Holiday Homes in Woolford

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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Holiday Homes in Woolford

Our top choices for Woolford holiday homes

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

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

10.0 out of 10, Exceptional, (52)
"Awesome home wnd location! Would stay again!"
Bay view from Calvert Cliffs, Solomons Island & State Park nearby
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Marina

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

9.6 out of 10, Exceptional, (13)
"Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. "
The price is AU$573
includes taxes & fees
3 Sept - 4 Sept
Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina
Beautiful Waterfront Retreat in Cambridge!
Interior

Beautiful Waterfront Retreat in Cambridge!

10.0 out of 10, Exceptional, (44)
"Our kids enjoyed the games in the crab house. It was great being able to use the kayaks and life vests."
The price is AU$685
includes taxes & fees
8 Sept - 9 Sept
Beautiful Waterfront Retreat in Cambridge!
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
Marina

Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly

9.4 out of 10, Exceptional, (28)
"I cannot say enough about this property. Home was so spacious, views were wonderful, kitchen was very well stocked and just minutes to town. Highly recommend renting this home."
Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly
Waterfront Wildlife Retreat on the Patuxent River
Interior

Waterfront Wildlife Retreat on the Patuxent River

10.0 out of 10, Exceptional, (168)
"Rented the house to celebrate a graduation from St Mary’s College. It was perfect. "
Waterfront Wildlife Retreat on the Patuxent River
Amazing views waterfront 3-bedroom home in Madison
Fridge, microwave, oven, stovetop

Amazing views waterfront 3-bedroom home in Madison

9.6 out of 10, Exceptional, (5)
Amazing views waterfront 3-bedroom home in Madison
Charming Waterfront Getaway with Private Dock
Exterior

Charming Waterfront Getaway with Private Dock

10.0 out of 10, Exceptional, (2)
"Our 4 day trip to Lusby, MD was one that we will not forget. Your home exceeded all our expectations! Our family of 7 felt very comfortable and not a single person had a negative thing to say. (Which doesn’t come easy with 2 teenagers!) The entire home was well equipped and stocked, particularly the kitchen. Between the kayaks, crab pots, dock, (the amazing AM/FM radio in the living room) the expansive decks, the two living areas, the abundant charging/docking stations, we never found ourselves...
Charming Waterfront Getaway with Private Dock
Brand-New Pool! Waterfront Bozman Village Home
Fridge, microwave, stovetop, dishwasher

Brand-New Pool! Waterfront Bozman Village Home

Brand-New Pool! Waterfront Bozman Village Home
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Outdoor pool, a heated pool

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

9.8 out of 10, Exceptional, (74)
"We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we...
Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Fridge, microwave, oven, stovetop

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

9.8 out of 10, Exceptional, (41)
"Good location, clean house, easy check in and check out process."
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Private beach

6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access

10.0 out of 10, Exceptional, (14)
"Gorgeous views and location. "
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
Terrace/patio

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

9.8 out of 10, Exceptional, (132)
"Great house, host and location. Stayed with a larger group and plenty of room!"
Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW
New! Cozy River Cottage with great views of the water!
Interior

New! Cozy River Cottage with great views of the water!

9.6 out of 10, Exceptional, (10)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!
Walk to Everything House
Fridge, microwave, oven, stovetop

Walk to Everything House

10.0 out of 10, Exceptional, (81)
"Clean and nice place to stay"
Walk to Everything House
2 Mi to Lighthouse: Waterfront Home w/ Dock!
Interior

2 Mi to Lighthouse: Waterfront Home w/ Dock!

8.6 out of 10, Excellent, (38)
"we stayed for work, plenty of things to do in the area. plenty of space in the house. everything was clean."
2 Mi to Lighthouse: Waterfront Home w/ Dock!
Heated pool, sandy beach, pier, and playground set punch point apart!
Beach nearby, sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (10)
"Beautifully decorated, peaceful, well appointed home for our girls bday celebration. Highly recommend."
Heated pool, sandy beach, pier, and playground set punch point apart!
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
Exterior

Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak

9.8 out of 10, Exceptional, (49)
"We absolutely loved your place and it was perfect for our family. We would love to come back and stay next summer!"
Tranquil Beautiful Waterfront Near Historic St. Michaels & Royal Oak
Single family home with screened porch.
Fridge, microwave, oven, stovetop

Single family home with screened porch.

10.0 out of 10, Exceptional, (12)
"The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. "
Single family home with screened porch.
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Interior

WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE

8.6 out of 10, Excellent, (8)
"Spacious, orderly interior, lovely setting, great amenities: kayaks, fire pit, creek feeds into Chop tank, close to Saint Michaels and Secretary.Big bedrooms with new comfy beds, plenty of bathrooms and showers.Just a lovely place and excellent communication from host."
The price is AU$1,001
includes taxes & fees
2 Sept - 3 Sept
WATERFRONT!! HOT TUB!! 4 BED/4 BATH CHARMING HOME IN THE HEART OF CAMBRIDGE
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
Fridge, microwave, oven, stovetop

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

9.4 out of 10, Exceptional, (8)
"Thank you for a beautiful stay! Well appointed kitchen, comfortable beds and a pristine lot. "
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!
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.
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Top Woolford Hotel Reviews

Find out more about Woolford

Find out more about Woolford

Woolford Holiday Homes information

Number of reviews
Accommodation
281 Holiday Homes
Lowest Price
AU$573
Highest Price
AU$1,001

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