Vacation rentals in Chester
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Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester
Guest favorite
Guesthouse in Chester
5.0 out of 5 average rating, 41 reviewsDelightful Cottage in Charming Chester
Nov 25 – Dec 2
G$45,435 GYD per night
Guest favorite
Home in Haddam
5.0 out of 5 average rating, 73 reviewsCozy Comforts!
Jan 4 – 11
G$22,189 GYD per night
Guest favorite
Apartment in Chester
4.92 out of 5 average rating, 39 reviewsGingerbread Apartment, Walk Downtown
Nov 27 – Dec 4
G$36,658 GYD per night
Guest favorite
Apartment in Chester
4.99 out of 5 average rating, 69 reviewsThe Millhouse Downtown Chester
May 14 – 21
G$57,486 GYD per night
Guest favorite
Apartment in Clinton
4.98 out of 5 average rating, 49 reviewsCozy Shoreline Getaway
Jan 5 – 12
G$27,147 GYD per night
Guest favorite
Guest suite in Old Saybrook
5.0 out of 5 average rating, 37 reviewsCozy Loft Getaway
May 28 – Jun 4
G$32,549 GYD per night
Guest favorite
Home in Chester
4.98 out of 5 average rating, 50 reviewsTuscan Villa in Chester
Dec 20 – 27
G$100,757 GYD per night
Guest favorite
Loft in Westbrook
5.0 out of 5 average rating, 59 reviewsLovely one bedroom studio with on-site parking.
Sep 30 – Oct 7
G$29,938 GYD per night
Quick stats about vacation rentals in Chester
Total rentals
10 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
G$20,899 GYD before taxes and fees
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