
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

4 Bedroom Beauty
We all had such a great time at Chelsea’s place! It was a great location near tons of things to do and a great park! Chelsea’s communication was excellent when we needed more paper towels her husband delivered some. The play room was above and beyond and the kids played in there the entire time.

Cheerful and peaceful 3 bedroom home.
Great home close to Pocahontas State Park. Plenty of space and a spacious yard (which we ended up not needing as I didn't bring my dogs).

Beautiful and Lovely Home
Enjoyed our stay at Alveena's place. Free parking, easy check in, good location. Fast wifi, we were able to have work meetings with no issues. The kitchen is well stocked and good for reheating/quick meals.

Nice family home, with an excellent location
Very clean and convenient to the Collegiate Aquatic Center

Spacious Cozy Glen Allen, Steamboat Home
was a great place to stay i had the best nights sleep I've had in a while there

Wooded Oasis on the way to the beach!
My friends & I really enjoyed our stay at this property. It was very private and quiet. Just what we needed for a relaxing girls weekend away.

Midlothian Family Getaway
I can’t say enough about how much we enjoyed our stay at David’s home. It was in pristine condition, extremely clean, and smelled amazing. Such a great place and I highly recommend it!

Your Home Away from Home
Home was beautiful. Very spacious. Great for my overnight stay with friends. Beds were so soft & comfy. I slept like a baby. There is a pool onsite but there’s no water in it. Hopefully by the summer it’ll be available.
Quick stats about vacation rentals in Chester
Total rentals
30 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.6K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 properties include access to wifi
Popular amenities
Gym, BBQ grill, and Laptop-friendly workspace
Frequently Asked Questions
What are the most popular amenities for House Rentals in Chester?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with wireless internet, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Chester have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Chester. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in house rentals in Chester?
Experience the best of Chester with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Chester?
Yes! Work meets play with ease at over 10 vacation rentals in Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.
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- Carytown
- Busch Gardens Williamsburg
- Kings Dominion
- Kingsmill Resort
- Pocahontas State Park
- The Foundry Golf Club
- Brown's Island
- Water Country USA
- Royal New Kent Golf Club
- Golden Horseshoe Golf Club
- Jamestown Settlement
- Hermitage Country Club
- Science Museum of Virginia
- Grand Prix Raceway
- Libby Hill Park
- Hollywood Cemetery
- The Country Club of Virginia - James River
- NGCOA Mid-Atlantic
- Kinloch Golf Club
- Independence Golf Club
- The Poe Museum
- Kiskiack Golf Club
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