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Search Condos Rentals in Calvert County from CA $172

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Top cities in Calvert County

A coastal town with a marina, residential buildings, and a clear sky.
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Chesapeake Beach

Chesapeake Beach

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

Our top choices for Calvert County condo rentals

A dining area with a wooden table and white chairs, a brick accent wall, and a view of the kitchen through an open door.

1. Annapolis Condominium in the heart of the historic center

Annapolis Condominium in the heart of the historic center
Historic District
9.8 out of 10, Exceptional, (315 reviews)
"Amazing location. Host communicated promptly and found us nearby lodging when the power was out for a day. Had a wonderful stay"
United States
Deirdre C.
Annapolis Condominium in the heart of the historic center
A riverboat docked at a marina with a waterfront view, surrounded by buildings and other boats.

2. Station House East: Upscale Loft in the Historic District Cambridge, MD

Station House East: Upscale Loft in the Historic District Cambridge, MD
Downtown Cambridge
9.6 out of 10, Exceptional, (14 reviews)
"Overall our stay here was excellent. The king bed was comfortable and the location perfect for us. We enjoyed walking around downtown."
United States
Janette W.
Station House East: Upscale Loft in the Historic District Cambridge, MD
A beach with a pier extending into the water, a sandy shore, and a clear sky.

3. Unbelievable beach views for 6

Unbelievable beach views for 6
North Beach
9.4 out of 10, Exceptional, (22 reviews)
"Clean , comfortable and great location."
United States
jason n.
Unbelievable beach views for 6
A marina with boats docked, a church in the background, and buildings along the water.

4. Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock
Eastport
9.6 out of 10, Exceptional, (177 reviews)
"Great location ! Owners are very friendly and responsive. Building is very quiet - it is a softer bed and there are window AC units which if you are not used to it can be loud . Overall would stay here again !"
United States
Lisa
Beautiful Condo - Water View Near City Dock
A modern living room with a round dining table, grey chairs, a bench, and a large mirror on the wall.

5. Prime Eastport Location Walk Everywhere from Waterfront Condo w Pool & Parking

Prime Eastport Location Walk Everywhere from Waterfront Condo w Pool & Parking
Eastport
10.0 out of 10, Exceptional, (34 reviews)
"Great place to stay near everything!"
United States
Brian S.
Prime Eastport Location Walk Everywhere from Waterfront Condo w Pool & Parking
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

6. The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Downtown Cambridge
9.8 out of 10, Exceptional, (15 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
The price is CA $252
CA $532 total
includes taxes & fees
Dec 1 - Dec 2
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
A modern living room with a sofa, a coffee table, a TV, and a dining area with chairs and a table.

7. Romantic Two Bedroom Condo

Romantic Two Bedroom Condo
Crofton
9.8 out of 10, Exceptional, (118 reviews)
"Charming little condo, beautifully decorated and conveniently appointed, in a nice neighborhood. Would definitely stay here again."
United States
Virginia
Romantic Two Bedroom Condo
A bedroom with a bed, a ceiling fan, a door, and a framed picture on the wall.

8. Capitol Hill King Bed Suite+Free Parking+Private Lounge

Capitol Hill King Bed Suite+Free Parking+Private Lounge
Southeast
10.0 out of 10, Exceptional, (2 reviews)
"Super cozy apartment with a warm, homey feel! The host was responsive and helpful throughout our stay. The free parking is a huge bonus. Definitely not something you find often in D.C.! Highly recommend!"
United States
Joseth B.
The price is CA $173
CA $443 total
includes taxes & fees
Nov 8 - Nov 9
Capitol Hill King Bed Suite+Free Parking+Private Lounge
A living room with a dining table, two sofas, a coffee table, and a patterned rug.

9. Chapel Gate 3BR Steps to City Dock & Naval Academy

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
10.0 out of 10, Exceptional, (1 review)
"Very cute home in great proximity to naval academy"
United States
JENNIFER E.
The price is CA $282
CA $795 total
includes taxes & fees
Nov 10 - Nov 11
Chapel Gate 3BR Steps to City Dock & Naval Academy
A lobby with a reception desk, a blue sofa, a plant, and a door leading outside.

10. New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking
Historic District
10.0 out of 10, Exceptional, (47 reviews)
"Perfect location, lovely space, Ellen was great at communicating, and there is free parking!"
United States
Lisa D.
New Downtown Annapolis Condo With Free Parking
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 reviews in Calvert County

A two-story house with a porch, a front door, and a small garden area.
The Wildset

The Wildset

The Wildset
Downtown St. Michaels

10/10 Excellent

Our stay at the Wildset was amazing! The room was beautiful and clean. The staff were available at all hours and did the most to ensure our stay was special. The hotel has lots of small touches that truly make the experience like bikes, a cafe with coffee and drinks, and smore's kits in the evenings.
Canada
Mairi
Reviewed August 11, 2026
The Wildset

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