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Our top choices for Chester vacation homes

1. Game Room + Yard: Updated House in Chester!
Game Room + Yard: Updated House in Chester!Chester
9.0 out of 10, Wonderful, (4 reviews)
The price is CA $117
CA $483 total
includes taxes & fees
Nov 15 - Nov 16

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)
The price is CA $155
CA $322 total
includes taxes & fees
Nov 15 - Nov 16

3. Luxe Cottage - South Chesterfield Stylishly renovated, w/ large master suite
Luxe Cottage - South Chesterfield Stylishly renovated, w/ large master suiteEttrick
10.0 out of 10, Exceptional, (22 reviews)
The price is CA $309
CA $712 total
includes taxes & fees
Nov 9 - Nov 10

4. Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & ConveniencePetersburg
8.8 out of 10, Excellent, (5 reviews)
The price is CA $202
CA $579 total
includes taxes & fees
Nov 21 - Nov 22

5. Qualla Park
Qualla ParkChesterfield County
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $286
CA $606 total
includes taxes & fees
Nov 9 - Nov 10

6. Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!Downtown Richmond
9.8 out of 10, Exceptional, (93 reviews)
The price is CA $103
CA $234 total
includes taxes & fees
Nov 9 - Nov 10

7. River City Modern Retreat
River City Modern RetreatManchester
The price is CA $177
CA $351 total
includes taxes & fees
Nov 9 - Nov 10

8. Private bedroom and bath!
Private bedroom and bath!Midlothian
6.0 out of 10, (2 reviews)
The price is CA $184
CA $312 total
includes taxes & fees
Nov 9 - Nov 10

9. Luxury Stay! 10 min away from Fort Lee.
Luxury Stay! 10 min away from Fort Lee.Prince George
8.6 out of 10, Excellent, (22 reviews)
The price is CA $225
CA $576 total
includes taxes & fees
Nov 11 - Nov 12

10. Private Garden Home w/ Large Fenced Yard + Gazebo
Private Garden Home w/ Large Fenced Yard + GazeboBroad Rock
10.0 out of 10, Exceptional, (6 reviews)
The price is CA $241
CA $510 total
includes taxes & fees
Nov 9 - Nov 10

11. The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6
The Obsidian Retreat •Luxury Modern Stay • Recreation Area • Gated Home Sleeps 6Woodhaven
8.0 out of 10, Very good, (1 review)
The price is CA $223
CA $522 total
includes taxes & fees
Nov 9 - Nov 10

12. Carytown Family Home Free Parking Fenced Yard
Carytown Family Home Free Parking Fenced YardByrd Park
9.2 out of 10, Wonderful, (23 reviews)
The price is CA $174
CA $372 total
includes taxes & fees
Nov 15 - Nov 16

13. Charming 1-bedroom suite with WiFi and AC in Bon Air
Charming 1-bedroom suite with WiFi and AC in Bon AirBon Air
8.8 out of 10, Excellent, (11 reviews)
The price is CA $148
CA $383 total
includes taxes & fees
Nov 9 - Nov 10

14. Charming 3-bedroom townhome with WiFi in delightful Richmond
Charming 3-bedroom townhome with WiFi in delightful RichmondJahnke
10.0 out of 10, Exceptional, (8 reviews)
The price is CA $280
CA $625 total
includes taxes & fees
Nov 9 - Nov 10

15. Sweet Vine Of MIne
Sweet Vine Of MIneFan District
The price is CA $191
CA $357 total
includes taxes & fees
Nov 9 - Nov 10

16. Oaks Retreat Carytown House Family Pet Friendly
Oaks Retreat Carytown House Family Pet FriendlyRandolph
9.0 out of 10, Wonderful, (20 reviews)
The price is CA $175
CA $374 total
includes taxes & fees
Nov 9 - Nov 10

17. The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.
The Lily Pad RVA- Charming Hidden Gem in the Southside of Richmond, Va.Davee Gardens
The price is CA $565
CA $1,108 total
includes taxes & fees
Nov 15 - Nov 16

18. Walk to Allianz Urban Oasis in Oregon Hill
Walk to Allianz Urban Oasis in Oregon HillOregon Hill
10.0 out of 10, Exceptional, (1 review)
The price is CA $188
CA $470 total
includes taxes & fees
Nov 9 - Nov 10

19. Serene 6-bedroom house with AC in charming Midlothian
Serene 6-bedroom house with AC in charming MidlothianBrandermill
The price is CA $582
CA $1,203 total
includes taxes & fees
Nov 10 - Nov 11

20. Cozy and spacious 3BR in the heart of VCU & Downtown
Cozy and spacious 3BR in the heart of VCU & DowntownCarver
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $210
CA $550 total
includes taxes & fees
Nov 9 - Nov 10
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.
Learn more about Chester
Stroll through the historic downtown where local shops and the 1939 train station offer a glimpse into small-town Virginia charm. Nearby Henricus Historical Park and Dutch Gap Conservation Area provide perfect spots for history buffs to explore 17th-century settlements and nature lovers to hike riverside trails.





































































































