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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, 219 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
1–6 Oct
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
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
4.77 out of 5 average rating, 13 reviews
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Superhost
Room in Richmond
Charming Suite in little Farm with Goats & Alpacas
2 beds, 1 bathroom
3–8 Oct
4.9 out of 5 average rating, 815 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
4.96 out of 5 average rating, 49 reviews
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Superhost
Home in Chesterfield
A cozy One!
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
New place to stay
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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
5.0 out of 5 average rating, 6 reviews
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Guest favourite
Home in Petersburg
Cozy Sweet Home!
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 63 reviews
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Guest favourite
Home in Richmond
The Happy Place
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.91 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, 51 reviews
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Superhost
Home in Hopewell
Elegant, inviting house.
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Oct
4.75 out of 5 average rating, 104 reviews
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Superhost
Boat in Richmond
Warm, Cozy and Comfortable Houseboat, Gated Marina
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 525 reviews
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Superhost
Home in Petersburg
Luxe Cottage - South Chesterfield
3 bedrooms, 4 queen beds, 2 bathrooms
2–7 Oct
4.9 out of 5 average rating, 58 reviews
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Top guest favourite
Camper van/Motorhome in Chester
Exhibit 804: Richmond’s Artsy RV-Featured on NBC12
3 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 23 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
1–6 Oct
5.0 out of 5 average rating, 13 reviews
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Superhost
Home in Chesterfield County
Recline at Timberline, Family friendly!
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.78 out of 5 average rating, 93 reviews