
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$16,702 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.
Indoor spacesKitchenGetting around

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.
FamilyIndoor spacesWifi

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.
KitchenIndoor spacesDecor

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 spacesLayout

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.
KitchenIndoor spacesQuiet

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.
FamilyIndoor spacesCleanliness

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!
KitchenFamilyHeating

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!
KitchenIndoor spacesParks

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 spacesGrill

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.
KitchenIndoor spacesAccuracy

Spring Hill Farm, coffee & hot tub
Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.
Indoor spacesFamilyView

Chalet Kalel
Chalet situé en montagne environnement paisible distance de marche de la montagne et près du lac lyster. Equipé d'une cuisine complète, d'un poêle a bois et d'une thermopompe vous serez dans le confort peu importe la metéo. Le chalet possede un lit king pour les occupants principaux et queen pliable pour invités/ enfants ou des enfants. Le bois est fournis pour le foyer durant la saison hivernale. L'eau provient d'un puit artesien et est potable.
FamilyKitchenLong stay
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Chalet Potton Cottage - spa, sauna & pool
FamilyIndoor spacesLocation

Designer A-Frame Treehouse | Hot Tub & Sauna
FamilyIndoor spacesDecor

New Scandinavian cottage: Privacy and nature!
KitchenFamilyHospitality

HAVRE DE PAIX lac-Golf-Tennis-Ski Mont Owl's Head
Indoor spacesKitchenLocation

La Cabine Potton
FamilyKitchenCleanliness

Romantic NEK Log Cabin w/ Hot Tub & Fireplace
KitchenFamilySkiing

A-Frame river access
FamilyIndoor spacesWalkability

Modern Post&Beam w/ Hot Tub, Waterfall, Mtn. Views
KitchenFamilyView
Family- and pet-friendly home rentals

VT Lakeside getaway on beautiful Crystal Lake.
KitchenFamilyCheck-in

Le chalet des bois, Peace and calm in the woods
KitchenFamilyBiking

Village Camping Cabin
KitchenFamilyBathroom

200 acre Stowe area Bunkhouse.
KitchenFamilyGrill

Perfect NEK Getaway w/pond
KitchenIndoor spacesCleanliness

Razzle's Cabin trailside
FamilyKitchenLayout

Orchard House - cozy getaway near Burke
FamilyKitchenLayout

The Lodge at Blackberry Hill
KitchenFamilyQuiet
Family-friendly home rentals with a pool

The House of the Setting Sun, Private Apartment
FamilyKitchenShared spaces

Fall Peeping and/or SKI 30 minutes Jay's Peak!
Indoor spacesFamilyQuiet

Hatley House - Pool, Garden, Cycling
FamilyKitchenCheck-in

Treehouse, House & Spa. Sleeps 8.
Indoor spacesFamilyBackyard

Cozy Chalet at Jay Peak
FamilyIndoor spacesSkiing

Cabin in the Woods VT - Discount Jay Peak Lift Tix
FamilyIndoor spacesAmenities

The Country House in the Mountains
Indoor spacesKitchenLong stay

EPIC Stowe Getaway - Great For Families & Friends
KitchenIndoor spacesSkiing
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,920 GYD | G$41,755 GYD | G$37,579 GYD | G$40,293 GYD | G$40,711 GYD | G$40,920 GYD | G$38,206 GYD | G$40,293 GYD | G$36,536 GYD | G$41,755 GYD | G$39,667 GYD | G$41,755 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
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- 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





