Wittman Holiday Rentals, Maryland: Private House Rentals

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Our top choices for Wittman hotels

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

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

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

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

1. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

฿17,201

฿18,921 total

includes taxes & fees

8 Nov - 9 Nov

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

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 restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

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.

2. The Wildset

Downtown St. Michaels

Sarah

฿7,678

฿9,284 total

includes taxes & fees

3 Nov - 4 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 bed with two pillows, one with "HAPPY PLACE" text, and a framed picture above the bed.

A building with a sign reading "The Inn."

3. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿5,030

฿5,532 total

includes taxes & fees

13 Oct - 14 Oct

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

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

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

4. St Michaels Inn

St. Michaels

Lynn

฿2,867

฿3,153 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

5. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,532

฿4,985 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a framed picture on the wall.

A modern hotel lobby with multiple seating areas, including tables and chairs, and a reception desk.

A reception area with two reception desks, a wall-mounted sign reading "Holiday Inn Express," and a telephone on the right side.

6. Holiday Inn Express Easton by IHG

Easton

Emily

฿4,996

฿5,496 total

includes taxes & fees

18 Oct - 19 Oct

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

7. Best Western Plus Easton Inn & Suites

Easton

Patricia

฿4,325

฿4,758 total

includes taxes & fees

13 Oct - 14 Oct

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

An outdoor event area with round tables and a view of the water.

8. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

฿5,097

฿5,657 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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 swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

9. Hampton Inn Easton

Easton

Rachel

฿4,288

฿4,717 total

includes taxes & fees

18 Oct - 19 Oct

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

A large building with a swimming pool, dock, and green surroundings.

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

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

10. The Tilghman Island Inn

Tilghman

William

฿6,203

฿6,823 total

includes taxes & fees

19 Oct - 20 Oct

A waterfront property with a covered patio, a dock, and a boat.

A wooden pier extending into calm waters, a sandy beach with sparse vegetation, and a clear sky.

A waterfront hotel with a covered dock and a large building with multiple balconies.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

11. Wylder Tilghman Island

Tilghman

Gary

฿8,148

฿10,639 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A wooden console table with framed floral artwork, two lamps, and two ottomans.

12. The Oaks Waterfront

Easton

Jeffrey

฿14,757

฿16,232 total

includes taxes & fees

13 Oct - 14 Oct

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

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and buildings.

A gym with a treadmill, elliptical, and stationary bike.

13. Baymont by Wyndham Easton

Easton

Edwin

฿2,988

฿3,286 total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with two beds, a desk, a chair, and a bathroom.

A poolside area with lounge chairs and a mural of a sunset over water.

A wooden pavilion with picnic tables and benches, a grill, and a red bench.

14. Best Western Kent Narrows Inn

Grasonville

Wesley

฿3,014

฿3,345 total

includes taxes & fees

8 Nov - 9 Nov

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

A four-poster bed with a floral bedspread, a large bathtub, and a chair in a room with green walls and wooden floors.

A dining room with a red tablecloth, wooden chairs, and a vase of pink lilies.

A living room with a fireplace, a sofa, a chair, and a bookshelf.

15. George Brooks House B&B

St. Michaels

Erin

฿6,488

฿7,137 total

includes taxes & fees

2 Nov - 3 Nov

Two Adirondack chairs facing a calm body of water with a clear sky above.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

A modern food court with a central island, various food stations, and a yogurt display.

16. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Marc

฿3,521

฿3,908 total

includes taxes & fees

8 Nov - 9 Nov

A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

An outdoor patio with a round wooden table and chairs, surrounded by potted plants and a brick wall.

A cozy room with a round table, a chair with a floral cushion, a lamp, a remote control, and a door.

A four-poster bed with a floral bedspread, a nightstand with a lamp, and a chair with a cushion.

17. Parsonage Inn

Downtown St. Michaels

Paul

฿8,383

฿9,221 total

includes taxes & fees

2 Nov - 3 Nov

A patio with outdoor seating, overlooking a marina with boats.

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

An indoor swimming pool with clear views of boats and water.

A marina with multiple boats docked, a Hilton Garden Inn hotel, and a parking area.

18. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

฿4,647

฿5,158 total

includes taxes & fees

19 Oct - 20 Oct

A hotel room with a sofa, armchairs, a TV, a bed, and a large window.

A spacious lobby with a staircase, a reception desk, and a dining area.

A hotel room with a sofa, armchairs, a desk with a computer, a TV, and a plant.

A breakfast bar with waffle and juice dispensers, a refrigerator, and a trash bin.

19. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

฿3,028

฿3,362 total

includes taxes & fees

8 Nov - 9 Nov

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.

