD per night

Superhost

Cabin in Wheelock

4.89 out of 5 average rating, 178 reviews

Stannard Mtn. View Cabin

Kingdom Trails/Burke nearby. Quaint, quiet Cabin in the woods- yet close to it all. Enjoy this 3 Bedrm, 1.5 bath log cabin on 10 acres with hiking on site. On VASA for ATV, 500 yards to Trail 51 VAST. 12 miles to Kingdom Trails and Burke Mountain. 17 miles to Hill Farmstead Brewery and 2 other well known VT brewers. All linens and kitchen items provided, as well as grill and firewood for outdoor fire pit. Covered bike/ski storage available. Discount for weekly or seasonal stays. A/C avail U.R.

Nov 7 – 14

G$32,013 GYD per night

Guest favorite

Cottage in Newport

4.86 out of 5 average rating, 138 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.

Oct 26 – Nov 2

G$33,538 GYD per night

Guest favorite

Cottage in Greensboro

4.98 out of 5 average rating, 227 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.

Nov 19 – 26

G$42,272 GYD per night

Guest favorite

Farm stay in Wolcott

4.97 out of 5 average rating, 185 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Jul 2 – 9

G$30,219 GYD per night

Guest favorite

Home in Brownington

4.99 out of 5 average rating, 116 reviews

Davignon Farm, Northeast Kingdom, Brownington, VT

Located between Burke Mountain and Jay Peak three miles from Lake Willoughby provides activities year round. The light and views from this quintessential Vermont farmhouse will amaze you! The property extends into the woods beyond the fields and 263 acres await your exploration. Open kitchen, new bathrooms, den and living room provide spacious comfort in this rural setting. The perfect couples getaway with a great location to take advantage of all the Northeast Kingdom has to offer!

Feb 23 – Mar 2

G$37,832 GYD per night

Superhost

Cabin in Barton

4.77 out of 5 average rating, 129 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!

Dec 24 – 31

G$21,790 GYD per night

Guest favorite

Apartment in Newport

4.95 out of 5 average rating, 544 reviews

Big Green Victorian - Upstairs Quiet & Comfortable

The snow has come and The "Big Green Victorian" is a great place to stay while experiencing it! Right on the Canadian Border, this little City is surrounded by all the things you're looking for, scenic drives, skiing, winter biking, cross country skiing, hiking, walking, close to Jay Peak & its water park, breweries, restaurants & more! All without the crush of people. Come explore, stay & visit family, or friends, or do business. The "Big Green Victorian" hopes to welcome you here!

Oct 22 – 29

G$24,800 GYD per night

Guest favorite

Cabin in Newport

4.98 out of 5 average rating, 296 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.

Oct 31 – Nov 7

G$35,892 GYD per night

Superhost

Home in Irasburg

4.83 out of 5 average rating, 442 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.

Sep 3 – 10

G$24,235 GYD per night

Guest favorite

Home in Craftsbury

4.89 out of 5 average rating, 212 reviews

Waterfront cabin

This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The owners of the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to a canoe. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'.

Jan 26 – Feb 2

G$27,558 GYD per night

Guest favorite

Apartment in West Glover

4.98 out of 5 average rating, 495 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!

Apr 17 – 24

G$21,171 GYD per night