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Compare 154 Vacation Homes in Charlotte Hall with updated reviews, rates, and availability.

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

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (64)
"This was a great stay. Very nice, comfortable, great layout, convenient location. I highly recommend. "
Inviting and Serene Home on Monroe Bay Creek

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

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

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!

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

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit

1 Mi to Colonial Beach Boardwalk: Home w/ Fire Pit

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!

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 SAR 874
SAR 1,955 total
includes taxes & fees
17 Apr - 18 Apr
Family Beach House: Spacious Deck, Grill & Views

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

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!

Cottage on The Point! Bring your bikes & golf cart, and your pets!

10.0 out of 10, Exceptional, (24)
"Great little place - small but has everything you need for a long weekend. Great communication with the owner."
Cottage on The Point! Bring your bikes & golf cart, and your pets!

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 SAR 973
SAR 2,473 total
includes taxes & fees
18 Mar - 19 Mar
The Lyellton House: Waterview Home within walking distance to many amenities

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.

Contemporary luxury home with spectacular water vistas

9.8 out of 10, Exceptional, (80)
"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

Stunning Water Front Home with Private Dock and Beach and Sunsets

9.8 out of 10, Exceptional, (19)
"The house was very comfortable and well stocked! It has everything you need for a relaxing time. "
Stunning Water Front Home with Private Dock and Beach and Sunsets

Spectacular Waterfront Retreat with Pier

10.0 out of 10, Exceptional, (7)
"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!"
Spectacular Waterfront Retreat with Pier

Waterfront home, dock, pool, pickleball, dog-friendly, fireplaces, a/c, jacuzzi

2.0 star property
10.0 out of 10, Exceptional, (2)
Waterfront home, dock, pool, pickleball, dog-friendly, fireplaces, a/c, jacuzzi
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 SAR 656
SAR 1,133 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.