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Holiday Homes in Chesterfield

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Chesterfield holiday homes

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, (4 reviews)
"The home was beautiful and amazing! Host was amazing too! Highly recommend!"
United Kingdom
Shannon W.
The price is NZ$733
includes taxes & fees
30 Aug - 31 Aug
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, (5 reviews)
"Cute place. Very spacious and clean. Great communication. Would definitely stay again. Thank you!"
United States
Jeannie C.
The price is NZ$358
includes taxes & fees
20 Sept - 21 Sept
Newly finished basement suite in Midlothian. Very clean and spacious.
A bedroom with a large bed, two bedside tables, a chair, and a window with curtains.

3. Family friendly! Recline at Timberline..

Family friendly! Recline at Timberline..
South chesterfield
9.2 out of 10, Wonderful, (55 reviews)
"This is a beautiful home nice area We all enjoyed it I'm thinking to come back soon"
United States
golden c.
The price is NZ$541
includes taxes & fees
3 Sept - 4 Sept
Family friendly! Recline at Timberline..
A spacious living area with a high ceiling, a staircase, and a dining area with modern furniture.

4. Game Room + Yard: Updated House in Chester!

Game Room + Yard: Updated House in Chester!
Chester
9.4 out of 10, Exceptional, (3 reviews)
"Great stay. Super clean! Great communication with host. 30 mins from Richmond VA, great for exploring surrounding areas!"
United States
Akia S.
The price is NZ$723
includes taxes & fees
7 Sept - 8 Sept
Game Room + Yard: Updated House in Chester!
A wooden gazebo with a bench and string lights, surrounded by trees.

5. Private Garden Home w/ Large Fenced Yard + Gazebo

Private Garden Home w/ Large Fenced Yard + Gazebo
Broad Rock
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay here for two nights! The beds were extremely comfortable and it was quiet and peaceful sleeping there both nights. We enjoyed the backyard very much - both our pets and kids. My son thought the gazebo with twinkle lights out back was so magical. :) We appreciate the cleanliness of the place and would only have appreciated a little space with maybe kids’ books, puzzles, or blocks or something. My young kiddos go crazy for those things when we stay at vacation rentals and it...
United States
Stacie C.
The price is NZ$578
includes taxes & fees
14 Sept - 15 Sept
Private Garden Home w/ Large Fenced Yard + Gazebo
A two-story house with a front deck, a small porch, and a backyard with a trampoline and a grill.

6. 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 NZ$392
includes taxes & fees
3 Sept - 4 Sept
Private bedroom and bath!
A modern living room with a dark wood floor, a grey sofa, a black coffee table, and a dining area with a green table and chairs.

7. Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Byrd Park
9.0 out of 10, Wonderful, (20 reviews)
"Great stay! Friendly host and nice location. "
United States
Monte H.
The price is NZ$462
includes taxes & fees
31 Aug - 1 Sept
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
A living room with a beige sofa, a round black coffee table, a large window, and a painting of a tree.

8. Charming 3-bedroom townhome with WiFi in delightful Richmond

Charming 3-bedroom townhome with WiFi in delightful Richmond
Jahnke
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was simple, good communication, property very much as described/depicted in the listing. Perfect location for our needs. "
United States
Mary C.
The price is NZ$711
includes taxes & fees
2 Sept - 3 Sept
Charming 3-bedroom townhome with WiFi in delightful Richmond
A modern living room with a grey sofa, a patterned rug, and a unique spherical light fixture.

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
9.8 out of 10, Exceptional, (9 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 NZ$544
includes taxes & fees
30 Aug - 31 Aug
Charming 1-bedroom suite with WiFi and AC in Bon Air
A covered porch with outdoor seating, a ceiling fan, and a view of the neighborhood.

10. Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Northern Barton Heights
9.6 out of 10, Exceptional, (16 reviews)
"Great kitchen and comfy beds."
United States
Christina O.
The price is NZ$739
includes taxes & fees
3 Sept - 4 Sept
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

11. RVA Retreat Sauna Relaxing Home Fenced Yard

RVA Retreat Sauna Relaxing Home Fenced Yard
Church Hill North
The price is NZ$719
includes taxes & fees
30 Aug - 31 Aug
RVA Retreat Sauna Relaxing Home Fenced Yard
A living room with a large potted bamboo plant, a flat-screen TV, a wooden TV stand with decorative items, and a portable air purifier.

