
Family-friendly vacation rentals in Charleston
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Charleston
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Charleston family-friendly rentals
Family-friendly home rentals with a hot tub

Geodesic Dome, Hot Tub, Golf Course 2 min away!

231SIM Log cabin with stunning views and hot tub!

The Old School | Spa | Natural Park | Countryside

Smart Chalet for large families and athletic people

HAVRE DE PAIX cottage on Mont Owl's Head slopes

Beautiful Log Cabin Getaway

Blue cottage near the lac, spa, fire place

Chalet Chïc Shack
Family- and pet-friendly home rentals

Sweet Cottage in Farm Country

2 bedroom cottage at Stony Brook Farm- Stowe area

River Bend Cabins #1 Moose

Owls Head

Serene Country Cabins 1 In the heart of Vermont

Vermont Log Home with Panoramic Mountain Views

Mountain View Chalet near Jay Peak!

The Pioneer Lakeside Cabin
Family-friendly home rentals with a pool

Magog studio - Waterfront - Cozy and confortable

Ski in Ski out - fantastic location on the trail

The Refuge! Pool, spa, fireplace, pool and lake.

EPIC Stowe Getaway - Great For Families & Friends

The Shangri-la House

Chalet Potton Cottage - spa, sauna & pool

Peak & Quiet | Dog-Friendly w/ Pool, Park & Views

Burke Mt condo -gap view & ski and bike trails.
Quick stats about vacation rentals that are family-friendly in Charleston
Total rentals
40 properties
Nightly prices starting at
$41 CAD before taxes and fees
Total number of reviews
1.4K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Island of Montreal Vacation rentals
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- Burlington Vacation rentals
- Stowe Vacation rentals
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- Rentals with a patio Charleston
- Rentals with beach access Charleston
- Rentals with outdoor seating Charleston
- Pet-friendly rentals Charleston
- Rentals with a firepit Charleston
- Rentals with lake access Charleston
- House rentals Charleston
- Rentals with a washer and dryer Charleston
- Waterfront rentals Charleston
- Rentals with a fireplace Charleston
- Family-friendly rentals Orleans County
- Family-friendly rentals Vermont
- Family-friendly rentals United States
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- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
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- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Smugglers' Notch Resort
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Jay Peak Resort Golf Course
- Spruce Peak
- Ski Bromont
- Le Vignoble du Ruisseau - Winery & Cidery
- Cannon Mountain Ski Resort
- Bolton Valley Resort
- Omni Mount Washington Resort
- Sherbrooke Golf Club
- Pump House Indoor Waterpark
- Country Club of Vermont
- Mt. Eustis Ski Hill
- Val Caudalies - Vignoble & Cidrerie
- Domaine Cotes d'Ardoise - Winery & Cidery