Chester Holiday Rentals

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Holiday Rentals in Chester

The Cozy Rancher | Petersburg | King Bed

10.0 out of 10, Exceptional, (30)
"It was a great experience and the house was lovely and just like the pictures ."
The price is NZ$584
includes taxes & fees
18 July - 19 July
The Cozy Rancher | Petersburg | King Bed

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

10.0 out of 10, Exceptional, (1)
"This house has been so well kept. It is amazing how they provide everything you need. My family, of 6, was very comfortable and had plenty of room. If you are looking for a place to stay that is not too far from Busch Gardens, I highly advise this lovely home."
The price is NZ$1,291
includes taxes & fees
20 July - 21 July
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

Lakefront 4-bedroom house in enchanting Quinton with WiFi, AC

The price is NZ$685
includes taxes & fees
29 July - 30 July
Lakefront 4-bedroom house in enchanting Quinton with WiFi, AC

Luxury Stay! 15 min away from Fort Gregg-Adams.

8.4 out of 10, Very good, (10)
"Very clean and spacious. Will book again. We had a great stay and property manager was very nice and communication was great as well. "
The price is NZ$408
includes taxes & fees
22 July - 23 July
Luxury Stay! 15 min away from Fort Gregg-Adams.

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

9.8 out of 10, Exceptional, (7)
"Booked for a family wedding in Richmond. Everything was great and as promised at this rental. The host was responsive to any questions. Highly recommend "
The price is NZ$786
includes taxes & fees
29 July - 30 July
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Retro bungalow minutes away from historic Old Towne Petersburg!

9.6 out of 10, Exceptional, (7)
Retro bungalow minutes away from historic Old Towne Petersburg!

Charming 3-bedroom house with AC and WiFi in enchanting Petersburg.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Big yard."
The price is NZ$581
includes taxes & fees
28 July - 29 July
Charming 3-bedroom house with AC and WiFi in enchanting Petersburg.

Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

9.8 out of 10, Exceptional, (14)
"We had a great stay! "
The price is NZ$546
includes taxes & fees
29 July - 30 July
Retreat Zen/3br ranch house/private parking/FIRE-PIT/RF

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 NZ$547
includes taxes & fees
29 July - 30 July
Charming 2-bedroom house with WiFi, AC, & Patio in the heart of Richmond!

Cozy walkable downtown retreat, 3 minutes to VCU

9.4 out of 10, Exceptional, (14)
"Great stay."
The price is NZ$786
includes taxes & fees
28 July - 29 July
Cozy walkable downtown retreat, 3 minutes to VCU

Oaks Retreat Carytown House: Family & Pet Friendly

10.0 out of 10, Exceptional, (5)
"Good location, easy to find, no parking issues, clean and comfortable."
The price is NZ$516
includes taxes & fees
17 July - 18 July
Oaks Retreat Carytown House: Family & Pet Friendly

Red Juniper Retreat

10.0 out of 10, Exceptional, (21)
"We had an amazing time in this house! It is beautiful and was very well provided with extra treats to make our stay special. I hope to say here every year with this small group of kids. "
The price is NZ$972
includes taxes & fees
21 July - 22 July
Red Juniper Retreat

Cupid's Hideout

2.0 star property
The price is NZ$618
includes taxes & fees
18 July - 19 July
Cupid's Hideout

Craft Cottage fully fenced yard w/private parking

10.0 out of 10, Exceptional, (11)
"Safe and clean for our 3 night stay in Richmond. Would highly recommend staying here!"
The price is NZ$333
includes taxes & fees
22 July - 23 July
Craft Cottage fully fenced yard w/private parking

Carytown Home/Fenced Yard/3 TVs/Family-Friendly

9.8 out of 10, Exceptional, (56)
"The property was comfortable and quiet and walkable to a lot of shopping dining. I felt welcome and the owners were attentive to making my stay pleasant."
The price is NZ$537
includes taxes & fees
30 July - 31 July
Carytown Home/Fenced Yard/3 TVs/Family-Friendly

Carytown Charm: 1BR with King Bed/fully fenced

9.8 out of 10, Exceptional, (27)
"The house was clean. Just a few steps from several restaurants and coffee shops. "
The price is NZ$308
includes taxes & fees
20 July - 21 July
Carytown Charm: 1BR with King Bed/fully fenced

Historic Fan Home in Carytown: Family & Pet Friendly

9.0 out of 10, Wonderful, (2)
"There was plenty of room for everyone at this lovely home! The location was perfect and the accomodations were great."
The price is NZ$1,176
includes taxes & fees
20 July - 21 July
Historic Fan Home in Carytown: Family & Pet Friendly

Urban Hearth in Carytown/fenced yard/free parking

9.4 out of 10, Exceptional, (3)
"Nice place and convenient location"
The price is NZ$451
includes taxes & fees
17 July - 18 July
Urban Hearth in Carytown/fenced yard/free parking

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 NZ$731
includes taxes & fees
21 July - 22 July
Charming 3-bedroom townhome with WiFi in delightful Richmond

Renovated "Like New" Comfy Home.

The price is NZ$1,390
includes taxes & fees
4 Aug - 5 Aug
Renovated "Like New" Comfy Home.
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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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 6 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.