Talbot County Vacation Rentals
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Top cities in Talbot County
Talbot County Vacation Rentals

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Time Stands Still, While Memories Are Made.

Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac

St. Michaels Waterfront Home

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Chesapeake Houseboat Getaway on Kent Island, Maryland

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Floating 2 bed 2 bath condo stunning views of the bay

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Family and Pet-Friendly, Waterfront with Pier

Cass-N-Reel Luxury Houseboat

Waterfront Getaway, Dock Your Boat & Play!

Private Cottage on gated estate

Waterfront Oasis of Annapolis Star

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

Large 2 bedroom house with private parking in a nice neighborhood
Hotel Options in Talbot County

The Wildset

Inn at Perry Cabin

St Michaels Inn
Orbitz makes it easy to find vacation rentals in Talbot County
🏠 What is the best price for a Talbot County vacation rental?
Talbot County rentals range between $111 and $671 per night. At Orbitz, we have a vacation rental for every budget.
🏠 What types of vacation rentals in Talbot County can I rent?
Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Talbot County getaway. Orbitz filters your search results so you can find the best Talbot County vacation rental for you. We have tons of options.
🏠 Are cancellations free on Talbot County vacation rentals with Orbitz?
You may be able to cancel or amend your Talbot County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand.
🏠 How do I find the best vacation rental deals in Talbot County?
Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Talbot County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.
🏠 How do I cancel my vacation rental booking through Orbitz
Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page.
🏠 What are the advantages of booking a vacation rental in Talbot County?
When you book a Talbot County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz.
🏠 Where can I find vacation rentals in Talbot County?
Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Talbot County—with plenty of hidden gems. We also have plenty of inventory in Talbot County main cities and near popular attraction spots.
🏠 Why should I book my Talbot County vacation rental with Orbitz?
At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Talbot County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks.