
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.

Hill Top Apartment With Amazing View Near Stowe
Charming one-bedroom suite high on a hill with one of the best views in the county. Very private setting on a country road. You will have the whole top floor to yourself including a bedroom, open kitchen/dining/living space, a wardrobe room, bathroom complete with 2-person jet tub and an enclosed porch. Ramble around our large property, or use as your base of operations for your Vermont Adventure. We're right in the heart of northern Vermont, a modest drive from best things to see in the area!

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.

Private suite close to skiing
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".

The House of the Setting Sun, Private Apartment
The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

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

Jay Peak 3 miles - ski home via Big Jay!
Best backcountry skiing in New England - mountain getaway with stunning views! • Jay Peak Resort 3 miles away! • Ski home from Jay Peak via Big Jay! • Backcountry ski 6 mountains from your door! • Tour Long Trail, Catamount Trail, Big Jay & Little Jay from here! • Backcountry guiding available (15% discount for guests!) Note: There is also an apt in the main house that sleeps 8. • Vermont Mountain Experience: guests get a 15% discount for photography, backcountry & resort guiding!

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!

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.

Mother in Law Guest Suite.
Take it easy at this unique and tranquil getaway. A home away from home. 1 Bedroom (Queen Bed), private Mother in Law Suite, Fully stocked with everything you need. Cute Coffee bar, Wi-Fi/Streaming Services. Direct access to snowmobile/ATV trails. Enjoy the outdoors by a toasty fire pit, beautiful sunsets, direct access to Lake Memphremagog’s far south end, fishing and canoeing. Only a short 3 mile drive to downtown Newport. Only 30 minutes from Jay Peak or Burke Mountain.

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.

On top of the Kingdom
A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

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

The HideBehind

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

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

Green River Reservoir State Park Log Home

Secluded Luxury Treehouse - Hot Tub + Projector

PrivateCabin-Kingdom Trails, Burke & Haystack NEK
Family- and pet-friendly home rentals

Northeast Kingdom, VT Clyde River House

Orchard House - cozy getaway near Burke

Super Cozy Cabin with WiFi

Owls Head

Brookside Loft in East Haven

The Kingdom A-Frame

Private NEK Cabin

Razzle's Cabin trailside
Family-friendly home rentals with a pool

Summer, Ski, Snowmobile Condo on Lake Front Resort

Jay Peak Ski in Ski out Condo

Cozy secluded ski-in/ski-out condo at Jay Peak

Cozy Chalet at Jay Peak

Trail Side Mtn Bike + Ski Condo w Amenities Access

Ski in Ski out - fantastic location on the trail

Cozy Mountainside Condo

Newly Refreshed 3 BR, 2 Bath, Sleeps 8
Destinations to explore
- Rentals with a washing machine and dryer Orleans County
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- Ski-in/ski-out rentals Orleans County
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- Pet-friendly rentals Orleans County
- Rentals with outdoor seating Orleans County
- Guest house rentals Orleans County
- Apartment rentals Orleans County
- Townhouse rentals Orleans County
- Bed and breakfasts Orleans County
- Rentals with a kayak Orleans County
- Rentals with a patio Orleans County
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- Beachfront rentals Orleans County
- Rentals with lake access Orleans County
- Cabin rentals Orleans County
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- Rentals with a hot tub Orleans County
- Tiny house rentals Orleans County
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- Chalet rentals Orleans County
- Flat rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Zoo de Granby
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Val Caudalies - Vignoble & Cidrerie
- Mt. Eustis Ski Hill
- Domaine Cotes d'Ardoise - Winery & Cidery
- Domaine du Ridge
- Vignoble Domaine Bresee
- Mount Prospect Ski Tow
- Vignoble de la Bauge
- La Belle Alliance
- Boyden Valley Winery & Spirits
- Vignoble Clos Ste-Croix Dunham
- Vignoble La Grenouille
- Vignoble Gagliano




