Holiday Rentals in Annapolis
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Holiday 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!
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.
Private Cottage on gated estate
Annapolis Condominium in the heart of the historic center
Charming Historic Annapolis Home With Two Off-street Parking Places!
Pet-Friendly Annapolis Home: Walk to Beach!
Modern Elegance in Historic Annapolis Just One Block to Gate 1 w Parking
Walk to USNA and Main Street with Parking at Historic Wisteria
Other types of properties in Annapolis you may be interested in
Historic Inns of Annapolis
Holiday Accommodation Annapolis
You’re the type of person who wants to be right in the middle of it all, but still have your own space. You want to be able to take care of everything yourself, but also get plenty of R&R. Well, holiday rentals in Annapolis are ready to roll out the welcome mat. We mean that literally—they probably do have a welcome mat. It’s all those little things that will make you fall in love with this type of accommodation, and with Annapolis itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Annapolis holiday houses have everything you could need in a place to stay, along with several things you probably never even thought you needed. Towels and linens? Check. Cooking utensils? Check. Dog treats for the pupper? Well, you might want to bring your own to your pet-friendly holiday house, just in case. (He’s a picky little prince anyway, right?) But otherwise you’re good to go. You might even find some games for the little ones, if you’re bringing the family along.
If you are bringing the kids, don’t let that dissuade you from looking for the finer things. Luxury is the name of the game in Annapolis, and house accommodation is no different. Sure, it should feel like a home away from home—but more like a really fancy home, where you don’t have to worry about cleaning or mowing the lawn. Yes, it’s as great as it sounds.
Make your next getaway truly your own. We’ve got plenty of holiday accommodation in Annapolis with your name on it, so pack up your favourite books, wine and that playlist of summer hits from 2003. It’s your time to shine.