Talbot County Vacation Rentals
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156 rentals in Talbot County.
Relaxing Waterfront Cottage Near St Michaels, Maryland
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Stay in the HEART of Saint Michaels!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Delightful Close to town
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Breathtaking Waterfront Estate
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
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Great prices on a available days left!!! Beautiful Leadenham Creek. STR #22-30
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Travelers Rest! Dock, Pool Eastern Shore Private Retreat St. Michaels / Easton
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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St. Michaels Waterfront Home
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Walk to Everything House
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Waterview Cottage In St. Michaels!
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
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Affiliated with FlipKey
Trend Setting Waterfront minutes to St. Michaels -
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Cottage at Goose Neck Point
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Dollhouse in Central Historic St Michaels
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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St. Michael's Premier In-Town Rental with pool and 2023 Designer updates!
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Fabulous in town luxury studio
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Overlook on Dun's Cove -- Luxury waterfront hideaway minutes from St. Michaels
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac
Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
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RANCH AT ROYAL OAK- Exclusive waterfront pool pier
Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Cottage, Private Hot Tub, Fire Pit - perfect Romantic Getaway
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Historic Oxford Waterfront Estate
Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
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Luxurious waterfront home - Cèilidh
Rental Home
4 bedrooms
4 bathrooms
Sleeps 7
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Carpenter Alley - Newly Renovated Cottage in Center of Historic St. Michaels
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Waterfront Oyster Farmhouse Built 2018 with Pool/Fence and Dock-23 private acres
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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Eastern Shore Getaway Near St. Michaels
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
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Book 3 nights in July/August 4 night is free!
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 3
Match: Sleeps
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Waterfront Property, kayaks, private dock, near town
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Seventh Haven - An oasis of peace and relaxation!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Last minute change, so book July 8 now and save!
Rental Home
5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Rental Home
2 bedrooms
3 bathrooms
Sleeps 5
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Harbor View Suite
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Memory Lane - Charming Cottage in the Heart of Oxford, Pet Friendly!
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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SUMMER DATES BOOKING FAST- BOOK YOUR STAY NOW!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Thorneton Point Estate
Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Perfect Waterview Cottage - St. Michaels Getaway
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Beautiful Waterfront Home w/ Pool In St. Michaels
Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
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Waterfront - NEW BOOK AUG/SEPT AND RECEIVE 100 CERT FOR SEAFOOD FROM LANDING
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Riverview Retreat - Charming Waterfront Cottage in St Michaels!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Quaint Tilghman Island home
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Newly Renovated Guest House located in Oxford MD
Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Crabber's Cove - Charming Waterfront Near St. Michaels, Kayaks & Bikes!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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EASTON Beautiful APT. 2bed2bathKitchinDining/living room-walk to all places
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Modern Studio in heart of town.
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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5 bedroom Bed and Breakfast on the Choptank River
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Offering complimentary wine for August bookings
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Waterfront Cottage with Amazing Sunsets
Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The B&B of Anchorage - Skipjack
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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The Anchorage B&B - The Bounty
Rental Home
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
Rental Home
2 bedrooms
1 bathroom
Sleeps 4
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Showing results 1-50 of 156
Frequently Asked Questions about Talbot County
- Yes, here are some popular vacation rentals in Talbot County that have a pool:
- St. Michael's Premier in Town Summer Cottage now with private pool!
- Tranquil Easton Waterfront Property
- Ship's Cove Inn and Resort in St. Michaels, MD
- Yes, here are some popular vacation rentals in Talbot County that have internet access:
- Relaxing Waterfront Cottage Near St Michaels, Maryland
- Stay in the HEART of Saint Michaels!
- Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
- The best pet friendly rentals in Talbot County are:
- Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
- Breathtaking Waterfront Estate
- John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
- Some of the most popular kid friendly rentals in Talbot County are:
- Relaxing Waterfront Cottage Near St Michaels, Maryland
- Stay in the HEART of Saint Michaels!
- Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
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