Chesterfield County Holiday Rentals

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Featured Chesterfield County Holiday Rentals

Luxe King Bd W Resort Amenities

Moseley
8.0 out of 10, Very good, (4)
"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$645
HK$1,647 total
includes taxes & fees
7 Dec - 8 Dec
Luxe King Bd W Resort Amenities

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Chesterfield
10.0 out of 10, Exceptional, (4)
"Visiting friends "
United States
Todd K.
The price is HK$911
HK$2,288 total
includes taxes & fees
5 Dec - 6 Dec
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Private bedroom and bath!

Midlothian
10.0 out of 10, Exceptional, (1)
"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$1,012
HK$1,924 total
includes taxes & fees
5 Dec - 6 Dec
Private bedroom and bath!

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

Bon Air
10.0 out of 10, Exceptional, (7)
"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$807
HK$2,416 total
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom suite with WiFi and AC in Bon Air

Recline at Timberline! Family friendly!

South chesterfield
9.2 out of 10, Wonderful, (47)
"The house is great with a huge master bedroom well furnished and screened in porch "
United States
Tom H.
The price is HK$701
HK$2,167 total
includes taxes & fees
9 Dec - 10 Dec
Recline at Timberline! Family friendly!

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

2.0 star property
Hampton Park
2.0 out of 10, (1)
"There was nothing about this stay that wasnt terrible only stayed one night"
United States
Lyle
The price is HK$374
HK$635 total
includes taxes & fees
7 Dec - 8 Dec
PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA

Midlothian 3 Bedroom getaway for up to 8 guests!

Midlothian
9.6 out of 10, Exceptional, (17)
"Very cleanly stay along with amenities within walking distance."
United States
Jason L.
The price is HK$1,946
HK$4,212 total
includes taxes & fees
8 Dec - 9 Dec
Midlothian 3 Bedroom getaway for up to 8 guests!

Cookie B

3.0 star property
Richmond
9.6 out of 10, Exceptional, (7)
"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$934
HK$1,454 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cookie B

MV GiaMaria

3.5 star property
Richmond
9.2 out of 10, Wonderful, (16)
"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$961
HK$1,362 total
includes taxes & fees
4 Jan - 5 Jan 2026
MV GiaMaria

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

Richmond
9.6 out of 10, Exceptional, (113)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
The price is HK$895
HK$1,737 total
includes taxes & fees
7 Dec - 8 Dec
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

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

Quinton
10.0 out of 10, Exceptional, (9)
"House was amazing and host was very kind and helpful"
United States
Aaron R.
The price is HK$946
HK$1,189 total
includes taxes & fees
1 Jan - 2 Jan 2026
Charming 2-bedroom home, with lake access, in the Richmond metro area.

Charming 1-bedroom apartment in Mechanicsville

Mechanicsville
10.0 out of 10, Exceptional, (3)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is HK$693
HK$1,205 total
includes taxes & fees
5 Dec - 6 Dec
Charming 1-bedroom apartment in Mechanicsville

Magnolias, a chill out place.

Richmond
9.4 out of 10, Exceptional, (20)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is HK$537
HK$1,018 total
includes taxes & fees
3 Jan - 4 Jan 2026
Magnolias, a chill out place.

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

Richmond
9.4 out of 10, Exceptional, (228)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is HK$895
HK$1,737 total
includes taxes & fees
7 Dec - 8 Dec
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Retro bungalow minutes away from historic Old Towne Petersburg!

Petersburg
9.0 out of 10, Wonderful, (8)
"Communication with host was amazing! Cute place. Nice decor. "
United States
Claire F.
Retro bungalow minutes away from historic Old Towne Petersburg!

A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

Richmond
10.0 out of 10, Exceptional, (17)
"Simply a beautiful spot on the James River with a great restaurant and live music. This is an older boat and boats are different than a house so keep that in mind if you havent been around boats. Ron is a wonderful host who is extremely responsive. He looks out for his guests and is full of wonderful stories. We'll be back!"
United States
Eric B.
The price is HK$973
HK$1,868 total
includes taxes & fees
31 Dec - 1 Jan 2026
A VERY NICE 43' YACHT WITH LONG RIVER VIEWS AND ONSITE RIVERSIDE DINING

Cupid's Hideout

2.0 star property
Fan District
The price is HK$806
HK$2,844 total
includes taxes & fees
7 Dec - 8 Dec
Cupid's Hideout

Private Guest house with Parking and Wi-Fi in a Central Location

Virginia Union
10.0 out of 10, Exceptional, (3)
"A perfect VRBO: clean, tastefully decorated, great location, safe, comfortable bed, great communication, and an overall warm welcoming feel. I would love to stay in Amanda’s VRBO again when visiting Richmond."
United States
Sandra D.
The price is HK$658
HK$2,158 total
includes taxes & fees
9 Dec - 10 Dec
Private Guest house with Parking and Wi-Fi in a Central Location

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (51)
"It was a very nice place, very welcoming."
United States
Brenda C.
The price is HK$973
HK$1,445 total
includes taxes & fees
7 Dec - 8 Dec
The Studio@ Eanes Drug

Suite One/King Bed/2TVs/Free Parking & museums

Fan District
9.8 out of 10, Exceptional, (51)
"I've stayed in this building before and it's always a good time!"
United States
Janet F.
The price is HK$607
HK$1,254 total
includes taxes & fees
9 Dec - 10 Dec
Suite One/King Bed/2TVs/Free Parking & museums
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