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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In one month
Sep 26 - Sep 28
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23

Browse Select Chestertown Apartments

Our top choices for Chestertown apartments

First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (99)
"A charming studio in a quiet neighborhood. great directions from host on how to use the property - "
The price is CA $125
CA $206 total
includes taxes & fees
Aug 28 - Aug 29
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 CA $85
CA $163 total
includes taxes & fees
Sep 1 - Sep 2
Guest Suite for up to 2 in a Victorian on the Chester River
Luxury Pool Loft sleeps 4
Pool

Luxury Pool Loft sleeps 4

10.0 out of 10, Exceptional, (1)
The price is CA $173
CA $491 total
includes taxes & fees
Sep 7 - Sep 8
Luxury Pool Loft sleeps 4
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, (5)
The price is CA $180
CA $291 total
includes taxes & fees
Aug 29 - Aug 30
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
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, (12)
"A very well maintained and comfy apartment that is just a short walk to the heart of Rock Hall. My family especially enjoyed the large private backyard. Rick made sure we had everything we needed."
The price is CA $163
CA $397 total
includes taxes & fees
Aug 28 - Aug 29
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
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 CA $173
CA $320 total
includes taxes & fees
Aug 28 - Aug 29
Charming 2-bedroom apartment in fantastic Overlea with AC
Waterfront Retreat with Private Dock and Beach
Beach

Waterfront Retreat with Private Dock and Beach

10.0 out of 10, Exceptional, (24)
"Quiet and relaxing spot right on the water"
The price is CA $311
CA $518 total
includes taxes & fees
Aug 28 - Aug 29
Waterfront Retreat with Private Dock and Beach
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 CA $152
CA $468 total
includes taxes & fees
Sep 12 - Sep 13
1-bedroom apartment just 8 minutes drive to Oriole Park at Camden Yards
Waterfront Oasis of Annapolis Star
Outdoor pool, a heated pool

Waterfront Oasis of Annapolis Star

10.0 out of 10, Exceptional, (78)
"Very nice place to say for a getaway weekend. Great homeowners as well, 10/10."
The price is CA $374
CA $681 total
includes taxes & fees
Aug 28 - Aug 29
Waterfront Oasis of Annapolis Star
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 CA $90
CA $288 total
includes taxes & fees
Sep 1 - Sep 2
Hidden Fells Point Gem / Private Courtyard Patio
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 CA $95
CA $294 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Fells Point Gem / In The Heart of Fells Point
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 CA $275
CA $528 total
includes taxes & fees
Aug 28 - Aug 29
18th Cent. Charm in Historic 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

Sagamore Pendry Baltimore

Sagamore Pendry Baltimore

10/10 Excellent
"Great everything. Staff, location. Need to go back when the pool is open!"
Cheryl 3-night trip
Posted 1 day ago
Sagamore Pendry Baltimore

Find out more about Chestertown

Find out more about Chestertown

Chestertown Apartments information

Number of reviews
697
Accommodation
87 Apartments
Lowest Price
CA $85
Highest Price
CA $374

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