Chesterfield County Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Chesterfield County holiday rentals

Terrace/patio

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, (2 reviews)
"Great spot to spend the evening while traveling through! Comfortable space.Host was very helpful through the check in process and my stay.Thanks Pamela!"
United States
Shawn P.
The price is HK$561
HK$1,274 total
includes taxes & fees
27 Jan - 28 Jan
Newly finished basement suite in Midlothian. Very clean and spacious.
Fridge, microwave, oven, stovetop

Luxe King Bd W Resort Amenities

Luxe King Bd W Resort Amenities
Moseley
8.0 out of 10, Very good, (4 reviews)
"The rental process was easy. The property was very clean. I will definitely rent again next time we are in town to visit family."
United States
Shelia C.
The price is HK$646
HK$1,582 total
includes taxes & fees
22 Jan - 23 Jan
Luxe King Bd W Resort Amenities
Exterior

Private bedroom and bath!

Private bedroom and bath!
Midlothian
10.0 out of 10, Exceptional, (1 review)
"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 HK$1,014
HK$1,822 total
includes taxes & fees
22 Jan - 23 Jan
Private bedroom and bath!
Property grounds

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, (4 reviews)
"Visiting friends "
United States
Todd K.
The price is HK$842
HK$2,127 total
includes taxes & fees
25 Jan - 26 Jan
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
Smart TV, fireplace, computer monitors

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

Charming 1-bedroom suite with WiFi and AC in Bon Air
Bon Air
10.0 out of 10, Exceptional, (8 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 HK$782
HK$2,300 total
includes taxes & fees
26 Jan - 27 Jan
Charming 1-bedroom suite with WiFi and AC in Bon Air
Living area

Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience

Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
2.0 star property
Petersburg
9.4 out of 10, Exceptional, (3 reviews)
"Big yard."
United States
Michael O.
The price is HK$1,116
HK$2,684 total
includes taxes & fees
1 Feb - 2 Feb
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
Fridge, microwave, oven, stovetop

3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!

3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
2.0 star property
Chesterfield County
The price is HK$840
HK$2,794 total
includes taxes & fees
27 Jan - 28 Jan
3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
Interior

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, (19 reviews)
"Would use again for sure. "
United States
Yavonda J.
The price is HK$1,949
HK$4,254 total
includes taxes & fees
22 Jan - 23 Jan
Midlothian 3 Bedroom getaway for up to 8 guests!
Exterior detail

Vincent House - Historic Charm & Modern Comfort

Vincent House - Historic Charm & Modern Comfort
2.0 star property
Midlothian
The price is HK$1,871
HK$2,872 total
includes taxes & fees
22 Jan - 23 Jan
Vincent House - Historic Charm & Modern Comfort
Terrace/patio

🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living

🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
Richmond
8.8 out of 10, Excellent, (3 reviews)
"Great Hosts"
United States
Yamiya N.
The price is HK$2,776
HK$4,593 total
includes taxes & fees
1 Feb - 2 Feb
🦢Swanhaven Offers Serene, Corporate Style Waterfront Luxury Living
Exterior detail

PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA

PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA
2.0 star property
Hampton Park
2.0 out of 10, (2 reviews)
"We did not end up staying there. The listing was for the entire home. When we arrived, a white vehicle was parked in the driveway. When we went in, the foyer was not picked up-see photo. The kitchen was not usable because the countertop contained dirty dishes, 3 ears of freshly cooked corn, and a large helping of shredded meat-see photo. There was a small pile of shredded meat beside the stove-see photo. The sink was full of unwashed pots and pans-see photo. Also, the listing was for two...
United States
Theresa H.
The price is HK$421
HK$664 total
includes taxes & fees
22 Jan - 23 Jan
PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA
Lobby

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, (113 reviews)
"2nd time staying at this property and definitely won’t be the last! Amazing location and great host."
United States
Alexis S.
The price is HK$897
HK$1,648 total
includes taxes & fees
25 Jan - 26 Jan
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
View from property

MV GiaMaria

MV GiaMaria
3.5 star property
Richmond
9.2 out of 10, Wonderful, (16 reviews)
"We liked the coziness of the boat, the views of the river, the surrounding areas were beautiful. The only negative thing we could say was that due to the ran/wind the boat creaked and it made it hard to sleep for one of our nights."
United States
warren
The price is HK$1,547
HK$2,031 total
includes taxes & fees
1 Feb - 2 Feb
MV GiaMaria
Marina

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, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is HK$897
HK$1,648 total
includes taxes & fees
25 Jan - 26 Jan
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Beach nearby

Charming 2-bedroom home, with lake access, in the Richmond metro area.

Charming 2-bedroom home, with lake access, in the Richmond metro area.
Quinton
10.0 out of 10, Exceptional, (11 reviews)
"We only stayed one night, but we will look to stay again."
United States
Jim J.
The price is HK$1,006
HK$1,255 total
includes taxes & fees
26 Jan - 27 Jan
Charming 2-bedroom home, with lake access, in the Richmond metro area.
1 bedroom, WiFi

Charming 1-bedroom apartment in Mechanicsville

Charming 1-bedroom apartment in Mechanicsville
Mechanicsville
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is HK$624
HK$1,077 total
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom apartment in Mechanicsville
Fridge, microwave, oven, stovetop

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Charles City County
10.0 out of 10, Exceptional, (4 reviews)
"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "
United Kingdom
Travis K.
The price is HK$1,569
HK$3,095 total
includes taxes & fees
22 Jan - 23 Jan
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Front of property

Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (8 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 HK$1,706
HK$2,334 total
includes taxes & fees
25 Jan - 26 Jan
Cookie B
1 bedroom, in-room safe, free WiFi, bed sheets

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.4 out of 10, Exceptional, (21 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is HK$498
HK$926 total
includes taxes & fees
22 Jan - 23 Jan
Magnolias, a chill out place.
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (49 reviews)
"Great place, great location!"
United States
Janet F.
The price is HK$975
HK$1,292 total
includes taxes & fees
1 Feb - 2 Feb
Historic Haven in Church Hill
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chesterfield County Hotel Reviews

Wingate by Wyndham Richmond Short Pump

Wingate by Wyndham Richmond Short Pump

10/10 Excellent
"The room was spotless, housekeeping are very good, good to have breakfast and there is all day coffee,tea, the location is great for the Short Pump. It's also close to where my son lives so is ideal for visiting them."
Kathryn 15-night trip
Posted 1 day ago
Wingate by Wyndham Richmond Short Pump