Search Greater Upper Marlboro Cottage Rentals from CA $233

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Browse Select Greater Upper Marlboro Cottages

Relax in a serene outdoor space with a comfortable seating area and picturesque views of the surrounding forest.

"This was our 2nd time at the house and it was just as relaxing as we hoped. Nice, quiet location and beautiful home!"

Set against a serene backdrop, this house features a beautifully lit facade and a decorative reindeer sculpture on the lawn.

"Pat and Ken were very accommodating for our visit over the holidays. Highly recommended!"

Enjoy cooking in this well-lit kitchen with a sleek island and stainless steel appliances.

"It was beautiful clean and very nice people"

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, a large island, and a sink.

"Awesome house a very short walk from Herrington Harbour."

Relax in this open-plan living area featuring a central island, dining space, and comfortable seating.

"Nice small property. Great for get aways and amazing service."

Enjoy a serene lakeside escape with a picnic table and access to a pebbly beach.

"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "

CA $409 total

includes taxes & fees

Jul 24 - Jul 25

Relax in a serene outdoor space surrounded by lush greenery and trees, featuring a fire pit and comfortable seating.

"We loved EVERYTHING about this place. Right next to the beach, great restaurants and shops. Could not have been better service. "

Situated by a serene body of water, this bench offers a tranquil view of the surrounding shoreline.

"Tranquil cottage by the river to relax and reconnect for couples. Quick drive to Annapolis mall and downtown. Lots of outdoor seating to enjoy. Hosts were very responsive to our questions and request for bikes. "

Enjoy cooking in this well-equipped kitchen with a dishwasher and convenient access to the outdoors.

"We were very pleased with the location including its proximity to the sites and the neighborhood. Fran was very kind and responsive during our stay. "

CA $480 total

includes taxes & fees

Aug 18 - Aug 19

Relax by the pool surrounded by lounge chairs and outdoor seating.

"The cottage was a wonderful place for me and my kids to stay. I really appreciate the thoughtfulness of the owner. We would definitely stay here again."

Situated in a serene, environment, this charming house offers a welcoming entrance and a tranquil atmosphere.

"Great views and location. Well furnished and very comfortable. We will definitely be staying here again. "

Traditional house with a front porch surrounded by lush gardens and flowering plants.

"Easy checkin/checkout. Cute cottage. Scenic and comfortable."

Enjoy a game of pool in this room with a pool table and expansive views of the backyard through large windows.

"The house was beautiful with everything you could need. We were out all day so didn’t get to use the house much except for sleeping. The bed was super comfortable."

Enjoy serene sunsets over a peaceful lake or sea from a tranquil beach with a tree and rocks.

"Really like this place "

Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, and gas stove.

"We had a great week in DC and this house worked out perfectly. If I needed anything Courtney was quick to respond on VRBO message page. Would definitely consider this house again if we were to return.Thank you Courtney!"