Vacation rentals in Chesterfield County, VA

67 available vacation rental offers

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Best Vacation rentals and Airbnb offers in Chesterfield County, VA

The Underground Lounge: A Private Escape - Chesterfield County, VA

The Underground Lounge: A Private Escape

Apartment, Chesterfield County

The Underground Lounge: A Private Escape is a apartment in Chesterfield County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About The Underground Lounge: A Private Escape

The Underground Lounge: A Private Escape is a apartment in Chesterfield County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $872.

From$88/night
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Luxe King Bd W Resort Amenities - Chesterfield County, VA

Luxe King Bd W Resort Amenities

Apartment, Chesterfield County

Luxe King Bd W Resort Amenities is a apartment in Chesterfield County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Luxe King Bd W Resort Amenities

Luxe King Bd W Resort Amenities is a apartment in Chesterfield County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $888.

From$88/night
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Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm. - Chesterfield County, VA

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Apartment, Chesterfield County

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm. is a apartment in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives…

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About Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm. is a apartment in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $964.

From$95/night
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Cozy Nest Near The River - Chesterfield County, VA

Cozy Nest Near The River

Apartment, Chesterfield County

Cozy Nest Near The River is a apartment in Chesterfield County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Cozy Nest Near The River

Cozy Nest Near The River is a apartment in Chesterfield County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $839.

From$96/night
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Best Chesterfield County, VA vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Charming Duplex Retreat in Old Town Manchester, VA - Chesterfield County, VA

Charming Duplex Retreat in Old Town Manchester, VA

Apartment, Chesterfield County

Charming Duplex Retreat in Old Town Manchester, VA is a apartment in Chesterfield County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About Charming Duplex Retreat in Old Town Manchester, VA

Charming Duplex Retreat in Old Town Manchester, VA is a apartment in Chesterfield County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,134.

From$119/night
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Contemporary 3-Bedroom Home with Balcony in RVA - Chesterfield County, VA

Contemporary 3-Bedroom Home with Balcony in RVA

Apartment, Chesterfield County

Contemporary 3-Bedroom Home with Balcony in RVA is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Contemporary 3-Bedroom Home with Balcony in RVA

Contemporary 3-Bedroom Home with Balcony in RVA is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,232.

From$132/night
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Evelyn 319 - Beautiful brand-new 1BR in beautiful Forest Hill - Chesterfield County, VA

Evelyn 319 - Beautiful brand-new 1BR in beautiful Forest Hill

Apartment, Chesterfield County

Evelyn 319 - Beautiful brand-new 1BR in beautiful Forest Hill is a apartment in Chesterfield County, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Evelyn 319 - Beautiful brand-new 1BR in beautiful Forest Hill

Evelyn 319 - Beautiful brand-new 1BR in beautiful Forest Hill is a apartment in Chesterfield County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,377.

From$139/night
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Classic Colonial Home w/ Private Yard in Richmond! - Chesterfield County, VA

Classic Colonial Home w/ Private Yard in Richmond!

Holiday Home, Chesterfield County

Classic Colonial Home w/ Private Yard in Richmond! is a holiday home in Chesterfield County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Classic Colonial Home w/ Private Yard in Richmond!

Classic Colonial Home w/ Private Yard in Richmond! is a holiday home in Chesterfield County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,078.

From$174/night
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Best Pet-Friendly Vacation Rentals in Chesterfield County, VA

Bring your pet along with stays that welcome four-legged travelers.

Globetrotter's Suite in Historic Richmond w/ Patio - Chesterfield County, VA

Globetrotter's Suite in Historic Richmond w/ Patio

Apartment, Chesterfield County

Globetrotter's Suite in Historic Richmond w/ Patio is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable…

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About Globetrotter's Suite in Historic Richmond w/ Patio

Globetrotter's Suite in Historic Richmond w/ Patio is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,147.

From$120/night
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Contemporary 3-Bedroom Home with Balcony in RVA - Chesterfield County, VA

Contemporary 3-Bedroom Home with Balcony in RVA

Apartment, Chesterfield County

Contemporary 3-Bedroom Home with Balcony in RVA is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable…

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About Contemporary 3-Bedroom Home with Balcony in RVA

Contemporary 3-Bedroom Home with Balcony in RVA is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,172.

From$121/night
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1830's House in Historic Old Towne Petersburg, VA - Chesterfield County, VA

1830's House in Historic Old Towne Petersburg, VA

Holiday Home, Chesterfield County

1830's House in Historic Old Towne Petersburg, VA is a holiday home in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable…

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About 1830's House in Historic Old Towne Petersburg, VA

1830's House in Historic Old Towne Petersburg, VA is a holiday home in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,224.

