Vacation Homes in Talbot County, MD
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Top cities with Vacation Homes to explore in Talbot County

St. Michaels
Top Vacation Homes in Talbot County

Grace Cottage, St Michaels Walk to everything!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Fabulous 5-bedroom house with AC in charming Annapolis

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Charming Historic Annapolis Home With Two Off-street Parking Places!

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
Top Vacation Homes in Talbot County

Grace Cottage, St Michaels Walk to everything!

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Fabulous 5-bedroom house with AC in charming Annapolis

Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything

Charming Historic Annapolis Home With Two Off-street Parking Places!

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
Top hotels in Talbot County

The Wildset
Find the Best Vacation Homes in Talbot County
Why book a vacation home in Talbot County?
Vacation homes in Talbot County make for a different travel experience. Your holiday home will allow you to feel at home during your visit. You’ll usually have more space, more privacy, and extra amenities not typically included with hotel stays.
How much is a vacation home in Talbot County?
Private Talbot County rental homes range between $102 - $792 per night. Prices change based on seasonal demand, travel dates, property location, capacity, amenities, etc.
What are the cancellation and flexibility options on Travelocity?
To cancel your vacation home, you must reach out to the individual property manager. Their contact details are available in your itinerary. For more information, head over to our customer service portal. Use the ‘free cancellation’ or ‘reserve now, pay later’ filters to find the most flexible options for your bookings.
What amenities should I look out for in a vacation home?
There are some exciting amenities available in Talbot County vacation home rentals. You might look for Talbot County rental houses with a private pool or free Wi-Fi. Some popular amenities also include a private hot tub, air-conditioning, laundry facilities, and a games room.
Vacation rentals in Talbot County offer other accommodations that may interest you. Some have resort-like amenities such as a fitness center, bar/lounge, or swimming pool.
When is the best time to rent a vacation home in Talbot County?
You’ll typically get cheaper rates when staying during the off-season, . Prices are usually at their lowest for stays in . are the most popular months to visit.
Why book a vacation home with Travelocity?
Travel smart with Travelocity. Search over 1 million properties worldwide and access an incredible selection of holiday homes in Talbot County. Our members save 10% or more on select hotels, and if you find a lower price, we’ll match it with our Price Match Guarantee. Get started finding Talbot County hotels and vacation homes that best suit your stay. We also have deals for flights, and Talbot County car rentals. You’ll save even more when you bundle your items into a Talbot County vacation package!
How many vacation homes are available to book in Talbot County?
There are 784 rental homes in Talbot County. Enter your travel dates to check availability.
How do I find the best price for a vacation home in Talbot County?
Private vacation homes vary in price, and we’ll help you get the best deal possible. Use the map feature to compare rental house prices in different neighborhoods. Also, try adjusting your dates to compare nightly rates within a similar timeframe.
Talbot County Vacation Homes essential information
Accommodation | 784 Vacation Homes |
|---|---|
Lowest Price | $102 |
Highest Price | $792 |
Popular accommodation | Grace Cottage, St Michaels Walk to everything!, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Fabulous 5-bedroom house with AC in charming Annapolis, Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything, Charming Historic Annapolis Home With Two Off-street Parking Places!, Lovely bay views with kayaks, bikes, fire pit, crabbing & more, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view, 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly, Peaceful Pet-Friendly Stay - Near USNA and Beaches |
Talbot County Vacation Homes essential information
Accommodation | 784 Vacation Homes |
|---|---|
Lowest Price | $102 |
Highest Price | $792 |
Popular accommodation | Grace Cottage, St Michaels Walk to everything!, Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Fabulous 5-bedroom house with AC in charming Annapolis, Renovated Row Home in the heart of Downtown Annapolis.Two blocks to everything, Charming Historic Annapolis Home With Two Off-street Parking Places!, Lovely bay views with kayaks, bikes, fire pit, crabbing & more, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Annapolis Cozy Beachfront/Waterfront w/Chesapeake Bay Bridge view, 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly, Peaceful Pet-Friendly Stay - Near USNA and Beaches |
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- Inns in Easton
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- The Tidewater Inn
- The Oaks Waterfront
- Pet Friendly in Easton
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- Cabins in Anne Arundel County
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- The Inn at Chesapeake Bay Beach Club
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