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Vacation rentals in Woolford

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Top-rated vacation rentals in Woolford

Guests agree: these stays are highly rated for location, cleanliness, and more.

Farm stay in Madison
Madison Nature Getaway
We're on 106 acres minutes away from Cambridge, Blackwater NWR, Harriet Tubman URR State Park and two public boat ramps for access to Chesapeake Bay. Hike our trails and enjoy bird watching, wildlife photography and fishing on our award winning tree farm and relax by our pond. Bring your bikes, binoculars and kayaks and enjoy the surrounding area. We have a gas grill and a screened pavilion for our guests for parties and meals. FRIENDS OF BLACKWATER NWR MEMBERS & MILITARY RECEIVE A 10% DISCOUNT.
$108 per night
Cottage in Cambridge
Church Creek- waterfront cottage & pool-private
Enjoy winter days at our secluded waterfront cottage on Church Creek. Two miles from a main road and off the beaten path; 50 acres of privacy and one of the best waterfront views on the Chesapeake; relax, immerse yourself in peace and nature. A view from every window! Excellent strolling, swimming (in-ground pool-seasonal), great birding and bicycling. Launch your kayak or SUP from the backyard. Blackwater NWR, Harriet Tubman Center are just a few minutes away. Come enjoy a private getaway!
$210 per night
Apartment in Church Creek
Church Creek Natures' Rest
Nature's Rest is ideally located, just minutes to Blackwater Wildlife Refuge The Harriet Tubman Museum, as well as boat ramps for easy access to the Chesapeake Bay and it's tributaries for enjoying Maryland's Eastern Shore. We have plenty of parking, so bring your boat, bikes, and binoculars. Just mins from downtown Cambridge for dining & shopping. Discover the many quaint towns the area has to offer, come for a night, or stay as long as you'd like, look forward to meeting you.
$115 per night

Other great vacation rentals in Woolford

Home in Cambridge
Guest House: Farm homestead
$128 per night
Tiny home in Cambridge
Blackwater Refuge House on The Farm, water access
$118 per night
Tiny home in Cambridge
Blackwater Tiny Cabin on Snakehead Creek
$73 per night
Home in Cambridge
"Happy Campers" Waterfront Apartment!
$150 per night
Guesthouse in Cambridge
Rosses Chance Guest House
$250 per night
Apartment in Cambridge
Sunset Breezes - quiet waterfront retreat
$295 per night
Tiny home in Solomons
“Cabana by the Bay”-tiny home on a pier!
$151 per night
Cabin in Lusby
Hideaway on the Bay: Waterfront Vintage A Frame
$205 per night
Cottage in Saint Michaels
La Casita on Harris Creek, St. Michaels
$325 per night
Cabin in Lusby
2-bedroom lake-house with a magnificent view
$255 per night
Apartment in Lexington Park
Adorable Waterfront Apartment Weekend Getaway
$90 per night
Guest suite in Cambridge
Oakley Suite
$138 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Maryland
  4. Dorchester County
  5. Woolford