Annapolis Vacation Rentals

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Our top choices for Annapolis vacation rentals

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
$810 nightly
The price is $952
Mar 8 - Mar 9
Total with taxes and fees
Distinguished Apartment Rooftop Deck
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
$118 nightly
The price is $139
Mar 2 - Mar 3
Total with taxes and fees
1-BD Home near Stadiums Free Parking

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
$111 nightly
The price is $130
Mar 8 - Mar 9
Total with taxes and fees
Entire House 1BD King Bed near Downtown

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
$254 nightly
The price is $298
Mar 29 - Mar 30
Total with taxes and fees
Baltimore executive Furnished rentals

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
$226 nightly
The price is $266
Feb 28 - Mar 1
Total with taxes and fees
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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Find out more about Annapolis

Everything you need to know about Annapolis vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Annapolis vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Annapolis vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Annapolis vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Annapolis. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Annapolis in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $391 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Annapolis rentals

At Expedia, we put the best Annapolis vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Annapolis rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Annapolis vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Annapolis. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Annapolis?

Yes, there are vacation rentals in Annapolis near Annapolis Maritime Museum, or you can choose a secluded option if you're looking for extra privacy while you relax. Tourists who visit Annapolis speak highly of the college campus and array of shops. While you're in the area, you can also enjoy the top-notch restaurants and marina.

What's the top vacation rental in Annapolis?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: Visitors like this Annapolis vacation home rental. It offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Another good choice for your trip to Annapolis is Spacious Luxe USNA Home - Pool, Hot Tub, Grill.

How many vacation rentals will I find in Annapolis?

Expedia has 384 vacation 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 vacation rentals like in Annapolis?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Annapolis. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for families.