Photo by Patricia Knorr

Search and Rent Chester Condos

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25
In one month
Feb 6 - Feb 8
In two months
Mar 6 - Mar 8

Our top choices for Chester condo rentals

Interior
Upscale Condo in Annapolis

Upscale Condo in Annapolis

Upscale Condo in Annapolis
Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
$428 nightly
The price is $487
Jan 19 - Jan 20
Total with taxes and fees
Upscale Condo in Annapolis
Property grounds
Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
2.0 star property
Historic District
$529 nightly
The price is $603
Jan 11 - Jan 12
Total with taxes and fees
Luxe Row Home Steps to USNA Gate 3!
Dining
Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
$637 nightly
The price is $726
Jan 11 - Jan 12
Total with taxes and fees
Historic Row Home in Downtown Annapolis
Dining
Two Historic Rowhomes in Downtown Annapolis

Two Historic Rowhomes in Downtown Annapolis

Two Historic Rowhomes in Downtown Annapolis
2.0 star property
Historic District
$819 nightly
The price is $934
Jan 11 - Jan 12
Total with taxes and fees
Two Historic Rowhomes in Downtown Annapolis
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Chester Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Very nice and neat hotel in good location. Staff are wonderful"
Sharath 1-night trip
Posted 3 days ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Chester

Chester Condo Rentals information

Number of reviews
1
Accommodation
9 Condo Rentals
Lowest Price
$487
Highest Price
$726

Frequently asked questions

Why book your condo in Chester with Expedia?
Expedia will help you find your dream condo in Chester. After a luxury escape? Use our filters to search for properties that have a 5-star rating. If you're on a budget, click on how much you want to spend and then browse our amazing deals. We'll help you find the perfect pad whatever your plans or bank balance.
How can I find cheap condos in Chester?
With Expedia's user-friendly filter tool, booking cheap condos in Chester is easy. To find accommodations that are easy on your bank balance, tailor your search results by budget, star rating and amenities.

Explore a world of travel with Expedia