Holiday Homes in Northern Chesapeake Bay

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Featured Holiday Homes in Northern Chesapeake Bay

"It was great!"

"Fun place! Great location!"

Enjoy serene waterfront views and easy access to moorings and facilities.

"Loved everything! Parking garage included, close to everything, very comfortable. Would stay there again!"

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and gas stove, set against a clean and contemporary backdrop.

"The location of the house was close to metro, grocery store and restaurants. Nice and quiet neighborhood. I would highly recommend this house. "

Timekeeping and dining in a serene, stylish space with a dining area for two and a touch of greenery.

"The host was great, the place was adorable and perfect for our stay. Very clean, had everything we needed and was close to everything. I highly recommend!"

includes taxes & fees

28 July - 29 July

Stunning two-story home with a charming bay window and beautifully manicured lawn.

"Great place, amenities, and location "

includes taxes & fees

12 Aug - 13 Aug

Enjoy cooking in this well-equipped kitchen with a granite countertop, wooden cabinets, and modern appliances.

"Our third stay at this property. Very clean and comfortable. Everything that you need is walking distance. House is well appointed and as pictured. "

Equipped with a double oven, microwave, and gas stove, this kitchen offers ample cooking space.

"Plenty of room for our family of five and all the amenities we needed for a week in DC."

Guests gather at the ceremony site, surrounded by lush greenery and a serene water view.

"Overall this was the most amazing experience from the location and the house itself to the property manager. The property manager was so amazing and made sure that if you needed anything in your stay they would make it happen. They were also very good about communication and responding quickly. On top of all of this the house itself is amazing and in the perfect location. Whether you want to have a chill getaway or explore Annapolis and the other amazing locations around it is the perfect house."

Enjoy cooking in this well-lit kitchen with a central island, wooden cabinetry, and stainless steel appliances.

"My friends and I were looking for a relaxing place to have a long weekend - this place was great! The location was wonderful and the house had everything we needed. The host was a fabulous communicator and helped us with everything we needed! Can’t wait to stay here again! "

Relax in this stylish living room with a comfortable sofa, decorative rug, and ceiling fan.

"Fantastic place, more room than I knew what to do with."

Kitchen features a stainless steel stove, oven, and digital control panel, along with a coffee station and utensil holder.

"Home was clean and location was convenient. Had a great stay."

includes taxes & fees

5 Aug - 6 Aug

Enjoy cooking in this well-equipped kitchen with an oven, coffee maker, and stainless steel appliances.

"Cute and clean! Perfect location!"

includes taxes & fees

3 Aug - 4 Aug

Surrounded by lush greenery, this serene garden oasis features a cozy seating area with a woven rug and decorative planter.

"Communication with host was great. Place was clean and exactly as pictured. "

includes taxes & fees

5 Aug - 6 Aug

Cozy living room with a fireplace, flat-screen TV, and ceiling fan.

"Nurten's place was perfect for our family of all ages. Very spacious with comfortable beds, a well-equipped kitchen and nice furnishings. I'd highly recommend Nurten's house for a stay in the DC area!"

includes taxes & fees

28 July - 29 July

Guests can enjoy a serene waterfront view from this tranquil pier.

"I cannot say enough about this property. Home was so spacious, views were wonderful, kitchen was very well stocked and just minutes to town. Highly recommend renting this home."

Relax on the outdoor deck surrounded by lush greenery and trees, featuring a sofa set, wicker chair, and small table.

"Spent 2 wonderful weeks at this cottage! Very close to walking trail and loop around Naval Stadium. Easy access to shopping dining, highly recommend!!!!"