Chester Holiday Rentals

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Our top choices for Chester holiday rentals

Tourist Home of Richmond - Church Hill North Apt09

Tourist Home of Richmond - Church Hill North Apt09
2.0 star property
Woodville
The price is AU$276
includes taxes & fees
4 Mar - 5 Mar
Tourist Home of Richmond - Church Hill North Apt09

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

4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now
Lanexa
10.0 out of 10, Exceptional, (3 reviews)
"First and foremost, the property was excellent! The host, Michael was extremely welcoming and kind. The property is in top condition with new everything! The seclusion and lakefront location was to die for. Highly recommend this property as we will be back! "
United States
Kelly B.
4-bedroom waterfront homestead near Williamsburg with WiFi, AC. Book now

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

A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Richmond
9.6 out of 10, Exceptional, (114 reviews)
"Ron was a generous and gracious host in greeting us and showing us around."
United States
Roger C.
The price is AU$300
includes taxes & fees
2 Mar - 3 Mar
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres
Charles City County
10.0 out of 10, Exceptional, (4 reviews)
"Amazing Stay. Very helpful & has everything you need . We will be coming back soon . Thank You James ! "
United Kingdom
Travis K.
The Vibe: 3BR- Wedding-Ready Retreat with King Comfort & Fire Pit on 10 acres

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

A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Richmond
9.4 out of 10, Exceptional, (229 reviews)
"Beautiful setting and comfortable accommodations. "
United States
deirdre b.
The price is AU$300
includes taxes & fees
2 Mar - 3 Mar
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city

Cupid's Hideout

Cupid's Hideout
Fan District
The price is AU$459
includes taxes & fees
2 Mar - 3 Mar
Cupid's Hideout

Luxury Stay! 10 min away from Fort Lee.

Luxury Stay! 10 min away from Fort Lee.
Prince George
8.2 out of 10, Very good, (13 reviews)
"The location was excellent as it was central to a lot of places. Raymond was very quick to respond whenever I reached out. Accessing the house was easy. Very quiet neighborhood, besides the fact that everyone speeds on the street that runs along side of the house in case you have children with you. "
United States
Cindy M.
The price is AU$422
includes taxes & fees
8 Mar - 9 Mar
Luxury Stay! 10 min away from Fort Lee.

The Studio@ Eanes Drug

The Studio@ Eanes Drug
Church Hill
10.0 out of 10, Exceptional, (62 reviews)
"Room was wonderful, very clean & cozy. Great location!"
United States
Kirk
The price is AU$244
includes taxes & fees
2 Mar - 3 Mar
The Studio@ Eanes Drug

Cookie B

Cookie B
3.0 star property
Richmond
9.6 out of 10, Exceptional, (8 reviews)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
United States
Reshelle
The price is AU$421
includes taxes & fees
2 Mar - 3 Mar
Cookie B

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space

Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space
Old Town Manchester
Cozy 1BR Apt Private Balcony, Gym, Yoga, Pool & Co-Working Space

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

Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown
Northern Barton Heights
9.4 out of 10, Exceptional, (13 reviews)
"Loved it. Plenty of room for grandkids, their parents & I to have fun."
United States
Jane B.
The price is AU$554
includes taxes & fees
2 Mar - 3 Mar
Backyard Fire-Pit, Modern, Roomy, 7 Min Downtown

Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking

Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking
Downtown Richmond
The price is AU$442
includes taxes & fees
2 Mar - 3 Mar
Modern Apartment- Walk to Convention Center- Deck- Off-Street Parking

Red Juniper Retreat

Red Juniper Retreat
New Kent
10.0 out of 10, Exceptional, (25 reviews)
"Excellent!"
United States
H
The price is AU$922
includes taxes & fees
2 Mar - 3 Mar
Red Juniper Retreat

Historic Haven in Church Hill

Historic Haven in Church Hill
Church Hill
10.0 out of 10, Exceptional, (57 reviews)
"Excellent accommodations!Great walkable location near local cafes & restaurants with a friendly neighborhood vibe."
United States
Patricia N.
The price is AU$244
includes taxes & fees
1 Apr - 2 Apr
Historic Haven in Church Hill

Carytown cozy nest private room Fenced Yard

Carytown cozy nest private room Fenced Yard
Carytown
9.8 out of 10, Exceptional, (27 reviews)
"It is a great place to stay in Richmond. Very accessible to Carytown, VMFA and other places in Richmond."
United States
Richard W.
The price is AU$203
includes taxes & fees
3 Mar - 4 Mar
Carytown cozy nest private room Fenced Yard

Private bedroom and bath!

Private bedroom and bath!
Midlothian
10.0 out of 10, Exceptional, (1 review)
"We had a lacrosse tournament at River city sports plex. This was perfect location to stay for us. Friendly and amazing combination with host. Extremely pleased with our stay"
United States
Ridge W.
The price is AU$335
includes taxes & fees
2 Mar - 3 Mar
Private bedroom and bath!

Spacious 4-bedroom house in awesome Midlothian with AC

Spacious 4-bedroom house in awesome Midlothian with AC
Brandermill
The price is AU$916
includes taxes & fees
2 Mar - 3 Mar
Spacious 4-bedroom house in awesome Midlothian with AC

Magnolias, a chill out place.

Magnolias, a chill out place.
Richmond
9.2 out of 10, Wonderful, (22 reviews)
"Enjoyed my stay a lot! The property definitely has charm, the experience was very laid back. "
United States
Grace
The price is AU$170
includes taxes & fees
2 Mar - 3 Mar
Magnolias, a chill out place.

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs
Byrd Park
8.8 out of 10, Excellent, (16 reviews)
"Perfect location within walking distance to lots of eateries and shops. All other essential Richmond spots within quick drive. Great for short weekend with the girls."
United States
Amber V.
The price is AU$359
includes taxes & fees
2 Mar - 3 Mar
Carytown Home/Free Parking/Fenced Yard/Family-Friendly/4TVs

Vintage Charm in Lakeside | A Timeless RVA Retreat

Vintage Charm in Lakeside | A Timeless RVA Retreat
Lakeside
10.0 out of 10, Exceptional, (4 reviews)
"The house was clean and very nice in a great location. The stay was great and Anna provided clear, consistent communication. She answered any questions I had quickly and often provided information prior to me asking. I would definitely stay there again. "
United States
Katie A.
The price is AU$693
includes taxes & fees
24 Mar - 25 Mar
Vintage Charm in Lakeside | A Timeless RVA Retreat
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

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, 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 favourite 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 depend 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 AU$244 per night. Entering your travel dates in the search wizard might find you 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?

Super Location. Close to about everywhere .Great value.Over 200 reviews!!: This holiday home rental outside of Chester is located on a river, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Chester?

With 8 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 Dutch Gap Conservation Area are a couple of great spots to enjoy the outdoors. Point of Rocks Park and Presquile National Wildlife Refuge 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.