
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 Creation Lounge Retreat - A Unique Gem!

Cleveland Beach Cottage

Wilson's Coastal Club - C5

Nova Glamping Log Cabin

Lakefront home with hot tub

Scenic Lakefront Suite with Private Jacuzzi

Green Goose Guesthouse on Tidal Lake, Queensland

Fox Point Lake House - Luxury Lakefront Rental!
Family- and pet-friendly home rentals

Ocean front cottage, Mahone Bay

Dome in the Woods

Boat House

the ISLAND - A Charming Island Cottage and Bunkie

The Beach Barn + Cedar Sauna

Cozy log cabin nestled between Prospect & Shad Bay

The Bear’s Den treehouse lodging.

Quarrie Cottage | Mahone Bay
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

Oceanview Luxury Estate - Magazine Perfect!

Beautiful new 6 bedroom lakehouse close to Halifax

Oceanfront Cottage - Modern & Private
Quick stats about vacation rentals that are family-friendly in Chester
Total rentals
40 properties
Nightly prices starting at
$165 CAD 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 washer and dryer Chester
- Rentals with a patio Chester
- Rentals with beach access Chester
- Cottage rentals Chester
- Cabin rentals Chester
- Pet-friendly rentals Chester
- House rentals Chester
- Rentals with outdoor seating Chester
- Rentals with a fireplace Chester
- Family-friendly rentals Nova Scotia
- Family-friendly rentals Canada
- Cresent Beach
- Rissers Beach Provincial Park
- Crescent Beach, Lunenburg County, Nova Scotia
- Atlantic Splash Adventure
- Hirtle's Beach
- Halifax Citadel National Historic Site
- Rainbow Haven Beach
- Beach Meadows Beach
- Chester Golf Club
- Bayswater Beach Provincial Park
- Splashifax
- Conrad's Beach
- Cape Bay Beach
- Canadian Museum of Immigration at Pier 21
- Lawrencetown Beach
- Hunts Point Beach
- The Links at Brunello
- Point Pleasant Park
- Little Rissers Beach
- Oxners Beach
- Lawrencetown Beach Provincial Park
- Halifax Public Gardens
- Masseys Beach
- Maritime Museum of the Atlantic