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Search results; Over 1,000 homes in Chester

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Top guest favourite
Home in Chester
Peaceful, relaxing home.
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.96 out of 5 average rating, 215 reviews
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Room in Chester
Cozy Bedroom
1 bed, 1.5 bathrooms
20–25 Sept
4.7 out of 5 average rating, 64 reviews
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Top guest favourite
Room in Chester
Private Room in Shared Home/Modern I-95 & Fort Lee
2 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 40 reviews
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Guest favourite
Farm stay in Chesterfield
Keystone Acres Farm *Enclosed Heated Pool*
5 bedrooms, 6 beds, 4 bathrooms
16–21 Sept
4.95 out of 5 average rating, 132 reviews
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Guest favourite
Room in Chester
Simple, solo sanctuary.
1 single bed, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 6 reviews
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Superhost
Home in Chester
Brand new, beautiful home.
3 bedrooms, 3 beds, 2.5 bathrooms
12–17 Oct
4.88 out of 5 average rating, 114 reviews
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Top guest favourite
Home in Colonial Heights
HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
2 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.94 out of 5 average rating, 202 reviews
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Superhost
Room in Richmond
Charming Suite in little Farm with Goats & Alpacas
2 beds, 1 bathroom
21–26 Sept
4.9 out of 5 average rating, 814 reviews
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Top guest favourite
Home in Richmond
Luxury BOHO upper unit
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.91 out of 5 average rating, 263 reviews
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Top guest favourite
Flat in Petersburg
Historic Hideaway | 1790s Mansion Apt in Old Towne
1 bedroom, 1 queen bed, 1 bathroom
21–26 Sept
5.0 out of 5 average rating, 13 reviews
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Home in Richmond
The Richmond Retreat Steps from James River Trails
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Sept
New place to stay
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Guest favourite
Room in Chester
Quiet Private Queen Room · Clean · Laundry Access
1 queen bed, 1 bathroom
17–22 Sept
4.96 out of 5 average rating, 49 reviews
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Home in Hopewell
Cozy Hopewell Gem | Game Room • Near Fort Gregg
3 bedrooms, 3 beds, 1 bathroom
23–28 Sept
4.64 out of 5 average rating, 14 reviews
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Superhost
Treehouse in Richmond
Romantic Treehouse for 2 in Farm (no kids)
1 queen bed, 1 bathroom
29 Sept – 4 Oct
4.89 out of 5 average rating, 262 reviews
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Home in Richmond
The Travelers Haven with Private Parking
2 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.77 out of 5 average rating, 31 reviews
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Superhost
Home in Chesterfield
A cozy One!
3 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
New place to stay
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Guest favourite
Home in Petersburg
Cozy Sweet Home!
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.94 out of 5 average rating, 63 reviews
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Home in Richmond
Pet-Friendly Home w/ Private Pool
3 bedrooms, 3 queen beds, 1 bathroom
20–25 Sept
4.7 out of 5 average rating, 10 reviews