20. The Tidewater Inn

Easton

Miriam

฿6,002

฿6,602 total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Wittman attractions

Wittman Park

After visiting Wittman Park, make a plan to see the other sights and activities in Wittman.

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Top Wittman Hotel Reviews

Sonesta ES Suites Annapolis

10/10 Excellent

"Shalinda was the most welcoming front desk staff i have ever encountered."

Crowne Plaza Annapolis by IHG

10/10 Excellent

"Good stay , wish the hot tub worked"

DoubleTree by Hilton Hotel Annapolis

8/10 Good

"Breakfast need to work on, it has nothing to eat then we have to go out buy breakfast. Everythingelse is good."

St Michaels Inn

10/10 Excellent

"na"

Rod 'N' Reel Resort

10/10 Excellent

"Beautiful property on the Chesapeake Bay. It was very clean. We went off season highly recommend."

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."

Hampton Inn & Suites Annapolis

8/10 Good

"Everything was great here except the plug for the tub didnt work."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Had an amazing stay here. The room was spotlessly clean from top to bottom. The linens were fresh, the bathroom was pristine, and everything felt completely sanitized. It’s rare to find a property that pays such close attention to detail. Fantastic housekeeping service!"

The Westin Annapolis

10/10 Excellent

"Easy parking. Super comfy bed."

More cheap stays in Wittman

Best Western Annapolis

2520 Riva Rd Annapolis MD

฿2,656

฿3,027 total

20 Oct - 21 Oct

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

฿2,867

฿3,153 total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,005 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

฿3,014

฿3,345 total

8 Nov - 9 Nov

includes taxes & fees

8/10 Very good! (1,004 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

฿3,185

฿3,631 total

9 Nov - 10 Nov

includes taxes & fees

8.4/10 Very good! (1,001 reviews)

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD

฿3,272

฿3,730 total

18 Oct - 19 Oct

includes taxes & fees

8.2/10 Very good! (1,001 reviews)

Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton MD

฿4,325

฿4,758 total

13 Oct - 14 Oct

includes taxes & fees

9.2/10 Wonderful! (1,002 reviews)

Frequently asked questions

What's the best place to stay in Wittman?

DoubleTree by Hilton Hotel Annapolis, located 18.8 mi (30.2 km) from the heart of Wittman, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Wittman.

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

Yes! The majority of hotel reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Wittman.

What are some accommodation options with pools in Wittman?

Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Provides free self parking, an indoor pool and complimentary wireless Internet access. Rod 'N' Reel Resort and St Michaels Inn are a couple of other choices with an on-site pool. View all hotels with pools in Wittman.

What is staying in Wittman like?

Travellers to Wittman will find plenty to explore and enjoy. This city also attracts tourists with its relaxing setting. In Wittman, there are 6 hotels and other accommodation options to choose from. Find out more about Wittman.

What are the top places to visit in Wittman?

Places to visit in the wider area include St. Michaels Winery, St. Michaels Marina and Chesapeake Bay Maritime Museum. You'll also find Saint Michaels Village and Oxford Museum in the area. Take a look at what more there is to see and do in Expedia's Wittman guide.

What's the seasonal weather in Wittman?

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 Wittman is 1335 mm.

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Find hotels in Wittman, MD from ฿3,027

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Wittman

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Wittman hotels

1. Inn at Perry Cabin

2. The Wildset

3. Knapps Narrows Marina & Inn

4. St Michaels Inn

5. Fairfield Inn & Suites by Marriott Easton

6. Holiday Inn Express Easton by IHG

7. Best Western Plus Easton Inn & Suites

8. Hyatt Place Kent Narrows & Marina

9. Hampton Inn Easton

10. The Tilghman Island Inn

11. Wylder Tilghman Island

12. The Oaks Waterfront

13. Baymont by Wyndham Easton

14. Best Western Kent Narrows Inn

15. George Brooks House B&B

16. Holiday Inn Express Annapolis East-Kent Island by IHG

17. Parsonage Inn

18. Hilton Garden Inn Kent Island Marina

19. Quality Inn Grasonville near Kent Island

20. The Tidewater Inn

Stay near popular Wittman attractions

Wittman Park

Top Wittman Hotel Reviews

Sonesta ES Suites Annapolis

Crowne Plaza Annapolis by IHG

DoubleTree by Hilton Hotel Annapolis

St Michaels Inn

Rod 'N' Reel Resort

Baymont by Wyndham Easton

Hampton Inn & Suites Annapolis

The Inn at Chesapeake Bay Beach Club

The Westin Annapolis

More cheap stays in Wittman

Best Western Annapolis

St Michaels Inn

Best Western Kent Narrows Inn

Holiday Inn Express & Suites Annapolis by IHG

Hampton Inn & Suites Annapolis

Best Western Plus Easton Inn & Suites

Frequently asked questions

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