A pathway through tall grass with the sun setting in the background.

Vacation Rentals in Chesterfield County

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Our top choices for Chesterfield County vacation rentals

A kitchen with a wooden island, stainless steel appliances, and a chandelier.

1. Qualla Park

Qualla Park
Chesterfield County
10.0 out of 10, Exceptional, (5 reviews)
"The home was beautiful and amazing! Host was amazing too! Highly recommend!"
United Kingdom
Shannon W.
The price is ￥31,965
￥73,527 total
includes taxes & fees
Oct 5 - Oct 6
Qualla Park
A wooden deck with a table and chairs, surrounded by potted plants and a wooden fence.

2. Newly finished basement suite in Midlothian. Very clean and spacious.

Newly finished basement suite in Midlothian. Very clean and spacious.
Midlothian
10.0 out of 10, Exceptional, (6 reviews)
"Cute place. Very spacious and clean. Great communication. Would definitely stay again. Thank you!"
United States
Jeannie C.
The price is ￥15,627
￥35,612 total
includes taxes & fees
Oct 26 - Oct 27
Newly finished basement suite in Midlothian. Very clean and spacious.
A rural landscape with a dirt path, grassy areas, and a building with a green roof.

3. 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.
Chesterfield
10.0 out of 10, Exceptional, (7 reviews)
"Quiet and Cozy. Beautiful scenery, great walking trails. Host was extra accomdating with check-in and out process. Would definitely visit again "
United States
G H.
The price is ￥14,917
￥40,246 total
includes taxes & fees
Oct 5 - Oct 6
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
A modern kitchen with a central island, white cabinetry, and a dining area with a table and chairs.

4. Midlothian 3 Bedroom getaway for up to 8 guests!

Midlothian 3 Bedroom getaway for up to 8 guests!
Midlothian
9.6 out of 10, Exceptional, (24 reviews)
"Great host and close to everything!"
United States
Brian V.
The price is ￥39,463
￥86,663 total
includes taxes & fees
Oct 5 - Oct 6
Midlothian 3 Bedroom getaway for up to 8 guests!
A two-story house with a front deck, a small porch, and a backyard with a trampoline and a grill.

5. Private bedroom and bath!

Private bedroom and bath!
Midlothian
6.0 out of 10, (2 reviews)
"We had a lacrosse tournament at River city sports plex. This was perfect location to stay for us. Friendly and amazing combination with host. Extremely pleased with our stay"
United States
Ridge W.
The price is ￥20,521
￥37,247 total
includes taxes & fees
Oct 5 - Oct 6
Private bedroom and bath!
A modern living room with a grey sofa, a patterned rug, and a unique spherical light fixture.

6. Charming 1-bedroom suite with WiFi and AC in Bon Air

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
8.8 out of 10, Excellent, (11 reviews)
"It was a nice stay the host was prompt and answered any questions or concerns right away, she was very polite and helpful to me and family "
United States
Jessica H.
The price is ￥19,455
￥51,279 total
includes taxes & fees
Oct 5 - Oct 6
Charming 1-bedroom suite with WiFi and AC in Bon Air
A modern kitchen with a stainless steel refrigerator, a microwave, and a built-in oven. There are bar stools and a large island with a sink.

7. Spacious 4-bedroom house in awesome Midlothian with AC

Spacious 4-bedroom house in awesome Midlothian with AC
Brandermill
6.0 out of 10, (7 reviews)
"The property was clean and newly remodeled. We enjoyed our stay. Thank you"
United States
Shari F.
The price is ￥39,463
￥103,017 total
includes taxes & fees
Oct 5 - Oct 6
Spacious 4-bedroom house in awesome Midlothian with AC
A white building with a wooden porch, a red door, and a staircase leading to the entrance.

8. Historic Vincent House - Luxury 5BR Retreat Near Richmond, Virginia - Sleeps 12

Historic Vincent House - Luxury 5BR Retreat Near Richmond, Virginia - Sleeps 12
Midlothian
9.8 out of 10, Exceptional, (10 reviews)
"This vintage home was the perfect place for our stay. It was very clean, had everything we needed, and the location near the wedding venue couldn’t have been better."
United States
Sandy
The price is ￥46,171
￥111,829 total
includes taxes & fees
Oct 5 - Oct 6
Historic Vincent House - Luxury 5BR Retreat Near Richmond, Virginia - Sleeps 12
A calm lake with a dock and a small building, surrounded by trees.

9. MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.2 out of 10, Wonderful, (16 reviews)
"So much fun!! Excellent host! Very informative. Loved the privacy and being on the water. The bed was super comfortable and the fireplace (electric) kept us warm and cozy. It was such a unique thing to do and we will be back!"
United States
Jane
The price is ￥33,687
￥43,803 total
includes taxes & fees
Oct 6 - Oct 7
MV GiaMaria
A dock area with boats, a covered seating area, and a sign indicating no trespassing for boat owners and guests only.

10. Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (9 reviews)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
The price is ￥34,530
￥47,256 total
includes taxes & fees
Oct 5 - Oct 6
Cookie B
A marina with docked boats, a covered structure, and a forested hillside in the background.

11. A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (249 reviews)
"We had a great stay! Perfect get away for our anniversary. It had everything we needed and was super quiet with a great view. Thank you Captain Ron, for an amazing experience "
United States
Allison K.
The price is ￥18,153
￥33,911 total
includes taxes & fees
Oct 5 - Oct 6
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
A grand lobby with a large Christmas tree, marble columns, and a red carpeted floor.

12. A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (124 reviews)
"Great alternative to a house or hotel"
United States
Ashley Jo P.
The price is ￥18,153
￥33,911 total
includes taxes & fees
Oct 5 - Oct 6
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
A modern kitchen with a central island, stainless steel appliances, and bar stools.

13. The Studio@ Eanes Drug-Heart of the Historic District

The Studio@ Eanes Drug-Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (101 reviews)
"Very clean, cozy and in an excellent location."
United States
Courtney W.
The price is ￥23,441
￥30,757 total
includes taxes & fees
Oct 12 - Oct 13
The Studio@ Eanes Drug-Heart of the Historic District
A living room with a sofa, coffee table, TV, and a door with a 'No Smoking' sign.

14. The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (6 reviews)
"The most beautifully finished cottage! Host very responsive!! Loved it."
United States
Stephanie S.
The price is ￥15,746
￥33,064 total
includes taxes & fees
Oct 19 - Oct 20
The Birdhouse - Cozy Cottage Retreat in Richmond
A modern kitchen with white cabinetry, a stainless steel refrigerator, a built-in oven, and a microwave.

15. Historic Haven in Church Hill in The Heart of the Historic District

Historic Haven in Church Hill in The Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (81 reviews)
"Nice stay"
United States
Danelle B.
The price is ￥26,282
￥34,184 total
includes taxes & fees
Oct 11 - Oct 12
Historic Haven in Church Hill in The Heart of the Historic District
A room with a fireplace, a mirror above it, and two leather chairs.

16. Nest & Rest | Private Studio | Free Parking

Nest & Rest | Private Studio | Free Parking
Fan District
9.8 out of 10, Exceptional, (46 reviews)
"Host was gracious and responsive, and the location was amazing! "
United States
Kelly M.
The price is ￥11,523
￥23,130 total
includes taxes & fees
Oct 20 - Oct 21
Nest & Rest | Private Studio | Free Parking
A living room with two beige armchairs, a small table, and a black door.

17. Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Richmond
10.0 out of 10, Exceptional, (10 reviews)
"The place was very nice and as advertised. Big backyard for your dog."
United States
Joseph
The price is ￥19,100
￥43,376 total
includes taxes & fees
Oct 18 - Oct 19
Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
A house with a covered porch, outdoor seating, and a well-lit deck area.

18. Steel Magnolias Cozy Main Home in Amelia County

Steel Magnolias Cozy Main Home in Amelia County
Amelia Court House
9.6 out of 10, Exceptional, (15 reviews)
"I would highly recommend Jenny’s VRBO- the house was beautiful, clean, and she was incredibly welcoming and communicative! "
United States
Marissa H.
The price is ￥24,467
￥48,536 total
includes taxes & fees
Oct 5 - Oct 6
Steel Magnolias Cozy Main Home in Amelia County
IMG 6335

19. The Enchanted Studio

The Enchanted Studio
Huguenot
10.0 out of 10, Exceptional, (2 reviews)
"This was the most relaxing and peaceful visit.Nature all around and the most comfortable accommodations.So grateful to my generous host. Thank you!!"
United States
Mary B.
The price is ￥23,678
￥30,614 total
includes taxes & fees
Oct 5 - Oct 6
The Enchanted Studio
A modern living room with a teal sofa, a coffee table, and a TV on a stand. There is a 'WELCOME' sign on the wall and a framed picture above the sofa.

20. Lovely 2 Bedroom in the Heart of The Fan

Lovely 2 Bedroom in the Heart of The Fan
Fan District
9.2 out of 10, Wonderful, (88 reviews)
"Great location and very walkable to restaurants, shopping and museums."
United States
Nancy D.
The price is ￥18,066
￥56,389 total
includes taxes & fees
Oct 5 - Oct 6
Lovely 2 Bedroom in the Heart of The Fan
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield County Hotel Reviews

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

10/10 Excellent
"Clean and quiet room. Good breakfast, plenty of space in room and in common spaces."
Lisa 1-night trip
Posted less than an hour ago
Drury Plaza Hotel Richmond

Find out more about Chesterfield County

Vacation Apartments in Chesterfield County

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