Chester Holiday Rentals

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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Holiday Rentals in Chester

The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (41)
"Amazing, awesome and convenient place to stay in Richmond. "
The price is HK$934
HK$1,395 total
includes taxes & fees
15 Oct - 16 Oct
The Studio@ Eanes Drug
Luxury Apt in Diamond District - Scott’s Addition
Interior

Luxury Apt in Diamond District - Scott’s Addition

6.0 out of 10, (1)
"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. "
The price is HK$981
HK$1,454 total
includes taxes & fees
14 Oct - 15 Oct
Luxury Apt in Diamond District - Scott’s Addition
Landing Apartments near Virginia Union University
Interior

Landing Apartments near Virginia Union University

3.5 star property
8.8 out of 10, Excellent, (18)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University
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, (6)
"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$827
HK$1,646 total
includes taxes & fees
14 Oct - 15 Oct
Charming 1-bedroom suite with WiFi and AC in Bon Air
Luxe Modern Escape in Downtown Richmond - 2b2b
Microwave, oven, stovetop, dishwasher

Luxe Modern Escape in Downtown Richmond - 2b2b

"Overall, our group had a pleasant time but there were a few things that effected our stay: We were given two different unit numbers for check-in, which caused some minor confusion. The apartment was not as clean as we would have liked; the toilet bowls were pink, the washer clearly has mold growing inside it, and most of the floors could have done with a good vacuum mopping. There was a sign in the living room clearly meant to display internet info, but it was left completely blank and we had...
The price is HK$1,401
HK$3,706 total
includes taxes & fees
14 Oct - 15 Oct
Luxe Modern Escape in Downtown Richmond - 2b2b
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
Microwave, oven, paper towels

Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

10.0 out of 10, Exceptional, (4)
"Great location. Nice apartment, owner very friendly and helpful."
The price is HK$946
HK$2,326 total
includes taxes & fees
14 Oct - 15 Oct
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
Carytown Home/Fenced Yard/3 TVs/Family-Friendly
Fridge, microwave, oven, stovetop

Carytown Home/Fenced Yard/3 TVs/Family-Friendly

9.6 out of 10, Exceptional, (60)
"We were very comfortable here. It’s got that old school charm! The family loved walking to dinner and breakfast."
The price is HK$786
HK$1,695 total
includes taxes & fees
14 Oct - 15 Oct
Carytown Home/Fenced Yard/3 TVs/Family-Friendly
The Sweet Family retreat/Fenced & Free Parking
Outdoor dining

The Sweet Family retreat/Fenced & Free Parking

9.6 out of 10, Exceptional, (49)
"Easy clean and comfortable "
The price is HK$1,222
HK$2,517 total
includes taxes & fees
20 Oct - 21 Oct
The Sweet Family retreat/Fenced & Free Parking
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (35)
"Great place, great location!"
The price is HK$973
HK$1,445 total
includes taxes & fees
3 Nov - 4 Nov
Historic Haven in Church Hill
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
TV, books, offices

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

8.4 out of 10, Very good, (8)
"Nice place and convenient location"
The price is HK$833
HK$2,005 total
includes taxes & fees
15 Oct - 16 Oct
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
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, (224)
"Captain Ron is one of the best hosts. Make sure you learn some local lore and history, too!"
The price is HK$895
HK$1,737 total
includes taxes & fees
15 Oct - 16 Oct
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Studio Nest/2Queen beds/2TVs museums/free parking
Exterior detail

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

10.0 out of 10, Exceptional, (49)
"My sister & I stayed here again after a wonderful experience last year. This place is a perfect location & comfortable accommodations. "
The price is HK$599
HK$1,245 total
includes taxes & fees
16 Oct - 17 Oct
Studio Nest/2Queen beds/2TVs museums/free parking
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Property grounds

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

9.6 out of 10, Exceptional, (111)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
The price is HK$895
HK$1,756 total
includes taxes & fees
27 Oct - 28 Oct
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
NEW! Upscale Escape | Game Room & Spa-Like Baths
Interior

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

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay here with family. The home is beautiful and welcoming! "
NEW! Upscale Escape | Game Room & Spa-Like Baths
Spacious Carytown Home: 6BR, Free Parking!
Fridge, microwave, oven, stovetop

Spacious Carytown Home: 6BR, Free Parking!

2.0 star property
10.0 out of 10, Exceptional, (6)
"Don’t just look book lol, we enjoyed our stay will stay again"
The price is HK$1,837
HK$4,196 total
includes taxes & fees
15 Oct - 16 Oct
Spacious Carytown Home: 6BR, Free Parking!
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, (127)
"Everything you need for a stay in Richmond, especially if you have family at VCU. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Stylish retreat in charming Richmond with Private Sauna and other modern touches
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (16)
"Great property- exactly what we needed for 2 families of 4 (4 kids under 10)"
Stylish retreat in charming Richmond with Private Sauna and other modern touches
No Fees 2BR Cabin Tucked Away on Private Lake
Outdoor spa tub

No Fees 2BR Cabin Tucked Away on Private Lake

10.0 out of 10, Exceptional, (17)
"Excellent property, communication was great. Highly recommend!"
No Fees 2BR Cabin Tucked Away on Private Lake
2-bedroom apartment in pleasant Richmond with AC, WiFi
Microwave, oven, dishwasher

2-bedroom apartment in pleasant Richmond with AC, WiFi

10.0 out of 10, Exceptional, (4)
"Everything was great about this verbo - the location, instructions, communications with owner. Highly recommend!"
The price is HK$778
HK$2,780 total
includes taxes & fees
26 Oct - 27 Oct
2-bedroom apartment in pleasant Richmond with AC, WiFi
Charming 2-bedroom home, with lake access, in the Richmond metro area.
Outdoor dining

Charming 2-bedroom home, with lake access, in the Richmond metro area.

10.0 out of 10, Exceptional, (4)
"House was amazing and host was very kind and helpful"
The price is HK$1,004
HK$1,252 total
includes taxes & fees
3 Nov - 4 Nov
Charming 2-bedroom home, with lake access, in the Richmond metro area.
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

Hyatt Place Richmond/Chester

Hyatt Place Richmond/Chester

10/10 Excellent
"It was very clean. The breakfast was amazing for me, my wife, our two daughters (5 and 3), and our son (1). "
Jerry 1-night trip
Posted 2 days ago
Hyatt Place Richmond/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!

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?

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This holiday home rental outside of Chester offers a patio, a garden and air conditioning to help you feel perfectly comfortable 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. Make the most of games in this rental home to help you unwind.

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.