Hillsmere Shores Holiday Rentals, Annapolis: Private House Rentals

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Go beyond your typical stay in Hillsmere Shores

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Our top choices for Hillsmere Shores hotels

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

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

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.

1. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

Rp1.616.456

Rp1.842.760 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

2. The Westin Annapolis

Annapolis

Bobbi

Rp3.578.219

Rp4.079.170 total

includes taxes & fees

25 Oct - 26 Oct

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

A modern lounge area with two grey armchairs, a round coffee table, a fireplace, and decorative shelves.

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.

3. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

Rp1.977.580

Rp2.254.441 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A hotel reception area with a reception desk, a television, and seating area.

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

4. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

Rp2.498.942

Rp2.848.794 total

includes taxes & fees

1 Oct - 2 Oct

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

A hotel entrance with a covered walkway, a flag, and a landscaped area with trees.

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.

5. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

Rp1.888.005

Rp2.152.325 total

includes taxes & fees

4 Oct - 5 Oct

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

A spacious atrium with a high ceiling, skylights, and a patterned floor.

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

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.

6. Graduate by Hilton Annapolis

Annapolis

princess

Rp2.639.251

Rp3.008.746 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A marina with multiple boats docked during sunset.

7. Historic Inns of Annapolis

Historic District

Ashley

Rp1.912.009

Rp2.794.640 total

includes taxes & fees

12 Oct - 13 Oct

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

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

A modern bar area with a long counter, bar stools, and shelves stocked with various bottles.

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

8. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

Rp2.196.919

Rp2.504.487 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor patio area with seating arrangements and a fire feature.

A Courtyard by Marriott hotel with a curved entrance, multiple floors, and a brick facade.

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

A reception area with two wooden reception desks, a stone wall, and a modern ceiling design.

9. Courtyard by Marriott Bowie

Bowie

Halima

Rp2.410.850

Rp2.724.261 total

includes taxes & fees

19 Oct - 20 Oct

A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

A hotel lobby with a long bar area, seating, and a projection screen.

A Comfort Inn hotel with a parking lot and a covered entrance.

A hotel lobby with a reception desk, seating area, and artwork on the walls.

10. Comfort Inn Conference Center

Bowie

Titus

Rp1.959.929

Rp2.214.720 total

includes taxes & fees

7 Oct - 8 Oct

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

A waterfront area with boats docked, a clear sky, and buildings in the background.

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

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

11. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

Rp4.875.548

Rp5.558.125 total

includes taxes & fees

12 Oct - 13 Oct

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 Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

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

Annapolis

Leslie

Rp1.711.791

Rp1.951.443 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

13. The Inn at Chesapeake Bay Beach Club

Stevensville

scott

Rp3.438.866

Rp4.274.579 total

includes taxes & fees

19 Oct - 20 Oct

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A modern lobby with a reception desk, seating area, and a patterned rug.

A gym with treadmills, weight machines, and dumbbells.

A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

14. Sonesta ES Suites Annapolis

Edgewater

Philip

Rp1.636.271

Rp1.865.349 total

includes taxes & fees

28 Oct - 29 Oct

A modern lobby with a reception desk, seating area, and potted plants.

A Hilton Garden Inn with a large building and a smaller entrance building.

A modern bar area with a wooden counter, bar stools, and a wine display.

A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.

15. Hilton Garden Inn Annapolis

Annapolis

Glenn

Rp1.818.778

Rp2.073.406 total

includes taxes & fees

12 Oct - 13 Oct

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

A modern Courtyard by Marriott hotel with a well-lit entrance, landscaped garden, and a clear sky.

16. Courtyard by Marriott Annapolis

Annapolis

Jim

Rp2.040.863

Rp2.326.584 total

includes taxes & fees

6 Oct - 7 Oct

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

A hotel lobby with a dining area, a fireplace, and a view of the outside.

A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.

A hotel room with two desks, two chairs, a carpeted floor, and artwork on the wall.

17. Hampton Inn & Suites Annapolis

Annapolis

Courtney

Rp1.888.904

Rp2.153.350 total

includes taxes & fees

28 Oct - 29 Oct

An outdoor patio with tables, chairs, and a fire feature.

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

A modern dining area with multiple tables and chairs, large windows with a view of greenery, and decorative wall mirrors.

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

18. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

Rp2.427.435

Rp2.767.276 total

includes taxes & fees

27 Oct - 28 Oct

A multi-story Microtel by Wyndham hotel with a parking lot and a landscaped area in front.

A hotel room with a bed, bedside tables, a desk with a chair, a microwave, a refrigerator, and a window with curtains.

A reception area with a modern design, featuring a reception desk, seating area with patterned ottomans, and a wall with a geometric pattern.

A snack and beverage vending area with various snacks and drinks.

19. Microtel Inn & Suites by Wyndham Gambrills/Odenton

Gambrills

Mark

Rp1.681.044

Rp1.916.390 total

includes taxes & fees

12 Oct - 13 Oct

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

A gym with treadmills, elliptical machines, and exercise balls.

