Find Vacation Rentals in Chesterfield County

We have 407 properties to choose from
Chesterfield County
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Popular Chesterfield County Vacation Rentals

Find the perfect Chesterfield County vacation rental

House Moseley
$944 per night
House ∙ 20 guests ∙ 8 bedrooms
Moseley, Matoaca, Chesterfield County
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Vrbo
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House Moseley
$2,509 per night
House ∙ 16 guests ∙ 19 bedrooms
5.0
Outstanding (2 ratings)
Moseley, Matoaca, Chesterfield County
Details
Vrbo
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House Woodlake
$380 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (5 ratings)
Woodlake, Matoaca, Chesterfield County
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Vrbo
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House Woodlake
$375 per night
House ∙ 12 guests ∙ 6 bedrooms
4.6
Excellent (16 ratings)
Woodlake, Matoaca, Chesterfield County
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Vrbo
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House Moseley
$326 per night
House ∙ 12 guests ∙ 4 bedrooms
4.9
Outstanding (16 ratings)
Moseley, Matoaca, Chesterfield County
Details
Vrbo
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House South Chesterfield
$139 per night
House ∙ 6 guests ∙ 3 bedrooms
4.6
Excellent (23 ratings)
South Chesterfield, Bermuda, Chesterfield County
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Vrbo
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House Chesterfield
$287 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (2 ratings)
Chesterfield, Dale, Chesterfield County
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Vrbo
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House Chesterfield
$275 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (25 ratings)
Chesterfield, Dale, Chesterfield County
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Vrbo
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Apartment Moseley
$123 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Moseley, Matoaca, Chesterfield County
Details
Vrbo
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Recommended Rentals With Pools

Motel  Chester
$70 per night
Motel ∙ 4 guests ∙ 1 bedroom
Chester, Bermuda, Chesterfield County
Pool
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HomeToGo
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Motel  Chester
$81 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Chesterfield County
Pool
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HomeToGo
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Motel  Chester
$70 per night
Motel ∙ 2 guests ∙ 1 bedroom
Chester, Bermuda, Chesterfield County
Pool
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HomeToGo
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Pet-Friendly Homes and Apartments

House  Chesterfield
$229 per night
House ∙ 6 guests ∙ 3 bedrooms
Chesterfield, Dale, Chesterfield County
Pet-friendly
Details
Vrbo
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House  Moseley
$656 per night
House ∙ 12 guests ∙ 6 bedrooms
4.5
Excellent (14 ratings)
Moseley, Matoaca, Chesterfield County
Pet-friendly
Details
Vrbo
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House  Chesterfield
$103 per night
House ∙ 3 guests ∙ 2 bedrooms
Chesterfield, Dale, Chesterfield County
Pet-friendly
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Vrbo
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Best vacation rentals with a balcony

House  Chesterfield
$141 per night
House ∙ 4 guests ∙ 3 bedrooms
5.0
Outstanding (2 ratings)
Chesterfield, Dale, Chesterfield County
Balcony
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Vrbo
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House  Chester
$283 per night
House ∙ 6 guests ∙ 3 bedrooms
3.6
Good (5 ratings)
Chester, Bermuda, Chesterfield County
Balcony
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Vrbo
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Apartment  Chesterfield County
$95 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Chesterfield County, Virginia, United States
Balcony
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Vrbo
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Frequently Asked Questions

Can I find cheap vacation rentals in Chesterfield County?

Accommodation in Chesterfield County cost from $60 per night.

Is there a wide selection of vacation rentals in Chesterfield County?

Our large collection of vacation homes makes it easy to filter and compare 407 offers in Chesterfield County.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Chesterfield

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Chesterfield offers 50 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Chesterfield start at an average price of $58 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 40 of Chesterfield’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 8 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 24 vacation home rentals. Traveling with your dog or cat? Choose from 24 pet-friendly rentals in Chesterfield that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 5 vacation rental sites in Chesterfield where the top providers in that area are HRS Holidays, Expedia, and Booking.com. There are 16 HRS Holidays rentals, 12 Expedia short term rentals and 10 Booking.com vacation rentals.

Where are travelers searching to stay Chesterfield District?

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