
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$16,739 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.

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.
4.83 out of 5 average rating, 148 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, 341 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, 177 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
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
Mother in Law Guest Suite.
Take it easy at this unique and tranquil getaway. A home away from home. 1 Bedroom (Queen Bed), private Mother in Law Suite, Fully stocked with everything you need. Cute Coffee bar, Wi-Fi/Streaming Services. Direct access to snowmobile/ATV trails. Enjoy the outdoors by a toasty fire pit, beautiful sunsets, direct access to Lake Memphremagog’s far south end, fishing and canoeing. Only a short 3 mile drive to downtown Newport. Only 30 minutes from Jay Peak or Burke Mountain.
4.83 out of 5 average rating, 163 reviews
Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and Bald Mountain. Perfect for a romantic getaway or a small family vacation. Walk down to your own private beach on Echo Lake. The approximate 5.5 loop around Echo is great for walking and biking. It’s about 15-30 minute drive to area restaurants, shopping, hiking trails and scenic sites. Kingdom trails is 30 minutes. Bring your passports as Canada is just 20 minutes away.
4.98 out of 5 average rating, 123 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 reviewsPopular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Spring Hill Farm, coffee & hot tub
4.99 out of 5 average rating, 526 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
4.91 out of 5 average rating, 111 reviews
Chalet Potton Cottage - spa, sauna & pool
4.86 out of 5 average rating, 416 reviews
La Cabine Potton
4.96 out of 5 average rating, 210 reviews
New Scandinavian cottage: Privacy and nature!
4.94 out of 5 average rating, 103 reviews
HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
4.99 out of 5 average rating, 136 reviews
Romantic NEK Log Cabin w/ Hot Tub & Fireplace
4.98 out of 5 average rating, 241 reviews
A-Frame river access
4.94 out of 5 average rating, 306 reviewsFamily- and pet-friendly home rentals

Razzle's Cabin trailside
4.99 out of 5 average rating, 362 reviews
Village Camping Cabin
4.99 out of 5 average rating, 161 reviews
Perfect NEK Getaway w/pond
4.95 out of 5 average rating, 243 reviews
200 acre Stowe area Bunkhouse.
4.97 out of 5 average rating, 250 reviews
VT Lakeside getaway on beautiful Crystal Lake.
4.79 out of 5 average rating, 277 reviews
Le chalet des bois, Peace and calm in the woods
4.96 out of 5 average rating, 274 reviews
The Rustic Retreat at Twin Ponds
5.0 out of 5 average rating, 211 reviews
EPIC Luxury Treehouse - next to Dog Mountain !
4.93 out of 5 average rating, 416 reviewsFamily-friendly home rentals with a pool

Fall Peeping and/or SKI 30 minutes Jay's Peak!
4.97 out of 5 average rating, 112 reviews
Hatley House - Pool, Garden, Cycling
4.9 out of 5 average rating, 193 reviews
Cozy Chalet at Jay Peak
4.97 out of 5 average rating, 147 reviews
Cabin in the Woods VT - Discount Jay Peak Lift Tix
4.97 out of 5 average rating, 407 reviews
Treehouse, House & Spa. Sleeps 8.
4.81 out of 5 average rating, 220 reviews
Jay Peak Ski in Ski out Condo
4.99 out of 5 average rating, 156 reviews
The Charming House in the Mountains
4.97 out of 5 average rating, 180 reviews
EPIC Stowe Getaway - Great For Families & Friends
4.98 out of 5 average rating, 313 reviewsWhen is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,011 GYD | G$41,848 GYD | G$37,663 GYD | G$40,383 GYD | G$40,802 GYD | G$41,011 GYD | G$38,291 GYD | G$40,383 GYD | G$36,617 GYD | G$41,848 GYD | G$39,755 GYD | G$41,848 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
- Boston Vacation rentals
- Quebec City Vacation rentals
- Portland Vacation rentals
- 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