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

20. Best Western Annapolis

Annapolis

Sanaul

Rp1.407.857

Rp1.604.956 total

includes taxes & fees

5 Oct - 6 Oct

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Top Hillsmere Shores Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

8/10 Good

"We stayed for 3 nights and we had a good experience."

Comfort Inn Largo-Washington DC East

10/10 Excellent

"Great stay, clean space, good wifi, breakfast a plus"

Crowne Plaza Annapolis by IHG

10/10 Excellent

"convenient"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."

Courtyard by Marriott Annapolis

10/10 Excellent

"The staff were super friendly."

Sonesta ES Suites Annapolis

10/10 Excellent

"We stayed in the 2 bedroom and there was plenty of room. Loved that each bedroom had a bathroom. It felt more lime staying in an apartment having your own entrance. Not having to worry about breakfast was a plus, really liked that it was included. The staff was very helpful. We did use the exercise room that was small but good enough for a quick workout to start the day. We would most definitely stay again."

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"I stay here when I’m flying home because it’s close enough to the airport, friendly staff, clean rooms, quiet at night and lots of dining choices close by!"

Best Western Annapolis

10/10 Excellent

"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

More cheap stays in Hillsmere Shores

Best Western Annapolis

2520 Riva Rd Annapolis MD

Rp1.407.857

Rp1.604.956 total

5 Oct - 6 Oct

includes taxes & fees

7.8/10 Good! (1,003 reviews)

St Michaels Inn

1228 S Talbot Street St. Michaels MD

Rp1.601.840

Rp1.762.024 total

6 Oct - 7 Oct

includes taxes & fees

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

Rp1.681.044

Rp1.916.390 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,160 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

Rp1.888.005

Rp2.152.325 total

4 Oct - 5 Oct

includes taxes & fees

8.4/10 Very good! (1,000 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

Rp1.940.366

Rp2.153.806 total

6 Oct - 7 Oct

includes taxes & fees

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

Rp1.959.929

Rp2.214.720 total

7 Oct - 8 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Hillsmere Shores?

DoubleTree by Hilton Hotel Annapolis, located 4 mi (6.4 km) from the heart of Hillsmere Shores, is a top choice for your stay, based on our traveller data. Other good 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 Hillsmere Shores.

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

Yes, the majority of hotel bookings are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Hillsmere Shores.

What are some accommodation options with pools in Hillsmere Shores?

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 Comfort Inn Largo-Washington DC East are two additional hotels that offer an on-site pool. View all hotels with pools in Hillsmere Shores.

What is staying in Hillsmere Shores like?

Visitors will definitely enjoy all that Hillsmere Shores has to offer. In Hillsmere Shores, there are 9 hotels and other accommodation options to choose from. Find out more about Hillsmere Shores.

What should I see while I'm in Hillsmere Shores?

A favourite place to visit is Maryland Quiet Waters Park. You'll also find Bay Ridge Beach and Annapolis Maritime Museum in the area. Take a look at what more there is to see and do in Expedia's Hillsmere Shores guide.

What's the seasonal weather like in Hillsmere Shores?

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 4°C. Average annual precipitation for Hillsmere Shores is 1313 mm.

Explore a world of travel with Expedia

Book Hotels in Hillsmere Shores on Expedia.com

Find hotels in Hillsmere Shores, MD from Rp1.604.956

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Hillsmere Shores

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Hillsmere Shores hotels

1. DoubleTree by Hilton Hotel Annapolis

2. The Westin Annapolis

3. Crowne Plaza Annapolis by IHG

4. SpringHill Suites by Marriott Annapolis

5. Holiday Inn Express & Suites Annapolis by IHG

6. Graduate by Hilton Annapolis

7. Historic Inns of Annapolis

8. Hilton Garden Inn Annapolis Downtown

9. Courtyard by Marriott Bowie

10. Comfort Inn Conference Center

11. Annapolis Waterfront Hotel, Autograph Collection

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

13. The Inn at Chesapeake Bay Beach Club

14. Sonesta ES Suites Annapolis

15. Hilton Garden Inn Annapolis

16. Courtyard by Marriott Annapolis

17. Hampton Inn & Suites Annapolis

18. Fairfield Inn & Suites By Marriott Annapolis

19. Microtel Inn & Suites by Wyndham Gambrills/Odenton

20. Best Western Annapolis

Top Hillsmere Shores Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

Comfort Inn Largo-Washington DC East

Crowne Plaza Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

Courtyard by Marriott Annapolis

Sonesta ES Suites Annapolis

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Best Western Annapolis

The Westin Annapolis

More cheap stays in Hillsmere Shores

Best Western Annapolis

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Holiday Inn Express & Suites Annapolis by IHG

Best Western Kent Narrows Inn

Comfort Inn Conference Center

Frequently asked questions

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