Holiday Rentals in Highland Beach
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Holiday Rentals in Highland Beach
Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Floating 2 bed 2 bath condo stunning views of the bay
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.
Waterfront Getaway, Dock Your Boat & Play!
Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Modern New Suite Close to US Capital and BWI Airport
Chesapeake Bay Harbor View in a central location to events/restaurants
Relax on Kent Island in 3 Bedroom Home w/Waterview
240' Private Beachfront @Kent Island Love Point - Great for Large Groups
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
Other types of properties in Highland Beach you may be interested in
Historic Inns of Annapolis
Holiday Accommodation Highland Beach
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 Highland Beach 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 Highland Beach itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Highland Beach 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 Highland Beach, 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 Highland Beach 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.
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