
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$16,745 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.

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.
Indoor spacesKitchenSleep quality
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.
KitchenIndoor spacesHiking
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.
FamilyIndoor spacesCondition
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.
KitchenFamilyDecor
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.
FamilyKitchenComfort
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!
FamilyIndoor spacesBathroom
4.99 out of 5 average rating, 164 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.
KitchenFamilyHospitality
4.97 out of 5 average rating, 112 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!
FamilyIndoor spacesOutdoor spaces
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.
Indoor spacesKitchenAir conditioning
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.
KitchenFamilyWalkability
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.
KitchenIndoor spacesCheck-in
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.
FamilyIndoor spacesWifi
4.99 out of 5 average rating, 160 reviewsPopular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Chalet Potton Cottage - spa, sauna & pool
Indoor spacesFamilyEV charging
4.86 out of 5 average rating, 416 reviews
Spring Hill Farm, coffee & hot tub
Indoor spacesFamilySleep quality
4.99 out of 5 average rating, 526 reviews
Designer A-Frame Treehouse | Hot Tub & Sauna
KitchenIndoor spacesShared spaces
4.91 out of 5 average rating, 110 reviews
New Scandinavian cottage: Privacy and nature!
Indoor spacesFamilyNearby
4.94 out of 5 average rating, 103 reviews
La Cabine Potton
KitchenFamilyRiver
4.96 out of 5 average rating, 210 reviews
HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
KitchenFamilyPool
4.99 out of 5 average rating, 136 reviews
Romantic NEK Log Cabin w/ Hot Tub & Fireplace
KitchenFamilyParking
4.98 out of 5 average rating, 241 reviews
LakesideNear StoweHot TubLake ViewsGame Room
Indoor spacesKitchenHiking
4.95 out of 5 average rating, 257 reviewsFamily- and pet-friendly home rentals

VT Lakeside getaway on beautiful Crystal Lake.
FamilyIndoor spacesHiking
4.79 out of 5 average rating, 277 reviews
Perfect NEK Getaway w/pond
KitchenFamilyHospitality
4.95 out of 5 average rating, 243 reviews
Razzle's Cabin trailside
FamilyIndoor spacesQuiet
4.99 out of 5 average rating, 362 reviews
NEK Base Camp and Retreat w/ Sauna
KitchenIndoor spacesAmenities
4.83 out of 5 average rating, 148 reviews
Entire place, newly renovated
KitchenFamilySkiing
4.84 out of 5 average rating, 217 reviews
The Rustic Retreat at Twin Ponds
KitchenFamilySkiing
5.0 out of 5 average rating, 211 reviews
Orchard House - cozy getaway near Burke
FamilyIndoor spacesValue
4.95 out of 5 average rating, 175 reviews
200 acre Stowe area Bunkhouse.
Indoor spacesKitchenView
4.97 out of 5 average rating, 249 reviewsFamily-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling
KitchenIndoor spacesPool
4.9 out of 5 average rating, 193 reviews
Treehouse, House & Spa. Sleeps 8.
FamilyKitchenSkiing
4.81 out of 5 average rating, 220 reviews
Cozy Chalet at Jay Peak
Indoor spacesFamilyOutdoor spaces
4.97 out of 5 average rating, 147 reviews
The Country House in the Mountains
Indoor spacesFamilyHot tub
4.98 out of 5 average rating, 111 reviews
Cabin in the Woods VT - Discount Jay Peak Lift Tix
FamilyKitchenBiking
4.97 out of 5 average rating, 407 reviews
UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
Indoor spacesKitchenWifi
4.86 out of 5 average rating, 146 reviews
EPIC Stowe Getaway - Great For Families & Friends
Indoor spacesFamilySkiing
4.98 out of 5 average rating, 313 reviews
Ski In Ski Out in style on Village Chair
KitchenFamilyCheckout
4.93 out of 5 average rating, 122 reviewsWhen is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,025 GYD | G$41,862 GYD | G$37,676 GYD | G$40,397 GYD | G$40,816 GYD | G$41,025 GYD | G$38,304 GYD | G$40,397 GYD | G$36,630 GYD | G$41,862 GYD | G$39,769 GYD | G$41,862 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





