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Search results; Over 1,000 homes in Chester

Top guest favourite
Home in Chester
Peaceful, relaxing home.
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 211 reviews
Guest favourite
Room in Chester
Spacious Bedroom
1 bed, 1.5 bathrooms
14–19 Sept
4.89 out of 5 average rating, 28 reviews
Superhost
Home in Chester
Brand new, beautiful home.
3 bedrooms, 3 beds, 2.5 bathrooms
30 Sept – 5 Oct
4.88 out of 5 average rating, 113 reviews
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
Top guest favourite
Townhouse in Richmond
Newly Furnished 3BR in a Quiet Neighborhood
3 bedrooms, 3 beds, 2.5 bathrooms
16–21 Nov
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Home in Colonial Heights
HideawayOasis/VSU/95/FortGreggAdams/FirePT/PoolTBL
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.94 out of 5 average rating, 200 reviews
Top guest favourite
Home in Chesterfield
Pennwood Place - The Place to Stay!
3 bedrooms, 3 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 58 reviews
Superhost
Home in Chesterfield
A cozy One!
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
New place to stay
Guest favourite
Room in Chester
Simple, solo sanctuary.
2 single beds, 1 bathroom
16–21 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Richmond
Spacious 4br home with big yard near downtown
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Petersburg
Fenced Yard, Swing Set: Pawfect for Family & Dogs!
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 63 reviews
Home in Hopewell
Zen Den
3 bedrooms, 3 beds, 2.5 bathrooms
1–6 Oct
New place to stay
Guest favourite
Home in Richmond
The Travelers Haven with Private Parking
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 30 reviews
Top guest favourite
Home in Colonial Heights
The Spruce House
3 bedrooms, 3 beds, 2 bathrooms
11–16 Sept
4.97 out of 5 average rating, 111 reviews
Superhost
Room in Richmond
Charming Suite in little Farm with Goats & Alpacas
2 beds, 1 bathroom
12–17 Sept
4.9 out of 5 average rating, 811 reviews
Superhost
Home in Chesterfield
Exquisite Farmhouse Style Home
4 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
4.84 out of 5 average rating, 94 reviews
Top guest favourite
Home in Richmond
Waterfront Escape | Hot Tub, Canoe & SUP
3 bedrooms, 3 beds, 2.5 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Richmond
Open 2 acre, Huge yard/drive, K, K, Q bed, 2 bath
3 bedrooms, 3 beds, 2 bathrooms
30 Sept – 5 Oct
4.98 out of 5 average rating, 177 reviews