
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 ﺩ.ﺇ 294 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.

Tester's Haven Cottage, Lake Parker
This is a classic Vermont SEASONAL ( June- Oct) early 1950s cabin or cottage that is right on the water facing the West. One side sits next to a dirt road that is pretty quiet. Some cars, farm machinery & four-wheelers do go by. However, you can sit facing the water and feel like you have left the rest of the world behind as you listen to the loons. This special kind of space is for those who like a touch of country, it is not a hotel, it is not a party place, but a lovely RUSTIC cottage/cabin.
FamilyIndoor spacesDecor

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.
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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.
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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.
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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.
FamilyKitchenAmenities

VT Lakeside getaway on beautiful Crystal Lake.
In the heart of the Northeast Kingdom, Lakeview House is located on one of Vermont's cleanest & most beautiful lakes, Crystal Lake! Swim! Boat! Fish! Enjoy a private dock, fire pit, gas grill, pool table & more. 200 feet of private waterfront just across the street. You can hit the water with a stone from the front deck. Use the kayaks & canoe! Nearby golf, hiking, Kingdom Trails, ski areas, snowmobile & snowshoe trails. A short drive to Hill Farmstead Brewery for best beers in the world!
FamilyIndoor spacesGrill

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!
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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.
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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!
KitchenFamilyBackyard

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.
Indoor spacesFamilyHeating

Razzle's Cabin trailside
Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!
Indoor spacesFamilyOutdoor spaces

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.
FamilyKitchenWifi
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Spring Hill Farm, coffee & hot tub
FamilyKitchenLong stay

Chalet Potton Cottage - spa, sauna & pool
KitchenIndoor spacesOutdoor spaces

Designer A-Frame Treehouse | Hot Tub & Sauna
KitchenIndoor spacesQuiet

HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
FamilyIndoor spacesCheckout

New Scandinavian cottage: Privacy and nature!
KitchenIndoor spacesHospitality

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

La Cabine Potton
Indoor spacesKitchenLocation

LakeView Manor
KitchenFamilyPets
Family- and pet-friendly home rentals

Perfect NEK Getaway w/pond
KitchenIndoor spacesLocation

Trailside Home in East Burke
FamilyIndoor spacesGetting around

Le chalet des bois, Peace and calm in the woods
KitchenIndoor spacesAmenities

NEK Base Camp and Retreat w/ Sauna
KitchenIndoor spacesBackyard

Curtis Vance Memorial Orchard
Indoor spacesKitchenWifi

The Rustic Retreat at Twin Ponds
FamilyIndoor spacesOutdoor spaces

The Lodge at Blackberry Hill
KitchenIndoor spacesGrill

200 acre Stowe area Bunkhouse.
FamilyIndoor spacesAccuracy
Family-friendly home rentals with a pool

The House of the Setting Sun, Private Apartment
KitchenIndoor spacesLong stay

Hatley House - Pool, Garden, Cycling
Indoor spacesKitchenAmenities

Cabin in the Woods VT - Discount Jay Peak Lift Tix
Indoor spacesKitchenBathroom

Treehouse, House & Spa. Sleeps 8.
KitchenIndoor spacesBathroom

Cozy Chalet at Jay Peak
Indoor spacesKitchenWifi

The Charming House in the Mountains
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UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
FamilyKitchenHot tub

Jay Peak Ski in Ski out Condo
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When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 720 | ﺩ.ﺇ 735 | ﺩ.ﺇ 661 | ﺩ.ﺇ 709 | ﺩ.ﺇ 716 | ﺩ.ﺇ 720 | ﺩ.ﺇ 672 | ﺩ.ﺇ 709 | ﺩ.ﺇ 643 | ﺩ.ﺇ 735 | ﺩ.ﺇ 698 | ﺩ.ﺇ 735 |
| 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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- Jay Peak Resort
- Owl's Head
- Santa's Village
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- 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
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier
- Boyden Valley Winery & Spirits
- Green River Reservoir State Park
- Jericho Mountain State Park





