
Holiday houses in Chester
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Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Top Guest favourite

Home in Boutiliers Point
5 out of 5 average rating, 68 reviewsSecret Beach House
Superhost

Cabin in Chester Basin
4.86 out of 5 average rating, 21 reviewsCozy Chester cottage on the Water.
Superhost

Home in Chester
5 out of 5 average rating, 4 reviewsWhite Cottage
Superhost

Home in Chester
5 out of 5 average rating, 3 reviewsOne 12 Queen - EV Charger
Top Guest favourite

Home in Gold River
5 out of 5 average rating, 16 reviewsThe Sunspace Retreat 1 of 2
Top Guest favourite

Bungalow in Lunenburg
5 out of 5 average rating, 92 reviewsOcean Front #4 Hot Tub 2bdrm huge deck BBQ 2bath
Top Guest favourite

Cottage in Hubbards
5 out of 5 average rating, 45 reviewsSeafarers Hideaway
Guest favourite

Condo in Mahone Bay
5 out of 5 average rating, 8 reviewsPrime location on the waterfront in Mahone Bay
Quick stats about holiday rentals in Chester
Total rentals
50 properties
Nightly prices starting at
$91 AUD before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Family-friendly rentals Chester
- House rentals Chester
- Cabin rentals Chester
- Rentals with a fireplace Chester
- Pet-friendly rentals Chester
- Rentals with outdoor seating Chester
- Rentals with beach access Chester
- Rentals with a patio Chester
- Cottage rentals Chester
- Rentals with a washing machine and dryer Chester
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- Oak Island
- Cresent Beach
- Crescent Beach, Lunenburg County, Nova Scotia
- Atlantic Splash Adventure
- Rissers Beach Provincial Park
- Halifax Citadel National Historic Site
- Hirtle's Beach
- Rainbow Haven Beach
- Beach Meadows Beach
- Bayswater Beach Provincial Park
- Cape Bay Beach
- Hunts Point Beach
- Dauphinees Mill Lake
- Conrad's Beach
- The Links at Brunello
- Splashifax
- Halifax Public Gardens
- Halifax Central Library
- Point Pleasant Park
- Canadian Museum of Immigration at Pier 21
- Maritime Museum of the Atlantic
- Oxners Beach
- Battery Point Beach
- Chester Golf Club