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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Browse Select Chestertown Apartments

First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (97)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
The price is £120
includes taxes & fees
18 Aug - 19 Aug
First Floor Studio Apartment in Historic Chestertown
Guest Suite for up to 2 in a Victorian on the Chester River
Exterior

Guest Suite for up to 2 in a Victorian on the Chester River

10.0 out of 10, Exceptional, (16)
"The staff was great"
The price is £90
includes taxes & fees
21 Aug - 22 Aug
Guest Suite for up to 2 in a Victorian on the Chester River
Waterfront Retreat with Private Dock and Beach
Beach

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (22)
"Everything was lovely! The dock was beautiful and the accommodations were comfortable.Thanks!"
The price is £282
includes taxes & fees
19 Aug - 20 Aug
Waterfront Retreat with Private Dock and Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach

Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

10.0 out of 10, Exceptional, (10)
"Perfection"
The price is £216
includes taxes & fees
18 Aug - 19 Aug
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Luxury Pool Loft sleeps 4
Pool

Luxury Pool Loft sleeps 4

10.0 out of 10, Exceptional, (1)
The price is £289
includes taxes & fees
19 Aug - 20 Aug
Luxury Pool Loft sleeps 4
Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (76)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is £373
includes taxes & fees
19 Aug - 20 Aug
Waterfront Oasis of Annapolis Star
18th Cent. Charm in Historic Downtown Annapolis
Fridge, microwave, oven, stovetop

18th Cent. Charm in Historic Downtown Annapolis

9.4 out of 10, Exceptional, (8)
"Property description is accurate, host is quickly responsive."
The price is £268
includes taxes & fees
19 Aug - 20 Aug
18th Cent. Charm in Historic Downtown Annapolis
Charming 2-bedroom apartment in fantastic Overlea with AC
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom apartment in fantastic Overlea with AC

The price is £174
includes taxes & fees
18 Aug - 19 Aug
Charming 2-bedroom apartment in fantastic Overlea with AC
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
Fridge, microwave, oven, stovetop

Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC

10.0 out of 10, Exceptional, (4)
"The house was clean and the beds were comfortable. "
The price is £162
includes taxes & fees
21 Aug - 22 Aug
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards
Smart TV

1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards

The price is £244
includes taxes & fees
23 Aug - 24 Aug
1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards
Cozy Fells Point Gem / In The Heart of Fells Point
Marina

Cozy Fells Point Gem / In The Heart of Fells Point

9.8 out of 10, Exceptional, (193)
"Great place close to eveything"
The price is £154
includes taxes & fees
25 Aug - 26 Aug
Cozy Fells Point Gem / In The Heart of Fells Point
Hidden Fells Point Gem / Private Courtyard Patio
Marina

Hidden Fells Point Gem / Private Courtyard Patio

9.6 out of 10, Exceptional, (87)
"Property is clean and efficiently designed, tastefully decorated and located in a safe, walkable area.I would recommend this location to anyone wanting to visitBaltimore."
The price is £154
includes taxes & fees
20 Aug - 21 Aug
Hidden Fells Point Gem / Private Courtyard Patio
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

Hampton Inn & Suites Edgewood/Aberdeen-South

Hampton Inn & Suites Edgewood/Aberdeen-South

10/10 Excellent
"Staff was courteous and quick"
Patrick 2-night trip
Posted 2 days ago
Hampton Inn & Suites Edgewood/Aberdeen-South