Chester Holiday Rentals

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Holiday Rentals in Chester

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

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

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (22)
"Great apartment, very well appointed and close to lots of stuff."
The price is AU$270
includes taxes & fees
12 Aug - 13 Aug
Historic Haven in Church Hill

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 AU$260
includes taxes & fees
11 Aug - 12 Aug
The Studio@ Eanes Drug

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 AU$314
includes taxes & fees
11 Aug - 12 Aug
Charming 1-bedroom suite with WiFi and AC in Bon Air

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 AU$693
includes taxes & fees
19 Aug - 20 Aug
Amazing Private House Rental w/ pool! Richmond, VA

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 AU$352
includes taxes & fees
10 Aug - 11 Aug
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

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

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 AU$1,205
includes taxes & fees
6 Aug - 7 Aug
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (61)
"Great location, clean and easy."
The price is AU$482
includes taxes & fees
13 Aug - 14 Aug
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 … "
The price is AU$844
includes taxes & fees
20 Aug - 21 Aug
Midlothian 3 Bedroom getaway for up to 8 guests!

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

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!

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!

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 AU$543
includes taxes & fees
14 Aug - 15 Aug
Charming 3-bedroom townhome with WiFi in delightful Richmond

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!

10.0 out of 10, Exceptional, (3)
"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 AU$466
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!

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

9.8 out of 10, Exceptional, (8)
"Perfect short stay. "
The price is AU$1,047
includes taxes & fees
18 Aug - 19 Aug
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

Frequently asked questions

Can I find holiday rentals in Chester?

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

What are some of the best holiday rentals that Chester has to offer?

Charming 1-bedroom suite with WiFi and AC in Bon Air: This holiday 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 such as a fridge and a microwave can make your holiday run smoothly. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Chester?

With 7 Expedia holiday rentals, you're guaranteed 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 holiday rental in Chester like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chester. Holiday rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a small group gathering.