
Family-friendly holiday rentals in Charleston
Find and book unique family-friendly homes on Airbnb
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 $111 AUD per night before taxes and fees

Verified guest reviews
Over 1,550 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
40 of Charleston holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 spacesFamilyCheck-in

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.
FamilyKitchenCleanliness

HGTV Cabin Lake Willoughby/Burke/Jaypeak EV Chrgr
Log Cabin featured on HGTV House Hunters. EV Charger. 3 Mins from Willoughby Lake North Beach, VAST/VASA trails. Perfect place for snowmobiling,ATV and mountain biking at KINGDOM TRAILS. Jay Peak is 49 minutes away and Burke Mountain is 31 minutes away. This cozy Log Cabin boasts exposed wood beams and wood paneling all throughout the house. You will wake up in your three bedrooms and One loft with views of the woods. During the off winter months, enjoy your time in the lake and hiking trails.
KitchenIndoor spacesCheckout

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 spacesKitchenLocation

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.
Indoor spacesKitchenQuiet

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.
Indoor spacesKitchenPets

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.
Indoor spacesFamilyComfort

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!
Indoor spacesKitchenCondition

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!
Indoor spacesFamilyCondition

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!
KitchenFamilyHeating

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 spacesSkiing

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

La Cabine Potton
FamilyKitchenAccuracy

Spring Hill Farm, coffee & hot tub
KitchenFamilyValue

Chalet Potton Cottage - spa, sauna & pool
Indoor spacesKitchenCondition

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

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

New Scandinavian cottage: Privacy and nature!
KitchenFamilyDecor

LakeView Manor
Indoor spacesKitchenTV

LakesideNear StoweHot TubLake ViewsGame Room
FamilyKitchenWi-Fi
Family- and pet-friendly home rentals

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

Perfect NEK Getaway w/pond
FamilyKitchenView

Orchard House - cozy getaway near Burke
Indoor spacesFamilyCleanliness

Chalet Kalel
FamilyIndoor spacesView

Curtis Vance Memorial Orchard
Indoor spacesKitchenBreakfast

The Lodge at Blackberry Hill
KitchenFamilyAccess

Hilltop Guesthouse #1
KitchenFamilyCondition

ON THE 3RD
Indoor spacesKitchenDecor
Family-friendly home rentals with a pool

The House of the Setting Sun, Private Apartment
FamilyIndoor spacesPool

Fall Peeping and/or SKI 30 minutes Jay's Peak!
FamilyIndoor spacesView

Hatley House - Pool, Garden, Cycling
KitchenFamilyAir conditioning

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

Treehouse, House & Spa. Sleeps 8.
FamilyKitchenWalkability

Cozy Chalet at Jay Peak
Indoor spacesKitchenSkiing

UNIQUE, BEAUTIFUL HOME w/ 30 ACRE FARM
FamilyIndoor spacesComfort

The Country House in the Mountains
FamilyIndoor spacesGetting around
When is the best time to visit Charleston?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $271 AUD | $277 AUD | $249 AUD | $267 AUD | $270 AUD | $271 AUD | $253 AUD | $267 AUD | $242 AUD | $277 AUD | $263 AUD | $277 AUD |
| 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 Holiday rentals
- Boston Holiday rentals
- Quebec City Holiday rentals
- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Bar Harbor Holiday rentals
- Cambridge Holiday rentals
- Prince Edward Holiday 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
- 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





