
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!

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.

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.

Private NEK Cabin
Nestled in the heart of the NEK,this private log cabin offers privacy and exquisite views.Close to Parker Pie, Jay Peak, Burke Mountain, Crystal Lake, Craftsbury Outdoor Center.Whether you are looking to downhill ski,cross country ski, snowmobile,mountain bike,snow shoe,this is the perfect vacation spot for you to relax.Cabin offers 1 bedroom on the main level, loft that has 2 beds, and walkout basement with set of queen bunk beds. All towels,linens,cooking utensils, dinnerware,etc included.

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.

Historic Schoolhouse Minutes From Jay Peak
After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

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!

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.

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.

Razzle's Cabin trailside
Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!
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

Spring Hill Farm, coffee & hot tub

Darling Hill 1 BR Suite with Hot Tub and Sauna

Discount Lift Passes @Jay; 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
Family- and pet-friendly home rentals

Northeast Kingdom, VT Clyde River House

Cedar Creek! Privacy, quick walk to the beach

Duplex in Lyndon - Ground Floor Unit

Boathouse Cabin on Lake Wapanacki with Sunset View

Trailside Home in East Burke

Perfect NEK Getaway w/pond

Stannard Mtn. View Cabin

Jay Peak 3 miles - ski home via Big Jay!
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 Shangri-la House

Cozy Lakeside Condo/ heated pool 10% off week stay

Burke Mt condo -gap view & ski and bike trails.

Beautiful Chalet minutes to Jay Peak Resort
Destinations to explore
- Rentals with a washing machine and dryer Orleans County
- Rentals with outdoor seating Orleans County
- Townhouse rentals Orleans County
- Rentals with pools Orleans County
- Rentals with a kayak Orleans County
- Rentals with a fireplace Orleans County
- Private suite rentals Orleans County
- Ski-in/ski-out rentals Orleans County
- Beachfront rentals Orleans County
- Waterfront rentals Orleans County
- Rentals with a firepit Orleans County
- House rentals Orleans County
- Chalet rentals Orleans County
- Rentals with a patio Orleans County
- Guest house rentals Orleans County
- Tiny house rentals Orleans County
- Bed and breakfasts Orleans County
- Rentals with lake access Orleans County
- Cottage rentals Orleans County
- Apartment rentals Orleans County
- Cabin rentals Orleans County
- Rentals with beach access Orleans County
- Pet-friendly rentals Orleans County
- Rentals with a hot tub 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
- Spa Bolton
- Bleu Lavande
- Parc Jacques-Cartier
- Marais de la Rivière aux Cerises
- Mont-Orford National Park
- Kingdom Trails
- Elmore State Park
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill




