Holiday Rentals in Chester

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Holiday Rentals in Chester

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (36)
"We had a great time staying at this studio with our dog. Very clean, any amenity you could want, and amazing location in a beautiful, historic neighborhood. We'd absolutely stay again!"
The price is €157
includes taxes & fees
14 Oct - 15 Oct
The Studio@ Eanes Drug

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

9.8 out of 10, Exceptional, (127)
"Everything you need for a stay in Richmond, especially if you have family at VCU. "
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (33)
"Great place, great location!"
The price is €162
includes taxes & fees
5 Oct - 6 Oct
Historic Haven in Church Hill

Luxe Modern Escape in Downtown Richmond - 2b2b

The price is €415
includes taxes & fees
4 Oct - 5 Oct
Luxe Modern Escape in Downtown Richmond - 2b2b

The Sweet Family retreat/Fenced & Free Parking

9.6 out of 10, Exceptional, (49)
"Easy clean and comfortable "
The price is €230
includes taxes & fees
7 Oct - 8 Oct
The Sweet Family retreat/Fenced & Free Parking

Landing Apartments near Virginia Union University

3.5 star property
8.6 out of 10, Excellent, (17)
"The neighborhood was quiet and it has nice food places around "
Landing Apartments near Virginia Union University

Luxury Apt in Diamond District - Scott’s Addition

6.0 out of 10, (1)
"The property was in a great location to the places we needed to be. We were disappointed that there was 1 bath towel, no wash clothes and two hand towels for our use. The listing stated two bedrooms, it was one bedroom with a pull out sofa however stated the unit slept 5. There were no sharp knives in the unit. I normally carry a ton of items and have gotten out of the habit as these are things that should be standard items in the units. "
The price is €163
includes taxes & fees
5 Oct - 6 Oct
Luxury Apt in Diamond District - Scott’s Addition

VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

10.0 out of 10, Exceptional, (124)
"Amazing location. Would stay again"
VMFA • Carytown • Keyless • Coffee & Treats • Queen Bedrooms • Generous Deck

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

10.0 out of 10, Exceptional, (6)
"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 €181
includes taxes & fees
6 Oct - 7 Oct
Charming 1-bedroom suite with WiFi and AC in Bon Air

Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

10.0 out of 10, Exceptional, (3)
"Hasan was such a wonderful host! Everything was simple and easy! He communicated all the things we would need ahead of time and the property is lovely! I can’t wait to come back!"
The price is €260
includes taxes & fees
5 Oct - 6 Oct
Apartment 2B Premium 1-bedroom and 1- Living Room in FAN Area Richmond

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

9.4 out of 10, Exceptional, (223)
"Very peaceful. Lovely views"
The price is €194
includes taxes & fees
8 Oct - 9 Oct
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (68)
"Super easy and beautiful location. Very clean inside! The bed could be a little more comfortable, but other than that, no complaints!! 10/10 exactly the spot we needed to stroll around Richmond for a few days. "
The price is €271
includes taxes & fees
21 Oct - 22 Oct
Lovely 2 Bedroom in the Heart of The Fan

Stylish retreat in charming Richmond with Private Sauna and other modern touches

9.8 out of 10, Exceptional, (15)
"Great property- exactly what we needed for 2 families of 4 (4 kids under 10)"
Stylish retreat in charming Richmond with Private Sauna and other modern touches

No Fees 2BR Cabin Tucked Away on Private Lake

10.0 out of 10, Exceptional, (16)
"Excellent property, communication was great. Highly recommend!"
No Fees 2BR Cabin Tucked Away on Private Lake

Studio Nest/2Queen beds/2TVs museums/free parking

10.0 out of 10, Exceptional, (46)
"My sister & I stayed here again after a wonderful experience last year. This place is a perfect location & comfortable accommodations. "
The price is €134
includes taxes & fees
9 Oct - 10 Oct
Studio Nest/2Queen beds/2TVs museums/free parking

2-bedroom apartment in pleasant Richmond with AC, WiFi

10.0 out of 10, Exceptional, (3)
"Everything was great about this verbo - the location, instructions, communications with owner. Highly recommend!"
The price is €306
includes taxes & fees
26 Oct - 27 Oct
2-bedroom apartment in pleasant Richmond with AC, WiFi

Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

10.0 out of 10, Exceptional, (12)
"Beautiful house with a great location. "
Church Hill • Fenced • Pet Friendly • One Level • King Suite + 2 Queen Bedrooms

Renovated Modern Stylish “Vibrant” 4bdrm Home

9.4 out of 10, Exceptional, (8)
"Everything was amazing! The house was beautifully done and clean. And well equipped for our needs. I would recommend anyone come and stay! We’ll be back again!"
The price is €827
includes taxes & fees
22 Oct - 23 Oct
Renovated Modern Stylish “Vibrant” 4bdrm Home

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

9.8 out of 10, Exceptional, (57)
"We had a great time! Loved the location and would definitely stay here again. Mei was a wonderful host! The communication was great. "
The price is €210
includes taxes & fees
3 Nov - 4 Nov
Carytown Home/Fenced Yard/3 TVs/Family-Friendly

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

10.0 out of 10, Exceptional, (220)
"Property was as described and communication was effective. "
Great Location. Close to about everywhere .Can't beat the value. Check reviews!
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

Find out more about Chester

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as €134 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms: This holiday home rental outside of Chester offers a patio, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. 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.