Chesterfield County Vacation Rentals

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Our top choices for Chesterfield County vacation 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, (4 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 CA $124
CA $263 total
includes taxes & fees
Apr 9 - Apr 10
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
8.4 out of 10, Very good, (5 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 CA $115
CA $284 total
includes taxes & fees
Apr 2 - Apr 3
Luxe King Bd W Resort Amenities
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)
"The host was very responsive to any questions I had, responding within a few minutes each time. The space was as advertised with all needed amenities. "
United States
David W.
The price is CA $160
CA $440 total
includes taxes & fees
Apr 6 - Apr 7
Charming 1-bedroom suite with WiFi and AC in Bon Air
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, (5 reviews)
"Visiting friends "
United States
Todd K.
The price is CA $125
CA $344 total
includes taxes & fees
Apr 5 - Apr 6
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
Exterior

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 CA $181
CA $327 total
includes taxes & fees
Apr 2 - Apr 3
Private bedroom and bath!
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, (20 reviews)
"Great place to stay. "
United States
Brian K.
The price is CA $313
CA $724 total
includes taxes & fees
Apr 6 - Apr 7
Midlothian 3 Bedroom getaway for up to 8 guests!
3 bedrooms, desk, iron/ironing board, free WiFi

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!
Chesterfield County
10.0 out of 10, Exceptional, (2 reviews)
"Easy check in. House is wonderful. These hosts have thought of everything!!"
United States
Diane L.
The price is CA $250
CA $612 total
includes taxes & fees
Apr 5 - Apr 6
3 BR Colonial Revival in 2 Acres, 5 min to State Park. Family & Pet Friendly!
Fireplace

Spacious 4-bedroom house in awesome Midlothian with AC

Spacious 4-bedroom house in awesome Midlothian with AC
Brandermill
2.0 out of 10, (1 review)
"We stayed at this property for two days with 4 adults, a 2-year-old, a 1-year-old, and two elderly dogs. What we walked into at 4 PM check-in was not a vacation rental — it was an active construction site.Construction workers were still clearing debris from the property until 9 PM the night we arrived. There was dust, debris, and an overall sense that the house was nowhere near ready to host guests. This alone would have been unacceptable, but it only got worse from there.There were no keys in...
United States
Haywood K.
The price is CA $348
CA $911 total
includes taxes & fees
Apr 5 - Apr 6
Spacious 4-bedroom house in awesome Midlothian with AC
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, (114 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 CA $160
CA $297 total
includes taxes & fees
Apr 5 - Apr 6
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
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, (230 reviews)
"Truly unique, perfectly appointed, cozy and warm with stunning views. A very special experience."
United States
Kristin K.
The price is CA $160
CA $297 total
includes taxes & fees
Apr 13 - Apr 14
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Front of property

Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (8 reviews)
"Capt. Ron has a charming, welcoming, and delightful alternative to a standard hotel room on offer here. Super fun!"
United States
Robert
The price is CA $304
CA $417 total
includes taxes & fees
Apr 2 - Apr 3
Cookie B
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, (14 reviews)
"We only stayed one night, but we will look to stay again."
United States
Jim J.
The price is CA $160
CA $203 total
includes taxes & fees
Apr 2 - Apr 3
Charming 2-bedroom home, with lake access, in the Richmond metro area.
1 bedroom, WiFi

The Farmhouse Retreat

The Farmhouse Retreat
Mechanicsville
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is CA $124
CA $223 total
includes taxes & fees
Apr 2 - Apr 3
The Farmhouse Retreat
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (65 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
The price is CA $195
CA $254 total
includes taxes & fees
Apr 2 - Apr 3
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.2 out of 10, Very good, (14 reviews)
"The location was excellent as it was central to a lot of places. Raymond was very quick to respond whenever I reached out. Accessing the house was easy. Very quiet neighborhood, besides the fact that everyone speeds on the street that runs along side of the house in case you have children with you. "
United States
Cindy M.
The price is CA $218
CA $412 total
includes taxes & fees
Apr 7 - Apr 8
Luxury Stay! 10 min away from Fort Lee.
Exterior

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (3 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
The price is CA $556
CA $1,073 total
includes taxes & fees
Apr 14 - Apr 15
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
1 bedroom, in-room safe, free WiFi, bed sheets

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (22 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is CA $128
CA $210 total
includes taxes & fees
Apr 18 - Apr 19
Magnolias, a chill out place.
Outdoor dining

Colorful private guesthouse in charming Richmond with Parking

Colorful private guesthouse in charming Richmond with Parking
Northern Barton Heights
10.0 out of 10, Exceptional, (4 reviews)
"Such a fun place to stay! Room is nicely decorated. Easy check in/check out. Never stayed in this part of RVA before. We will definitely stay here again!"
United States
Teresa M.
The price is CA $146
CA $308 total
includes taxes & fees
Apr 6 - Apr 7
Colorful private guesthouse in charming Richmond with Parking
Terrace/patio

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)
"I loved it 100% recommend "
United States
Milton O.
The price is CA $149
CA $568 total
includes taxes & fees
Apr 22 - Apr 23
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (62 reviews)
"Excellent accommodations!Great walkable location near local cafes & restaurants with a friendly neighborhood vibe."
United States
Patricia N.
The price is CA $209
CA $272 total
includes taxes & fees
Apr 26 - Apr 27
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.
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Top Chesterfield County Hotel Reviews

Graduate by Hilton Richmond

Graduate by Hilton Richmond

10/10 Excellent
"Simple, no hassel check in. We arrived late after a 5hr drive they were curtious and pleasant. Held our bags next day while we enthralled on a college tour. Vallet was also great and quick."
Stacey 1-night trip
Posted 2 hours ago
Graduate by Hilton Richmond

Find out more about Chesterfield County

Everything you need to know about Chesterfield County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chesterfield County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chesterfield County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield County vacation rentals we have selected for you start as low as CA $254 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chesterfield County rentals

At Expedia, we put the best Chesterfield County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesterfield County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.