Vacation rentals in Annapolis
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Top vacation rentals in Annapolis

Charming Historic Townhouse Steps From USNA

Waterfront Oasis of Annapolis Star

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Quiet Relaxing Waterfront Suisse Chalet

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Cozy Condo Near City Dock - Your Perfect Annapolis Getaway!

Firefly Cottage at the Cape, Community beach, Hot tub, USNA, Pets, summer fun!

Cozy Annapolis Cottage

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably

Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium

Cozy 3-bdrm home in Annapolis. Steps away from the beach/4.7 miles to downtown.

Pet-Friendly Annapolis Home: Walk to Beach!

Private Cottage on gated estate

Charming Cottage with Hot Tub 1 Block from the Bay
The Best Way to Find your Vacation Rentals in Annapolis
How cheap can a vacation rental in Annapolis be?
You can find vacation rentals in Annapolis for as low as $466 per night.
How do you look for the best vacation rental deals in Annapolis with Travelocity?
Travelocity provides the best vacation rental deals in various locations throughout Annapolis so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.
Are cancellations free on vacation rentals with Travelocity?
Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Annapolis can be canceled for free when notifying the property before the cancellation deadline.
What types of vacation rentals are available in Annapolis?
Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Annapolis vacation apartments to get started building your trip.
What are the benefits of booking a short-term rental in Annapolis?
Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Annapolis vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.
Why is Travelocity the best site to find your vacation rental in Annapolis?
With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Annapolis vacations.
How to cancel your vacation rental with Travelocity?
To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.
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