Talbot County Vacation Rentals
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$1,000+
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44 rentals in Talbot County.
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Large Historic Thomas Harrison House on Harbor in St. Michaels Town
7 bedrooms
4 bathrooms
Sleeps 9
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5 other travelers have booked this property
Premier Cottage in St. Michaels- In Town Location!
2 bedrooms
2 bathrooms
Sleeps 5
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15 other travelers have booked this property
Location Location! St Michaels-- In Town Cottage!
2 bedrooms
2 bathrooms
Sleeps 5
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13 other travelers have booked this property
Main House at Grandview at Pleasure Point
5 bedrooms
3 bathrooms
Sleeps 13
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Cottage 1a at Grandview Pleasure Point
1 bedroom
1 bathroom
Sleeps 4
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Cottage 1b at Grandview Pleasure Point
1 bedroom
1 bathroom
Sleeps 2
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Cottage 2 at Grandview Pleasure Point
2 bedrooms
1 bathroom
Sleeps 6
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Sandy Pines: Enjoy Harris Creek w/Pool and Boats
4 bedrooms
3 bathrooms
Sleeps 8
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7 other travelers have booked this property
RESTORED WATERFRONT COTTAGE
3 bedrooms
3 bathrooms
Sleeps 6
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2 other travelers have booked this property
Historic Waterfront Property with Wi-Fi and Dock
3 bedrooms
3 bathrooms
Sleeps 8
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3 other travelers have booked this property
Tranquil Easton Waterfront Property
3 bedrooms
4 bathrooms
Sleeps 6
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Pot Pie House
3 bedrooms
2 bathrooms
Sleeps 6
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2 other travelers have booked this property
Comfortable, Spacious & Fun! 6+ Acres Pool & Shore. 4 Master Suites Waterview
5 bedrooms
5 bathrooms
Sleeps 10
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1 other traveler has booked this property
NewSt. Michaels estate -Pier,Pool, Gas fire pit, Bikes & Kayaks
5 bedrooms
4 bathrooms
Sleeps 10
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*****Waterfront home w/ pool in St. Michaels
4 bedrooms
3 bathrooms
Sleeps 8
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Eastern Shore Getaway Near St. Michaels
1 bedroom
2 bathrooms
Sleeps 6
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Hot Tub/Warming Hut, Screened Deck, Encl. Porch, Kayaks, Bikes, Fishing Poles
4 bedrooms
4 bathrooms
Sleeps 10
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Escape To This Oxford, Md Waterfront Home - Kayaking, Canoeing & Relaxing
4 bedrooms
5 bathrooms
Sleeps 12
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Phenomenal Vacation Rental by Water in St Michaels - Walk to Town! 4 ADULTS MAX
1 bedroom
1 bathroom
Sleeps 6
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2 other travelers have booked this property
Waterview Cottage In St. Michaels!
2 bedrooms
3 bathrooms
Sleeps 5
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Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
2 bedrooms
2 bathrooms
Sleeps 5
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7 other travelers have booked this property
St. Michael's Premier in Town Summer Cottage!
2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveler has booked this property
St. Michaels Area Cottage - Walk to Water & Marina
2 bedrooms
2 bathrooms
Sleeps 4
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St. Michaels Waterfront Retreat with pier, pool, kayaks, gas fire pit and bikes
5 bedrooms
4 bathrooms
Sleeps 10
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Fully remodel 2 bedroom country cottage.
2 bedrooms
2 bathrooms
Sleeps 4
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St. Michael's Waterfront Vacation Cottage
3 bedrooms
3 bathrooms
Sleeps 6
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Travelers Rest! Dock, Pool Eastern Shore Private Retreat St. Micheals / Easton
5 bedrooms
4 bathrooms
Sleeps 10
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Newly available rental: Relaxing Waterfront Cottage Near St Michaels, Maryland
2 bedrooms
2 bathrooms
Sleeps 4
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Landon Cottage is in the waterfront village of Sherwood on Eastern Shore of MD
2 bedrooms
1 bathroom
Sleeps 4
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Gorgeous Sunsets and Chesapeake Charm
3 bedrooms
3 bathrooms
Sleeps 6
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Luxurious Waterfront Kent Island Home 30 miles from Annapolis
4 bedrooms
5 bathrooms
Sleeps 7
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Comfy home on beautiful Leadenham Creek. Book now for summer!
5 bedrooms
4 bathrooms
Sleeps 10
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Oxford Waterfront Cottage-Walk to Town, Kayak, Dock, and Bikes
3 bedrooms
2 bathrooms
Sleeps 6
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Shelter in place -15 ac estate while children go to school & you work online
5 bedrooms
7 bathrooms
Sleeps 10
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Elegant, Waterfront Cottage on Six Acres in Historic Area
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Tidewater home between Easton & ST Michaels!
4 bedrooms
7 bathrooms
Sleeps 8
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Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
3 bedrooms
3 bathrooms
Sleeps 7
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The Anchorage B&B - Skipjack
1 bedroom
2 bathrooms
Sleeps 2
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Relax or Play on the Choptank River!
1 bedroom
2 bathrooms
Sleeps 2
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4 bedroom Bed and Breakfast on the Choptank River
1 bedroom
2 bathrooms
Sleeps 2
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Charming 3 Bedroom 3 Bath Beach Front Property
3 bedrooms
3 bathrooms
Sleeps 12
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Waterfront Cottage, Private Hot Tub, Fire Pit - perfect Romantic Getaway
2 bedrooms
2 bathrooms
Sleeps 4
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TRUE IN-TOWN SAINT MICHAELS 6 ACRE WATERFRONT w/POOL!!!
5 bedrooms
3 bathrooms
Sleeps 8
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Private waterfront estate with pool, convenient to Easton and St. Michaels
5 bedrooms
5 bathrooms
Sleeps 10
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