12. Charming Ranch Home/pet friendly/fenced yard/4TVs

Charming Ranch Home/pet friendly/fenced yard/4TVs
Sherwood Park
9.6 out of 10, Exceptional, (4 reviews)
"Comfortable and pet friendly. "
United States
Jennifer P.
The price is NZ$505
includes taxes & fees
30 Aug - 31 Aug
Charming Ranch Home/pet friendly/fenced yard/4TVs

13. Cozy 2BR 10 Min Downtown 5 Min Raceway

Cozy 2BR 10 Min Downtown 5 Min Raceway
Providence Park
Cozy 2BR 10 Min Downtown 5 Min Raceway

14. Oaks Retreat Carytown House: Family & Pet Friendly

Oaks Retreat Carytown House: Family & Pet Friendly
Randolph
9.0 out of 10, Wonderful, (19 reviews)
"Great quiet area, easy access to downtown and close to restaurants and parks. Nicely set up home with exceptional comforts for all"
United States
Thomas C.
The price is NZ$464
includes taxes & fees
31 Aug - 1 Sept
Oaks Retreat Carytown House: Family & Pet Friendly
A living room with a fireplace, a television mounted above it, and a ceiling fan. There are two chairs and a sofa.

15. Walk to VCU & Allianz Amphitheater Cozy & Clean

Walk to VCU & Allianz Amphitheater Cozy & Clean
Oregon Hill
The price is NZ$545
includes taxes & fees
30 Aug - 31 Aug
Walk to VCU & Allianz Amphitheater Cozy & Clean
A living room with a dark-colored sofa, a wooden floor, a ceiling fan, and a staircase leading to an upper level.

16. Cozy and spacious 3BR in the heart of VCU & Downtown

Cozy and spacious 3BR in the heart of VCU & Downtown
Carver
10.0 out of 10, Exceptional, (9 reviews)
"The house was very welcoming, clean, had spacious!"
United States
Josh L.
The price is NZ$684
includes taxes & fees
15 Sept - 16 Sept
Cozy and spacious 3BR in the heart of VCU & Downtown

17. Earth & Ember -Cottage House Retreat!

Earth & Ember -Cottage House Retreat!
North Highland Park
The price is NZ$489
includes taxes & fees
30 Aug - 31 Aug
Earth & Ember -Cottage House Retreat!
A modern kitchen with white cabinets, a stainless steel oven, a microwave, and a marble dining table.

18. Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.6 out of 10, Excellent, (18 reviews)
"The home was very clean and very comfortable. Communication was excellent. We would definitely stay here again!"
United States
CHRIS
The price is NZ$693
includes taxes & fees
8 Sept - 9 Sept
Luxury Stay! 10 min away from Fort Lee.
A living room with a gray sofa, a brown leather armchair, a coffee table, a side table with a lamp, and a ceiling fan.

19. The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking

The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking
Sauer's Gardens
9.6 out of 10, Exceptional, (75 reviews)
"This house was perfect for a weekend away. The house had all of the little things that you may need. Mei was great to deal with as well!"
United States
Jessica P.
The price is NZ$491
includes taxes & fees
31 Aug - 1 Sept
The Sweet Retreat RVA • Fenced Yard • Fire Pit • Parking

20. Relax in beautiful second floor apartment with balcony & private fenced yard.

Relax in beautiful second floor apartment with balcony & private fenced yard.
Northern Barton Heights
8.0 out of 10, Very good, (1 review)
The price is NZ$628
includes taxes & fees
31 Aug - 1 Sept
Relax in beautiful second floor apartment with balcony & private fenced yard.
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 Hotel Reviews

Drury Plaza Hotel Richmond

Drury Plaza Hotel Richmond

10/10 Excellent
"Absolutely nothing negative, and no suggestions!! As with all Drury Inns, keep on doing what you are doing!!"
Troy 5-night trip
Posted 5 hours ago
Drury Plaza Hotel Richmond

Find out more about Chesterfield

Chesterfield Holiday Homes information

Number of reviews
232
Accommodation
315 Holiday Homes
Lowest Price
NZ$358
Highest Price
NZ$739