Woolford Holiday Rentals, Maryland: Private House Rentals

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Our top choices for Woolford hotels

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

1. Hyatt Regency Chesapeake Bay

Cambridge

John

Rp3.293.600

Rp4.249.460 total

includes taxes & fees

8 Nov - 9 Nov

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

A Holiday Inn Express sign, a parking lot, and a building with a covered entrance.

A coffee station with two espresso machines, a coffee grinder, and various coffee pods and cups.

A hotel room with two beds, a desk with a flat-screen TV, a small table, and a colorful carpet.

2. Holiday Inn Express Cambridge by IHG

Cambridge

Agnes

Rp2.130.100

Rp2.364.411 total

includes taxes & fees

11 Nov - 12 Nov

A spacious lobby with a reception desk, seating area, and a television screen.

A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

3. Comfort Inn & Suites Cambridge

Cambridge

Ana

Rp1.969.000

Rp2.185.590 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with a blue accent wall, a large bathtub, a sofa, a bed with a patterned bedspread, and a television.

A compact kitchenette with a microwave, coffee maker, and storage for condiments.

A reception area with a wooden desk, a sign for Days Inn & Suites, and a tiled floor.

A Days Inn & Suites building with a parking lot and a blue SUV parked in front.

4. Days Inn & Suites by Wyndham Cambridge

Cambridge

Ronald

Rp1.354.135

Rp1.503.090 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a dark wood floor, a blue countertop, and wooden cabinets.

A hotel room with two beds, a desk with a computer, a microwave, a chair, a TV, and a window with curtains.

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A building with a parking lot, a covered entrance, and a sign for 'Walt A. Souffle'.

5. Cambridge Inn

Cambridge

Paul

Rp1.343.474

Rp1.491.255 total

includes taxes & fees

19 Oct - 20 Oct

A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

A spacious living room with a leather sofa, a coffee table, and a bookshelf filled with books.

A spacious dining area with multiple tables and chairs, wooden ceiling beams, and large windows with blinds.

A bedroom with a large bed, a nightstand, a lamp, and a window with blinds.

6. The Tidewater Inn

Easton

Miriam

Rp3.204.100

Rp3.524.510 total

includes taxes & fees

1 Nov - 2 Nov

A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

A waterfront bar with outdoor seating, a view of the water, and American flags.

A beach with clear water, sandy shore, and some vegetation.

A large, two-story house with a balcony, situated on a grassy lawn with autumn leaves, near a body of water.

7. Sandaway Suites & Beach

Oxford

Gary

Rp5.369.284

Rp5.906.284 total

includes taxes & fees

10 Nov - 11 Nov

A room with a view of a wooden deck and a gazebo by the water.

A golf course with a water hazard and surrounding trees.

A swimming pool with white lounge chairs and blue umbrellas, surrounded by trees.

A living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

8. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

Rp9.504.900

Rp10.455.390 total

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a porch, a front door, and a small garden area.

A dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

9. The Wildset

Downtown St. Michaels

Sarah

Rp4.099.100

Rp4.956.510 total

includes taxes & fees

10 Nov - 11 Nov

A covered outdoor seating area with wicker furniture and large windows.

A hotel lobby with a fireplace, a reception desk, and a seating area.

A hotel reception area with a self-service beverage station, snack vending machines, and a minibar.

A modern living room with a fireplace, sofas, and a large window.

10. Hilton Garden Inn Solomons

Solomons

Aaron

Rp2.267.035

Rp2.516.409 total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

11. Hampton Inn Easton

Easton

Rachel

Rp2.289.052

Rp2.517.993 total

includes taxes & fees

1 Nov - 2 Nov

A marina with boats docked at wooden piers, surrounded by greenery.

A covered patio area with wicker furniture and a view of a building with large windows.

A building with a sign reading "The Inn."

A waterfront property with houses, a dock, and a grassy area.

12. Knapps Narrows Marina & Inn

Sherwood

BARBARA

Rp2.685.000

Rp2.953.500 total

includes taxes & fees

18 Oct - 19 Oct

A reception area with a round wooden table, a potted plant, a vase with dried flowers, a clock, and a reception desk.

A spacious lobby with a stone fireplace, blue seating, and a television mounted on the wall.

A hotel room with a bed, a sofa, a desk, and a TV.

13. Comfort Inn & Suites Lexington Park near Pax River

Lexington Park

Jennifer

Rp2.146.926

Rp2.383.087 total

includes taxes & fees

1 Nov - 2 Nov

A two-story building with a covered entrance and an American flag.

