Preston Vacation Rentals
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$1,000+
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42 rentals in Preston.
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Peaceful Cambridge Home on Jenkins Creek
3 bedrooms
2 bathrooms
Sleeps 7
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Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS)
7 bedrooms
9 bathrooms
Sleeps 20
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New St. Michaels estate -Pier,Pool, Gas fire pit, Bikes & Kayaks
5 bedrooms
4 bathrooms
Sleeps 10
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Charming Waterfront Cottage Outside St. Michaels Close to the Oaks
3 bedrooms
3 bathrooms
Sleeps 7
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TRUE IN-TOWN SAINT MICHAELS 6 ACRE WATERFRONT w/POOL!!!
5 bedrooms
3 bathrooms
Sleeps 8
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Escape To This Oxford, Md Waterfront Home - Kayaking, Canoeing & Relaxing
4 bedrooms
5 bathrooms
Sleeps 8
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Beautiful Tidewater home between Easton & ST Michaels!
4 bedrooms
7 bathrooms
Sleeps 8
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Waterfront Cottage, Private Hot Tub, Fire Pit - perfect Romantic Getaway
2 bedrooms
2 bathrooms
Sleeps 4
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St. Michael's Waterfront Vacation Home
5 bedrooms
5 bathrooms
Sleeps 12
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Waterfront, 23 Private Acres, Dock & Pool
4 bedrooms
5 bathrooms
Sleeps 17
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My Chesapeake Retreat Cambridge, Maryland
5 bedrooms
3 bathrooms
Sleeps 14
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Vintage Eastern Shore Retreat
4 bedrooms
3 bathrooms
Sleeps 10
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Waterfront Rental on Fishing Creek, Cambridge, MD
4 bedrooms
2 bathrooms
Sleeps 8
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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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Victorian Home In Historic West End
6 bedrooms
3 bathrooms
Sleeps 13
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Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*
2 bedrooms
2 bathrooms
Sleeps 6
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Location Location! St Michaels-- In Town Cottage!
2 bedrooms
2 bathrooms
Sleeps 5
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Premier Cottage in St. Michaels- In Town Location!
2 bedrooms
2 bathrooms
Sleeps 5
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Cottage at Heron Cove, Chesapeake Bay, Cambridge
3 bedrooms
1 bathroom
Sleeps 5
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*****Waterfront home w/ pool in St. Michaels
4 bedrooms
3 bathrooms
Sleeps 8
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Year Round Estate on Bay / Fam. Reunions / Slps 28
7 bedrooms
7 bathrooms
Sleeps 28
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Waterfront Retreat on the Chesapeake
3 bedrooms
3 bathrooms
Sleeps 8
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Oxford Waterfront Cottage-Walk to Town, Kayak, Dock, and Bikes
3 bedrooms
2 bathrooms
Sleeps 6
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RESTORED WATERFRONT COTTAGE
3 bedrooms
3 bathrooms
Sleeps 6
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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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Carpenter St. Cottage in the Heart of St. Michaels - Walk To Everything!
2 bedrooms
2 bathrooms
Sleeps 5
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Waterview Cottage In St. Michaels!
2 bedrooms
3 bathrooms
Sleeps 5
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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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Cambridge Waterfront Home
3 bedrooms
2 bathrooms
Sleeps 8
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St. Michael's Premier in Town Summer Cottage!
2 bedrooms
2 bathrooms
Sleeps 4
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Waterfront Property, Kayaks, Private Dock, Near Town
3 bedrooms
3 bathrooms
Sleeps 6
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Tranquil Easton Waterfront Property
3 bedrooms
4 bathrooms
Sleeps 6
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6 Bdrm, 3.5 Bath, Cambridge Md Vacation Home
6 bedrooms
4 bathrooms
Sleeps 12
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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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Cambridge Colonial Home, Walk to Town & Waterfront
3 bedrooms
3 bathrooms
Sleeps 12
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Private setting, enjoy nature, kayaking and total relaxation
3 bedrooms
2 bathrooms
Sleeps 8
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Waterfront Home on the Choptank River in Cambridge MD 3 bed room 2 bath and pool
3 bedrooms
2 bathrooms
Sleeps 8
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6942 Travelers Rest
4 bedrooms
4 bathrooms
Sleeps 10
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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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Bay Cottage Resort
6 bedrooms
5 bathrooms
Sleeps 12
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