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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sept - 20 Sept

Our top choices for Chestertown condo rentals

Shower, hair dryer, towels, shampoo

Luxe Row Home Steps to USNA Gate 3!

Luxe Row Home Steps to USNA Gate 3!
Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic stay! The VRBO was clean, comfortable and had everything I needed. The backyard/patio area was great for relaxing and communication with the host made everything simple. I plan to stay again and whole-heartedly recommend it to others."
United States
Christine A.
The price is HK$1,677
HK$4,878 total
includes taxes & fees
2 Jun - 3 Jun
Luxe Row Home Steps to USNA Gate 3!
Interior

Luxury Baltimore Escape

Luxury Baltimore Escape
Canton
8.0 out of 10, Very good, (1 review)
"The location was great so close to where we needed to be. Also very close to shops which was helpful. The kitchen was well appointed. The parking situation was a bit odd but we adjusted. Not sure where the third bedroom was located but luckily our guest did not need accommodations. "
United States
Jennifer R.
The price is HK$4,310
HK$7,314 total
includes taxes & fees
23 Jun - 24 Jun
Luxury Baltimore Escape
Dining

Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
The price is HK$1,857
HK$4,940 total
includes taxes & fees
11 Jun - 12 Jun
Historic Row Home 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.
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Top Chestertown Hotel Reviews

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

8/10 Good
"The price was very good. The room was clean and spacious. There were a few maintenance issues. Several light bulbs were burned out, the hair dryer did not work, the closet door was off its track, and the Satellite TV was not working. The staff were helpful but unsuccessful in programming the TV. For what I needed, a clean room to sleep, it was alright. The room had a microwave, fridge, and coffee maker all of which worked. The hot water was great and good pressure. I suspect the next time I stay there, these issues will be fixed."
Christine 1-night trip
Posted less than an hour ago
Red Roof Inn & Suites Chestertown

Find out more about Chestertown

Chestertown Condo Rentals information

Number of reviews
15,159
Accommodation
9 Condo Rentals
Lowest Price
HK$477
Highest Price
HK$2,086

Frequently asked questions

Why book your condo in Chestertown with Expedia?
We think that getaways should be hassle-free, so if you're in search of condos at an affordable rate, Expedia can help. Keep the budget in check and choose something small and cosy, or book a luxury condo and treat your loved ones. Take advantage of our search filters to find a stay in Chestertown that fits your needs.
How can I find cheap condos in Chestertown?
Expedia can help you narrow your search for cheap condos in Chestertown. To find a superb stay in just a few clicks, simply use our convenient filter tool to tailor your search results by star rating, budget and amenities.
What is there to do in Chestertown near my condo?
The most practical travel accessory is a well-planned itinerary. Rolphs Wharf Marina is a good place to start your exploration of Chestertown.

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