Book Holiday Homes in Woolford
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Featured Holiday Homes in Woolford

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Waterfront Wildlife Retreat on the Patuxent River

Walk to Everything House

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Heated pool, sandy beach, pier, and playground set punch point apart!

Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning

Charming Waterfront Stay close to St. Michaels

Escape with family or friends to this peaceful, 4-bedroom retreat on the water

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.
Woolford Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar ” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Woolford vacation homes are the perfect way for you to wing it.
Holiday houses in Woolford let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Woolford in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Woolford adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Woolford with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Woolford vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Woolford Holiday Homes essential information
Accommodation  | 254 Holiday Homes | 
|---|---|
Lowest Price  | NZ$208 | 
Highest Price  | NZ$676 | 
Popular accommodation  | Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina, Waterfront Wildlife Retreat on the Patuxent River , Walk to Everything House, Bay view from Calvert Cliffs, Solomons Island & State Park nearby, Heated pool, sandy beach, pier, and playground set punch point apart!, Waterfront Bliss: Ultimate Tilghman Retreat by RedAwning, Charming Waterfront Stay close to St. Michaels, Escape with family or friends to this peaceful, 4-bedroom retreat on the water, Woodwind Manor on the Tred Avon minutes to St Michaels and Easton. | 
Top trending hotels in Woolford

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Hyatt Regency Chesapeake Bay

Solomons Inn Resort & Marina
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