From$125/night
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Globetrotters Suite in Historic Richmond w Patio - Chesterfield County, VA

Globetrotters Suite in Historic Richmond w Patio

Apartment, Chesterfield County

Globetrotters Suite in Historic Richmond w Patio is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Globetrotters Suite in Historic Richmond w Patio

Globetrotters Suite in Historic Richmond w Patio is a apartment in Chesterfield County, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,197.

From$132/night
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Best Chesterfield County, VA vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Private House Mins to Maymont Park, Trails & VCU! - Chesterfield County, VA

Private House Mins to Maymont Park, Trails & VCU!

Holiday Home, Chesterfield County

Private House Mins to Maymont Park, Trails & VCU! is a holiday home in Chesterfield County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Private House Mins to Maymont Park, Trails & VCU!

Private House Mins to Maymont Park, Trails & VCU! is a holiday home in Chesterfield County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,421.

From$156/night
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Adorable One Bedroom Cottage~Prime Location~Historic with Upgrades - Chesterfield County, VA

Adorable One Bedroom Cottage~Prime Location~Historic with Upgrades

Holiday Home, Chesterfield County

Adorable One Bedroom Cottage~Prime Location~Historic with Upgrades is a holiday home in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers…

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About Adorable One Bedroom Cottage~Prime Location~Historic with Upgrades

Adorable One Bedroom Cottage~Prime Location~Historic with Upgrades is a holiday home in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,493.

From$160/night
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Welcome To A Westover Hills Gem! 1st Floor Apartment - Chesterfield County, VA

Welcome To A Westover Hills Gem! 1st Floor Apartment

Apartment, Chesterfield County

Welcome To A Westover Hills Gem! 1st Floor Apartment is a apartment in Chesterfield County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Welcome To A Westover Hills Gem! 1st Floor Apartment

Welcome To A Westover Hills Gem! 1st Floor Apartment is a apartment in Chesterfield County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,445.

From$162/night
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Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield - Chesterfield County, VA

Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield

Holiday Home, Chesterfield County

Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield is a holiday home in Chesterfield County, with parking, kitchen access, and room for a group. This stay gives travelers a…

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About Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield

Charming 4-bedroom house with WiFi, AC in pleasant Chesterfield is a holiday home in Chesterfield County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,500.

From$225/night
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Our Favorite Family-Friendly Vacation Rentals in Chesterfield County, VA

Plan a trip with stays that give families more room to spread out.

Tranquil Cottage in Virginia Countryside w/ Pond! - Chesterfield County, VA

Tranquil Cottage in Virginia Countryside w/ Pond!

Holiday Home, Chesterfield County

Tranquil Cottage in Virginia Countryside w/ Pond! is a holiday home in Chesterfield County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Tranquil Cottage in Virginia Countryside w/ Pond!

Tranquil Cottage in Virginia Countryside w/ Pond! is a holiday home in Chesterfield County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,345.

From$129/night
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Colonial Heights Home w/ Large Yard & BBQ Grill! - Chesterfield County, VA

Colonial Heights Home w/ Large Yard & BBQ Grill!

Cottage, Chesterfield County

Colonial Heights Home w/ Large Yard & BBQ Grill! is a cottage in Chesterfield County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Colonial Heights Home w/ Large Yard & BBQ Grill!

Colonial Heights Home w/ Large Yard & BBQ Grill! is a cottage in Chesterfield County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,389.

From$131/night
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The Divine Cottage: Woodsy Hideaway! - Chesterfield County, VA

The Divine Cottage: Woodsy Hideaway!

Holiday Home, Chesterfield County

The Divine Cottage: Woodsy Hideaway! is a holiday home in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About The Divine Cottage: Woodsy Hideaway!

The Divine Cottage: Woodsy Hideaway! is a holiday home in Chesterfield County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,723.

From$180/night
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Creekside Cottage in Midlothian, Pet Friendly: 4 bedroom, 2 baths - 5 total beds - Chesterfield County, VA

Creekside Cottage in Midlothian, Pet Friendly: 4 bedroom, 2 baths - 5 total beds

Holiday Home, Chesterfield County

Creekside Cottage in Midlothian, Pet Friendly: 4 bedroom, 2 baths - 5 total beds is a holiday home in Chesterfield County, with pet-friendly space and room for a group. This stay gives…

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About Creekside Cottage in Midlothian, Pet Friendly: 4 bedroom, 2 baths - 5 total beds

Creekside Cottage in Midlothian, Pet Friendly: 4 bedroom, 2 baths - 5 total beds is a holiday home in Chesterfield County, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,321.

From$235/night
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