Family-friendly vacation rentals in Charleston

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Charleston

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Newark

4.89 out of 5 average rating, 680 reviews

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.

Top guest favorite

Home in Burke

4.99 out of 5 average rating, 138 reviews

East Burke Mountain Bike Cabin! 😀

Kingdom Trails is OPEN and Class 1 e-bikes are allowed! Book now, if dates are not available send me a message to verify. Canadians are always welcomed! The Brookside Bike & Ski Cabin is a newly remodeled modern home with fast wi/fi, cell phone coverage, off street parking, lockable bike storage, bike wash station, outdoor shower, and more. Please check the Cabin photos and descriptions for detailed info & tips! Interested in a Long Term Winter rentals for 2026? Message me for details.

Top guest favorite

Home in Richford

4.99 out of 5 average rating, 144 reviews

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton

Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

Top guest favorite

Farm stay in Wolcott

4.97 out of 5 average rating, 262 reviews

Private Studio Nestled in the Hills of Vermont

With a private entrance and mountain views, this studio features lots of natural light in the spacious bedroom and a fully-equipped kitchen, daybed nook and private bathroom with shower. Sitting up high in the fields and forest of northeast VT, Feel Good Farm is rich with wildlife, prime for woods walking/cross-country skiing, star gazing, and slowing down. Our 150 acres abut a 968-acre East Hill Wildlife Management Area. Hunters welcome! We're an easy drive to VT's best attractions.

Top guest favorite

Home in Brownington

4.99 out of 5 average rating, 139 reviews

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!

Guest favorite

Cabin in Barton

4.81 out of 5 average rating, 162 reviews

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!

Guest favorite

Home in US

4.92 out of 5 average rating, 226 reviews

Northeast Kingdom, VT Clyde River House

Clyde River Farm & Forest's secluded Northeast Kingdom river retreat, the Clyde River House provides stunning views, shoreline, numerous birds, including bald eagles, nesting osprey, blue herons, and a pair of loons. Canoes and kayaks available for your use. Hiking, biking, cross country, downhill skiing trails, and snowmobile trails are within a short hike or drive of the house. Check out the many seasons of the Clyde River House. There's sure to be a time for you to visit!

Top guest favorite

Cabin in Newport

4.98 out of 5 average rating, 327 reviews

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.

Superhost

Yurt in Burke

4.86 out of 5 average rating, 255 reviews

Yurt near Kingdom Trails - Outdoor heaven!

Come and enjoy the great outdoors in this 20' yurt designed by Colorado Yurt Company! The 315 sq. foot yurt can comfortably accommodate 6 people with 2 pullout futon beds and 1 twin bed. We are also open to having one-two tents next to the yurt for more coverage and comfort. This property is located less than 2 miles from the epicenter of some of the best biking in the country (Kingdom Trails) and is only a short drive to Burke Mountain.

Top guest favorite

Apartment in West Glover

4.98 out of 5 average rating, 543 reviews

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!

Guest favorite

Home in Mansonville

4.92 out of 5 average rating, 308 reviews

Eco-Zen Retreat 2nd Floor Geothermal+Swimming Pond

CITQ Establishment #290533. Eco-friendly luxury retreat situated on a dead end road just outside the sleepy little town of Mansonville with private pond suitable for swimming. We use geothermal energy and have hydronic radiant heated floors with AC provided by a fan coil using chilled water. This system is extremely efficient and allows for maximum comfort throughout the home year-round for our guests :-).

Top guest favorite

Home in Burke

4.97 out of 5 average rating, 171 reviews

Burke Nest Modern Farmhouse

A true labor of love: "Burke Nest" is a 19th century remodeled farmhouse located halfway between the celebrated Kingdom Trails, Burke Mountain and the stunning Willoughby Lake // Major renos 2016-2018 // Property borders a small river that provides a beautiful soundscape // large deck with views of grazing cows and Burke Mountain // Especially designed for family or friend group vacations.