
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
Top guest favourite

Private room in Colonial Heights
4.99 out of 5 average rating, 365 reviewsTravel and Explore, enjoy this home with Heart
Guest favourite

Apartment in Colonial Heights
4.9 out of 5 average rating, 10 reviewsBeautiful Large Studio Apartment
Top guest favourite

Townhouse in Richmond
5 out of 5 average rating, 8 reviewsRelax & Comfort, 16 Minutes from Richmond Downtown
Top guest favourite

Private room in Richmond
4.98 out of 5 average rating, 205 reviews“Captain’s Quarters” in 1920’s Craftsman Home
Guest favourite

Private room in Richmond
4.91 out of 5 average rating, 743 reviewsCharming Suite in little Farm with Goats & Alpacas
Top guest favourite

Private room in Richmond
4.98 out of 5 average rating, 262 reviewsCharming - 9 mins to VCU/Downtown

Home in Chesterfield County
4.74 out of 5 average rating, 70 reviewsRecline at Timberline, Family friendly!
Guest favourite

Private room in Glen Allen
4.94 out of 5 average rating, 179 reviewsCharming Upstairs Retreat with Workspace
Quick stats about vacation rentals in Chester
Total rentals
30 properties
Nightly prices starting at
$41 CAD before taxes and fees
Total number of reviews
1.6K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
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- Busch Gardens Williamsburg
- Carytown
- Kings Dominion
- Water Country USA
- Pocahontas State Park
- Kingsmill Resort
- Brown's Island
- Jamestown Settlement
- Science Museum of Virginia
- Hermitage Country Club
- Royal New Kent Golf Club
- Independence Golf Club
- Hollywood Cemetery
- The Country Club of Virginia - James River
- The Foundry Golf Club
- Golden Horseshoe Golf Club
- The Poe Museum
- Libby Hill Park
- Kinloch Golf Club
- Kiskiack Golf Club
- Grand Prix Raceway