
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$16,734 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.

Unique stay at a horse sanctuary
Immerse yourself in the quintessential Vermont experience at Storeybrook Farm. This rescue horse sanctuary is located amidst rolling hills, mountain vistas and a tranquil pond. "The Carriage House” is our largest suite with a fully equipped kitchen (stocked upon request), that opens up to a dining area with forest views. The living room features a woodburning fireplace and 2 built in queen bed "bunks". Enjoy sun-soaked pasture views from the main bedroom or while soaking in the clawfoot bathtub.

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.

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.

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.

By Lake-Westmore-Hike-Ski-Lots to do. Cabin 3-View
Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

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!

Rustic Timber Framed Cabin - Kingdom Trails
Rustic, off grid (no electricity) timber framed cabin nestled in the hills 5 minutes from Kingdom Trails mountain bike network and Burke Mountain bike park! Our cabin sits in a meadow surrounded by wildflowers and adjacent to a small apple orchard. You'll have beautiful views of Burke Mountain with a short walk up the hill and 38 acres to explore. We have an outdoor fire pit, lawn games and a composting toilet close by. Come enjoy this magical place with your friends and family!

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!

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.

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.

By Lake, Westmore, Hike, swim, Lots to do. Cabin 2
Comfortable All seasons cabin comes with all the amenities you will need. Rates are for 2 adults and 2 children.. Minutes to lake, golf, skiing, hiking,fishing. Two bedroom, includes sleeping loft. Beautifully landscaped property. Television streaming and WIFI included, New build, very clean. **Please leave the cabin as clean as you found it. *** Grill on the porch or just relax with a cup of coffee. Cabin #2
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

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

Maison Ruiter Brook

La Binocle: Peaceful Architect Cottage

La Cabine Potton

Sunny Waterfront Cottage at FarAway Pond

The Canopy House—Remodeled Vermont A-Frame Near Downtown

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

Spring Hill Farm, coffee & hot tub
Family- and pet-friendly home rentals

The Lodge at Blackberry Hill

The Rustic Retreat at Twin Ponds

EPIC Luxury Treehouse - next to Dog Mountain !

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Le chalet des bois, Peace and calm in the woods

Cady’s Falls Cabin

Journeys End Chalet - Minutes to Jay Peak!

The Cabin
Family-friendly home rentals with a pool

*10% off week*Cozy Lakeside Condo AND Heated Pool!

The House of the Setting Sun, Private Apartment

Cabin in the Woods VT - Discount Jay Peak Lift Tix

Hatley House - Pool, Garden, Cycling

Chalet Potton Cottage - spa, sauna & pool

Treehouse, House & Spa. Sleeps 8.

Cozy Chalet at Jay Peak

Château Chavis
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$40,998 GYD | G$41,835 GYD | G$37,651 GYD | G$30,330 GYD | G$40,371 GYD | G$41,626 GYD | G$38,279 GYD | G$40,371 GYD | G$36,605 GYD | G$41,835 GYD | G$39,743 GYD | G$41,835 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
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- Bar Harbor Vacation rentals
- Salem Vacation rentals
- Prince Edward Vacation rentals
- Rentals with a fire pit Charleston
- Rentals with beach access Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- House rentals Charleston
- Rentals with a washer and dryer Charleston
- Rentals with a fireplace Charleston
- Rentals with a patio Charleston
- Waterfront rentals Charleston
- Rentals with lake access Charleston
- Family-friendly rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Santa's Village
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Omni Mount Washington Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- Cannon Mountain Ski Resort
- Jay Peak Resort Golf Course
- Kingdom Trails
- Spa Bolton
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Elmore State Park
- Marais de la Rivière aux Cerises
- Boyden Valley Winery & Spirits
- Parc Jacques-Cartier
- Green River Reservoir State Park
- Little River State Park





