Chester Vacation Rentals

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Vacation Rentals in Chester

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

Landing Apartments near Virginia Union University

3.5 star property
8.8 out of 10, Excellent, (16)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University

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

9.4 out of 10, Exceptional, (217)
"This was a really nice different getaway for the weekend. Captain Ron was an excellent host and we had a great time."
$185 nightly
The price is $222
Aug 3 - Aug 4
Total includes taxes and fees
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (21)
"Great apartment, very well appointed and close to lots of stuff."
$135 nightly
The price is $173
Aug 4 - Aug 5
Total includes taxes and fees
Historic Haven in Church Hill

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

10.0 out of 10, Exceptional, (4)
"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 "
$165 nightly
The price is $198
Aug 25 - Aug 26
Total includes taxes and fees
Charming 1-bedroom suite with WiFi and AC in Bon Air

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (21)
"Charming, comfortable and great amenities - it's the perfect location to explore all that Church Hill has to offer."
$130 nightly
The price is $166
Aug 4 - Aug 5
Total includes taxes and fees
The Studio@ Eanes Drug

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!"
$714 nightly
The price is $771
Aug 5 - Aug 6
Total includes taxes and fees
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (64)
"This place was awesome I love the fact that she allowed party’s, also like we were able to have a designated smoking area, although from the outside it looks really small but once inside it was so big, back yard was very nice we will return! "
$375 nightly
The price is $480
Aug 19 - Aug 20
Total includes taxes and fees
Amazing Private House Rental w/ pool! Richmond, VA

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (61)
"Great location, clean and easy."
$282 nightly
The price is $306
Aug 3 - Aug 4
Total includes taxes and fees
Lovely 2 Bedroom in the Heart of The Fan

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

Midlothian 3 Bedroom getaway for up to 8 guests!

9.4 out of 10, Exceptional, (10)
"We stayed here while the girls of the family went to a bridal shower.The place had everything you need for a short stay… It is walking distance to many restaurants… coffee spots and grocery stores. The place was new and clean … "
$451 nightly
The price is $541
Aug 18 - Aug 19
Total includes taxes and fees
Midlothian 3 Bedroom getaway for up to 8 guests!

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

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

9.8 out of 10, Exceptional, (66)
"Clean, nicely decorated apartment convenient to downtown RVA."
$188 nightly
The price is $241
Aug 4 - Aug 5
Total includes taxes and fees
Heart of the Arts District Penthouse - West Broad VCU MCV Prime Downtown!

Relax And Reconnect With Expansive Views Of The Historic James River

10.0 out of 10, Exceptional, (51)
"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

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

10.0 out of 10, Exceptional, (212)
"Josh's house was perfect for our family stay in Richmond for our daughter's wedding. Josh is a great host, the house was clean and comfortable with everything we needed."
Great Location. Close to about everywhere .Can't beat the value. Check reviews!

Perfect Holiday Retreat Steps from Downtown RVA

9.2 out of 10, Wonderful, (9)
"We were in town for a sporting event and it was perfect for our family of 4 which was more affordable than a hotel with more space for one night. The unit has a lot of charm and we found a great roastery for coffee along with brunch nearby. "
Perfect Holiday Retreat Steps from Downtown RVA

The Cozy Rancher | Petersburg | King Bed

10.0 out of 10, Exceptional, (31)
"It was a great experience and the house was lovely and just like the pictures ."
$303 nightly
The price is $349
Aug 3 - Aug 4
Total includes taxes and fees
The Cozy Rancher | Petersburg | King Bed

Cozy condo in Shockoe Bottom with bars and restaurants at the doorsteps.

10.0 out of 10, Exceptional, (2)
"Fantastic location for experiencing Richmond’s vibrant nightlife. The homeowner is laid-back and stayed in touch to ensure my stay was enjoyable."
$271 nightly
The price is $347
Aug 3 - Aug 4
Total includes taxes and fees
Cozy condo in Shockoe Bottom with bars and restaurants at the doorsteps.

The Henrico Hideaway: Firepit, Close to Everything

10.0 out of 10, Exceptional, (7)
"This house was perfect for what we needed! The beds were comfy (the master was my fave!) Communication with the host was great! Very timely. Great experience overall. "
The Henrico Hideaway: Firepit, Close to Everything

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

9.6 out of 10, Exceptional, (108)
"Such a cool fun stay. Captain Ron is so friendly and accommodating. Really cool stay for kids!"
$185 nightly
The price is $222
Aug 7 - Aug 8
Total includes taxes and fees
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
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

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?

Charming 1-bedroom suite with WiFi and AC in Bon Air: This vacation home rental outside of Chester offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities like a fridge and a microwave can make your vacation run smoothly. 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.