Chester Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 21 - Jun 22
Tomorrow
Jun 22 - Jun 23
Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6

Vacation Rentals in Chester

Barsala At Sphere Apartments
Interior

Barsala At Sphere Apartments

3.5 star property
9.0 out of 10, Wonderful, (12)
"The neighborhood was quiet and it has nice food places around "
Barsala At Sphere Apartments
Tourist Homes of Richmond Church Hill North
Toaster, cleaning supplies, paper towels

Tourist Homes of Richmond Church Hill North

4.0 star property
8.2 out of 10, Very Good, (15)
"Amazing property! Will stay again!"
Tourist Homes of Richmond Church Hill North
The Studio@ Eanes Drug
Fridge, microwave, oven, stovetop

The Studio@ Eanes Drug

10.0 out of 10, Exceptional, (7)
"Charming, comfortable and great amenities - it's the perfect location to explore all that Church Hill has to offer."
The price is ￥16,004
￥24,210 total
includes taxes & fees
Jul 7 - Jul 8
The Studio@ Eanes Drug
Historic Haven in Church Hill
Fridge, microwave, oven, stovetop

Historic Haven in Church Hill

10.0 out of 10, Exceptional, (11)
"Great apartment, very well appointed and close to lots of stuff."
The price is ￥16,731
￥25,143 total
includes taxes & fees
Jun 29 - Jun 30
Historic Haven in Church Hill
Charming 1-bedroom suite with WiFi and AC in Bon Air
Smart TV, fireplace, computer monitors

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 ￥14,222
￥29,286 total
includes taxes & fees
Jun 23 - Jun 24
Charming 1-bedroom suite with WiFi and AC in Bon Air
Vibrant 1-Bedroom Loft with Free Parking and Wifi
Fridge, microwave, oven, stovetop

Vibrant 1-Bedroom Loft with Free Parking and Wifi

9.0 out of 10, Wonderful, (13)
"Clean and comfy. "
Vibrant 1-Bedroom Loft with Free Parking and Wifi
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

9.8 out of 10, Exceptional, (104)
"We had a lovely time . The houseboat was exactly as advertised. We had everything we needed to have a great time and Captain Dan was wonderful and very helpful. "
The price is ￥16,731
￥32,301 total
includes taxes & fees
Jun 25 - Jun 26
A Cozy And Classic Hatteras 43' Yacht In One Of The Best James River Locations
Lovely 2 Bedroom in the Heart of The Fan
Fridge, microwave, oven, stovetop

Lovely 2 Bedroom in the Heart of The Fan

9.4 out of 10, Exceptional, (59)
"we enjoyed our stay. super clean, great location, kitchen is stocked with bare bone basics (bring your own salt kind of deal). the rental is managed by a company that was quick to respond "
The price is ￥19,707
￥44,869 total
includes taxes & fees
Jun 23 - Jun 24
Lovely 2 Bedroom in the Heart of The Fan
Amazing Private House Rental w/ pool! Richmond, VA
Exterior

Amazing Private House Rental w/ pool! Richmond, VA

9.0 out of 10, Wonderful, (62)
"Atmosphere was nice, place was clean, very clean"
Amazing Private House Rental w/ pool! Richmond, VA
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Property grounds

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

9.6 out of 10, Exceptional, (213)
"This was a wonderful experience! I wish we had more time, because there is so much to explore and see! WONDERFUL Italian restaurant nearby, Portabellas! A must visit! Captain Ron was so helpful and knowledgeable! I didn't want to leave!"
The price is ￥16,731
￥32,301 total
includes taxes & fees
Jun 23 - Jun 24
A Warm and Cozy 50' Houseboat in gated, quaint and peaceful marina near the city
Downtown Living in Historic Richmond Loft
Fridge, microwave, oven, stovetop

Downtown Living in Historic Richmond Loft

8.4 out of 10, Very Good, (55)
"Good place."
The price is ￥18,179
￥45,563 total
includes taxes & fees
Jun 23 - Jun 24
Downtown Living in Historic Richmond Loft
Chic 1BR Minimalist Paradise
Living area

Chic 1BR Minimalist Paradise

10.0 out of 10, Exceptional, (2)
"Great place to stay, very clean and wonderful host!"
The price is ￥14,549
￥31,659 total
includes taxes & fees
Jun 25 - Jun 26
Chic 1BR Minimalist Paradise
Cookie B
Dock

Cookie B

3.0 star property
9.6 out of 10, Exceptional, (7)
"Was fantastic. Watching the sunrise was so memorable, captain ron was so friendly and stayed in communication well. will visit again. "
Cookie B
VCU • Fenced • Pet Friendly • Keyless • King Suite + 2 Queen Bedrooms
Terrace/patio

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

9.8 out of 10, Exceptional, (118)
"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
Brand New, Gorgeous Studio Close to Everything!
Interior

Brand New, Gorgeous Studio Close to Everything!

10.0 out of 10, Exceptional, (33)
"This property is very well taken care of and clean. The area is quiet and safe. I enjoy staying here!"
Brand New, Gorgeous Studio Close to Everything!
The Cozy Rancher | Petersburg | King Bed
4 bedrooms, iron/ironing board, free WiFi, bed sheets

The Cozy Rancher | Petersburg | King Bed

9.8 out of 10, Exceptional, (31)
"This was a perfect spot for our short weekend trip down to Richmond for the marathon!"
The price is ￥20,296
￥50,744 total
includes taxes & fees
Jun 24 - Jun 25
The Cozy Rancher | Petersburg | King Bed
Relax And Reconnect With Expansive Views Of The Historic James River
Exterior

Relax And Reconnect With Expansive Views Of The Historic James River

10.0 out of 10, Exceptional, (50)
"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
The Richmond Rest...Sunny, open floor plan with parking and pet friendly.
Outdoor dining

The Richmond Rest...Sunny, open floor plan with parking and pet friendly.

10.0 out of 10, Exceptional, (20)
"Great neighborhood, easy check in, nice property. All amenities were all listed and helpful. "
The Richmond Rest...Sunny, open floor plan with parking and pet friendly.
Stunning! River-Front Log Cabin Near Williamsburg
Property grounds

Stunning! River-Front Log Cabin Near Williamsburg

10.0 out of 10, Exceptional, (47)
"Excellent "
Stunning! River-Front Log Cabin Near Williamsburg
The home Sweet Home Central location w/ large fenced yard FIRE-PIT
Outdoor dining

The home Sweet Home Central location w/ large fenced yard FIRE-PIT

9.6 out of 10, Exceptional, (42)
"7 of our family members stayed comfortably and liked neighborhood and location. Would recommend and stay again."
The price is ￥28,225
￥54,407 total
includes taxes & fees
Jun 26 - Jun 27
The home Sweet Home Central location w/ large fenced yard FIRE-PIT
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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?

Amazing Private House Rental w/ pool! Richmond, VA: This vacation home rental outside of Chester is located in the city center and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Chester?

With 6 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 Point of Rocks 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.