
Family-friendly vacation rentals in Chester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Chester
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 Chester family-friendly rentals
Family-friendly home rentals with a hot tub

The Beach Loft: 5-bedroom

Cleveland Beach Cottage

Wilson's Coastal Club - C5

Paradise Cove - Lakefront with Projector & Hot Tub

Lakefront home with hot tub

Scenic Lakefront Suite with Private Jacuzzi

Green Goose Guesthouse on Tidal Lake, Queensland

Stunning, secluded chalet with wood fired hot tub
Family- and pet-friendly home rentals

Ocean front cottage, Mahone Bay

Fox Creek Cottage | Fox Point Lake | Hot Tub/Kayak

Hot Tub, private 10 acres, trails, close to lake

the ISLAND - A Charming Island Cottage and Bunkie

The Beach Barn + Cedar Sauna

Welcome to the Cozy Quilt

Quarrie Cottage | Mahone Bay

Back Bay Cottage
Family-friendly home rentals with a pool

2-storey designer cottage - Shobac Farm Gate House

Oceanfront Luxury Magical Views Sunset and Sunrise

The Blue Cottage

In ground HOT TUB + 2 primary bedrooms w/ ensuites

North End Nest

Beautiful new 6 bedroom lakehouse close to Halifax

Oceanfront Cottage - Modern & Private

Waterfront Apartment in Beautiful Fall River
Quick stats about vacation rentals that are family-friendly in Chester
Total rentals
40 properties
Nightly prices starting at
G$25,094 GYD before taxes and fees
Total number of reviews
920 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Destinations to explore
- Halifax Vacation rentals
- China Vacation rentals
- Bar Harbor Vacation rentals
- Cape Breton Island Vacation rentals
- Mid-Coast, Maine Vacation rentals
- Moncton Vacation rentals
- Charlottetown Vacation rentals
- Fredericton Vacation rentals
- Lunenburg County Vacation rentals
- Saint John Vacation rentals
- Dartmouth Vacation rentals
- Gaspé Vacation rentals
- Rentals with a patio Chester
- Pet-friendly rentals Chester
- Rentals with beach access Chester
- Cottage rentals Chester
- Rentals with a washer and dryer Chester
- Cabin rentals Chester
- Rentals with a fireplace Chester
- Rentals with outdoor seating Chester
- House rentals Chester
- Family-friendly rentals Nova Scotia
- Family-friendly rentals Canada
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- 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
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- 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
- Cresent Beach
- Atlantic Splash Adventure
- Rissers Beach Provincial Park
- Crescent Beach, Lunenburg County, Nova Scotia
- Halifax Citadel National Historic Site
- Hirtle's Beach
- Rainbow Haven Beach
- Beach Meadows Beach
- Cape Bay Beach
- Chester Golf Club
- Bayswater Beach Provincial Park
- Lawrencetown Beach
- Canadian Museum of Immigration at Pier 21
- The Links at Brunello
- Splashifax
- Conrad's Beach
- Little Rissers Beach
- Hunts Point Beach
- Point Pleasant Park
- Halifax Public Gardens
- Maritime Museum of the Atlantic
- Oxners Beach
- Lawrencetown Beach Provincial Park
- Halifax Central Library