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Compare 120 Vacation Homes in Charlotte Hall with updated reviews, rates, and availability.

The driveway allows for plenty of parking for guests!

"This was our third year celebrating our family Thanksgiving in this home. Three generations coming from three different states. Location offers an easy drive for everyone, and the home is large enough for us spread out yet gather for meals. The host listened to our comments from previous years and addressed all of our concerns. Will be returning again."

SAR 573 total

includes taxes & fees

1 Feb - 2 Feb

"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "

Sunroom off the kitchen and living room with a magnificent view of the Chesapeake Bay

"Very nice place we found, great views, very clean, quiet, great place to relax for the weekend. everything went well and we would highly recommend anyone for a stay here. we will be back next year"

"From beginning to end - absolutely perfect! Property owner was the best! Extremely helpful & organized! The property was amazing and worked just great for our Family - Adults and children. The home was beautiful, clean and had everything you could think of and would need for an excellent getaway!! Thank you!"

SAR 2,655 total

includes taxes & fees

12 Jan - 13 Jan

Sit on the patio and enjoy your coffee in the morning.

"The house was very comfortable and well stocked! It has everything you need for a relaxing time. "

living room, there is TV with netflix/ prime streaming.

"Great place to stay while in the area. Thank you!"

Waterfront home on Monroe Bay in the heart of Colonial Beach.

"We were there for a work trip....love the house and location and views..."

"Classic cottage, very clean and well-supplied. Comfy bed in main bedroom! Beautiful property on the river - quiet and peaceful. Lovely sitting areas both inside and out. Restorative!"

Open concept living room and kitchen allows family and friends to stay together to socialize and reconnect.

"Myself, my partner, my 7 family members and our 2 pups stayed here for our annual vacation to Colonial Beach & our experience was nothing short of spectacular. The host is super fast at replying, made our check in process easy, and was super hospitable. They even accommodated our last minute wish to check in early! The ONLY thing I can think of that can be improved is the level of cleanliness. Everything was beautiful and clean except for areas underneath the rugs, which were covered with sand...

Large front deck with lights and private fenced yard

"We found everything we needed for a nice getaway. It is cozy and modern. Highly recommend for anyone looking for a convenient and user-friendly vacation stay. A great home away from home!"

Lusby Vacation Rental | 4BR | 3BA | 3,720 Sq Ft | Stairs Required

"Our family was looking for a place to gather to visit our Aunt who lives in the area. Six of us stayed at the Waterfront Lusby home and hosted a dinner for our Aunt and cousins. There was plenty of space for our gathering in addition to the comfortable accommodations for our weekend stay. The neighbors were very friendly and welcoming."

"We were in the area to visit our grand daughter who was graduating from the University of Maryland. It was great to find a nice homey property so close to get house in Mechanicsville. "

Welcome to Hawthorn House, centrally located and just 1 block from main street!

"This house has been beautifully restored and was the perfect getaway for 2 couples & 2 kids under 5. The rooms are spacious, the front porch & back deck are great outdoor spaces, and the kids loved running around the backyard and hanging in the hammocks. The linens were soft & clean & plentiful, and we had everything we needed in the kitchen & for using the grill. Also, the host was very responsive & accommodating. We literally couldn’t ask for more in a vacation rental house. Thank you for...

Leonardtown Vacation Rental | 4BR | 4BA | 6,500 Sq Ft | Steps Required

"We had a wonderful time. My husband spent the days crabbing from the pier, my brother fishing from the pier. We all went out kayaking. Beautiful sunsets. Enjoyed a crazy night of ping pong, playing cards and online Jackbox games. Plenty of space and loved the large kitchen and bathroom for every bedroom. None of us wanted to leave."

"This property is outstanding! Absolutely spotless and host super to work with. Great neighborhood, easy walking and our dogs loved it too!"

"Quite and friendly neighbors "

SAR 1,616 total

includes taxes & fees

18 Jan - 19 Jan

"We were here for Thanksgiving, but were thinking the whole time that this would be a great spot in warmer weather. With the water access and spacious accommodations it would be a great basecamp."