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Vacation Rentals in Chesterfield County

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Top Cities in Chesterfield County

Top Vacation Rentals in Chesterfield County

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.
$259 nightly
The price is $310
Dec 3 - Dec 4
Total with taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air

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

2.0 star property
Hampton Park
$78 nightly
The price is $94
Nov 23 - Nov 24
Total with taxes and fees
PRIVATE 2 BEDROOM w/ BATH/SHOWER COMBO - Chesterfield, VA

Luxury Apt in Diamond District - Scott’s Addition

Museum District
3.0 out of 10, (4)
"The property was in a great location to the places we needed to be. We were disappointed that there was 1 bath towel, no wash clothes and two hand towels for our use. The listing stated two bedrooms, it was one bedroom with a pull out sofa however stated the unit slept 5. There were no sharp knives in the unit. I normally carry a ton of items and have gotten out of the habit as these are things that should be standard items in the units. "
United States
Carol R.
Luxury Apt in Diamond District - Scott’s Addition

Historic Haven in Church Hill

Church Hill
10.0 out of 10, Exceptional, (42)
"Amazing property within walking distance of incredible restaurants and bars"
United States
Carly J.
$150 nightly
The price is $192
Nov 16 - Nov 17
Total with taxes and fees
Historic Haven in Church Hill

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (49)
"Amazing, awesome and convenient place to stay in Richmond. "
United States
Richard W.
$140 nightly
The price is $179
Nov 17 - Nov 18
Total with taxes and fees
The Studio@ Eanes Drug

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
$189 nightly
The price is $215
Nov 16 - Nov 17
Total with taxes and fees
MV GiaMaria

Landing Apartments near Virginia Union University

3.5 star property
Chamberlyne
8.8 out of 10, Excellent, (18)
"This was a clean, well-equipped and comfortable apartment. The location is good but does require a car to explore the city and pick up groceries. Parking was easy and free. The balcony was a nice place to sit as the temperature got warmer. Air conditioning was very effective. Would stay again."
United Kingdom
Frances
Landing Apartments near Virginia Union University

Stylish retreat in charming Richmond with Private Sauna and other modern touches

Swansboro
9.8 out of 10, Exceptional, (19)
"the place was amazing and very clean and well put together for me and my family amd the owners stayed in contact the whole stay"
United States
Breanna C.
Stylish retreat in charming Richmond with Private Sauna and other modern touches

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

Richmond
9.4 out of 10, Exceptional, (226)
"Very peaceful. Lovely views"
United States
george j.
$185 nightly
The price is $222
Nov 17 - Nov 18
Total with taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

The Grace Escape

Monument Avenue Park
10.0 out of 10, Exceptional, (31)
"It was a really comfortable and great place to stay as a family."
United States
Anonymous traveler
The Grace Escape

Luxe Modern Escape in Downtown Richmond - 2b2b

Downtown Richmond
6.8 out of 10, (3)
"Check in was tough. We were led to the wrong apartment. The property owner did get back to me in less than 5 minutes, which was great! She said she will fix this issue. I would let others know that the property has a ton of stairs. Probably 20 once you get into the building and 10 inside the apartment. It’s beautiful wood flooring. But very slippery for elderly and dogs. I would also note that parking at a nearby lot was 25 a day. So for us- it costs 100 in parking (2 cars). This might be on the...
United States
serena b.
$372 nightly
The price is $476
Nov 16 - Nov 17
Total with taxes and fees
Luxe Modern Escape in Downtown Richmond - 2b2b

Cozy Cabin @James River; Live/Work/Play Experience

Henrico
10.0 out of 10, Exceptional, (12)
"Property is great & well managed "
United States
Sterling C.
Cozy Cabin @James River; Live/Work/Play Experience

Oaks Retreat Carytown House: Family & Pet Friendly

Randolph
9.6 out of 10, Exceptional, (10)
"Very very nice place but in a little sketchy part of town. Only 1 parking spot and someone took it so we had to street park. Pipes knocked alot through the night. "
United States
Crystal W.
$230 nightly
The price is $254
Nov 18 - Nov 19
Total with taxes and fees
Oaks Retreat Carytown House: Family & Pet Friendly

VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

Museum District
10.0 out of 10, Exceptional, (126)
"Amazing location. Would stay again"
United States
kerry p.
$366 nightly
The price is $468
Nov 24 - Nov 25
Total with taxes and fees
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

~THE RETREAT~

Glen Allen
9.6 out of 10, Exceptional, (24)
"If you're ever in Richmond and need a place to stay, I highly recommend this place. The pictures do not do this place justice. The grounds are really spacious, plenty of room inside and outside the home. No issues here during our stay. We loved it!"
United States
Theo L.
~THE RETREAT~

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Randolph
9.8 out of 10, Exceptional, (128)
"Everything you need for a stay in Richmond, especially if you have family at VCU. "
United States
Lisa F.
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Richmond
8.6 out of 10, Excellent, (30)
"Perfect size and amenities in an amazing locatioin for someone visiting home on an in and out trip!"
United States
Erin P.
$223 nightly
The price is $241
Nov 16 - Nov 17
Total with taxes and fees
Downtown Living in Richmond's Amazing Shockoe Bottom

NEW! Upscale Escape | Game Room & Spa-Like Baths

Willow Oaks
9.0 out of 10, Wonderful, (7)
"The house was great and clean on the surface. It was a cute home with a mixture of modern and old school feel. There were minor issues, however not too serious. My family was comfortable and enjoyed their stay, most especially the foosball table, air hockey, and chess/checkers games. I found opened bottles of water in the sunroom and in one of the bedrooms, a sock, and a flashlight noticeably under the nightstand. Although we didn’t stay the whole way due to weather issues (caused a power...
United States
Randy-Tawnee E.
NEW! Upscale Escape | Game Room & Spa-Like Baths

Vibrant 1-Bedroom Loft with Free Parking and Wifi

Downtown Richmond
9.2 out of 10, Wonderful, (25)
"Good value, easy access to everything, "
United States
Mia B.
Vibrant 1-Bedroom Loft with Free Parking and Wifi

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

Richmond
9.6 out of 10, Exceptional, (112)
"Thank you for an amazing and peaceful experience "
United States
Jam 4.
$186 nightly
The price is $223
Nov 16 - Nov 17
Total with taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
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

Find out more about Chesterfield County

Discover your perfect Chesterfield County vacation rental with Expedia

How many vacation rentals are available in Chesterfield County?


Expedia has plenty of vacation rentals to choose from in and around  Chesterfield County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Chesterfield County?


The selection of Chesterfield County vacation rentals we have selected for you start as low as $94 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Chesterfield County?


Vacation rentals in Chesterfield County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Chesterfield County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Chesterfield County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. 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. 


How do I find the best deal on a vacation rental in Chesterfield County?


Find vacation rentals in Chesterfield County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Chesterfield County.  


What amenities are available in a vacation rental in Chesterfield County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Chesterfield County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Chesterfield County?   


Everytime is a great time to head to Chesterfield County! Staying in a Chesterfield County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Chesterfield County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Chesterfield County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Chesterfield County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Chesterfield County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.