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Compare 125 Vacation Homes in Charlotte Hall with updated reviews, rates, and availability.

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (63)
"This was a great stay. Very nice, comfortable, great layout, convenient location. I highly recommend. "
Inviting and Serene Home on Monroe Bay Creek

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

10.0 out of 10, Exceptional, (12)
"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...
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub

Modern 3-bedroom house in Colonial Beach with access to pool and private hot tub

Perfect Pointe, Cobb Island, Maryland

10.0 out of 10, Exceptional, (52)
"Family adventure with our two adult children and their families. Perfect Pointe met all our needs and more. The house had plenty of space and comfort throughout. Outdoors provided numerous opportunities for any number of interests. Definitely plan a return! The Kling Family."
Perfect Pointe, Cobb Island, Maryland

Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

10.0 out of 10, Exceptional, (77)
"An absolutely beautiful, architecturally fascinating, spotlessly clean, well stocked home with views that go on for literally miles. We spent a late winter weekend there with a fire roaring in the fireplace and mussels on the stove. Hosts were exceptionally responsive and very attentive. Highly recommended. One of the best experiences we've ever had in home rentals! "
Mid-Century Modern on Private Beach, Designed by Award Winning Architect!

Waterfront with spectacular view, close to restaurants and bars

10.0 out of 10, Exceptional, (30)
"Would definitely stay again"
Waterfront with spectacular view, close to restaurants and bars

5 bedroom, 8 bed, 3 story house a block from beach

9.6 out of 10, Exceptional, (13)
"Everything went extremely smooth. Check in was easy. House was nice and clean. Had a lot of fun with the gaming stuff they had set up! The house had everything you could imagine and more! Owners were extremely nice and informative. Recommended good places to go and eat. Overall great experience and would definitely go again."
5 bedroom, 8 bed, 3 story house a block from beach

Waterfront House with Dock, Kayaks, & Sailboat!

9.0 out of 10, Wonderful, (30)
"We stayed for a motorcross race (son was racing). We didnt do much at the house. Its nestled back in a quiet point on the water. Easy commute to and from to the grocery/simple shopping stores. Starbucks right down the street for you coffee lovers. The interior decor is simple and antique."
Waterfront House with Dock, Kayaks, & Sailboat!

Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

10.0 out of 10, Exceptional, (43)
"Great time! First time in Colonial Beach. Low key family time. House was perfect location for us. Very enjoyable!"
Large Luxury 4 bed/3 bath Beach House-2 Blocks to beach, 1 Block to Bay

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (27)
"We were there for a work trip....love the house and location and views..."
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

Family Beach House: Spacious Deck, Grill & Views

9.6 out of 10, Exceptional, (4)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
The price is AED 624
AED 1,611 total
includes taxes & fees
16 Mar - 17 Mar
Family Beach House: Spacious Deck, Grill & Views

Colonial Beach Cottage, 7 minutes walk to beach!

9.6 out of 10, Exceptional, (25)
"It was okay for a short stay. "
Colonial Beach Cottage, 7 minutes walk to beach!

The Lyellton House: Waterview Home within walking distance to many amenities

9.8 out of 10, Exceptional, (8)
"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!"
The price is AED 953
AED 2,422 total
includes taxes & fees
11 Mar - 12 Mar
The Lyellton House: Waterview Home within walking distance to many amenities

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

10.0 out of 10, Exceptional, (112)
"Location was perfect for what we needed (quiet, on the beach, great views). Family & pup will definitely be back! We wished we could have stayed longer. Owner communication was wonderful, we never needed anything but knew we could reach out if we did. Very comfortable experience throughout. "
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

2 blocks from Bay! Private beach! Boat launch! Kayak! Hike! Fossil Hunt!

10.0 out of 10, Exceptional, (2)
"Quite and friendly neighbors "
2 blocks from Bay! Private beach! Boat launch! Kayak! Hike! Fossil Hunt!

Contemporary luxury home with spectacular water vistas

9.8 out of 10, Exceptional, (79)
"We really enjoyed our stay at this gorgeous property over the Thanksgiving holiday. The house is very spacious and the kitchen is well-equipped. The views and natural light are second to none and loved the small town feel of Cobb Island. We hope to come back again soon! Thank you!"
Contemporary luxury home with spectacular water vistas

Lovely 5 bedroom home with TVs in each room. Fast wi-fi, easy walk to beach.

10.0 out of 10, Exceptional, (13)
"Loved the house. would come back when it is warmer "
Lovely 5 bedroom home with TVs in each room. Fast wi-fi, easy walk to beach.

Spacious comfy Home in White Plains / Waldorf close to DC and National harbor

9.4 out of 10, Exceptional, (3)
"This was a very nice house and we are grateful to have been able to stay there.Thank you"
The price is AED 1,245
AED 2,344 total
includes taxes & fees
11 Mar - 12 Mar
Spacious comfy Home in White Plains / Waldorf close to DC and National harbor

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (11)
"We stayed for a long weekend at the Summerlin Home, and loved it. All of the small details made the trip so much more enjoyable. From the single use toiletries in the bathroom, to the fully stocked kitchen with all of the essentials no detail was overlooked. It was a vacation rental that felt like home. The host were amazing, and extremely accommodating. It seemed they genuinely cared if we had a good trip, and were willing to help make it better if need be. "
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Greystone Manor - Magnificent! Sleeps 10 Center of Town

10.0 out of 10, Exceptional, (7)
"This home accommodated us perfectly for our friend reunion! The black pearl tiki bar was super fun on Saturday night. Sad thing was there was no blender to be found :( but the home was so lovely! "
Greystone Manor - Magnificent! Sleeps 10 Center of Town
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Charlotte Hall

Cozy Cottage with access to and partially obstructed views of the bay.

9.4 out of 10, Exceptional, (18)
"My wife and I stayed two nights to visit family. Cottage was as described, very roomy and comfortable. Great location. Host was very kind. Only dislike was smell from oil heat, I've never had oil heat and not sure if that is normal."
Cozy Cottage with access to and partially obstructed views of the bay.

Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

9.8 out of 10, Exceptional, (128)
"Great little weekend getaway very quiet and enjoyed the relaxation . Very cute and clean cottage on the water "
The price is AED 643
AED 1,110 total
includes taxes & fees
31 Mar - 1 Apr
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (39)
"We enjoyed a relaxing and rejuvenating time here while we rang in the new year. The home was lovely and the community was friendly."
Blue Heron Cottage is cozy & convenient. Renovated March 2023!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.