
Holiday rentals 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, 67 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
Top guest favourite

Home in Gold River
5 out of 5 average rating, 15 reviewsThe Sunspace Retreat 1 of 2
Superhost

Flat in Marriotts Cove
4.86 out of 5 average rating, 57 reviewsSailors’ Paradise - Stevens Cove Guest Quarters
Top guest favourite

Home in Lunenburg
5 out of 5 average rating, 58 reviewsOcean Front #2 HotTub 2 bdrm Rooftopdeck BBQ 2bath
Top guest favourite

Home in Lunenburg
5 out of 5 average rating, 7 reviewsNate's Oceanfront Nest Hot tub sun sets huge deck
Guest favourite

Home in Lunenburg
4.94 out of 5 average rating, 16 reviewsThe red barn
Quick stats about holiday rentals in Chester
Total rentals
50 properties
Nightly prices starting at
£44 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
- House rentals Chester
- Rentals with a patio Chester
- Rentals with beach access Chester
- Cabin rentals Chester
- Family-friendly rentals Chester
- Pet-friendly rentals Chester
- Rentals with a washing machine and dryer Chester
- Cottage rentals Chester
- Rentals with a fireplace Chester
- Rentals with outdoor seating Chester
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- Oak Island
- Cresent Beach
- Crescent Beach, Lunenburg County, Nova Scotia
- Rissers Beach Provincial Park
- Halifax Citadel National Historic Site
- Atlantic Splash Adventure
- Hirtle's Beach
- Rainbow Haven Beach
- Beach Meadows Beach
- Cape Bay Beach
- Conrad's Beach
- Hunts Point Beach
- Splashifax
- Dauphinees Mill Lake
- Bayswater Beach Provincial Park
- Maritime Museum of the Atlantic
- Halifax Public Gardens
- Halifax Central Library
- Canadian Museum of Immigration at Pier 21
- Point Pleasant Park
- Oxners Beach
- Battery Point Beach
- Chester Golf Club
- Silver Sands Beach