Holiday Rentals in Chesapeake Beach
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Holiday Rentals in Chesapeake Beach
Family Beach House: Spacious Deck, Grill & Views
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly
The Blue Crab Beach House - Free beach passes
Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch
Private Cottage on gated estate
Relax on Kent Island in 3 Bedroom Home w/Waterview
Dollhouse in Central Historic St Michaels
Scenic Waterfront Getaway with Private Pool and Dock Minutes from Annapolis
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay
Artists, writers & creative minds IMAGINE YOUR GETAWAY AT SIMPLICITY COTTAGE
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Chesapeake Houseboat Getaway on Kent Island, Maryland
Family and Pet-Friendly, Waterfront with Pier
Waterfront Escape Near Annapolis
Wright's Cottage- Pet's Welcome & EV Charging
Other types of properties in Chesapeake Beach you may be interested in
Rod 'N' Reel Resort
Holiday Accommodation Chesapeake 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 Chesapeake 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 Chesapeake Beach itself. Once you’ve stayed in a holiday rental, you’ll wonder why you ever stayed anywhere else.
Chesapeake 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 Chesapeake 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 Chesapeake 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.