Chester Vacation Rentals

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Sep 25 - Sep 26
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Sep 26 - Sep 27
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Sep 26 - Sep 28
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Oct 3 - Oct 5

Vacation Rentals in Chester

Our top choices for Chester vacation rentals

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, (126)
"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
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (34)
"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 ￥16,237
￥24,562 total
includes taxes & fees
Oct 19 - Oct 20
The Studio@ Eanes Drug
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (30)
"Great place, great location!"
The price is ￥17,114
￥25,719 total
includes taxes & fees
Sep 29 - Sep 30
Historic Haven in Church Hill
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, (2)
"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!"
The price is ￥15,403
￥40,676 total
includes taxes & fees
Sep 29 - Sep 30
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond
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, (14)
"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
The Sweet Family retreat/Fenced & Free Parking
Outdoor dining

The Sweet Family retreat/Fenced & Free Parking

9.6 out of 10, Exceptional, (49)
"Fenced in yard perfect for our multi dog family!"
The price is ￥21,132
￥45,916 total
includes taxes & fees
Sep 29 - Sep 30
The Sweet Family retreat/Fenced & Free Parking
Good Vibes and a zen like atmosphere!
Terrace/patio

Good Vibes and a zen like atmosphere!

10.0 out of 10, Exceptional, (2)
"Very clean and peaceful "
The price is ￥8,929
￥15,001 total
includes taxes & fees
Oct 3 - Oct 4
Good Vibes and a zen like atmosphere!
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, (16)
"Location was very convenient for our wedding. Cabin was comfortable and scenic. Will definitely stay again if in the area."
No Fees 2BR Cabin Tucked Away on Private Lake
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 ￥15,180
￥30,895 total
includes taxes & fees
Oct 6 - Oct 7
Charming 1-bedroom suite with WiFi and AC in Bon Air
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, (68)
"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 ￥17,032
￥42,392 total
includes taxes & fees
Sep 28 - Sep 29
Lovely 2 Bedroom in the Heart of The Fan
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
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
TV, fireplace, table tennis, stereo

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

2.0 star property
10.0 out of 10, Exceptional, (6)
"Beautiful and comfortable home, amazing views and great location for local wineries."
NEW LISTING! Hidden Waterfront Luxury Oasis with 9-Acre Pond by RedAwning
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, (219)
"Property was as described and communication was effective. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
Pool

VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

10.0 out of 10, Exceptional, (123)
"Amazing location. Would stay again"
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck
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 ￥18,751
￥27,811 total
includes taxes & fees
Sep 28 - Sep 29
Luxury Apt in Diamond District - Scott’s Addition
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, (3)
"Everything was great about this verbo - the location, instructions, communications with owner. Highly recommend!"
The price is ￥14,882
￥52,388 total
includes taxes & fees
Oct 26 - Oct 27
2-bedroom apartment in pleasant Richmond with AC, WiFi
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms
Dining

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

10.0 out of 10, Exceptional, (12)
"Beautiful house with a great location. "
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms
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 ￥15,924
￥38,920 total
includes taxes & fees
Sep 28 - Sep 29
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
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, (22)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Luxe Modern Escape in Downtown Richmond - 2b2b
Microwave, oven, stovetop, dishwasher

Luxe Modern Escape in Downtown Richmond - 2b2b

The price is ￥26,788
￥71,815 total
includes taxes & fees
Sep 26 - Sep 27
Luxe Modern Escape in Downtown Richmond - 2b2b
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

Holiday Inn Hotel and Suites Richmond West End by IHG

Holiday Inn Hotel and Suites Richmond West End by IHG

10/10 Excellent
"The suites were Nice and spacious. I love the beds Very plush."
Tonita 1-night trip
Posted 2 days ago
Holiday Inn Hotel and Suites Richmond West End by IHG

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!

Frequently asked questions

Can I find vacation rentals in Chester?

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

What's the top vacation rental in Chester?

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This vacation 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Chester?

With 7 Expedia vacation rentals, you're sure 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 vacation rental in Chester like?

A vacation rental is a private property you can book for several days or longer in Chester. Vacation rentals feature amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for small groups.