A hotel room with two beds, a chair, and a painting on the wall.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

14. St Michaels Inn

St. Michaels

Lynn

Rp1.433.790

Rp1.577.169 total

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

15. The Oaks Waterfront

Easton

Jeffrey

Rp7.877.790

Rp8.665.569 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor seating area with tables and chairs, overlooking a body of water and greenery.

A spacious indoor dining area with large windows, tables, and chairs.

A waterfront property with a dock, a sailboat, and a building with a red roof.

A modern lounge area with a fireplace, seating, and a view of the outdoors.

16. The Tilghman Island Inn

Tilghman

William

Rp3.311.500

Rp3.642.650 total

includes taxes & fees

19 Oct - 20 Oct

A living room with two grey sofas, a coffee table, and a ceiling fan.

A bedroom with a bed, a nightstand, a floor lamp, a ceiling fan, and a door leading to another room.

A living room with a grey sofa, patterned cushions, a potted plant, and a view of a building outside.

A dining area with a table set for four, surrounded by grey upholstered chairs. A black wire basket is placed on the table.

17. Cambridge Apt in Walkable Neighborhood

Cambridge

LOIS

Rp1.700.500

Rp5.776.509 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with a large bed, a separate bathroom with a bathtub, and a mirror above the sink.

A hotel reception desk with a flat-screen TV, a printer, and a wall-mounted sign for Quality Inn by Choice Hotels.

A clean, modern kitchen area with a microwave, coffee maker, and a pastry display.

A hotel room with a sofa, two chairs, a desk with a computer, a TV mounted on the wall, a window with blinds, and a potted plant.

18. Quality Inn Solomons - Beacon Marina

Solomons

Tamara

Rp1.820.430

Rp2.020.678 total

includes taxes & fees

21 Oct - 22 Oct

An outdoor seating area with a fire pit, cushioned benches, and a modern design.

A cozy outdoor seating area with a stone fire pit, wicker ottomans, and a red stool.

A gym with treadmills, a rowing machine, and a bench.

A hotel with a modern design, featuring a prominent 'HOME 2' sign, a covered entrance, and a parking lot.

19. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

Lexington Park

Michelle

Rp2.407.192

Rp2.671.984 total

includes taxes & fees

12 Nov - 13 Nov

A hotel room with a living area, dining table, kitchenette, and a TV.

A hotel with a brick facade, multiple windows, and a parking lot.

A hotel room with a sofa, armchair, and a bed.

A hotel room with a bed, a sofa, a desk, a chair, a television, and a kitchenette.

20. TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

Lexington Park

Steffan

Rp3.025.100

Rp3.357.861 total

includes taxes & fees

13 Nov - 14 Nov

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Stay near popular Woolford attractions

Woods Island

Commune with nature and explore the great outdoors at Woods Island during your travels in Woolford.

See properties

Learn more about Woolford

Venture to sights like Blackwater National Wildlife Refuge and Woods Island as you discover Woolford.

See all hotels in Woolford

Top Woolford Hotel Reviews

Hilton Garden Inn Solomons

10/10 Excellent

"Great stay"

Sandaway Suites & Beach

10/10 Excellent

"This place is amazing! Ben went way over and above with hospitality. He has what he calls 7 o’clock coffee where he delivers coffee and pastries on your doorstep. Who does this? No one. The view of the bay is incredible. Will definitely stay again longer next time."

The Tidewater Inn

10/10 Excellent

"Very Cs"

St Michaels Inn

10/10 Excellent

"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."

Hampton Inn Easton

8/10 Good

"Clean and as expected."

Baymont by Wyndham Easton

10/10 Excellent

"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."

Days Inn & Suites by Wyndham Cambridge

8/10 Good

"Yes, I could pick this place apart, but really, for one night it was clean and adequate. I didn't expect a palace. The worst part was that Cambridge -the whole town - reeks of skunk. Not the hotel's fault"

Holiday Inn Express Cambridge by IHG

8/10 Good

"When I arrived I found my room had a brand new TV, even the remote batteries needed installation. However, since it was new, it wasn't programmed to the hotel, so it was useless. The front desk called maintenance but no one arrived. The switched rooms for me. The new room had a sink drain that was clogged. That was taken care of successfully. The rest of my stay was good. Breakfast was very good."

