Chester Vacation Rentals

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Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Chester vacation rentals

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, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is ￥17,607
￥32,891 total
includes taxes & fees
Feb 19 - Feb 20
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
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, (114 reviews)
"2nd time staying at this property and definitely won’t be the last! Amazing location and great host."
United States
Alexis S.
The price is ￥17,607
￥32,891 total
includes taxes & fees
Feb 19 - Feb 20
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Private kitchen

Tourist Home of Richmond - Church Hill North Apt09

Tourist Home of Richmond - Church Hill North Apt09
2.0 star property
Woodville
The price is ￥18,372
￥30,130 total
includes taxes & fees
Mar 4 - Mar 5
Tourist Home of Richmond - Church Hill North Apt09
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (60 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
The price is ￥19,138
￥25,371 total
includes taxes & fees
Feb 22 - Feb 23
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Charles City County
10.0 out of 10, Exceptional, (4 reviews)
"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "
United Kingdom
Travis K.
The price is ￥30,871
￥61,258 total
includes taxes & fees
Feb 19 - Feb 20
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Fridge, microwave, oven, stovetop

Cupid's Hideout

Cupid's Hideout
Fan District
The price is ￥15,846
￥49,605 total
includes taxes & fees
Mar 1 - Mar 2
Cupid's Hideout
Exterior

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

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (3 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
The price is ￥61,240
￥114,918 total
includes taxes & fees
Feb 28 - Mar 1
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
1 bedroom, WiFi

Charming 1-bedroom apartment in Mechanicsville

Charming 1-bedroom apartment in Mechanicsville
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 ￥12,248
￥21,146 total
includes taxes & fees
Feb 25 - Feb 26
Charming 1-bedroom apartment in Mechanicsville
Fridge, microwave, oven, stovetop

Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.2 out of 10, Very Good, (13 reviews)
"Lovely clean house, great for a group!"
United States
Jesse C.
The price is ￥24,113
￥44,275 total
includes taxes & fees
Mar 3 - Mar 4
Luxury Stay! 10 min away from Fort Lee.
Interior

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Old Town Manchester
Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (56 reviews)
"Excellent accommodations!Great walkable location near local cafes & restaurants with a friendly neighborhood vibe."
United States
Patricia N.
The price is ￥19,903
￥26,244 total
includes taxes & fees
Mar 8 - Mar 9
Historic Haven in Church Hill
Interior

Carytown Gem: Family-Friendly Apartment with Yard

Carytown Gem: Family-Friendly Apartment with Yard
Carytown
9.8 out of 10, Exceptional, (67 reviews)
"Very nice"
United States
Mary T.
The price is ￥16,382
￥33,984 total
includes taxes & fees
Feb 22 - Feb 23
Carytown Gem: Family-Friendly Apartment with Yard
Dining

Carytown cozy nest private room Fenced Yard

Carytown cozy nest private room Fenced Yard
Carytown
9.8 out of 10, Exceptional, (27 reviews)
"It is a great place to stay in Richmond. Very accessible to Carytown, VMFA and other places in Richmond."
United States
Richard W.
The price is ￥11,023
￥21,644 total
includes taxes & fees
Mar 3 - Mar 4
Carytown cozy nest private room Fenced Yard
Terrace/patio

Urban Bloom/King Bed/2TVs/Free Parking/Museums

Urban Bloom/King Bed/2TVs/Free Parking/Museums
Fan District
9.8 out of 10, Exceptional, (51 reviews)
"This property was just what we needed for our quick getaway to Richmond. Everything was either walkable or a short drive away. Mei was a very responsive host, which was awesome. The house was clean and comfy as well. "
United States
Jessica D.
The price is ￥11,483
￥23,708 total
includes taxes & fees
Mar 2 - Mar 3
Urban Bloom/King Bed/2TVs/Free Parking/Museums
Terrace/patio

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Northern Barton Heights
9.4 out of 10, Exceptional, (13 reviews)
"Loved it. Plenty of room for grandkids, their parents & I to have fun."
United States
Jane B.
The price is ￥16,382
￥61,588 total
includes taxes & fees
Feb 23 - Feb 24
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
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 ￥33,491
￥45,835 total
includes taxes & fees
Feb 19 - Feb 20
Cookie B
TV

Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking

Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking
Downtown Richmond
The price is ￥15,203
￥48,787 total
includes taxes & fees
Feb 19 - Feb 20
Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking
1 bedroom, in-room safe, free WiFi, bed sheets

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.4 out of 10, Exceptional, (21 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is ￥9,783
￥18,179 total
includes taxes & fees
Feb 28 - Mar 1
Magnolias, a chill out place.
Dining

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
Downtown Richmond
9.8 out of 10, Exceptional, (73 reviews)
"Loved the apartment, great setup in a historic building in RVA with great restaurants in walking distance. "
United States
David Y.
The price is ￥14,192
￥30,212 total
includes taxes & fees
Mar 1 - Mar 2
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!
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, (32 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 ￥17,522
￥47,135 total
includes taxes & fees
Mar 12 - Mar 13
Downtown Living in Richmond's Amazing Shockoe Bottom
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

Country Inn & Suites by Radisson, Richmond I-95 South, VA

Country Inn & Suites by Radisson, Richmond I-95 South, VA

10/10 Excellent
"The staff was over the top friendly and present. The place was clean, neat and comfortable."
Amy 1-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Richmond I-95 South, VA

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:

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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?

Historic Modern Walkable to to VCU: This vacation home rental outside of Chester has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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