Vacation Homes in Annapolis
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Featured Vacation Homes in Annapolis

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

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

Historic Row Home 1 Block from Gate 1 at USNA!

Charming Historic Annapolis Home With Two Off-street Parking Places!

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

Walk to the stadium! - Lighthouse on Glenwood

Timeless Charm Meets Modern Comfort

Charming brick home with patio, WiFi, AC, & W/D - walk to everything

Parking at Randall House Across from USNA Gate 1

Multiple Gathering Spaces, Private Backyard & Free Parking at Townhome 1 Block to Capital Bldg

Sophisticated Charmer with Parking & Views of the USNA Chapel Dome
Top trending hotels in Annapolis

Graduate by Hilton Annapolis
Vacation Rentals in Annapolis
What kind of vacation do you want in Annapolis? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Annapolis that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Annapolis, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Annapolis Vacation Homes essential information
Accommodation | 314 Vacation Homes |
|---|---|
Lowest Price | CA $126 |
Highest Price | CA $1,017 |
Popular accommodation | Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! , Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably, Historic Row Home 1 Block from Gate 1 at USNA!, Charming Historic Annapolis Home With Two Off-street Parking Places!, Cute and Close to Downtown! Off street parking w/ short walk to Academy/Stadium, Walk to the stadium! - Lighthouse on Glenwood, Timeless Charm Meets Modern Comfort, Charming brick home with patio, WiFi, AC, & W/D - walk to everything, Parking at Randall House Across from USNA Gate 1, Multiple Gathering Spaces, Private Backyard & Free Parking at Townhome 1 Block to Capital Bldg, Sophisticated Charmer with Parking & Views of the USNA Chapel Dome, Luxury Waterfront Executive Family Home Annapolis with All Amenities |
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