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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Top Cities in Talbot County

Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay
Condo RentalsCondo Rentals

St. Michaels

St. Michaels

Our top choices for Talbot County condo rentals

On the beach

Unbelievable beach views for 6

Unbelievable beach views for 6
North Beach
10.0 out of 10, Exceptional, (10 reviews)
"Perfect getaway for some rest and relaxation "
United States
Kristie G.
Unbelievable beach views for 6
Interior

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, (297 reviews)
"Excellent location"
United States
Deborah W.
Annapolis Condominium in the heart of the historic center
Marina

Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock
Eastport
9.6 out of 10, Exceptional, (162 reviews)
"Great spot, location, ease of access, great host communication, would stay again."
United States
Luke G.
Beautiful Condo - Water View Near City Dock
Terrace/patio

Waterfront 2-Bedroom Condo on Spa Creek

Waterfront 2-Bedroom Condo on Spa Creek
Eastport
10.0 out of 10, Exceptional, (11 reviews)
"Very clean and comfortable. the host was very responsive. Would definitely stay here again."
United States
Jody G.
Waterfront 2-Bedroom Condo on Spa Creek
Interior

New Downtown Annapolis Condo With Free Parking

New Downtown Annapolis Condo With Free Parking
Historic District
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful property, excellent location, and had a wonderful visit to Annapolis!"
United States
Darby F.
New Downtown Annapolis Condo With Free Parking
Dining

Prime Eastport Location - Waterfront Condo with Parking

Prime Eastport Location - Waterfront Condo with Parking
Eastport
10.0 out of 10, Exceptional, (25 reviews)
"fantastic location"
United States
Kristi S.
Prime Eastport Location - Waterfront Condo with Parking
TV

Chapel Gate 3BR Steps to City Dock & Naval Academy

Chapel Gate 3BR Steps to City Dock & Naval Academy
Historic District
$422 nightly
The price is $477
May 25 - May 26
Total with taxes and fees
Chapel Gate 3BR Steps to City Dock & Naval Academy
Marina

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

Station House East: Upscale Loft in the Historic District Cambridge, MD
Downtown Cambridge
10.0 out of 10, Exceptional, (7 reviews)
"The property was clean, accurate to the listing and to prior feedback from other visitors. We loved the area; very quaint and cute. We enjoyed our stay and would recommend it to anyone looking for a cozy place to stay. "
United States
Amanda S.
Station House East: Upscale Loft in the Historic District Cambridge, MD
Dining

Historic Row Home in Downtown Annapolis

Historic Row Home in Downtown Annapolis
Historic District
$553 nightly
The price is $630
May 13 - May 14
Total with taxes and fees
Historic Row Home in Downtown Annapolis
Marina

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, (12 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
$399 nightly
The price is $422
May 19 - May 20
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
Marina

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland

Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Downtown Cambridge
8.4 out of 10, Very Good, (6 reviews)
"Perfectly located in town and well appointed, comfortable quarters. We would stay again."
United States
Richard D.
$366 nightly
The price is $388
May 27 - May 28
Total with taxes and fees
Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland
Property grounds

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)
"Very recent remodel, and all top notch. You can tell the owners put their heart and soul into this property. All the rooms have been very nicely done. Bathrooms were beautifully done. Beds were comfortable. The area is very peaceful and quiet. We really enjoyed the back yard space also. Sat at patio table and used grill. Large TV’s everywhere! We were able to sit at patio table, grill some burgers and watch Final Four games from TV in kitchen area. If you have a Midshipman, this property is...
United States
Brian S.
Luxe Row Home Steps to USNA Gate 3!
Marina

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Downtown Cambridge
10.0 out of 10, Exceptional, (11 reviews)
"Just a beautiful place. I would stay here again. Everything was walking distance. "
United States
Sylvie G.
$427 nightly
The price is $453
May 19 - May 20
Total with taxes and fees
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland
Interior

Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (3 reviews)
"Excellent location for everything Annapolis has to offer. Super clean! Excellent communication with the owner throughout our stay. Will definitely be back."
United States
Scott P.
$516 nightly
The price is $588
May 26 - May 27
Total with taxes and fees
Upscale Condo in Annapolis w/Private Parking
Exterior

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free

2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
Eastport
10.0 out of 10, Exceptional, (2 reviews)
"We had such an amazing time at this beautiful property. It was so well appointed, clean, and incredibly comfortable. It fit our family of five (2 adults and 3 teenagers) perfectly. We loved the location - very easy to walk to downtown Annapolis and everything in Eastport. We will definitely be back!"
United States
Anne H.
2026 Commissioning Week Promo: Book 6 Nights, Get the 7th Free
1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Retreat w/Private Beach Access

Cozy Retreat w/Private Beach Access
Arundel on the Bay
Cozy Retreat w/Private Beach Access
TV, fireplace, computer monitors, printers

Welcome to a Cozy Waterfront Condo in Charming Cambridge, MD

Welcome to a Cozy Waterfront Condo in Charming Cambridge, MD
Cambridge
Welcome to a Cozy Waterfront Condo in Charming Cambridge, MD
TV, books

Walk to Parks & Marina! Waterfront Cambridge Condo

Walk to Parks & Marina! Waterfront Cambridge Condo
Cambridge
Walk to Parks & Marina! Waterfront Cambridge Condo
Dining

3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown.

3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown.
Annapolis
3 Bedroom/2.5 bathroom close to Naval Academy, NMCM Stadium, and downtown.
Miscellaneous

Kent Island Waterfront Cottage

Kent Island Waterfront Cottage
Stevensville
8.8 out of 10, Excellent, (11 reviews)
"Spent the weekend with the family here. Really great location and the place was very comfortable. Thoroughly enjoyed our stay."
United States
Sunil K.
Kent Island Waterfront Cottage
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 Talbot County Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

8/10 Good
"Great hotel that's quiet and full of cool nautical art! The breakfast is basic but wonderful because you can simply wake up, eat, go back to the room and get ready for the day's activities in Annapolis. The pool hours could be longer however, because if you're working from the hotel and want to catch a swim after work it's not convenient."
Paul 12-night trip
Posted 4 hours ago
Country Inn & Suites by Radisson, Annapolis, MD

Find out more about Talbot County

Talbot County Condo Rentals information

Number of reviews
593
Accommodation
27 Condo Rentals
Lowest Price
$388
Highest Price
$630

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