Chester Holiday Rentals

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Holiday Rentals in Chester

Houseboat in Richmond

3.0 star property
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$1,011
HK$1,542 total
includes taxes & fees
30 Nov - 1 Dec
Cookie B

Apartment in Richmond

9.4 out of 10, Exceptional, (19)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is HK$483
HK$953 total
includes taxes & fees
1 Dec - 2 Dec
Magnolias, a chill out place.

Condo in Fan District

9.6 out of 10, Exceptional, (28)
"Absolutely lovely and so convenient! We walked everywhere and didn’t take our cars out once. We shopped, ate at cute restaurants, wandered and visited the Virginia Museum of Fine Art, all on foot!"
United States
Melanie
The price is HK$521
HK$1,076 total
includes taxes & fees
30 Nov - 1 Dec
Cozy studio in FAN/museums /free parking

Cottage in Quinton

10.0 out of 10, Exceptional, (7)
"House was amazing and host was very kind and helpful"
United States
Aaron R.
The price is HK$1,050
HK$1,302 total
includes taxes & fees
2 Dec - 3 Dec
Charming 2-bedroom home, with lake access, in the Richmond metro area.

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

Apartment in 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$692
HK$1,204 total
includes taxes & fees
2 Dec - 3 Dec
Charming 1-bedroom apartment in Mechanicsville

Apartment in Northern Barton Heights

10.0 out of 10, Exceptional, (2)
"The house was just as described. Very clean and very comfortable. The owner is easy to communicate with. "
United States
Kerri L.
The price is HK$572
HK$2,006 total
includes taxes & fees
30 Nov - 1 Dec
Sunny, Spacious Suite Green & Shaded Backyard

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$1,672 total
includes taxes & fees
30 Nov - 1 Dec
MV GiaMaria

Holiday Home in Midlothian

10.0 out of 10, Exceptional, (1)
"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$622
HK$1,400 total
includes taxes & fees
20 Dec - 21 Dec
Newly finished basement suite in Midlothian. Very clean and spacious.

Apartment in Downtown Richmond

8.6 out of 10, Excellent, (31)
"Was I great place to stay! Very responsive and gave all the info you need to make the trip and stay easy! "
United States
Dillon D.
The price is HK$563
HK$1,750 total
includes taxes & fees
1 Dec - 2 Dec
Downtown Living in Richmond's Amazing Shockoe Bottom

Holiday Home in Carver

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our large family group enjoyed our stay here. The house is well-appointed and large. Everyone loved having their own bathrooms. Everything was clean and new condition. Just some minor things that were not deal-breakers for us. When I polled my family we pretty much all wished we had brought our own pillows. Parking is tight and awkward when neighbors are also parked, but at least there are reserved spots in a busy neighborhood. There are noise machines for each bed which is nice, but perhaps...
United States
Meg T.
The price is HK$1,164
HK$4,834 total
includes taxes & fees
30 Nov - 1 Dec
Modern 5 Bedroom City Retreat + Walkable + Private Baths + Large Groups

Houseboat in 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$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

Apartment in Fan District

9.4 out of 10, Exceptional, (73)
"Great location and very comfortable property."
United States
Patricia M.
The price is HK$808
HK$2,079 total
includes taxes & fees
1 Dec - 2 Dec
Lovely 2 Bedroom in the Heart of The Fan

Apartment in Downtown Richmond

2.0 star property
The price is HK$504
HK$1,839 total
includes taxes & fees
1 Dec - 2 Dec
Modern 1 BR Apartment in the Heart of Downtown Richmond with Off-street Parking

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

Apartment in Downtown Richmond

8.2 out of 10, Very good, (21)
"Great place, comfortable, clean, close to a lot of fun spots in Richmond"
United States
Derrick C.
The price is HK$563
HK$1,750 total
includes taxes & fees
1 Dec - 2 Dec
Lovely 1-Bedroom Loft with Free Parking and Wifi

Apartment in 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$2,156 total
includes taxes & fees
1 Dec - 2 Dec
Private Guest house with Parking and Wi-Fi in a Central Location

Holiday Home in Petersburg

9.0 out of 10, Wonderful, (8)
"Communication with host was amazing! Cute place. Nice decor. "
United States
Claire F.
The price is HK$630
HK$1,130 total
includes taxes & fees
7 Dec - 8 Dec
Retro bungalow minutes away from historic Old Towne Petersburg!

Holiday Home in Petersburg

2.0 star property
9.4 out of 10, Exceptional, (3)
"Big yard."
United States
Michael O.
The price is HK$1,113
HK$2,791 total
includes taxes & fees
30 Nov - 1 Dec
Close to Fort Gregg-Adams, VSU & Southside Medical – Comfort & Convenience
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

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.