Woolford Vacation Rentals
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Vacation Rentals in Woolford

Dollhouse in Central Historic St Michaels
St Michaels MD
With a stay at this vacation home in St. Michaels (Downtown St. Michaels), you'll be within a 5-minute walk of Muskrat Park and Higgins Yacht Yard and Marina.
Kitchen
Washer

Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets
Tilghman Island MD
When you stay at this vacation home in Tilghman, you'll be on the waterfront, within a 15-minute walk of Chesapeake Bay and Northern Chesapeake Bay.
Kitchen
Washer

Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels
Saint Michaels MD
A stay at this vacation home places you in the heart of St. Michaels, within a 10-minute walk of Classic Motor Museum and Windon Distilling.
Kitchen
Washer

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Cambridge MD
With a stay at this vacation home in Cambridge, you'll be on the waterfront, within a 15-minute drive of Chesapeake Bay and Spocott Windmill.
Kitchen
Washer

Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways
Oxford MD
Located in Oxford, this vacation home is on the waterfront, within a 10-minute drive of Play Ball Dog Park and Oxford Museum.
Pool
Kitchen

"Endless Summer" Waterfront on the Chesapeake Bay!
Woolford MD
When you stay at this vacation home in Woolford, you'll be 14 minutes by car from Blackwater National Wildlife Refuge.
Pool
Kitchen

Back Creek Villa Covered Deck
Solomons MD
With a stay at this vacation home in Solomons Island, you'll be within a 15-minute drive of Chesapeake Bay and J.C. Lore Oyster House.
Washer
Dryer

Stunning views at WATERFRONT St Michaels area historic home, dog friendly
Neavitt MD
When you stay at this vacation home in Neavitt, you'll be on the waterfront and 3 minutes by foot from Neavitt Park.
Kitchen
Pet friendly

Discover tranquility near Calvert Cliffs
Saint Leonard MD
Located in St. Leonard, this vacation home is on the waterfront, within a 10-minute drive of Perigeaux Vineyards and Winery and Jefferson Patterson Park and Museum.
Kitchen
Washer

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard MD
With a stay at this vacation home in St. Leonard, you'll be a 5-minute walk from Chesapeake Bay and 5 minutes by foot from Flag Harbor Marina.
Washer
Dryer
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Woolford Vacation Rentals essential information
Accommodation | 250 Vacation Rentals |
|---|---|
Lowest Price | |
Highest Price | |
Popular accommodation | Dollhouse in Central Historic St Michaels, Waterfront Tilghman Retreat with Dock, Fire Pit & Sunsets, Beautiful 3 Bedroom Retreat walking distance to Downtown St. Michaels, Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW, Historic Waterfront Estate with Pool & Pet-Friendly – Perfect for Fall Getaways, "Endless Summer" Waterfront on the Chesapeake Bay!, Back Creek Villa Covered Deck, Stunning views at WATERFRONT St Michaels area historic home, dog friendly , Discover tranquility near Calvert Cliffs , 3-bedroom house in soothing Saint Leonard with AC for relaxing stays, Cliffside Bay Home · Private Beach, Shark Tooth Hunting & Panoramic Bay Views, Modern St Michaels estate -Pier, Pool, Gas fire pit, Bikes, Kayaks |


