A stone church with a pointed steeple and arched windows.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Top Cities in Talbot County

A waterfront street lined with trees and a white building with a balcony.
Condo RentalsCondo Rentals

St. Michaels

St. Michaels

Our top choices for Talbot 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, (313 reviews)
"Cute apartment, lovely outdoor space, very close to shops and restaurants. Overall great stay!"
United States
Sarah D.
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, (13 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, (21 reviews)
Unbelievable beach views for 6
A waterfront restaurant with outdoor seating, a dock with boats, and a building with a green awning.

4. 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, (14 reviews)
"Great stay! Gorgeous apartment!"
United States
Kristen S.
$349 nightly
The price is $370
Nov 3 - Nov 4
Total with taxes and fees
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge
A marina with boats docked, a church in the background, and buildings along the water.

5. Beautiful Condo - Water View Near City Dock

Beautiful Condo - Water View Near City Dock
Eastport
9.6 out of 10, Exceptional, (175 reviews)
"Great location to see all the sites in Annapolis. We walked everywhere, except when we took the convenient water taxi service. The view of the water and boats from the rooftop deck was fabulous. The rooftop pool was a nice feature after a hot day around town."
United States
Diane N.
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.

6. 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, (33 reviews)
"Great place to stay near everything!"
United States
Brian S.
Prime Eastport Location Walk Everywhere from Waterfront Condo w Pool & Parking
A wooden deck with terracotta planters, overlooking a marina with boats and a clear sky.

7. Waterfront 2-Bedroom Condo on Spa Creek

Waterfront 2-Bedroom Condo on Spa Creek
Eastport
10.0 out of 10, Exceptional, (16 reviews)
"Fantastic Eastport location! Gorgeous views, condo was beautifully decorated and extremely clean. Plenty of room both inside and out. Deck was a great place to enjoy the view of Spa Creek and the marina with its many boats. Highly recommend!"
United States
Susan H.
Waterfront 2-Bedroom Condo on Spa Creek
A living room with a dining table, two sofas, a coffee table, and a patterned rug.

8. 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.
$432 nightly
The price is $489
Nov 4 - Nov 5
Total with taxes and fees
Chapel Gate 3BR Steps to City Dock & Naval Academy
Property grounds

9. Kent Island Waterfront Cottage

Kent Island Waterfront Cottage
Stevensville
9.0 out of 10, Wonderful, (14 reviews)
Kent Island Waterfront Cottage
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, (45 reviews)
"Beautiful property, excellent location, and had a wonderful visit to Annapolis!"
United States
Darby F.
New Downtown Annapolis Condo With Free Parking
A living room with a grey sofa, a beige armchair, a round wooden coffee table, a large window with curtains, and two wall-mounted paintings.

11. Walk to Parks & Marina! Waterfront Cambridge Condo

Walk to Parks & Marina! Waterfront Cambridge Condo
Cambridge
8.0 out of 10, Very good, (1 review)
"Great location in close proximity to the water and much of what Camrbridge has to offer. Host was a great communicator and check in/out was very simple and smooth. Only issues worth calling out was the lack of lighting in certain areas Couch in living room is extremely firm and there is insufficient lighting in several places."
United States
Nezam D.
Walk to Parks & Marina! Waterfront Cambridge Condo
A multi-story building with a pool, surrounded by greenery and a waterfront.

12. Waterfront Suite with Views of Annapolis from Prime Eastport Location

Waterfront Suite with Views of Annapolis from Prime Eastport Location
Eastport
9.8 out of 10, Exceptional, (7 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.
Waterfront Suite with Views of Annapolis from Prime Eastport Location
A spacious living room with a glass table, comfortable seating, a large TV, and a balcony with a view.

13. Walkable Condo w/ Drawbridge Views in Cambridge

Walkable Condo w/ Drawbridge Views in Cambridge
Cambridge
Walkable Condo w/ Drawbridge Views in Cambridge
A living room with a fireplace, a television mounted above it displaying an airplane, and a glass coffee table.

14. Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.

Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
Eastport
10.0 out of 10, Exceptional, (2 reviews)
"Excellent place to stay!"
United States
Michaell M.
Luxury Annapolis condo, fully remodeled, rooftop pool & marina, free parking, 0.3 mi to downtown. Perfect for Navy games, Academy visits, or a waterfront getaway.
A modern lobby with a blue sofa, two framed abstract paintings, a potted plant, and a marble floor.

15. Upscale Condo in Annapolis w/Private Parking

Upscale Condo in Annapolis w/Private Parking
Historic District
10.0 out of 10, Exceptional, (4 reviews)
"Great condo! Very clean and convenient to everything in Annapolis. We will definitely be back."
United States
Scott P.
$438 nightly
The price is $499
Nov 2 - Nov 3
Total with taxes and fees
Upscale Condo in Annapolis w/Private Parking
A spacious living room with a glass table, white chairs, a TV, and a balcony with a view.

16. 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
A two-story building with a sign for 'Treasure Chest' and 'Scottish Highland Creamery.'

17. Tred Avon Tidehouse 2BR Downtown Oxford Retreat

Tred Avon Tidehouse 2BR Downtown Oxford Retreat
Oxford
Tred Avon Tidehouse 2BR Downtown Oxford Retreat
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

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

8/10 Good
"Room was awesome, very clean housekeeping staff extremely nice. Would suggest more help in the restaurant, food was excellent, poor waitress was running around trying to serve everyone!"
Andrea 3-night trip
Posted 1 hour ago
Hilton Garden Inn Annapolis Downtown

Find out more about Talbot County

Talbot County Condo Rentals information

Number of reviews
600
Accommodation
18 Condo Rentals
Lowest Price
$370
Highest Price
$499

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