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Woolford Vacation Rentals

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50 rentals in Woolford.
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Waterfront Family Retreat with Pool on 7+ acres!
10 bedrooms
7 bathrooms
Sleeps 24
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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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Family and Pet-Friendly, Waterfront with Pier
4 bedrooms
2 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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A waterfront vacation rental located on the Chesapeake Bay
5 bedrooms
3 bathrooms
Sleeps 13
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A Vacation Away From It All-Family And Pet Friendly
5 bedrooms
5 bathrooms
Sleeps 14
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Escape To This Oxford, Md Waterfront Home - Kayaking, Canoeing & Relaxing
4 bedrooms
5 bathrooms
Sleeps 8
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BAYVIEW HOME, GETAWAY, RELAX, EAT FRESH CRABS n FISH, PEACEFUL, SCENIC, MEMORABL
4 bedrooms
2 bathrooms
Sleeps 10
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Waterfront Getaway on the Choptank River
2 bedrooms
1 bathroom
Sleeps 6
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Waterfront Family Retreat with Deepwater Dock
4 bedrooms
2 bathrooms
Sleeps 15
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RELISTED!! Chesa. Bay Vacation Rental, quiet, beachy, open, bay view!
4 bedrooms
3 bathrooms
Sleeps 12
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My Chesapeake Retreat Cambridge, Maryland
5 bedrooms
3 bathrooms
Sleeps 14
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Waterfront Cottage, Private Hot Tub, Fire Pit - perfect Romantic Getaway
2 bedrooms
2 bathrooms
Sleeps 4
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Professionally Cleaned -Waterfront Retreat with Pool Located on Taylors Island
4 bedrooms
2 bathrooms
Sleeps 14
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Waterfront, 23 Private Acres, Dock & Pool
4 bedrooms
5 bathrooms
Sleeps 17
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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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Victorian Home In Historic West End
6 bedrooms
3 bathrooms
Sleeps 13
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Cottage at Heron Cove, Chesapeake Bay, Cambridge
3 bedrooms
1 bathroom
Sleeps 5
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Year Round Estate on Bay / Fam. Reunions / Slps 28
7 bedrooms
7 bathrooms
Sleeps 28
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Stunning, Newer Chesapeake Waterfront Estate, Pool - 6/7 Bedrms 5 Baths
6 bedrooms
5 bathrooms
Sleeps 20
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3 other travellers have booked this property
Little Farmhouse by the bay
4 bedrooms
2 bathrooms
Sleeps 9
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Oxford Waterfront Cottage-Walk to Town, Kayak, Dock, and Bikes
3 bedrooms
2 bathrooms
Sleeps 6
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5 bedroom Bed and Breakfast on the Choptank River
1 bedroom
2 bathrooms
Sleeps 2
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Best kept secret by the bay (Entire House)
3 bedrooms
2 bathrooms
Sleeps 4
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15 other travellers have booked this property
Outrigger at Swan Cove Manor
4 bedrooms
3 bathrooms
Sleeps 12
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Hoopers Island Bayside Studio, 360 Degrees WATER VIEWS near IRONMAN Cambridge
1 bedroom
1 bathroom
Sleeps 3
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2 other travellers have booked this property
Harwood Cottage on Church Creek, waterfront
2 bedrooms
1 bathroom
Sleeps 4
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Chesapeake Bay Waterfront on Hoopers Island with Private Beach
5 bedrooms
3 bathrooms
Sleeps 13
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3 other travellers have booked this property
Cambridge Waterfront Home
3 bedrooms
2 bathrooms
Sleeps 8
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Relax or Play on the Choptank River!
1 bedroom
2 bathrooms
Sleeps 2
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Chesapeake Waterfront Retreat with Pool
3 bedrooms
3 bathrooms
Sleeps 9
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Waterfront Retreat on the Chesapeake
3 bedrooms
3 bathrooms
Sleeps 8
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CH Waterfront Home w/ Dock, Pool, Sandy Beach, Kayaks, 5BR/3.5BA Sleeps up to 19
5 bedrooms
4 bathrooms
Sleeps 15
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Spring Is Here, Come Explore Fossils and One Mile of Beach
3 bedrooms
1 bathroom
Sleeps 6
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Waterfront 5BR/3.5BA with private pool, dock, fire pit, kayaks, beach Sleeps 18
5 bedrooms
4 bathrooms
Sleeps 16
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BLACKWATER CHARM FAMILY HOUSE!!!
6 bedrooms
3 bathrooms
Sleeps 14
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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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6 Bdrm, 3.5 Bath, Cambridge Md Vacation Home
6 bedrooms
4 bathrooms
Sleeps 12
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Eastern Shore Waterfront Home, Ready for Spring and Summer!
3 bedrooms
3 bathrooms
Sleeps 10
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1 other traveller has booked this property
St. Michaels Area Cottage - Walk to Water & Marina
2 bedrooms
2 bathrooms
Sleeps 4
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1 other traveller has booked this property
Business or Leisure?
1 bedroom
1 bathroom
Sleeps 4
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6 other travellers have booked this property
Cambridge Colonial Home, Walk to Town & Waterfront
3 bedrooms
3 bathrooms
Sleeps 12
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The Anchorage B&B - Skipjack
1 bedroom
2 bathrooms
Sleeps 2
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Mariner at Swan Cove Manor
5 bedrooms
4 bathrooms
Sleeps 18
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Quarterdeck at Swan Cove Manor
1 bedroom
1 bathroom
Sleeps 4
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White Heron Inn 2565 Old House Point Rd
6 bedrooms
3 bathrooms
Sleeps 14
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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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