
Family-friendly vacation rentals in Charleston
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Charleston

Total vacation rentals
Explore 40 vacation rentals in Charleston

Nightly prices starting at
Charleston vacation rentals start at G$16,738 GYD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Charleston vacation rentals include wi-fi 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!
Top-rated family-friendly rentals in Charleston
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.
4.98 out of 5 average rating, 123 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.
4.97 out of 5 average rating, 340 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.
4.9 out of 5 average rating, 195 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.
4.98 out of 5 average rating, 176 reviews
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.
4.93 out of 5 average rating, 122 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.
4.99 out of 5 average rating, 286 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!
4.99 out of 5 average rating, 164 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!
4.93 out of 5 average rating, 268 reviews
Fall Peeping and/or SKI 30 minutes Jay's Peak!
MINI BREAKS WELCOME! Welcome to our cozy two-bedroom condo featuring stunning views of Lake Memphremagog with a private balcony. Enjoy access to the lake and heated pool, open from Memorial Day through Labor Day. This first-floor (upper-level) condo offers two bedrooms and two bathrooms, along with a comfortable living space. The open-concept kitchen and dining area flow into a bright, inviting living room, complete with baseboard heating. PLEASE NOTE: There is NO AC in the summer.
4.97 out of 5 average rating, 111 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!
4.92 out of 5 average rating, 237 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.
4.96 out of 5 average rating, 143 reviews
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.
4.99 out of 5 average rating, 160 reviewsPopular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

New Scandinavian cottage: Privacy and nature!
4.94 out of 5 average rating, 103 reviews
Chalet Potton Cottage - spa, sauna & pool
4.86 out of 5 average rating, 416 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
4.91 out of 5 average rating, 110 reviews
Spring Hill Farm, coffee & hot tub
4.99 out of 5 average rating, 525 reviews
La Cabine Potton
4.96 out of 5 average rating, 210 reviews
HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
4.99 out of 5 average rating, 136 reviews
Modern Post&Beam w/ Hot Tub, Waterfall, Mtn. Views
4.97 out of 5 average rating, 185 reviews
Romantic NEK Log Cabin w/ Hot Tub & Fireplace
4.98 out of 5 average rating, 240 reviewsFamily- and pet-friendly home rentals

Perfect NEK Getaway w/pond
4.95 out of 5 average rating, 243 reviews
VT Lakeside getaway on beautiful Crystal Lake.
4.79 out of 5 average rating, 276 reviews
NEK Base Camp and Retreat w/ Sauna
4.83 out of 5 average rating, 148 reviews
Le chalet des bois, Peace and calm in the woods
4.96 out of 5 average rating, 274 reviews
Razzle's Cabin trailside
4.99 out of 5 average rating, 362 reviews
The Rustic Retreat at Twin Ponds
5.0 out of 5 average rating, 210 reviews
Entire place, newly renovated
4.84 out of 5 average rating, 216 reviews
200 acre Stowe area Bunkhouse.
4.97 out of 5 average rating, 249 reviewsFamily-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling
4.9 out of 5 average rating, 193 reviews
Treehouse, House & Spa. Sleeps 8.
4.81 out of 5 average rating, 220 reviews
Cozy Chalet at Jay Peak
4.97 out of 5 average rating, 147 reviews
The Country House in the Mountains
4.98 out of 5 average rating, 111 reviews
Cabin in the Woods VT - Discount Jay Peak Lift Tix
4.97 out of 5 average rating, 407 reviews
UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
4.86 out of 5 average rating, 146 reviews
EPIC Stowe Getaway - Great For Families & Friends
4.98 out of 5 average rating, 313 reviews
Château Chavis
4.98 out of 5 average rating, 188 reviewsWhen is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,007 GYD | G$41,844 GYD | G$37,660 GYD | G$40,380 GYD | G$40,798 GYD | G$41,007 GYD | G$38,287 GYD | G$40,380 GYD | G$36,614 GYD | G$41,844 GYD | G$39,752 GYD | G$41,844 GYD |
| 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 |
Destinations to explore
- Montreal Vacation rentals
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- Mont-Tremblant Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Bar Harbor Vacation rentals
- Cambridge Vacation rentals
- Prince Edward Vacation rentals
- Jay Peak Resort
- Owl's Head
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Spa Bolton
- Mont-Orford National Park
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Elmore State Park
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Jericho Mountain State Park
- Green River Reservoir State Park





