Holiday Rentals in Chester

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Holiday Rentals in Chester

The Studio@ Eanes Drug

Church Hill
10.0 out of 10, Exceptional, (49)
"It was a very nice place, very welcoming."
United States
Brenda C.
The price is €164
includes taxes & fees
2 Dec - 3 Dec
The Studio@ Eanes Drug

Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Three Chopt
10.0 out of 10, Exceptional, (223)
"Perfect home for our girls golfing trip"
United States
Kay S.
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

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

Luxury Apt in Diamond District - Scott’s Addition

Museum District
2.8 out of 10, (5)
Luxury Apt in Diamond District - Scott’s Addition

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

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

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 €185
includes taxes & fees
19 Nov - 20 Nov
MV GiaMaria

Historic Haven in Church Hill

Church Hill
10.0 out of 10, Exceptional, (42)
"Great place, great location!"
United States
Janet F.
The price is €169
includes taxes & fees
23 Nov - 24 Nov
Historic Haven in Church Hill

Downtown Living in Historic Richmond Loft

Downtown Richmond
8.2 out of 10, Very good, (62)
"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 €241
includes taxes & fees
1 Dec - 2 Dec
Downtown Living in Historic Richmond Loft

The Grace Escape

Monument Avenue Park
10.0 out of 10, Exceptional, (32)
"Great place "
United States
Josh H.
The Grace Escape

NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning

2.0 star property
Sandston
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

3-Bed Grace Street Getaway in Museum District

Museum District
9.8 out of 10, Exceptional, (20)
"Great location! Walkable to museums, shops, and restaurants in the neighborhood and a quick uber ride to other neighborhoods in RVA. The space being one level was great for our senior dog. "
United States
Andrea C.
The price is €437
includes taxes & fees
19 Nov - 20 Nov
3-Bed Grace Street Getaway in Museum District

Vibrant 1-Bedroom Loft with Free Parking and Wifi

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

Landing Apartments near Virginia Union University

3.5 star property
Chamberlyne
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

In the FAN/near VCU/Private Parking & fenced yard

Fan District
9.4 out of 10, Exceptional, (33)
"Great place to stay. "
United States
Betsy L.
The price is €156
includes taxes & fees
24 Nov - 25 Nov
In the FAN/near VCU/Private Parking & fenced yard

Midlothian 3 Bedroom getaway for up to 8 guests!

Midlothian
9.4 out of 10, Exceptional, (16)
"Very cleanly stay along with amenities within walking distance."
United States
Jason L.
The price is €482
includes taxes & fees
1 Dec - 2 Dec
Midlothian 3 Bedroom getaway for up to 8 guests!

Lavender Hill! The perfect spot to rest & rejuvenate or meet with colleagues!

Sauer's Gardens
10.0 out of 10, Exceptional, (2)
"The place is very clean and accessible to all the restaurants and places in Richmond.Great communication with the owner.Would definitely recommend anybody coming to Richmond to stay at this property."
United States
James D.
Lavender Hill! The perfect spot to rest & rejuvenate or meet with colleagues!

Oaks Retreat Carytown House: Family & Pet Friendly

Randolph
9.6 out of 10, Exceptional, (10)
"Good location, easy to find, no parking issues, clean and comfortable."
United States
Dave F.
The price is €223
includes taxes & fees
19 Nov - 20 Nov
Oaks Retreat Carytown House: Family & Pet Friendly

Cozy nest/private porch/museums/free parking

Fan District
10.0 out of 10, Exceptional, (35)
"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 €112
includes taxes & fees
19 Nov - 20 Nov
Cozy nest/private porch/museums/free parking

Texas, 1701 Texas Avenue

Maymont
9.6 out of 10, Exceptional, (23)
"The property was in a great location and a cozy home for our weekend stay."
United States
Lynne R.
Texas, 1701 Texas Avenue

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 €273
includes taxes & fees
9 Dec - 10 Dec
Charming 1-bedroom suite with WiFi and AC in Bon Air
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

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Chester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. 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 Chester holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as €112 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday 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 Chester 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 Chester holiday.

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

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?

Stylish retreat in charming Richmond with Private Sauna and other modern touches: This holiday home rental outside of Chester offers a fireplace, a BBQ and air conditioning to help you feel perfectly comfortable 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. Dutch Gap Conservation Area and Appomattox River 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.