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Our top choices for Chester vacation homes

1. 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 $325 total
includes taxes & fees
Nov 15 - Nov 16

2. 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 $307
CA $707 total
includes taxes & fees
Nov 10 - Nov 11

3. Qualla Park
Qualla ParkChesterfield County
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $284
CA $601 total
includes taxes & fees
Nov 19 - Nov 20

4. Private bedroom and bath!
Private bedroom and bath!Midlothian
6.0 out of 10, (2 reviews)
The price is CA $182
CA $313 total
includes taxes & fees
Nov 27 - Nov 28

5. 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

6. Luxury Stay! 10 min away from Fort Lee.
Luxury Stay! 10 min away from Fort Lee.Prince George
8.6 out of 10, Excellent, (21 reviews)
The price is CA $228
CA $579 total
includes taxes & fees
Nov 10 - Nov 11

7. 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 $146
CA $380 total
includes taxes & fees
Nov 18 - Nov 19

8. 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 $216
CA $479 total
includes taxes & fees
Nov 8 - Nov 9

9. 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 $221
CA $518 total
includes taxes & fees
Nov 18 - Nov 19

10. Carytown Family Home Free Parking Fenced Yard
Carytown Family Home Free Parking Fenced YardByrd Park
9.0 out of 10, Wonderful, (22 reviews)
The price is CA $174
CA $372 total
includes taxes & fees
Nov 10 - Nov 11

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

12. 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

13. 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 $177
CA $377 total
includes taxes & fees
Nov 9 - Nov 10

14. 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

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. 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 $187
CA $467 total
includes taxes & fees
Nov 10 - Nov 11

17. Serene 6-bedroom house with AC in charming Midlothian
Serene 6-bedroom house with AC in charming MidlothianBrandermill
The price is CA $574
CA $1,192 total
includes taxes & fees
Nov 10 - Nov 11

18. 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

19. 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 8 - Nov 9

20. Earth & Ember -Cottage House Retreat!
Earth & Ember -Cottage House Retreat!North Highland Park
The price is CA $175
CA $373 total
includes taxes & fees
Nov 27 - Nov 28
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.



































































































