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Search results; Over 1,000 homes in Chester

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Superhost

Home in Chester

Brand new, beautiful home.

3 bedrooms, 3 beds, 2.5 private bathrooms

25–30 Oct

$1,070 SGD for 5 nights

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4.88 out of 5 average rating, 114 reviews

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Top guest favourite

Home in Chester

Peaceful, relaxing home.

3 bedrooms, 3 beds, 2 bathrooms

18–23 Oct

$986 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 219 reviews

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Guest favourite

Room in Chester

Spacious Bedroom

1 bed, 1.5 bathrooms

1–6 Oct

$288 SGD for 5 nights

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

1–6 Oct

$348 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 8 reviews

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Home in Richmond

Pet-Friendly Home w/ Private Pool

3 bedrooms, 3 queen beds, 1 bathroom

18–23 Oct

$1,248 SGD for 5 nights

Free cancellation

4.77 out of 5 average rating, 13 reviews

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Guest favourite

Home in Richmond

The Happy Place

3 bedrooms, 6 beds, 2 bathrooms

4–9 Oct

$1,428 SGD for 5 nights

4.91 out of 5 average rating, 58 reviews

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Guest favourite

Room in Chester

Quiet Private Queen Room · Clean · Laundry Access

1 queen bed, 1 bathroom

3–8 Oct

$352 SGD for 5 nights

4.96 out of 5 average rating, 49 reviews

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Superhost

Home in Richmond

Spacious home near downtown RVA

3 bedrooms, 3 beds, 2 bathrooms

1–6 Oct

$2,088 SGD for 5 nights

4.87 out of 5 average rating, 67 reviews

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Superhost

Home in Petersburg

Luxe Cottage - South Chesterfield

3 bedrooms, 4 queen beds, 2 bathrooms

2–7 Oct

$1,369 SGD for 5 nights

4.9 out of 5 average rating, 58 reviews

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Guest favourite

Home in Richmond

Spacious 4br home with big yard near downtown

4 bedrooms, 5 beds, 2 bathrooms

11–16 Oct

$1,508 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

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Superhost

Room in Richmond

Charming Suite in little Farm with Goats & Alpacas

2 beds, 1 bathroom

3–8 Oct

$756 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 815 reviews

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Guest favourite

Home in Petersburg

Cozy Sweet Home!

3 bedrooms, 4 beds, 2 bathrooms

3–8 Oct

$768 SGD for 5 nights

Free cancellation

4.94 out of 5 average rating, 63 reviews

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Flat in Richmond

Cozy Private Apartment – Perfect for a Short Stay

1 bedroom, 1 bed, 1 bathroom

4–9 Oct

$698 SGD for 5 nights

Free cancellation

New place to stay

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Guest favourite

Home in Petersburg

Pet-Friendly in Petersburg, VA

3 bedrooms, 4 beds, 2 bathrooms

1–6 Oct

$1,345 SGD for 5 nights

Free cancellation

4.9 out of 5 average rating, 72 reviews

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Place to stay in Chester

Cozy Floor to your House

1 bedroom, 1 queen bed, 1 bathroom

1–6 Oct

$1,003 SGD for 5 nights

Free cancellation

New place to stay

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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

$1,207 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 51 reviews

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Room in Chester

Pink Guest Room in a Quiet Cul de sac

1 queen bed, 1.5 bathrooms

1–6 Oct

Free cancellation

New place to stay

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Guest favourite

Home in Richmond

Waterfront Escape | Hot Tub, Canoe & SUP

3 bedrooms, 3 beds, 2.5 bathrooms

29 Nov – 4 Dec

$2,183 SGD for 5 nights

Free cancellation

4.96 out of 5 average rating, 23 reviews

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Guest favourite

Home in Petersburg

Fenced Yard, Swing Set: Pawfect for Family & Dogs!

4 bedrooms, 4 beds, 2 bathrooms

1–6 Oct

$1,569 SGD for 5 nights

4.95 out of 5 average rating, 64 reviews