Photo by JensTrvlBug

Cottages in Talbot County

Compare and save

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
16 Jan - 18 Jan
In two months
27 Feb - 1 Mar
In three months
27 Mar - 29 Mar
In four months
24 Apr - 26 Apr

Our top choices for Talbot County cottages

House (4 Bedrooms) | Interior
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
3.0 star property
Trappe
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
House (4 Bedrooms) | Interior
Annapolis Vacation Home: 2 Mi to Quiet Waters Park

Annapolis Vacation Home: 2 Mi to Quiet Waters Park

Annapolis Vacation Home: 2 Mi to Quiet Waters Park
3.0 star property
Annapolis
10.0 out of 10, Exceptional, (1)
"Very beautiful home. Great communication. Very great location to all areas. "
United States
Randy
Annapolis Vacation Home: 2 Mi to Quiet Waters Park
House (4 Bedrooms) | Interior
Bayfront Gem w/ Amazing Water Views + Pond!

Bayfront Gem w/ Amazing Water Views + Pond!

Bayfront Gem w/ Amazing Water Views + Pond!
3.0 star property
Madison
Bayfront Gem w/ Amazing Water Views + Pond!
House (3 Bedrooms) | Interior
Grasonville Home w/ Private Pool on the Water

Grasonville Home w/ Private Pool on the Water

Grasonville Home w/ Private Pool on the Water
3.0 star property
Grasonville
Grasonville Home w/ Private Pool on the Water
House (4 Bedrooms) | Interior
Walk to Beach: Elegant Escape in Lusby!

Walk to Beach: Elegant Escape in Lusby!

Walk to Beach: Elegant Escape in Lusby!
3.0 star property
Lusby
Walk to Beach: Elegant Escape in Lusby!
Cottage (3 Bedrooms) | Interior
North Beach Cottage - Walk to Chesapeake Bay

North Beach Cottage - Walk to Chesapeake Bay

North Beach Cottage - Walk to Chesapeake Bay
3.0 star property
North Beach
10.0 out of 10, Exceptional, (2)
"The house condition was very cleran,beautiful. we appreciate the house owner's guidance&help. we made very good memories!"
United States
Sarah
North Beach Cottage - Walk to Chesapeake Bay
Cottage (2 Bedrooms) | Interior
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!

Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
3.0 star property
Chesapeake Beach
8.0 out of 10, Very good, (2)
"It really is an adorable cottage, very tastefully decorated.the owner provided a very thoughtful gift basket on arrival. I would recommend this cottage to anyone."
United States
Anne
Adorable Beach Cottage w/ Hot Tub & Tropical Bar!
House (4 Bedrooms) | Interior
Beautiful Colonial Home on the Choptank River

Beautiful Colonial Home on the Choptank River

Beautiful Colonial Home on the Choptank River
3.0 star property
Cambridge
Beautiful Colonial Home on the Choptank River
House (2 Bedrooms) | Interior
Walk to Beach: Charming Maryland Home w/ Yard!

Walk to Beach: Charming Maryland Home w/ Yard!

Walk to Beach: Charming Maryland Home w/ Yard!
3.0 star property
St. Leonard
10.0 out of 10, Exceptional, (1)
"This little gem of a house was absolutely perfect! The house was so close to the beach and to all the places we needed to go. We were visiting from Indiana to attend my son and his wife’s baby shower! The hosts had little snacks, coffee, beach towels, etc at the ready. Everything was so clean and comfortable! Definitely give this place a 10/10! "
United States
Tiffany
Walk to Beach: Charming Maryland Home w/ Yard!
Exterior
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!

Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
3.0 star property
Shady Side
Luxe Chesapeake Bay Getaway < 20 Mi to Annapolis!
House (2 Bedrooms) | Front of property
Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows!

Tilghman Island Retreat By Knapps Narrows!
3.0 star property
Tilghman
Tilghman Island Retreat By Knapps Narrows!
House (3 Bedrooms) | Interior
Waterfront Annapolis Home: Fire Pit & Fishing Pier

Waterfront Annapolis Home: Fire Pit & Fishing Pier

Waterfront Annapolis Home: Fire Pit & Fishing Pier
3.0 star property
Annapolis
Waterfront Annapolis Home: Fire Pit & Fishing Pier
House (5 Bedrooms) | Exterior
Riverside House w/ Kayaks, Piano & Fireplace

Riverside House w/ Kayaks, Piano & Fireplace

Riverside House w/ Kayaks, Piano & Fireplace
3.0 star property
California
Riverside House w/ Kayaks, Piano & Fireplace
Terrace/patio
Annapolis Home Near Beach & Quiet Waters Park!

Annapolis Home Near Beach & Quiet Waters Park!

Annapolis Home Near Beach & Quiet Waters Park!
3.0 star property
Annapolis
Annapolis Home Near Beach & Quiet Waters Park!
House (2 Bedrooms) | Interior
Waterfront North Beach Home ~ 2 Mi to Beach!

Waterfront North Beach Home ~ 2 Mi to Beach!

Waterfront North Beach Home ~ 2 Mi to Beach!
3.0 star property
North Beach
Waterfront North Beach Home ~ 2 Mi to Beach!
House (4 Bedrooms) | Front of property
Waterfront Retreat < 4 Mi to Dtwn Cambridge!

Waterfront Retreat < 4 Mi to Dtwn Cambridge!

Waterfront Retreat < 4 Mi to Dtwn Cambridge!
3.0 star property
Cambridge
Waterfront Retreat < 4 Mi to Dtwn Cambridge!
Property grounds
Tranquil Port Republic Home w/ Water Views!

Tranquil Port Republic Home w/ Water Views!

Tranquil Port Republic Home w/ Water Views!
3.0 star property
Port Republic
Tranquil Port Republic Home w/ Water Views!
House (3 Bedrooms) | Front of property
Bayfront Maryland Retreat w/ Deck, Near Beaches!

Bayfront Maryland Retreat w/ Deck, Near Beaches!

Bayfront Maryland Retreat w/ Deck, Near Beaches!
3.0 star property
North Beach
Bayfront Maryland Retreat w/ Deck, Near Beaches!
Cottage (3 Bedrooms) | Exterior
Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly!

Updated North Beach Cottage: Pet Friendly!
3.0 star property
North Beach
6.0 out of 10, (1)
"The property needs a severe cleaning. The floors were filthy. "
United States
Lacy
Updated North Beach Cottage: Pet Friendly!
House (1 Bedroom) | Interior
Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit

Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit

Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit
3.0 star property
Lothian
Secluded Lothian Farmhouse on 45 Acres w/ Fire Pit
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Talbot County Hotel Reviews

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"Excellent"
David 1-night trip
Posted 2 days ago
Hilton Garden Inn Annapolis Downtown

Find out more about Talbot County

Talbot County Cottages information

Number of reviews
6
Accommodation
64 Cottages
Lowest Price
Highest Price