Stevensville Holiday Rentals, Maryland: Private House Rentals

A pier extending into a body of water with people fishing, a clear sky, and distant land with a bridge.

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Our top choices for Stevensville hotels

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

A spacious dining area with round tables, high ceilings with ductwork, and a stone fireplace.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

1. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

5.277.888 ₫

6.516.641 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A large, two-story barn-style building with a covered front porch and a garage.

A bedroom with a large bed, a bench, a dresser, and two windows with curtains.

A rectangular swimming pool with a blue interior, surrounded by white fences and shaded by trees.

A large, two-story white house with a porch and multiple windows.

2. Kent Island Resort

Stevensville

Bethany

3.131.361 ₫

4.330.255 ₫ total

includes taxes & fees

28 Oct - 29 Oct

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.

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

Grasonville

Marc

2.845.920 ₫

3.158.971 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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.

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.

4. Hyatt Place Kent Narrows & Marina

Grasonville

Karen

3.932.544 ₫

4.365.124 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

5. Hilton Garden Inn Kent Island Marina

Grasonville

Charles

3.585.342 ₫

3.979.730 ₫ 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.

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

6. Best Western Kent Narrows Inn

Grasonville

Wesley

2.325.375 ₫

2.581.166 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

A Quality Inn hotel with a sign, a lawn, and a building with a clock tower.

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

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

7. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

2.336.759 ₫

2.593.802 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

8. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

2.757.955 ₫

3.144.069 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

9. The Westin Annapolis

Annapolis

Bobbi

5.148.528 ₫

5.869.322 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

A marina with multiple boats docked during sunset.

A historic brick building with a red roof, multiple windows, and a central staircase.

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

10. Historic Inns of Annapolis

Historic District

Ashley

2.216.713 ₫

3.411.875 ₫ total

includes taxes & fees

20 Oct - 21 Oct

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

A multi-story hotel with a brick facade, large windows, and an American flag.

A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

11. Crowne Plaza Annapolis by IHG

Annapolis

Jose

2.716.560 ₫

3.096.878 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

12. Graduate by Hilton Annapolis

Annapolis

Mark

3.797.492 ₫

4.329.140 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A modern office setup with two monitors, a keyboard, and two wooden chairs.

A microwave, a coffee maker, and a refrigerator in a kitchen area.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

13. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

2.613.072 ₫

2.978.902 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

A hotel pool area with two pools, chairs, and a sunshade.

14. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

3.078.768 ₫

3.509.796 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a seating area, a fireplace, and a bookshelf.

A restaurant with a yellow cushioned bench, wooden tables, and chairs.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.

A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

15. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

2.735.188 ₫

3.118.114 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table set for two, overlooking a marina with boats.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

The exterior of the Annapolis Waterfront Hotel with a clear entrance, large windows, and a bench outside.

16. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

5.774.630 ₫

6.583.078 ₫ total

includes taxes & fees

26 Oct - 27 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.

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

17. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

3.496.601 ₫

3.846.261 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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.

18. Inn at Perry Cabin

Downtown St. Michaels

Virgilio

13.272.336 ₫

14.599.570 ₫ total

includes taxes & fees

8 Nov - 9 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 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.

19. The Tidewater Inn

Easton

Miriam

4.631.088 ₫

5.094.197 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

A swimming pool with a tiled edge, wooden chairs, and tables around it.

A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

20. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Catherine

2.359.526 ₫

2.689.861 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Stevensville attractions

Love Point State Park

8.8/10 (3 reviews)

This former resort destination offers peaceful trails and stunning Chesapeake Bay views. Bring binoculars for birdwatching and enjoy a picnic amid the lush waterfront scenery.

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Matapeake State Park

7.6/10 (4 reviews)

Matapeake State Park features serene Chesapeake Bay views from its beach and trails. Enjoy panoramic Bay Bridge vistas while picnicking, or visit the separate dog-friendly beach area.

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Paul Reed Smith Guitars

Witness master luthiers transform raw wood into world-class electric guitars at this renowned factory. The 90-minute guided tour reveals meticulous craftsmanship from wood selection to final assembly.

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Romancoke Wharf County Park

This lighted pier extends into Eastern Bay, offering prime spots for fishing and crabbing. Launch your kayak or enjoy a waterfront picnic while watching boats glide across the Chesapeake's calm waters.

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Learn more about Stevensville

Stroll along sandy shores at Matapeake State Park or cast a line from Romancoke Wharf County Park. Music lovers can tour Paul Reed Smith Guitars, then savour fresh seafood at local restaurants in this charming bayside town.

See all hotels in Stevensville

Top Stevensville 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 Westin Annapolis

10/10 Excellent

"Easy parking. Super comfy bed."

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"no"

More cheap stays in Stevensville

Red Roof Inn & Suites Chestertown

160 Scheeler Rd Chestertown MD

1.862.551 ₫

2.067.433 ₫ total

19 Oct - 20 Oct

includes taxes & fees

Best Western Annapolis

2520 Riva Rd Annapolis MD

2.049.062 ₫

2.335.931 ₫ total

20 Oct - 21 Oct

includes taxes & fees

7.8/10 Good! (1,007 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

2.212.056 ₫

2.433.262 ₫ 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

2.325.375 ₫

2.581.166 ₫ total

8 Nov - 9 Nov

includes taxes & fees

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

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

2.309.076 ₫

2.632.346 ₫ total

3 Nov - 4 Nov

includes taxes & fees

9.2/10 Wonderful! (1,157 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

2.613.072 ₫

2.978.902 ₫ total

19 Oct - 20 Oct

includes taxes & fees

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

Hotels in Stevensville with star rating

Frequently asked questions

What's the seasonal weather in Stevensville?

The hottest months are usually July and August, with an average temperature of 23°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Stevensville is 1418 mm.

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Book Hotels in Stevensville on Expedia.com

Find hotels in Stevensville, MD from 2.067.433 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Stevensville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Stevensville hotels

1. The Inn at Chesapeake Bay Beach Club

2. Kent Island Resort

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

4. Hyatt Place Kent Narrows & Marina

5. Hilton Garden Inn Kent Island Marina

6. Best Western Kent Narrows Inn

7. Quality Inn Grasonville near Kent Island

8. DoubleTree by Hilton Hotel Annapolis

9. The Westin Annapolis

10. Historic Inns of Annapolis

11. Crowne Plaza Annapolis by IHG

12. Graduate by Hilton Annapolis

13. Holiday Inn Express & Suites Annapolis by IHG

14. SpringHill Suites by Marriott Annapolis

15. Hilton Garden Inn Annapolis Downtown

16. Annapolis Waterfront Hotel, Autograph Collection

17. Fairfield Inn & Suites by Marriott Easton

18. Inn at Perry Cabin

19. The Tidewater Inn

20. Country Inn & Suites by Radisson, Annapolis, MD

Stay near popular Stevensville attractions

Love Point State Park

Matapeake State Park

Paul Reed Smith Guitars

Romancoke Wharf County Park

Learn more about Stevensville

Top Stevensville 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 Westin Annapolis

Holiday Inn Express & Suites Annapolis by IHG

More cheap stays in Stevensville

Red Roof Inn & Suites Chestertown

Best Western Annapolis

St Michaels Inn

Best Western Kent Narrows Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Holiday Inn Express & Suites Annapolis by IHG

Hotels in Stevensville with star rating

Frequently asked questions

Explore a world of travel with Expedia

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