Talbot County Vacation Rentals

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Top cities in Talbot County

Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay
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St. Michaels

St. Michaels
The western entrance of the historic picturesque small town of Easton, MD, center of Talbot County. A landmark with coat of arms is erected on US route 50 that says welcome to Easton.
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Vacation RentalsVacation Rentals

Easton

Easton
Oxford to Bellevue Ferry, Maryland, continuous use from 1683 to 1836
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Vacation RentalsVacation Rentals

Oxford

Oxford

Talbot County Vacation Rentals

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

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

Easton MD
Guests of this vacation home enjoy features like an outdoor pool, a sauna, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Relaxing Waterfront Cottage Near St Michaels, Maryland

Relaxing Waterfront Cottage Near St Michaels, Maryland

Wittman MD
Guests staying at this cottage enjoy an outdoor pool, laundry facilities, and local meal delivery service. Additional amenities include barbecue grills and a garden.
Pool
Kitchen
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

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

Saint Michaels MD
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways

Oxford MD
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

Chesapeake Bay Waterfront Retreat with private pool! The Shore at it's best!

Queenstown MD
Guests staying at this vacation home enjoy an outdoor pool, an arcade/game room, and laundry facilities. Other amenities at this golf vacation home include barbecue grills and a garden.
Pool
Kitchen
Sweet Bamboo Beach Cottage

Sweet Bamboo Beach Cottage

north beach MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This family-friendly vacation home also has a garden.
Pool
Kitchen
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

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

Stevensville MD
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Chesapeake Houseboat Getaway on Kent Island, Maryland

Chesapeake Houseboat Getaway on Kent Island, Maryland

Stevensville MD
At this houseboat, guests have access to barbecue grills.
Kitchen
Pet friendly
Floating 2 bed 2 bath condo stunning views of the bay

Floating 2 bed 2 bath condo stunning views of the bay

Stevensville MD
At this houseboat, guests have access to barbecue grills.
Kitchen
Pet friendly
Charming Coastal/Country Home w/3 Acres & Sauna!

Charming Coastal/Country Home w/3 Acres & Sauna!

Stevensville MD
$237 nightly
The price is $251 total per night
$251 total
Mar 8 - Mar 9
Total with taxes and fees
Guests staying at this vacation home enjoy a sauna, laundry facilities, and a garden.
Kitchen
Washer
Private Riverfront Home with Hot Tub, Kayaks, Paddleboards and Riverside Firepit

Private Riverfront Home with Hot Tub, Kayaks, Paddleboards and Riverside Firepit

Grasonville MD
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Hot Tub
Kitchen
Circa 1700 Chesapeake Colonial home on the National Register.

Circa 1700 Chesapeake Colonial home on the National Register.

Stevensville MD
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills. This golf vacation home also has a garden.
Pool
Kitchen
Charming Annapolis WaterVIEW Home

Charming Annapolis WaterVIEW Home

Annapolis MD
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills. Additional amenities include a picnic area and a garden.
Hot Tub
Kitchen
240' Private Beachfront @Kent Island Love Point - Great for Families

240' Private Beachfront @Kent Island Love Point - Great for Families

stevensville MD
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Spacious Luxe USNA Home - Pool, Hot Tub, Grill

Spacious Luxe USNA Home - Pool, Hot Tub, Grill

Annapolis MD
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free vacation home also has a garden.
Pool
Hot Tub
Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Grays Inn Creek Waterfront Pvt. Dock Kayaks & View

Rock Hall MD
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

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

Annapolis MD
At this vacation home, guests have access to a gym, laundry facilities, and a garden. Transportation is made easy with limo/town car service. Friendly staff can provide concierge services, and also offer advice about sightseeing. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
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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.

Hotel Options in Talbot County

    Best Western Plus Easton Inn & Suites

    Best Western Plus Easton Inn & Suites

    8708 Alicia Drive Easton MD
    $119 nightly
    The price is $131 total per night from Mar 8 to Mar 9
    $131 total
    Mar 8 - Mar 9
    Total with taxes and fees
    9.2/10 Wonderful! (1,003 reviews)
    The Tidewater Inn

    The Tidewater Inn

    101 E Dover St Easton MD
    $179 nightly
    The price is $197 total per night from Mar 8 to Mar 9
    $197 total
    Mar 8 - Mar 9
    Total with taxes and fees
    8.8/10 Excellent! (855 reviews)
    St Michaels Inn

    St Michaels Inn

    1228 S Talbot Street St. Michaels MD
    $95 nightly
    The price is $105 total per night from Mar 15 to Mar 16
    $105 total
    Mar 15 - Mar 16
    Total with taxes and fees
    8.2/10 Very Good! (1,000 reviews)

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 $105 and $251 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. 


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