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A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

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Check prices for these dates, December 13 – 14, 2026

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Our top choices for Annapolis cottages

1. Secluded Cozy Cottage in Historic Downtown

A building with a black metal gate, a brick pathway, and greenery.

Location: Historic District
Guest rating: 9.6/10 (Exceptional, 24 reviews)
Price: $624 nightly, $711 total, Nov 14 - Nov 15, Total with taxes and fees, for Our top choices for Annapolis cottages
Review: The cottage was perfectly located in the heart of Annapolis. It has many eclectic decorations throughout out it. We enjoyed our stay., by Bridget C.

2. Chesapeake Cottages- 2 Quaint Waterfront Retreats

A wooden deck with wicker furniture, a round table, and a fire pit.

Location: Pasadena
Guest rating: 9.6/10 (Exceptional, 24 reviews)
Price: $554 nightly, $632 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Annapolis cottages
Review: Excellent Property, by Buu T.

3. Lakefront Home Firepit BWI Marleycreek River

A wooden deck with a chair and a table, overlooking a lake with a grassy area and a fence.

Location: Marley
Price: $284 nightly, $324 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Annapolis cottages

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Annapolis and related destinations

Cobblestone streets wind past the Naval Academy where midshipmen march in crisp white uniforms during ceremonial parades. Sail the Chesapeake Bay in the morning, then explore historic homes and seafood spots along the charming waterfront district.

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A historic town street at dusk with a prominent church dome, brick buildings, and a yellow fire hydrant.

Top reviews in Annapolis

134 Prince - Luxury Boutique Hotel

A two-story white building with a central entrance, steps, and a pink door.

Location: Annapolis
Review: Lovely room, comfy bed, great bathroom! Only complaint was that it was SO hot in the room and it was challenging to adjust that even after receiving instructions. Breakfast and coffee was excellent!, by Reyna, February 15, 2025, rated 10/10 Excellent

86 State Circle - Luxury Boutique Hotel

A church with a spire, surrounded by trees and illuminated by warm lights.

Location: Historic District
Review: The property was immaculate! The room we stayed (Chase suite) was gorgeous!! The staff were so wonderful and helpful and the location was perfect. Loved everything about this property, by MARA, October 31, 2026, rated 10/10 Excellent

ROOST Baltimore

A modern living room with a fireplace, large windows, and various seating arrangements.

Location: Port Covington
Review: Modern bldg. Good decoration, exelent people working very professional, nice views. Really enjoyed my time and accomplish my job., by Octavio, January 12, 2024, rated 10/10 Excellent

Hyatt Place Kent Narrows & Marina

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

Location: Grasonville
Review: Loved it, by Joe, May 6, 2025, rated 10/10 Excellent

Laurel Grove Inn on the South

Location: Annapolis
Review: We really loved everything, but Guinness the dog topped everything. There was a miscommunication about dinner reseservations but it worked out. Would have appreciated more whole food at breakfast. Neither of these would keep me away. In fact, we would love to see the property in the spring., by Marti, November 22, 2015, rated 10/10 Excellent

Anchored Inn at Hidden Harbour Marina

A marina with docked boats, a picnic area, and a grassy lawn with a tree.

Location: Deale
Review: We needed overnight accommodations before heading out for a day of sailing on the bay and Hidden Harbour popped up as the closest venue geographically and we're glad it did. The accommodations are new, with quality and fixtures and bathrooms that you wouldn't mind taking home with you. The price seemed fair and as we watched the full moon rising from our deck we wished that we were spending a week., by Rico, July 21, 2016, rated 10/10 Excellent

The Hotel at Arundel Preserve

A hotel with a central fountain, a brick facade, and a sign reading "The Hotel".

Location: Arundel Mills
Review: The area of the hotel is very beautiful and convenient to the airport and makl. The customer service at hotel was wonderful. The entire ambiance of the hotel is stunning from the lobby to the room. No complaints at all., by Bakir, September 2, 2024, rated 10/10 Excellent

Hyatt House BWI Airport Baltimore

A modern hotel building with a prominent 'Hyatt House' sign, large windows, and a well-lit entrance area.

Location: Linthicum Heights
Review: New property as of September 2024. Very nice staff. Breakfast was a bit less than expected, mostly in comparison to other amenities, but I think they are working on it., by Eddie, September 14, 2024, rated 10/10 Excellent

Cambria Hotel Arundel Mills - BWI Airport

A modern hotel building with a prominent 'CAMBRIA' sign, multiple windows, and a parking area with marked spaces.

