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Chester Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Chester vacation rentals

Lobby

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

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (120 reviews)
"Quaint, quiet, and cozy. Clean. Just what was wanted for a few quiet days. "
United States
norma W.
The price is ￥18,658
￥34,483 total
includes taxes & fees
Jul 19 - Jul 20
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Marina

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

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (240 reviews)
"The houseboat was exactly as described and met as well as exceeding my expectations. Very peaceful, overlooking the river. The bed was comfortable and I love every minute of our stay, just wish it had been longer. We met Capt. Ron on our last night. He is a very nice man and loved talking with him. I hope to return in the future. Barbara and Ben"
United States
Barbara
The price is ￥18,658
￥34,483 total
includes taxes & fees
Jul 29 - Jul 30
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Smart TV, fireplace

The Birdhouse - Cozy Cottage Retreat in Richmond

The Birdhouse - Cozy Cottage Retreat in Richmond
Swansboro West
10.0 out of 10, Exceptional, (3 reviews)
"The most beautifully finished cottage! Host very responsive!! Loved it."
United States
Stephanie S.
The price is ￥16,097
￥33,713 total
includes taxes & fees
Jul 22 - Jul 23
The Birdhouse - Cozy Cottage Retreat in Richmond
Fridge, microwave, oven, stovetop

Luxe King Bd W Resort Amenities

Luxe King Bd W Resort Amenities
Moseley
9.0 out of 10, Wonderful, (7 reviews)
"Hotel options in this area are awful; this condo is a great alternative. Everything is basic but completely serviceable and completely met our needs. The location close to Brandermill nursing/assisted living is perfect."
United States
Lisa H.
The price is ￥13,437
￥32,925 total
includes taxes & fees
Jul 16 - Jul 17
Luxe King Bd W Resort Amenities
Interior

Petersburg VA | King Bed|Smoking

Petersburg VA | King Bed|Smoking
Petersburg VA
10.0 out of 10, Exceptional, (89 reviews)
"Expectations met! Free toiletries added convenience since I didn't pack as much as usual,nice surprise getting essentials without extra hassle."
United States
Anonymous traveler
The price is ￥11,475
￥14,393 total
includes taxes & fees
Jul 16 - Jul 17
Petersburg VA | King Bed|Smoking
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug-Heart of the Historic District

The Studio@ Eanes Drug-Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (87 reviews)
"Great option and neighborhood- enjoyed the stay"
United States
Gary P.
The price is ￥22,714
￥29,664 total
includes taxes & fees
Jul 29 - Jul 30
The Studio@ Eanes Drug-Heart of the Historic District
Interior

2 Full Beds|Non-Smoking

2 Full Beds|Non-Smoking
Petersburg VA
10.0 out of 10, Exceptional, (79 reviews)
"Room had everything needed for productivity, plus it was nice to have good internet connection while I worked remotely during my stay."
United States
Anonymous traveler
The price is ￥12,875
￥16,120 total
includes taxes & fees
Jul 21 - Jul 22
2 Full Beds|Non-Smoking
1 bedroom, in-room safe, WiFi (free), bed sheets

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (23 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is ￥11,535
￥20,598 total
includes taxes & fees
Jul 19 - Jul 20
Magnolias, a chill out place.
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill in The Heart of the Historic District

Historic Haven in Church Hill in The Heart of the Historic District
Church Hill
10.0 out of 10, Exceptional, (70 reviews)
"Nice stay"
United States
Danelle B.
The price is ￥24,336
￥31,520 total
includes taxes & fees
Jul 21 - Jul 22
Historic Haven in Church Hill in The Heart of the Historic District
Front of property

Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (8 reviews)
"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 ￥35,490
￥48,571 total
includes taxes & fees
Jul 16 - Jul 17
Cookie B
Interior

Downtown Living in Richmond's Amazing Shockoe Bottom

Downtown Living in Richmond's Amazing Shockoe Bottom
Downtown Richmond
8.6 out of 10, Excellent, (35 reviews)
"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 ￥18,568
￥52,732 total
includes taxes & fees
Jul 21 - Jul 22
Downtown Living in Richmond's Amazing Shockoe Bottom
1 bedroom, WiFi (free), bed sheets

The Farmhouse Retreat

The Farmhouse Retreat
Mechanicsville
10.0 out of 10, Exceptional, (4 reviews)
"Had a great stay while fishing the james river. "
United States
Travis D.
The price is ￥14,439
￥25,955 total
includes taxes & fees
Jul 21 - Jul 22
The Farmhouse Retreat
Property grounds

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.

Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
Chesterfield
10.0 out of 10, Exceptional, (6 reviews)
"Quiet and Cozy. Beautiful scenery, great walking trails. Host was extra accomdating with check-in and out process. Would definitely visit again "
United States
G H.
The price is ￥15,332
￥40,992 total
includes taxes & fees
Jul 26 - Jul 27
Stonewall Manor Cozy 1-bedroom with WiFi and AC on five star horse farm.
Fridge, microwave, oven, stovetop

Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.4 out of 10, Very Good, (17 reviews)
"The home was very clean and very comfortable. Communication was excellent. We would definitely stay here again!"
United States
CHRIS
The price is ￥27,013
￥71,149 total
includes taxes & fees
Jul 20 - Jul 21
Luxury Stay! 10 min away from Fort Lee.
Interior

Relax in beautiful second floor apartment with balcony & private fenced yard.

Relax in beautiful second floor apartment with balcony & private fenced yard.
Northern Barton Heights
8.0 out of 10, Very Good, (1 review)
The price is ￥28,392
￥61,740 total
includes taxes & fees
Jul 16 - Jul 17
Relax in beautiful second floor apartment with balcony & private fenced yard.
Interior

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard

Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
Richmond
10.0 out of 10, Exceptional, (5 reviews)
"Great location! Host responsive!"
United States
Rebekah G.
The price is ￥18,495
￥42,708 total
includes taxes & fees
Jul 16 - Jul 17
Cozy Bungalow | 3 Parking Spots | Fully Fenced Yard
2 bedrooms, WiFi, bed sheets

Earth & Ember -Cottage House Retreat!

Earth & Ember -Cottage House Retreat!
North Highland Park
The price is ￥20,280
￥47,652 total
includes taxes & fees
Jul 18 - Jul 19
Earth & Ember -Cottage House Retreat!
Exterior

Private bedroom and bath!

Private bedroom and bath!
Midlothian
6.0 out of 10, (2 reviews)
"We had a lacrosse tournament at River city sports plex. This was perfect location to stay for us. Friendly and amazing combination with host. Extremely pleased with our stay"
United States
Ridge W.
The price is ￥21,091
￥37,907 total
includes taxes & fees
Jul 16 - Jul 17
Private bedroom and bath!
Dining

Cozy 2-bedroom apartment in beautiful Fan District

Cozy 2-bedroom apartment in beautiful Fan District
Fan District
10.0 out of 10, Exceptional, (1 review)
"Check in was quick and easy. Our host communicated everything we needed to make the stay seamless. The apartment was very clean and had everything we needed to be comfortable. Location was perfect. Walkable to Careytown with fun shopping and plenty of places to eat. We so enjoyed the stay!"
United States
Dorothy A S.
The price is ￥16,062
￥45,424 total
includes taxes & fees
Aug 4 - Aug 5
Cozy 2-bedroom apartment in beautiful Fan District
Living area

The New Amsterdam Nook 2 Bed - 1 Bath - Full Kitchen - Pool - AC

The New Amsterdam Nook 2 Bed - 1 Bath - Full Kitchen - Pool - AC
Mechanicsville
The price is ￥17,522
￥23,903 total
includes taxes & fees
Aug 11 - Aug 12
The New Amsterdam Nook 2 Bed - 1 Bath - Full Kitchen - Pool - AC
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

Suburban Studios Chester

Suburban Studios Chester

8/10 Good
"Room was very clean and hotel even had maid service. Staff was pleasant and cordial. My only issue is that the listed services on web site were not available . The kitchen is no more than micro and fridge, the hot plate is there but no cooking pots,pans ,plates or utensils. The pool is not open and doesnt look like it will be ever, laundry door sign says out of order so thats useless. Please update listing to match"
GEORGE 1-night trip
Posted 1 hour ago
Suburban Studios 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?

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!: This vacation home rental outside of Chester has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Chester?

With 8 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 Dutch Gap Conservation Area are a couple of great spots to enjoy the outdoors. Point of Rocks Park and Appomattox River 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.