Chester Holiday Rentals

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Check prices for these dates

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Chester

Fridge, microwave, oven, stovetop
Historic Haven in Church Hill

Apartment in Church Hill

10.0 out of 10, Exceptional, (43)
"Great place, great location!"
United States
Janet F.
The price is HK$1,011
HK$1,493 total
includes taxes & fees
30 Nov - 1 Dec
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop
The Studio@ Eanes Drug

Apartment in Church Hill

10.0 out of 10, Exceptional, (50)
"It was a very nice place, very welcoming."
United States
Brenda C.
The price is HK$972
HK$1,444 total
includes taxes & fees
2 Dec - 3 Dec
The Studio@ Eanes Drug
Dining
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

Holiday Home in Church Hill North

10.0 out of 10, Exceptional, (18)
"Beautiful house with a great location. "
United States
Callan W.
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms
View from property
MV GiaMaria

Houseboat in Richmond

3.5 star property
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$1,233
HK$1,671 total
includes taxes & fees
10 Dec - 11 Dec
MV GiaMaria
Fridge, microwave, oven, stovetop
In the FAN/near VCU/Private Parking & fenced yard

Condo in Fan District

9.4 out of 10, Exceptional, (34)
"Great place to stay. "
United States
Betsy L.
The price is HK$645
HK$1,375 total
includes taxes & fees
9 Dec - 10 Dec
In the FAN/near VCU/Private Parking & fenced yard
Property grounds
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Holiday Home in Three Chopt

10.0 out of 10, Exceptional, (224)
"Perfect home for our girls golfing trip"
United States
Kay S.
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Outdoor dining
The Grace Escape

Holiday Home in Monument Avenue Park

10.0 out of 10, Exceptional, (32)
"Great place "
United States
Josh H.
The Grace Escape
Interior
Landing Apartments near Virginia Union University

Aparthotel in Chamberlyne

3.5 star property
8.8 out of 10, Excellent, (18)
"The neighborhood was quiet and it has nice food places around "
United States
Tyesha
Landing Apartments near Virginia Union University
Terrace/patio
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Holiday Home in Randolph

9.8 out of 10, Exceptional, (129)
"Loved the house and enjoyed our stay very much highly recommend 10 stars!!!!"
United States
Christine C.
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Fridge, microwave, oven, stovetop
Vibrant 1-Bedroom Loft with Free Parking and Wifi

Apartment in Downtown Richmond

9.2 out of 10, Wonderful, (26)
"Good value, easy access to everything, "
United States
Mia B.
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Fridge, microwave, oven, stovetop
Downtown Living in Historic Richmond Loft

Apartment in Downtown Richmond

8.2 out of 10, Very good, (63)
"Perfect property. It was exactly what the pictures represented and our host was extremely helpful and responsive. Would highly recommend! "
United States
Mike L.
The price is HK$727
HK$2,126 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Living in Historic Richmond Loft
Smart TV, fireplace, computer monitors
Charming 1-bedroom suite with WiFi and AC in Bon Air

Holiday Home in 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$2,414 total
includes taxes & fees
3 Dec - 4 Dec
Charming 1-bedroom suite with WiFi and AC in Bon Air
TV, fireplace, ping pong, stereo
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning

Holiday Home in Sandston

2.0 star property
10.0 out of 10, Exceptional, (8)
"Beautiful and comfortable home, amazing views and great location for local wineries."
United States
Sara S.
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
Exterior
Cozy nest/private porch/museums/free parking

Apartment in Fan District

10.0 out of 10, Exceptional, (36)
"Great little spot. Was able to walk to restaurants very clean and safe area. Enjoyed our stay and very close to Richmond Raceway!"
United States
Nicole H.
The price is HK$490
HK$1,071 total
includes taxes & fees
10 Dec - 11 Dec
Cozy nest/private porch/museums/free parking
Marina
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Houseboat in Richmond

9.4 out of 10, Exceptional, (228)
"Very hospitable host, lovely location."
United States
Irene W.
The price is HK$894
HK$1,736 total
includes taxes & fees
28 Dec - 29 Dec
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Exterior detail
Studio Nest/2Queen beds/2TVs museums/free parking

Condo in Fan District

10.0 out of 10, Exceptional, (52)
"Everything was great!"
United States
Ingrid R.
The price is HK$521
HK$1,154 total
includes taxes & fees
30 Nov - 1 Dec
Studio Nest/2Queen beds/2TVs museums/free parking
Exterior
Walk to Museums & Breweries in Downtown Richmond

Holiday Home in Museum District

9.0 out of 10, Wonderful, (4)
"Great location stayed for a family member celebration of life and it was great "
United States
Chris Y.
The price is HK$1,847
HK$6,735 total
includes taxes & fees
29 Nov - 30 Nov
Walk to Museums & Breweries in Downtown Richmond
Property grounds
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

Houseboat in Richmond

9.6 out of 10, Exceptional, (112)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
United States
Melissa
The price is HK$894
HK$1,736 total
includes taxes & fees
28 Dec - 29 Dec
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Outdoor dining
The Sweet Family retreat/Fenced & Free Parking

Holiday Home in Sauer's Gardens

9.6 out of 10, Exceptional, (55)
"Great stay! Will be coming back if it’s available next time we come to Richmond. "
United States
Evan R.
The price is HK$778
HK$1,891 total
includes taxes & fees
1 Dec - 2 Dec
The Sweet Family retreat/Fenced & Free Parking
Microwave, oven, paper towels
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

Apartment in Fan District

10.0 out of 10, Exceptional, (11)
"Hasan was such a wonderful host! Everything was simple and easy! He communicated all the things we would need ahead of time and the property is lovely! I can’t wait to come back!"
United States
Isabella c.
The price is HK$945
HK$2,325 total
includes taxes & fees
30 Nov - 1 Dec
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
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 Chester Hotel Reviews

Regency Inn Richmond

Regency Inn Richmond

10/10 Excellent
"It’s was great!!"
Monay 3-night trip
Posted 3 hours ago
Regency Inn Richmond

Find out more about Chester

Search for holiday rentals in Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Chester using one of the methods below:

  • View our selection of featured holiday rentals in Chester
  • Use the map to find apartments and other holiday homes in the Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chester while they last

Look no further and take a look at our great range of rental properties in Chester!

Frequently asked questions

Can I find holiday rentals in Chester?

Yes, there are holiday rentals in Chester close to Iron Bridge Sports Park, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Chester. Make sure you have time to check out the art and cafés during your trip.

What are some of the best holiday rentals that Chester has to offer?

Great Location. Close to about everywhere .Can't beat the value. Check reviews!: This holiday home rental outside of Chester is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Chester?

With 7 Expedia holiday rentals, you're guaranteed to find just the right place for your Chester stay.

What’s there to see and do in Chester?

Family-friendly attractions include Iron Bridge Sports Park and The Lazy Daisy, whereas James River and Henricus Historical Park are a couple of great spots to enjoy the outdoors. Appomattox River and Parker's Battery Park are other places to visit while you're in town.

What’s a holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.