
Family-friendly holiday 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.

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views
Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Private suite close to Craftsbury Outdoor Center
After a day of hiking, skiing or paddle boarding, return your home base for a quiet evening of board games. We are fairly centrally located & close to many outdoor activities & some lovely dining spots: Lake Willoughby (11 mi.); Crystal Lake (6.7 mi.) Craftsbury Outdoor Center (8.2 mi.); Jay Peak (30 mi.); Burke Mountain (31 mi.); Parker Pie Pizza (2.8 mi.); Hill Farmstead Brewery (18 mi.); andThe Manor at Runaway Pond (3.8 mi.). Other suggestions can be found under "Other details to note".

Farm Stay in Burke at Firefly Farm
By staying at Firefly Farm in the Northeast Kingdom, you get to experience a connection with the earth, be part of the community and ride the trails. Our guest house is small (120 sq ft), cozy, and the perfect place to set up base for exploring. Though small in size, the space includes a table that converts into a bed, a bed above the table, a kitchenette, and a bathroom with a full sized shower. Stay with us and enjoy the beauty of the Northeast Kingdom! We do not charge any cleaning fees.

Lord’s Creek Private Haven
Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

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!

Alder Brook Cottage: A Tiny House in the Woods
From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Ann’s Schoolhouse
Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!

East Burke Mountain Bike Cabin! 😀
Fat Tire Biking, Snowmobiling, Snowshoeing, Skiing, Snowboarding, Cross Country Skiing! Book now, if dates are not available send me a message to verify. The Brookside Bike & Ski Cabin is a newly remodeled modern home with fast wi/fi, off street parking, lockable bike storage, bike wash station, outdoor shower, and more. Please check the Cabin photos and descriptions for detailed info & tips! Interested in a Long Term Winter rentals for 2026? Message me for details.

Jay Peak Retreat
The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, and 3.5 from Boston.

Yurt near Kingdom Trails - Outdoor heaven!
Come and enjoy the great outdoors in this 20' yurt designed by Colorado Yurt Company! The 315 sq. foot yurt can comfortably accommodate 6 people with 2 pullout futon beds and 1 twin bed. We are also open to having one-two tents next to the yurt for more coverage and comfort. This property is located less than 2 miles from the epicenter of some of the best biking in the country (Kingdom Trails) and is only a short drive to Burke Mountain.

Village Camping Cabin
Located in the heart of Brownington Village, and about 15 miles from the Canadian border, our property allows for easy access to many scenic locations. Enjoy all that Vermont's Northeast Kingdom has to offer including many beautiful lakes, hiking trails, bike paths, and ski areas. There are about a dozen homes in the village and you will hear traffic going by, including horses and buggies carrying our Amish neighbors.

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!
Popular amenities for Orleans County family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Spring Hill Farm, coffee & hot tub

Darling Hill 1 BR Suite with Hot Tub and Sauna

Crofter's Green @ Jay Peak: Adobe Cottage

SKI JAY & BOARD Lake Eden |Hot Tub|Wifi|Games|Pets

Townhouse at Jay with Sauna + Jacuzzi

Secluded 3-bedroom log home -borders VT state park

Jay Brook Lodge with Hot Tub
Family- and pet-friendly home rentals

Orchard House - cozy getaway near Burke

Dream Cabin in Vermont

Duplex in Lyndon - Ground Floor Unit

Trailside Home in East Burke

Perfect NEK Getaway w/pond

Vintage, Off-Grid Airstream in the Woods by Stream

Cozy Jay Condo

Northwoods Guest Cabin
Family-friendly home rentals with a pool

Jay Peak Ski in Ski out Condo

Cozy Chalet at Jay Peak

2 BR.SLOPESIDE CONDO WALK 2 WATERPARK/RINK/ TRAILS

Ski in Ski out - fantastic location on the trail

The House of the Setting Sun, Private Apartment

The Shangri-la House

Newly Refreshed 3 BR, 2 Bath, Sleeps 8

SKI Jay's Peak only 30 minutes Cozy Lakeside Condo
Destinations to explore
- Rentals with a washing machine and dryer Orleans County
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- Beachfront rentals Orleans County
- Townhouse rentals Orleans County
- Guest house rentals Orleans County
- Chalet rentals Orleans County
- Rentals with a kayak Orleans County
- Bed and breakfasts Orleans County
- Rentals with beach access Orleans County
- Pet-friendly rentals Orleans County
- Apartment rentals Orleans County
- Rentals with outdoor seating Orleans County
- Rentals with pools Orleans County
- Cabin rentals Orleans County
- House rentals Orleans County
- Waterfront rentals Orleans County
- Rentals with a patio Orleans County
- Rentals with lake access Orleans County
- Rentals with a hot tub Orleans County
- Private suite rentals Orleans County
- Ski-in/ski-out rentals Orleans County
- Rentals with a firepit Orleans County
- Flat rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- Santa's Village
- Boyden Valley Winery & Spirits
- Bleu Lavande
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Spa Bolton
- Mont-Orford National Park
- Kingdom Trails
- Parc de la Pointe-Merry
- Elmore State Park
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill




