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Vacation rentals in Woolford

Vacation rentals in Woolford

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woolford

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

  • Newly Renovated Modern 3 bed 2 bath Water Front
    SUPERHOSTEntire house · 6 guests · 3 beds · 2 bathrooms
    Newly Renovated Modern 3 bed 2 bath Water Front

    Newly renovated waterfront home with all the amenities needed to enjoy your Eastern Shore getaway. Less than 10 minutes from Downtown Cambridge and the Chesapeake Bay Hyatt.

    What guests are saying:

    “Georgina and Alex's place is AMAZING in every way. First, the home is gorgeous, updated, immaculate and has every amenity you can possibly think of to cook and prepare food, as well as keep the place clean. We love to cook and really enjoyed the modern state of the art kitchen. Second, the bed in the master bedroom is so comfortable you'll sleep for days. Third, the water view and fire pit are WONDERFUL for relaxing and escaping. The property is very private and the lot is huge and beautiful. Fourth, it's located right on the bike trail for a number of bike events because of the shoulders and high quality roads and leads to the wonderful Blackwater Wildlife Refuge. Finally, the house gets wonderful light and the space is great to hang in all day, reading a book. We can't wait to go back. The hosts are also VERY quick and thoughtful responders--can't ask for a single thing more of this place. It's a gem in every way. Thank you for letting us stay!! Stefanie”

  • Church Creek  Natures' Rest
    SUPERHOSTEntire flat · 4 guests · 1 bed · 1 bathroom
    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.

    What guests are saying:

    “What an airy and cheerful place! Like a French apartment dropped into Church Creek. We went for some kayaking and hiking in the Blackwater Refuge nearby so were not looking for much more than a good bed but were really charmed by Wende’s soothing decor, wonderful beds, soft sheets, delightful porch where we shared some wine with the local bugs and generally felt pampered. Communication was good and Wende was a welcoming host who gave us pointers about kayaking and crab cakes. I hope to return!”

  • Church Creek Getaway
    SUPERHOSTEntire house · 7 guests · 3 beds · 1 bathroom
    Church Creek Getaway

    Classic Eastern Shore home with new kitchen and bathroom. Five minutes from Cambridge, Blackwater National Wildlife Refuge, and the new Harriet Tubman Underground Railroad museum. Ideal spot for cycling, birding, fishing, canoeing, relaxing or exploring the many cute towns of Maryland's Eastern Shore. Just over an hour from Ocean City and Assateague National Seashore. Pet friendly with fenced backyard. The Eastern Shore is famous for its seafood, history, nature and fresh produce! Come explore!

    What guests are saying:

    “Very sweet house in a great location. We went for the Harriet Tubman museum and the Blackwater Refuge. Both were just minutes away. Nina is the perfect host. She's responsive (like REALLY responsive) and offers great tips for the area. This is the reason you want to stay in an airbnb. You get a local experience that can't be had in a hotel or resort. Shout out to Rebecca as well, as the house was super clean and tidy. It's clear she takes a lot of care in this. It shows!”

Holiday rentals for every style

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Popular amenities for Woolford holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Woolford

Chesapeake Sunset Cottage
SUPERHOSTEntire cottage
Chesapeake Sunset Cottage
Price:£285 / night
Madison Nature Getaway
SUPERHOSTPrivate room
Madison Nature Getaway
Price:£80 / night
Butterfly Air B&B
SUPERHOSTPrivate room
Butterfly Air B&B
Price:£47 / night
Dorothy's Chesapeake Delight
SUPERHOSTEntire house
Dorothy's Chesapeake Delight
Price:£128 / night
Sailor's Retreat Captain's Quarters
Private room
Sailor's Retreat Captain's Quarters
Price:£120 / night
Little Farmhouse by the Bay
SUPERHOSTEntire house
Little Farmhouse by the Bay
Price:£201 / night
IRONMAN - EagleMan - Cambridge - Green Room - King
SUPERHOSTPrivate room
IRONMAN - EagleMan - Cambridge - Green Room - King
Price:£197 / night
3 Dog Heaven - Beautiful views!!
SUPERHOSTEntire house
3 Dog Heaven - Beautiful views!!
Price:£196 / night
Rosses Chance Guest House
SUPERHOSTEntire guest house
Rosses Chance Guest House
Price:£201 / night
Eagleman and Ironman Oasis
Entire house
Eagleman and Ironman Oasis
Price:£602 / night
7 Acre Waterfront Retreat w/Sandy Beach & Pool
Entire house
7 Acre Waterfront Retreat w/Sandy Beach & Pool
Price:£549 / night
Sunset Breezes - a quiet retreat
Entire flat
Sunset Breezes - a quiet retreat
Price:£237 / night
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