Quality Inn Solomons - Beacon Marina

8/10 Good

"Everything was good, standard hotel/motel stuff: little coffee pot, mini-fridge, microwave, tv,a/c - everything worked as expected, furniture, carpeting, lights, bathroom all looked newish and everything was very clean. Desk folk were pleasant, didn’t have much interaction. The big plus is the location, right by a huge marina (if you like looking at boats) and the Calvert Marine Museum- combines natural history and the commercial history of the area, has the Drum Point lighthouse (you can tour) and a boat tour of Patuxent Harbor, plus fossils, river otters, fish. Calvert Cliffs / Flag Pond parks are a 10 minute drive if you want to dig for fossils yourself. So: comfortable place, very reasonably priced, close to all sorts of stuff; definitely worth it."

More cheap stays in Woolford

Cambridge Inn

2831 Ocean Gateway Cambridge MD

Rp1.343.474

Rp1.491.255 total

19 Oct - 20 Oct

includes taxes & fees

5.6/10 (626 reviews)

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

Rp1.354.135

Rp1.503.090 total

1 Nov - 2 Nov

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

Rp1.433.790

Rp1.577.169 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,000 reviews)

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

Rp1.969.000

Rp2.185.590 total

27 Oct - 28 Oct

includes taxes & fees

Comfort Inn & Suites Lexington Park near Pax River

21885 Three Notch Rd Lexington Park MD

Rp2.146.926

Rp2.383.087 total

1 Nov - 2 Nov

includes taxes & fees

The Wildset

209 N Talbot St St. Michaels MD

Rp4.099.100

Rp4.956.510 total

10 Nov - 11 Nov

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Woolford?

St Michaels Inn, located 18.4 mi (29.7 km) from the heart of Woolford, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Hyatt Regency Chesapeake Bay and The Tidewater Inn. See all available top hotels, or vacation rentals in Woolford.

If I need to cancel my hotel reservation in Woolford, will I receive a refund?

Yes, you'll find most hotel reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Woolford.

What are some hotels with pools in Woolford?

St Michaels Inn: Offers daily, a seasonal outdoor pool and free self parking. Hyatt Regency Chesapeake Bay and Days Inn & Suites by Wyndham Cambridge are two additional hotels with an on-site pool. View all hotels with pools in Woolford.

What is staying in Woolford like?

Travellers to Woolford will find plenty to explore and enjoy. In Woolford, there are 9 hotels and other accommodation options to choose from. Find out more about Woolford.

What should I see while I'm in Woolford?

A couple of favourite places to visit are Blackwater National Wildlife Refuge and Woods Island. You'll also find Harriet Tubman Underground Railroad National Historical Park and Harriet Tubman Museum and Educational Center in the area. Take a look at what more there is to see and do in Expedia's Woolford guide.

What's the weather like in Woolford?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Woolford is 1212 mm.

Explore a world of travel with Expedia

Book Hotels in Woolford on Expedia.com

Find hotels in Woolford, MD from Rp1.491.255

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Woolford

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Woolford hotels

1. Hyatt Regency Chesapeake Bay

2. Holiday Inn Express Cambridge by IHG

3. Comfort Inn & Suites Cambridge

4. Days Inn & Suites by Wyndham Cambridge

5. Cambridge Inn

6. The Tidewater Inn

7. Sandaway Suites & Beach

8. Inn at Perry Cabin

9. The Wildset

10. Hilton Garden Inn Solomons

11. Hampton Inn Easton

12. Knapps Narrows Marina & Inn

13. Comfort Inn & Suites Lexington Park near Pax River

14. St Michaels Inn

15. The Oaks Waterfront

16. The Tilghman Island Inn

17. Cambridge Apt in Walkable Neighborhood

18. Quality Inn Solomons - Beacon Marina

19. Home2 Suites by Hilton Lexington Park Patuxent River NAS, MD

20. TownePlace Suites by Marriott Lexington Park Patuxent River Naval Air Station

Stay near popular Woolford attractions

Woods Island

Learn more about Woolford

Top Woolford Hotel Reviews

Hilton Garden Inn Solomons

Sandaway Suites & Beach

The Tidewater Inn

St Michaels Inn

Hampton Inn Easton

Baymont by Wyndham Easton

Days Inn & Suites by Wyndham Cambridge

Holiday Inn Express Cambridge by IHG

Quality Inn Solomons - Beacon Marina

More cheap stays in Woolford

Cambridge Inn

Days Inn & Suites by Wyndham Cambridge

St Michaels Inn

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Lexington Park near Pax River

The Wildset

Frequently asked questions

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