Location: Arundel Mills
Review: Lovely property centrally located near all that I needed., by David, July 10, 2024, rated 10/10 Excellent

Hotel Revival Baltimore

A row of historic brick buildings with large windows and a prominent green awning.

Location: Mount Vernon
Review: Great little hotel. Not within walking distance of the MLB park., by Mia, October 11, 2024, rated 10/10 Excellent

Cambria Hotel College Park

A multi-story building with a storefront labeled 'CAMBRIA' and a visible entrance with steps leading up to the door.

Location: Berwyn
Review: The staff was friendly and helpful, the hotel is beautifully decorated and maintained, only thing is that you have to pay for parking which is $12 a day and that adds up if you’re stay for a few days plus you have to pay to use the, by Tracey, June 5, 2025, rated 10/10 Excellent

Holiday Inn Express Annapolis East-Kent Island by IHG

A wooden deck with outdoor seating, red umbrellas, and a gazebo overlooking a lake.

Location: Grasonville
Review: The staff is friendly and helpful. The pool is refreshing, and I love the benches overlooking the waters and jetty from which you can view a lot of nature. There is always complimentary coffee and tea and apples available as well as filtered water. The best for me is that the property is on the Cross Island Trail so I can enjoy a walk/run or bike ride (you can rent bikes) to Terrapin Nature Park on the other side of Kent Island. It's also a short walk to a handful of great restaurants. We look..., by Christina, July 17, 2023, rated 10/10 Excellent

Microtel Inn & Suites by Wyndham Gambrills/Odenton

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

Location: Gambrills
Review: Great stay!! All of the staff was incredible! Especially Channing, by Anonymous traveler, March 30, 2025, rated 10/10 Excellent

Holiday Inn Express Baltimore-BWI Airport West by IHG

A Holiday Inn Express hotel with a brick facade, a covered entrance, and a landscaped area with flowers and trees.

Location: Arundel Mills
Review: Great staff! Appreciated the shuttle service. I'll revisit., by Antonio, October 30, 2024, rated 10/10 Excellent

Live! Casino & Hotel Maryland

A hotel with a prominent 'Live!' sign, multiple floors, and a well-lit entrance.

Location: Arundel Mills
Review: Love the property it was a beautiful beautiful hotel and experience definitely recommend!!, by Jasmine, January 24, 2025, rated 10/10 Excellent

Home2 Suites by Hilton Arundel Mills/BWI Airport

A multi-story hotel with a prominent 'HOME 2' sign, outdoor seating area, and a well-lit entrance.

Location: Arundel Mills
Review: Great price for the amenities and modern rooms with kitchenette. No stove but burner upon request. We used the outdoor barbecue. On site free laundry and gym. Free shuttle to the train station and airport. We took the train into Washington DC and had a great time. The room was clean and updated with a city flats feel. We loved it here and plan to return., by Lisa, June 24, 2016, rated 10/10 Excellent

Frequently Asked Questions

How much do cottages in Annapolis cost?

Cottages in Annapolis range between $324 and $711 per night. These properties offer a chance to get in touch with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.

How many cottages are there in Annapolis?

You can choose from cottages in Annapolis. No matter if you're vacationing with the family or planning a weekend retreat with your buddies, Expedia can help you find the right place to reacquaint yourself with nature.

Why book your cottage in Annapolis with Expedia?

Expedia has some terrific cottages in Annapolis, so get ready for an unforgettable vacation on nature's doorstep. If you have a budget, click on how much you'd like to spend and the preferred star rating of your property. Or, try out our filters to search for cottages with free WiFi or a pool. We'll help you find the perfect fit whatever your trip looks like.

How can I find cheap cottages in Annapolis?

Expedia is here to help you track down cheap cottages in Annapolis. To find the perfect stay in a few quick clicks, try out the filter tool to refine your search by amenities, budget and star rating.

What is there to do in Annapolis near my cottage?

Annapolis has enough sights and activities to keep you busy for weeks (or months!), beginning with William Paca House. Maryland State House, Sandy Point State Park and U.S. Naval Academy Golf Club are other impressive attractions. If you're sticking around a while, Navy-Marine Corps Memorial Stadium and U.S. Naval Academy will put the finishing touches on your itinerary.