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

NEW KI Creek Retreat! 3BR/2bath water view, private house near KI wedding venues

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

Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Recently Renovated Annapolis Home - Conveniently Located

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

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

The Blue Crab Beach House - Free beach passes 🦀

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Fabulous 5-bedroom house with AC in charming Annapolis

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Top Vacation Homes in Talbot County

NEW KI Creek Retreat! 3BR/2bath water view, private house near KI wedding venues

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

Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing

Charming Downtown Annapolis. Stroll to all the Historic District has to offer.

Recently Renovated Annapolis Home - Conveniently Located

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

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

The Blue Crab Beach House - Free beach passes 🦀

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets

Fabulous 5-bedroom house with AC in charming Annapolis

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
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 $99 - $733 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 | $99 |
Highest Price | $733 |
Popular accommodation | NEW KI Creek Retreat! 3BR/2bath water view, private house near KI wedding venues, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing, Charming Downtown Annapolis. Stroll to all the Historic District has to offer. , Recently Renovated Annapolis Home - Conveniently Located, Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Relax on Kent Island in a 4 Bedroom Home w/Waterview!, The Blue Crab Beach House - Free beach passes 🦀, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Fabulous 5-bedroom house with AC in charming Annapolis, 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Charming Historic Annapolis Home With Two Off-street Parking Places! |
Talbot County Vacation Homes essential information
Accommodation | 784 Vacation Homes |
|---|---|
Lowest Price | $99 |
Highest Price | $733 |
Popular accommodation | NEW KI Creek Retreat! 3BR/2bath water view, private house near KI wedding venues, Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing, Charming Downtown Annapolis. Stroll to all the Historic District has to offer. , Recently Renovated Annapolis Home - Conveniently Located, Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Relax on Kent Island in a 4 Bedroom Home w/Waterview!, The Blue Crab Beach House - Free beach passes 🦀, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Fabulous 5-bedroom house with AC in charming Annapolis, 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Charming Historic Annapolis Home With Two Off-street Parking Places! |
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