
Family-friendly holiday 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.

NEK Base Camp and Retreat w/ Sauna
Nestled in a corner of Vermont's Northeast Kingdom, this basecamp with private sauna is the perfect place to relax after a day of activities. After an action packed day, treat yourself to a few cycles in our sauna Adventures are everywhere in the NEK. 100+ miles of mountain biking. Skiing at Jay Peak, Burke Mountain and Lake Willoughby Backcountry. 100s of miles of ATV and Snowmobile trails. You'll find classic Vermont adventures, not to mention Golf, fishing, and hiking you can embark on.

Vermont North East Kingdom Lakefront Hideaway
Soak up lake life as you bask in coffee and magic sunrises right outside your window. Right on the VAST trails, location is perfect for two to three snowmobiler’s or two couple’s by request. The lake only 40 feet away, nesting loons and moose, great fishing. Canoes and kayaks at the ready. This classic pine "camp" style apartment will be your ultimate hideaway in Vermont. Fully sanitized private apartment, Entire downstairs, private outside entrance. Gorgeous window sunrise lake views.

4-Season Treehouse @ Bliss Ridge; Best Views in VT
Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

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

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

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!

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.

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!

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.

Village Camping Cabin
Located in the heart of Brownington Village, and about 15 miles from the Canadian border, our property allows for easy access to many scenic locations. Enjoy all that Vermont's Northeast Kingdom has to offer including many beautiful lakes, hiking trails, bike paths, and ski areas. There are about a dozen homes in the village and you will hear traffic going by, including horses and buggies carrying our Amish neighbors.

By Lake, Westmore, Hike, Ski, Lots to do. Cabin 2
Comfortable All seasons cabin comes with all the amenities you will need. Rates are for 2 adults and 2 children.. Minutes to lake, golf, skiing, hiking,fishing. Two bedroom, includes sleeping loft. Beautifully landscaped property. Television streaming and WIFI included, New build, very clean. **Please leave the cabin as clean as you found it. *** Grill on the porch or just relax with a cup of coffee. Cabin #2
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Metcalf Pond Camp Convenient to Smugglers Notch

The Caterpillar House: Tiny w/ Hot Tub & Fire Pit

Spring Hill Farm, coffee & hot tub

Comfortable Home, Hot Tub, Trails on 140 Acres

Haven Tiny House by Stowe | Hot Tub, Sauna & Views

La Cabine Potton

Lux Waterfront Cottage at FarAway Pond
Family- and pet-friendly home rentals

200 acre Stowe area Bunkhouse.

Epic Luxury Treehouse - next to Dog Mountain !

Private NEK Cabin

Birch Tree Cabin! Pets Welcome!

The Pioneer Lakeside Cabin

The Lodge at Blackberry Hill

Mountain View Chalet

Cabin at Hidden Falls Farm I 20 min KT East Burke
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Quiet stay on 76 acres land with pool!

Cozy Chalet at Jay Peak

The House of the Setting Sun, Private Apartment

Cute Cottage - Poolside - Minutes To Activities

Off-Grid Mini Cabin Escape | Pool & Stargazing

Waterfront condo in Magog

Le Memphré Condo *Lakefront*
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $249 SGD | $254 SGD | $229 SGD | $184 SGD | $245 SGD | $253 SGD | $233 SGD | $245 SGD | $223 SGD | $254 SGD | $242 SGD | $254 SGD |
| Avg. temp | -8°C | -7°C | -1°C | 6°C | 13°C | 18°C | 20°C | 19°C | 15°C | 8°C | 2°C | -5°C |
Quick stats about holiday rentals that are family-friendly in Charleston

Total holiday rentals
Explore 40 holiday rentals in Charleston

Nightly prices starting at
Charleston holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Charleston holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Charleston rentals

4.9 Average rating
Charleston stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Bolton Valley Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Santa's Village
- Spa Bolton
- Parc Jacques-Cartier
- Elmore State Park
- Kingdom Trails
- Bleu Lavande
- Mont-Orford National Park
- Marais de la Rivière aux Cerises
- Cold Hollow Cider Mill
- Fairbanks Museum & Planetarium





