
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.

Boathouse Cabin on Lake Wapanacki with Sunset View
A stunning renovation of a 100-year old Boathouse, this cabin sleeps two and features a full kitchen & bathroom. The Boathouse is situated right at the lake's edge and has a full glass front, deck with a grill to take advantage of unbeatable sunset views. You will also have a private dock and canoe. Perfect getaway for couples who are looking to explore or just unplug and spend a few days relaxing. Wapanacki is dog-friendly! Please see info about our pet fee in the notes below. Sorry-no cats.

Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

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.

Lakeside💦Near Stowe🏔Hot Tub🔥Lake Views🥂Game Room 🎯
Karsten's cabin is brand new 4 bedroom/2 bathroom house directly on the lake with private, wooded mountain views. Centrally located between Stowe and Jay Peak, your group won't run out of opportunities to enjoy the beautiful nature of Vermont in all seasons! Walk down to the lake for a swim, canoe ride to loons, enjoy the views from the oversized deck, make s’mores at the campfire, or soak in the hot tub on the covered porch. Winter sports galore with⛷️ 🏂, dog sledding, snow shoeing near by!

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".

Luxury Waterfront Loft · Kayaks, Firepit & Dock
Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

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!

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.

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.

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.

Vermont Yurt Farm Stay | Vermont Glamping
Spacious 30-ft off-grid yurt (700 sq ft) on a Vermont farm with horses, goats & friendly dogs. Larger than most expect, with room to relax and unwind. Peaceful, private, and pet-friendly, with a short walk to the yurt for added seclusion. Guests love the cozy wood stove, thoughtful amenities, and clear night skies. Near Lake Willoughby, Burke Mountain & Jay Peak. No WiFi or strong cell service—ideal for unplugging, slowing down, and recharging.
Popular amenities for Orleans County family-friendly rentals
Family-friendly home rentals with a hot tub

The HideBehind *upgraded with new hot tub *

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Crofter's Green @ Jay Peak: Sugar Shack

Darling Hill 1 BR Suite with Hot Tub and Sauna

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|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

Vermont Retreat | Mountain Views, Private Sunsets

Orchard House - cozy getaway near Burke

Dream Cabin in Vermont

Relaxing Craftsbury Retreat

Private NEK Cabin

Rustic Timber Framed Cabin - Kingdom Trails

Trailside Home in East Burke

Vintage, Off-Grid Airstream in the Woods by Stream
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

Private Mountain Villa with Pool & 12 Acre Forest

Ski in Ski out - fantastic location on the trail

The House of the Setting Sun, Private Apartment

Edelweiss! Ski Chalet: 5 Bed, 5 Mins to Jay Peak!

Cozy Lakeside Condo and Heated Pool! 10% off week
Destinations to explore
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- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Jay Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Santa's Village
- Ski Bromont
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Spa Bolton
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Cochran's Ski Area
- Parc de la Pointe-Merry
- Green River Reservoir State Park





