Search Vacation Homes in Charlotte Hall

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

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

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

10.0 out of 10, Exceptional, (113)
"This place was a wonderful spot for our family to have a long weekend getaway. It's on a bluff right next to the ocean with a glorious view and a stairway access to the beach. The beds are comfortable, the house has lots of great spaces to relax or play games, and the beach is a wonderful space to explore, find seashells and possibly a fossil sharks tooth (we had no luck there, but we did find a whale vertebrae, so that's something!). But in any event, we highly recommend! "
Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (28)
"We had a great stay, home was just as advertised. Very clean, kitchen was well stocked, nice outside area with great views. Neighborhood was very quiet and safe. We were visited every morning and evening by a mallard couple. One evening we were visited by a couple of swans. Being off-season, dining options were a few, most restaurants had limited seating and limited menus. Dockside was our favorite, Colonial Brewing, Icehouse Brewery were good. We recommend renting a golf cart to get...
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

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

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 is such a perfect home and property on the river with many fun things to do. And an amazing host to go along with it, who provided many small details and touches that we didn’t expect, but truly enhanced the visit. Thanks!"
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

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!

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

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

4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick

4-bedroom house w/4 Full BTH and Jacuzzi in Prince Frederick

Waterfront Relaxing Getaway

9.8 out of 10, Exceptional, (19)
"Nice house, beautiful waterfront property, great host. No complaints whatsoever, highly recommend. "
Waterfront Relaxing Getaway

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 915
SAR 1,965 total
includes taxes & fees
4 May - 5 May
Family Beach House: Spacious Deck, Grill & Views

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

New! Cozy River Cottage with great views of the water!

9.6 out of 10, Exceptional, (5)
"A very nice house with an amazing view 10/10 recommend"
New! Cozy River Cottage with great views of the water!

Colonial Beach Cottage, 7 minutes walk to beach!

9.6 out of 10, Exceptional, (26)
"We had a wonderful time at your cottage. It was in a great location with easy access to walk to the water and restaurants. Our dog loved the fenced in yard too! We would definitely recommend this place to others. Thank you for sharing your cottage."
Colonial Beach Cottage, 7 minutes walk to beach!

Riverside House w/ Kayaks, Piano & Fireplace

9.0 out of 10, Wonderful, (12)
"This house is well-maintained and my business associates enjoy staying here. We will book this house every time it comes available."
Riverside House w/ Kayaks, Piano & Fireplace

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!

Crab Shack in Town-Walk to beach and restaurants-Sleeps 6

10.0 out of 10, Exceptional, (5)
"This property was great! My family was very happy with the location in relation to the beach, gym, and a basketball court. They are already talking about coming back to this property."
Crab Shack in Town-Walk to beach and restaurants-Sleeps 6
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.
Don't see what you're looking for?
See all available properties in Charlotte Hall
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Charlotte Hall

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

Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

10.0 out of 10, Exceptional, (28)
"We had a great stay, home was just as advertised. Very clean, kitchen was well stocked, nice outside area with great views. Neighborhood was very quiet and safe. We were visited every morning and evening by a mallard couple. One evening we were visited by a couple of swans. Being off-season, dining options were a few, most restaurants had limited seating and limited menus. Dockside was our favorite, Colonial Brewing, Icehouse Brewery were good. We recommend renting a golf cart to get...
Picture Perfect Waterfront in town Sleeps 6 Expansive Outdoor dining area

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
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.