Bozman Holiday Rentals, Maryland: Private House Rentals

A waterfront street lined with trees and a white building with a balcony.

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Our top choices for Bozman 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 living room with a fireplace, a sofa, a coffee table, and a television mounted on the wall.

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

1. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

฿17,253

฿18,979 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 dark wooden panel wall with a mounted flat-screen TV, a bench with cushions, and a small plant in a vase.

2. The Wildset

Downtown St. Michaels

Sarah

฿7,678

฿9,284 total

includes taxes & fees

10 Nov - 11 Nov

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

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

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

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

3. St Michaels Inn

St. Michaels

Lynn

฿2,686

฿2,954 total

includes taxes & fees

10 Nov - 11 Nov

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

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

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."

4. Knapps Narrows Marina & Inn

Sherwood

BARBARA

฿5,030

฿5,532 total

includes taxes & fees

25 Oct - 26 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 large building with a swimming pool, dock, and green surroundings.

5. The Tilghman Island Inn

Tilghman

William

฿6,203

฿6,823 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

6. The Oaks Waterfront

Easton

Jeffrey

฿14,757

฿16,232 total

includes taxes & fees

14 Oct - 15 Oct

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

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

A coffee station with two coffee machines and a variety of coffee pods and cups.

7. 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 room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

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

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

8. Best Western Plus Easton Inn & Suites

Easton

Donna

฿4,325

฿4,758 total

includes taxes & fees

14 Oct - 15 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 swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.

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

9. Wylder Tilghman Island

Tilghman

Gary

฿8,148

฿10,639 total

includes taxes & fees

18 Oct - 19 Oct

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.

A hotel with a covered entrance, multiple floors, and a parking lot.

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

10. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

฿4,532

฿4,985 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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.

11. Hampton Inn Easton

Easton

Rachel

฿4,288

฿4,717 total

includes taxes & fees

15 Oct - 16 Oct

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 fireplace, a framed picture above it, and two armchairs.

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

12. Parsonage Inn

Downtown St. Michaels

Paul

฿8,383

฿9,221 total

includes taxes & fees

3 Nov - 4 Nov

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

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

A two-story house with a wrap-around porch, multiple chimneys, and a well-maintained front yard.

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

13. George Brooks House B&B

St. Michaels

Erin

฿6,488

฿7,137 total

includes taxes & fees

2 Nov - 3 Nov

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

An indoor corridor with brick walls, a brick floor, and a sign reading "DECANTER WINE ROOM".

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

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

14. The Tidewater Inn

Easton

Miriam

฿6,002

฿6,602 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

15. Baymont by Wyndham Easton

Easton

Edwin

฿2,988

฿3,286 total

includes taxes & fees

14 Oct - 15 Oct

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

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

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

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

16. Hyatt Place Kent Narrows & Marina

Grasonville

Joseph

฿5,097

฿5,657 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A bottle of Merlot wine and two glasses on a wooden tray by a window overlooking a lake.

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

17. Sandaway Suites & Beach

Oxford

Gary

฿9,080

฿9,988 total

includes taxes & fees

14 Oct - 15 Oct

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

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

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

A reception desk with a modern design, a digital display, and a check-in counter.

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

Grasonville

Marc

฿3,700

฿4,106 total

includes taxes & fees

1 Nov - 2 Nov

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

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

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

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

19. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

฿4,647

฿5,158 total

includes taxes & fees

19 Oct - 20 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 snack and beverage section with shelves stocked with various snacks and a refrigerator with bottled drinks.

20. Best Western Kent Narrows Inn

Grasonville

Wesley

฿3,014

฿3,345 total

includes taxes & fees

8 Nov - 9 Nov

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Top Bozman Hotel Reviews

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."

The Tidewater Inn

10/10 Excellent

"We’ve always enjoyed dining at the Tidewater Inn, but this is the first time we stayed there. Our room was spacious and comfortable (except for the sticky sliding bathroom door). The hotel has lovely grounds and is very well-located in the heart of historic Easton. It’s also a great value considering how nice it is."

Best Western Plus Easton Inn & Suites

10/10 Excellent

"Very nice property in a convenient location. Well kept and friendly, helpful staff. The breakfast was fabulous!"

Hyatt Place Kent Narrows & Marina

10/10 Excellent

"Awesome place"

Hyatt Regency Chesapeake Bay

10/10 Excellent

"The resort was beautiful and very well maintained, the staff were accommodating and went out of their way to make sure we had what we needed or asked for. My only negative would be to make access to links/online information for room service, and restaurant menus. I spent too much time trying to navigate to find these things based on the flyers I was given at check in. For visitors who are not computer savvy, this is very challenging. But other than that, would love to come and stay again."

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."

Best Western Kent Narrows Inn

10/10 Excellent

"The checkin was smooth though we waited for the desk staff to want to move to check us in. The room was immaculate and looked newly renovated. Conveniently across the street from great restaurants"

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!"

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