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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Annapolis holiday rentals

Exclusive Apartment | Living area | 70-inch TV with digital channels

Apartment in Downtown Baltimore

Distinguished Apartment Rooftop Deck
3.5 star property
10.0 out of 10, Exceptional, (15 reviews)
"Best location ever, wonderful facilities and amenities."
United States
Thaddeus
The price is ฿22,031
฿30,596 total
includes taxes & fees
8 Mar - 9 Mar
Distinguished Apartment Rooftop Deck
Basic Apartment, Balcony, City View | Terrace/patio

Apartment in Pigtown

1-BD Home near Stadiums Free Parking
3.0 star property
7.2 out of 10, Good, (7 reviews)
"Great property. Loved coziness and location. Will book again in the future. Wish I could’ve had a broom available to clean better after myself. "
United States
Tallulah
The price is ฿3,140
฿4,310 total
includes taxes & fees
2 Mar - 3 Mar
1-BD Home near Stadiums Free Parking
Apartment | Living area | Flat-screen TV

Apartment in Hollins Market

Entire House 1BD King Bed near Downtown
3.0 star property
7.6 out of 10, Good, (9 reviews)
"It is as advertised. Nothing fancy, but totally worth it. Street parking out front, quite good neighborhood. Quick walk to the stadiums and convention center. And our dog was happy and safe. "
United States
David Scott
The price is ฿2,629
฿3,709 total
includes taxes & fees
8 Mar - 9 Mar
Entire House 1BD King Bed near Downtown
Reception

Apartment in Downtown Baltimore

Baltimore executive Furnished rentals
4.0 star property
6.0 out of 10, (3 reviews)
"I highly recommend this property if you’re visiting the Baltimore area. Very spacious for myself, my husband and our 4 kids. Lorraine checked in on us every other day and Mr. Derrick made sure everything was in order upon our arrival."
United States
Latrinda
The price is ฿4,447
฿9,264 total
includes taxes & fees
10 Mar - 11 Mar
Baltimore executive Furnished rentals
Full-sized fridge, microwave, oven, stovetop

Apartment in Downtown Baltimore

Convention Center corporate apartments
4.0 star property
2.0 out of 10, (1 review)
"We were last minute moved to an entirely different location further away from the stadium than we wanted to be. The new reassigned place was nothing like the one we booked. It was not upkept well, the building had elevator issues to a point we had to wait for a while before we could even go up to the room because the stairs were also locked. "
United States
Sarah
The price is ฿3,328
฿8,261 total
includes taxes & fees
7 Mar - 8 Mar
Convention Center corporate apartments
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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Top Annapolis Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Such a cool place to stay! Water pressure wasn’t great but it’s a very old building. "
Sarai 1-night trip
Posted 18 hours ago
Historic Inns of Annapolis

Find out more about Annapolis

Search for holiday rentals in Annapolis on Expedia! You can easily find your home rentals, villas, holiday apartments in Annapolis using one of the methods below:

  • View our selection of featured holiday rentals in Annapolis
  • Use the map to find apartments and other holiday homes in the Annapolis neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Annapolis while they last

Look no further and take a look at our great range of rental properties in Annapolis!

Frequently asked questions

Are there holiday rentals in Annapolis?

Yes, there are holiday rentals in Annapolis close to Annapolis Maritime Museum, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Annapolis speak highly of the university campus and array of shops. While you're in the area, you can also enjoy the top-notch restaurants and marina.

How many holiday rentals will I find in Annapolis?

Expedia has 384 holiday rentals for your stay in Annapolis.

What can I see and do in Annapolis?

Enjoy the outdoors at Maryland Quiet Waters Park and Bay Ridge Beach, or simply take in cultural attractions like Hammond-Harwood House and Maryland Hall for Creative Arts. While here, Maryland State House and William Paca House are other places worth a visit.

What are holiday rentals like in Annapolis?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Annapolis. Holiday rentals offer amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family trip or a small group gathering.