
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.

Hilltop Guesthouse #1
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.

Secluded Luxury Treehouse - Hot Tub + Projector
Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

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".

By Lake-Westmore-Hike-Ski-Lots to do. Cabin 3-View
Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

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!

Mountain view cabin, close to ski Burke Mountain!
Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

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.

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.

Spring Hill Farm, coffee & hot tub
Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

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.

Modern retreat, 5 min bike ride to KT
Newly renovated home in the Northeast Kingdom with massive windows overlooking the forest. Scandinavian, minimalist style with comfortable high-end mattresses and large sectional sofa for the whole family. Two bedrooms, each with a king bed and twin trundle for sleeping flexibility. You’ll love this quiet getaway located on a dirt road 5 mins to the world-renowned Kingdom Trails network and 10 mins to Burke Mountain.
Popular amenities for Orleans County family-friendly rentals
Family-friendly home rentals with a hot tub

The HideBehind

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Crofter's Green @ Jay Peak: Adobe Cottage

Darling Hill 1 BR Suite with Hot Tub and Sauna

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

The Jay Spot - 3 Season Wood Fired Hot Tub
Family- and pet-friendly home rentals

Relaxing Craftsbury Retreat

Dream Cabin in Vermont

Super Cozy Cabin with WiFi

The Kingdom A-Frame

Rustic Timber Framed Cabin - Kingdom Trails

Jay Apartment

Trailside Home in East Burke

Perfect NEK Getaway w/pond
Family-friendly home rentals with a pool

Jay Peak Ski in Ski out Condo

Cozy Chalet at Jay Peak

Trail Side Mtn Bike + Ski Condo w Amenities Access

Ski in Ski out - fantastic location on the trail

The House of the Setting Sun, Private Apartment

SKI Jay's Peak only 30 minutes Cozy Lakeside Condo

Ski in/ski out Jay Peak condo with view of slopes

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




