Chester Holiday Rentals

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov

Holiday Rentals in Chester

Landing Apartments near Virginia Union University
Interior

Landing Apartments near Virginia Union University

3.5 star property
8.6 out of 10, Excellent, (17)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University
Amazing Private House Rental w/ pool! Richmond, VA
Exterior

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (66)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is HK$1,567
HK$3,156 total
includes taxes & fees
24 Sept - 25 Sept
Amazing Private House Rental w/ pool! Richmond, VA
Charming 1-bedroom suite with WiFi and AC in Bon Air
Smart TV, fireplace, computer monitors

Charming 1-bedroom suite with WiFi and AC in Bon Air

10.0 out of 10, Exceptional, (5)
"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 "
The price is HK$764
HK$1,573 total
includes taxes & fees
22 Sept - 23 Sept
Charming 1-bedroom suite with WiFi and AC in Bon Air
Walk to Museums & Breweries in Downtown Richmond
Exterior

Walk to Museums & Breweries in Downtown Richmond

Walk to Museums & Breweries in Downtown Richmond
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (26)
"We had a great time staying at this studio with our dog. Very clean, any amenity you could want, and amazing location in a beautiful, historic neighborhood. We'd absolutely stay again!"
The price is HK$860
HK$1,300 total
includes taxes & fees
27 Aug - 28 Aug
The Studio@ Eanes Drug
Lovely 2 Bedroom in the Heart of The Fan
Fridge, microwave, oven, stovetop

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (66)
"Super easy and beautiful location. Very clean inside! The bed could be a little more comfortable, but other than that, no complaints!! 10/10 exactly the spot we needed to stroll around Richmond for a few days. "
The price is HK$1,058
HK$2,339 total
includes taxes & fees
17 Sept - 18 Sept
Lovely 2 Bedroom in the Heart of The Fan
Tourist Homes of Richmond Church Hill North
Toaster, cleaning supplies, paper towels

Tourist Homes of Richmond Church Hill North

4.0 star property
8.4 out of 10, Very good, (18)
"Amazing property! Will stay again!"
Tourist Homes of Richmond Church Hill North
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Terrace/patio

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

9.8 out of 10, Exceptional, (122)
"This property had all the amenities, modern and clean decor, nice friendly neighborhood atmosphere, a little park a block away to walk the dog, and within walking distance to the many features of RVA. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (26)
"Great apartment, very well appointed and close to lots of stuff."
The price is HK$898
HK$1,350 total
includes taxes & fees
15 Sept - 16 Sept
Historic Haven in Church Hill
Midlothian 3 Bedroom getaway for up to 8 guests!
Fridge, microwave, oven, stovetop

Midlothian 3 Bedroom getaway for up to 8 guests!

9.6 out of 10, Exceptional, (12)
"Great location. Everything was very clean and new. Very comfy beds and linens. Host was super accommodating as well. Will definitely go back "
The price is HK$1,953
HK$4,256 total
includes taxes & fees
28 Aug - 29 Aug
Midlothian 3 Bedroom getaway for up to 8 guests!
Luxury Apt in Diamond District - Scott’s Addition
Outdoor dining

Luxury Apt in Diamond District - Scott’s Addition

The price is HK$982
HK$1,457 total
includes taxes & fees
8 Sept - 9 Sept
Luxury Apt in Diamond District - Scott’s Addition
The Grace Escape
Exterior

The Grace Escape

10.0 out of 10, Exceptional, (25)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (2)
"Communication was great from the initial booking. Spacious, clean, and very private. Great accommodations and up to date appliances/furniture. Canoe is a lovely addition that we took pretty far down the river to explore. Would absolutely return and recommend to others!"
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Fridge, microwave, oven, stovetop

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.2 out of 10, Wonderful, (19)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Studio Nest/2Queen beds/2TVs museums/free parking
Exterior detail

Studio Nest/2Queen beds/2TVs museums/free parking

10.0 out of 10, Exceptional, (44)
"My sister & I stayed here again after a wonderful experience last year. This place is a perfect location & comfortable accommodations. "
The price is HK$672
HK$1,331 total
includes taxes & fees
22 Sept - 23 Sept
Studio Nest/2Queen beds/2TVs museums/free parking
Downtown Living in Richmond's Amazing Shockoe Bottom
Fridge, microwave, oven, stovetop

Downtown Living in Richmond's Amazing Shockoe Bottom

8.6 out of 10, Excellent, (28)
"There where used bandaids on the nightstand when I checked in which left a bad taste in my mouth :/"
The price is HK$648
HK$1,915 total
includes taxes & fees
27 Aug - 28 Aug
Downtown Living in Richmond's Amazing Shockoe Bottom
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Property grounds

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

10.0 out of 10, Exceptional, (215)
"We were in town for our daughter’s graduation from the University of Richmond. This property was minutes from the school and so convenient. Great kitchen, cozy house. Would stay again. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Relax And Reconnect With Expansive Views Of The Historic James River
Exterior

Relax And Reconnect With Expansive Views Of The Historic James River

10.0 out of 10, Exceptional, (52)
"Lovely stay in a well-appointed home. Perfect for a group, family, or couple."
Relax And Reconnect With Expansive Views Of The Historic James River
Grand Retreat with VMFA Views + Large Groups
Living area

Grand Retreat with VMFA Views + Large Groups

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
The price is HK$1,927
HK$5,107 total
includes taxes & fees
2 Sept - 3 Sept
Grand Retreat with VMFA Views + Large Groups
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Marina

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

9.4 out of 10, Exceptional, (220)
"Very convenient location to Richmond but far enough away to be quiet and cozy. The boat is wonderfully decorated and the view of the river is wonderful. Captain Ron is a lovely and very helpful host!"
The price is HK$898
HK$1,735 total
includes taxes & fees
22 Sept - 23 Sept
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
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

The Jefferson Hotel

The Jefferson Hotel

10/10 Excellent
"Best place to stay in East Coast"
WILLIAM 2-night trip
Posted 11 hours ago
The Jefferson Hotel

Find out more about Chester

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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Amazing Private House Rental w/ pool! Richmond, VA: This holiday home rental outside of Chester is located in the city centre, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday.

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 Appomattox River are a couple of great spots to enjoy the outdoors. Henricus Historical Park 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.