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Search results; Over 1,000 homes in Chester

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Room in Chester
Squatters’ Haven
1 bedroom, 1 bed, 1 private bathroom
1–6 Oct
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4.86 out of 5 average rating, 21 reviews
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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, 216 reviews
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Superhost
Home in Chester
Brand new, beautiful home.
3 bedrooms, 3 beds, 2.5 bathrooms
25–30 Oct
4.88 out of 5 average rating, 114 reviews
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Guest favourite
Room in Chester
Spacious Bedroom
1 bed, 1.5 bathrooms
21–26 Sept
4.9 out of 5 average rating, 29 reviews
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Guest favourite
Room in Chester
Simple, solo sanctuary.
1 single bed, 1 bathroom
18–23 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Room in Chester
Cozy Private Queen Room · Quiet · Comfortable Stay
1 queen bed, 1 bathroom
19–24 Sept
4.93 out of 5 average rating, 27 reviews
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Home in Richmond
Pet-Friendly Home w/ Private Pool
3 bedrooms, 3 queen beds, 1 bathroom
20–25 Sept
4.73 out of 5 average rating, 11 reviews
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Place to stay in Chester
Pink Guest Room in a Quiet Cul de sac
1 bedroom, 1 queen bed, 1.5 bathrooms
16–21 Sept
New place to stay
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Superhost
Home in Colonial Heights
Peaceful 4 bd/2 bth house in Colonial Heights
4 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
New place to stay
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Guest favourite
Home in Richmond
The Happy Place
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 58 reviews
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Superhost
Home in Petersburg
Luxe Cottage - South Chesterfield
3 bedrooms, 4 queen beds, 2 bathrooms
20–25 Sept
4.9 out of 5 average rating, 58 reviews
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Top guest favourite
Home in Richmond
Stay Awhile - Private, Large Yard, Easy Travel
3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 50 reviews
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Guest favourite
Home in Richmond
Spacious 4br home with big yard near downtown
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Nature lodge in Richmond
The "Cookie B", Private, Cozy and One of a Kind
1 bedroom, 4 beds, 1 bathroom
19–24 Oct
4.9 out of 5 average rating, 289 reviews
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Superhost
Home in Richmond
Nala's Place
5 bedrooms, 5 beds, 3.5 bathrooms
11–16 Oct
4.82 out of 5 average rating, 92 reviews
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Home in Petersburg
Best Modern Victorian house in Historic Petersburg
4 bedrooms, 4 queen beds, 3.5 bathrooms
27 Sept – 2 Oct
4.66 out of 5 average rating, 452 reviews
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Guest favourite
Home in Chesterfield
Charming Retreat w/ Pool Table in Chesterfield!
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.89 out of 5 average rating, 45 reviews
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Superhost
Home in Richmond
Spacious home near downtown RVA
3 bedrooms, 3 beds, 2 bathrooms
18–23 Sept
4.87 out of 5 average rating, 67 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