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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.

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Top Guest favourite
A rustic cabin is seen nestled among lush greenery at the water’s edge. The structure features a mix of wood and glass, with a spacious porch overlooking the lake. Nearby, kayaks are visible on the shoreline, suggesting opportunities for leisurely water activities.
Cabin in West Glover
4.91 out of 5 average rating, 103 reviews

Tester's Haven Cottage, Lake Parker

This is a classic Vermont SEASONAL ( June- Oct) early 1950s cabin or cottage that is right on the water facing the West. One side sits next to a dirt road that is pretty quiet. Some cars, farm machinery & four-wheelers do go by. However, you can sit facing the water and feel like you have left the rest of the world behind as you listen to the loons. This special kind of space is for those who like a touch of country, it is not a hotel, it is not a party place, but a lovely RUSTIC cottage/cabin.

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Guest favourite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 339 reviews

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.

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Top Guest favourite
A wooden boat dock extends over calm waters, with a boat moored alongside. Lush green grass and vibrant orange flowers frame the scene, providing a natural border to the water's edge.
Cottage in Newport
4.9 out of 5 average rating, 195 reviews

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.

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Top Guest favourite
The newly constructed cabin features large windows and a wraparound deck, surrounded by lush greenery. A shed is positioned nearby on the well-maintained lawn, providing additional storage. The sky above is filled with dynamic clouds, enhancing the tranquil outdoor setting.
Home in Burke
4.98 out of 5 average rating, 174 reviews

Trailside Home in East Burke

Our cozy home is newly constructed, well-appointed, and tastefully decorated, tucked in a private clearing with direct access to the Kingdom Trail network and VAST snowmobiling trails, minutes from Burke Mountain, and a short drive to Lake Willoughby. Just up the road from the village of East Burke, we are close to nearby amenities yet in a quiet hillside surrounded by nature, the perfect location for a weekend getaway, whether you are biking, skiing, hiking or exploring the Northeast Kingdom.

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Top Guest favourite
A wooden bench with a decorative wrought iron back is positioned in front of a sign reading 'The House of the Setting Sun.' Lush greenery surrounds the bench, and a small rabbit is situated nearby, creating a peaceful outdoor scene.
Apartment in Newport
4.99 out of 5 average rating, 284 reviews

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.

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Top Guest favourite
A glass of beer is placed on a wooden dock, with a calm lake reflecting the blue sky and surrounding green hills. The serene water stretches into the distance, creating a peaceful setting for relaxation.
Home in Barton
4.79 out of 5 average rating, 276 reviews

VT Lakeside getaway on beautiful Crystal Lake.

In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!

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Top Guest favourite
Loft in Newport
4.93 out of 5 average rating, 267 reviews

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!

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Top Guest favourite
A historic red schoolhouse stands amidst green trees, featuring a front porch adorned with hanging flower baskets. The structure showcases a classic bell tower on the roof and large windows that invite natural light. A grassy area surrounds the building, enhancing its serene setting.
Home in Craftsbury
4.97 out of 5 average rating, 228 reviews

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!

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Top Guest favourite
A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.
Apartment in Sutton
4.99 out of 5 average rating, 524 reviews

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.

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Guest favourite
Yurt in Newport
4.96 out of 5 average rating, 143 reviews

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.

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Top Guest favourite
Cabin in Burke
4.99 out of 5 average rating, 362 reviews

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!

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Guest favourite
An open dining area features a dark wooden table surrounded by six brown chairs. Large windows allow natural light to brighten the space, showcasing a spiral staircase leading to the upper floor. A comfortable sectional sofa is visible in the background.
Cabin in Burke
4.96 out of 5 average rating, 131 reviews

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.

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