
Family-friendly holiday rentals in Charleston
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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.

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

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

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!

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!

Mountain view cabin, close to ski Burke Mountain!
Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

The Binocular: Peaceful Architect Cottage
Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

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

Sutton Wellness cabin #265, top unit

Chalet Belle Vie - SPA - Stanstead-Canton

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

Haven Tiny House by Stowe | Hot Tub, Sauna & Views

Comfortable Home, Hot Tub, Trails on 140 Acres

Beautiful Log Cabin Getaway

Sunny Waterfront Cottage at FarAway Pond

*Hot tub | Raven's Nest
Family- and pet-friendly home rentals

Epic Luxury Treehouse - next to Dog Mountain !

Birch Tree Cabin! Pets Welcome!

Rustic Timber Framed Cabin - Kingdom Trails

Trailside Home in East Burke

The Pioneer Lakeside Cabin

Mountain View Chalet

The Lodge at Blackberry Hill

Perfect NEK Getaway w/pond
Family-friendly home rentals with a pool

Hatley House - Pool, Garden, Cycling

Mountain View Farmhouse w/ Orchard, May Flowers

Waterfront condo with indoor and outdoor pool

Cozy Chalet at Jay Peak

LOFT sur le Lac Memphré. À pied du centre-ville !

Waterfront condo in Magog

For a perfect stay in Magog!

Le Memphré Condo *Lakefront*
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $250 SGD | $255 SGD | $230 SGD | $185 SGD | $246 SGD | $254 SGD | $234 SGD | $246 SGD | $223 SGD | $255 SGD | $243 SGD | $255 SGD |
| 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 |
Quick stats about holiday rentals that are family-friendly in Charleston

Total holiday rentals
Explore 40 holiday rentals in Charleston

Nightly prices starting at
Charleston holiday rentals start at $102 SGD per night before taxes and fees

Verified guest reviews
Over 1,590 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Charleston holiday rentals include wifi 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!
Destinations to explore
- Plainview Holiday rentals
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- Rentals with a firepit Charleston
- Rentals with a patio Charleston
- Rentals with a fireplace Charleston
- Rentals with a washing machine and dryer Charleston
- Rentals with lake access Charleston
- Waterfront rentals Charleston
- House rentals Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- Rentals with beach access Charleston
- Family-friendly rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Bolton Valley Resort
- Omni Mount Washington Resort
- Cannon Mountain Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Santa's Village
- Spa Bolton
- Parc Jacques-Cartier
- Elmore State Park
- Kingdom Trails
- Bleu Lavande
- Mont-Orford National Park
- Marais de la Rivière aux Cerises
- Fairbanks Museum & Planetarium
- Cold Hollow Cider Mill





