Chester Vacation Rentals

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Check prices for these dates

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Aug 9 - Aug 10
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Aug 10 - Aug 11
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Aug 15 - Aug 17
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Aug 22 - Aug 24

Vacation Rentals in Chester

Tourist Homes of Richmond Church Hill North
Enjoy cooking in this well-lit kitchen with stainless steel appliances and white cabinetry.

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
Relax and socialize in this spacious indoor recreational area with a pool table and comfortable seating.

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
Historic Haven in Church Hill
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stainless steel appliances.

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (23)
"Great apartment, very well appointed and close to lots of stuff."
The price is ￥16,990
￥25,532 total
includes taxes & fees
Aug 12 - Aug 13
Historic Haven in Church Hill
The Studio@ Eanes Drug
Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a gas stove, and ample storage.

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (24)
"Charming, comfortable and great amenities - it's the perfect location to explore all that Church Hill has to offer."
The price is ￥16,163
￥24,450 total
includes taxes & fees
Aug 13 - Aug 14
The Studio@ Eanes Drug
Charming 1-bedroom suite with WiFi and AC in Bon Air
Relax in this stylish living space, featuring a large chandelier, flat-screen TV, and comfortable sectional sofa.

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 "
The price is ￥14,442
￥29,739 total
includes taxes & fees
Aug 11 - Aug 12
Charming 1-bedroom suite with WiFi and AC in Bon Air
Amazing Private House Rental w/ pool! Richmond, VA
Experience the charm of historic St. Richmond at BLIM, a distinctive building with a central tower and turret.

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (64)
"Enjoyed everything but couldn’t get in the pool.The people that came before us had a party. "
The price is ￥33,242
￥65,624 total
includes taxes & fees
Aug 19 - Aug 20
Amazing Private House Rental w/ pool! Richmond, VA
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Moored boats and lush greenery surround this serene marina.

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

9.4 out of 10, Exceptional, (218)
"This was a really nice different getaway for the weekend. Captain Ron was an excellent host and we had a great time."
The price is ￥16,898
￥33,153 total
includes taxes & fees
Sep 1 - Sep 2
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Relax on the covered porch with a view of the surrounding street and trees.

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
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Enjoy cooking in this well-lit kitchen with a central island and microwave.

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!"
The price is ￥59,096
￥113,927 total
includes taxes & fees
Aug 10 - Aug 11
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lovely 2 Bedroom in the Heart of The Fan
Fully equipped kitchen with dishwasher, oven, and sink, plus a convenient island with stools.

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (63)
"Great location, clean and easy."
The price is ￥19,903
￥45,316 total
includes taxes & fees
Aug 24 - Aug 25
Lovely 2 Bedroom in the Heart of The Fan
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Features a kitchen with stainless steel appliances, wooden cabinets, and granite countertops.

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!
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, double oven, and ample workspace.

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 … "
The price is ￥36,735
￥80,232 total
includes taxes & fees
Aug 25 - Aug 26
Midlothian 3 Bedroom getaway for up to 8 guests!
The Henrico Hideaway: Firepit, Close to Everything
Enjoy casual dining at the central island with bar stools, surrounded by sleek cabinetry and stainless steel appliances.

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
The Grace Escape
Welcome to this charming home with a brick base, wooden door, and a small tree by the entrance.

The Grace Escape

10.0 out of 10, Exceptional, (23)
"We enjoyed our stay here. House was clean and it had everything we needed."
The Grace Escape
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
Stroll along the beautifully maintained garden pathway to a charming building with a classic facade, featuring evenly spaced windows and shutters.

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

10.0 out of 10, Exceptional, (214)
"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!
Charming 3-bedroom townhome with WiFi in delightful Richmond
Relax in style with a comfortable sofa, coffee table, and a beautiful view.

Charming 3-bedroom townhome with WiFi in delightful Richmond

10.0 out of 10, Exceptional, (3)
"Townhouse was awesome. Plenty of room for 6 people. Pet friendly. Quiet neighborhood. Host Jordan was very helpful and available when needed. We all loved our stay. Would stay again. "
The price is ￥19,147
￥49,283 total
includes taxes & fees
Aug 10 - Aug 11
Charming 3-bedroom townhome with WiFi in delightful Richmond
Relax And Reconnect With Expansive Views Of The Historic James River
Stunning two-story building with a central entrance and upper-floor balcony, set amidst a serene lawn and trees.

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
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!
Enjoy meals around the central island in this kitchen, featuring a stainless steel refrigerator, microwave, and oven.

Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!

10.0 out of 10, Exceptional, (4)
"This place was just perfect for our stay. Beautiful historic home, plenty of room, great kitchen. We just loved it. Would come back and stay again and again!"
The price is ￥17,020
￥44,101 total
includes taxes & fees
Aug 18 - Aug 19
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!
Perfect Holiday Retreat Steps from Downtown RVA
Enjoy cooking in this well-equipped kitchen with a microwave, oven, and dishwasher, and access to an outdoor area with a deck.

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
Grand Retreat with VMFA Views + Large Groups
Relax in this inviting living space with a plush sofa, dining area, and natural light pouring in through the large window.

Grand Retreat with VMFA Views + Large Groups

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
The price is ￥40,247
￥101,362 total
includes taxes & fees
Aug 26 - Aug 27
Grand Retreat with VMFA Views + Large Groups
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

Best Western Premier Richmond City Gateway

Best Western Premier Richmond City Gateway

10/10 Excellent
"Excellent "
Manuel 2-night trip
Posted 15 hours ago
Best Western Premier Richmond City Gateway

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.