Charlotte Hall Vacation Rentals

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Our top choices for Charlotte Hall vacation rentals

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Benedict
9.0 out of 10, Wonderful, (8 reviews)
"The location was perfect. It was quiet and clean with a wonderful view of the water, especially the sunrise through the bedroom window in the morning. The host kept in touch to answer any questions we had, and made sure our stay was great. We will absolutely be back!"
United States
Coulter L.
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.0 out of 10, Wonderful, (6 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
Family Beach House: Spacious Deck, Grill & Views

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
Prince Frederick
9.8 out of 10, Exceptional, (6 reviews)
"Our family had a great stay. Thank you!"
United States
Colleen G.
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (42 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
Cottage Located on the Patuxent River!

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
Colonial Beach
9.4 out of 10, Exceptional, (11 reviews)
"We stayed for 2 nights in the fall for a family event at Stratford Harbor. The house was pristine and cozy. Loved the fenced backyard for the pets and the walk ability of the town. The host and back up host were VERY responsive."
United States
Saundra B.
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (9 reviews)
"Stay was wonderful!"
United States
Karen H.
Sail Away

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

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Prince Frederick
10.0 out of 10, Exceptional, (10 reviews)
"Such a cool neighborhood! Easy walk to an amazing private beach. Would love to stay again. "
United States
Olivia M.
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.2 out of 10, Wonderful, (7 reviews)
"This property was super gorgeous and spacious so we were able to relax. Guests had more than enough space and didn’t feel like they were on top of each other sleeping wise! We were able to just have dinner and feel safe! The owner answered any questions we had within 15 minutes, which was super helpful! "
United States
khaddija j.
Tranquil Modern Farmhouse

Anne & Fred`s Leonardtown Home W/ Arcade room!

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (6 reviews)
"It was very comfortable felt like home "
United States
Carol S.
Anne & Fred`s Leonardtown Home W/ Arcade room!

Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Peaceful Waterfront Retreat for Bird Lovers- Close to DC
Leonardtown
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Come relax yourself a while

Come relax yourself a while
Mechanicsville
Come relax yourself a while

Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was lovely. Property , location and host were excellent Would definitely book again"
United States
Guðmundur Þór J.
Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Sail Away To

Sail Away To
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"Perfect location and perfect property! The condo was great for our anniversary! The furnishings and amenities were top notch! We would go back again 100%. Recommend renting a golf cart. All of the places to eat are locally owned supporting small business in this community is a great feeling! The owner was so great to communicate with, so very helpful! "
United States
Katherine C.
Sail Away To

Welcoming 3-bedroom townhome with AC in Waldorf

Welcoming 3-bedroom townhome with AC in Waldorf
Waldorf
7.6 out of 10, Good, (5 reviews)
"Nice cozy clean location"
United States
Anonymous traveler
Welcoming 3-bedroom townhome with AC in Waldorf

Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
Waldorf
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Fall is here!!! Backyard retreat waiting for you and your guest.

Fall is here!!! Backyard retreat waiting for you and your guest.
Waldorf
6.0 out of 10, (2 reviews)
"The property is beautiful. Furniture is comfortable (beds, sofa, and chairs). Everything was clean when we checked in. The patio/deck was beautiful. We were able to sit out back and enjoy the evening although it was chilly because of the heating lamp. It was a nice weekend gateway for the ladies - we are already planning the next one! I highly recommend staying here."
United States
Jackie P.
Fall is here!!! Backyard retreat waiting for you and your guest.

Charming 4-bedroom house with WiFi, fitness room in superb Waldorf

Charming 4-bedroom house with WiFi, fitness room in superb Waldorf
Waldorf
Charming 4-bedroom house with WiFi, fitness room in superb Waldorf
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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Top Charlotte Hall Hotel Reviews

Find out more about Charlotte Hall

Everything you need to know about Charlotte Hall vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Charlotte Hall vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Charlotte Hall vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Charlotte Hall vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Charlotte Hall. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Charlotte Hall in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Charlotte Hall rentals

At Expedia, we put the best Charlotte Hall vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Charlotte Hall rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Charlotte Hall vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Charlotte Hall. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Charlotte Hall?

Yes, you can find vacation rentals close to popular attractions in Charlotte Hall, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Charlotte Hall has to offer?

Waterfront with spectacular view, close to restaurants and bars: Visitors like this Charlotte Hall vacation home rental. It is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Charlotte Hall?

While exploring the area, visit family-friendly sights like R&J's PlayPark, or get outside and enjoy nature at Battle Creek Cypress Swamp Sanctuary. In the larger area, you’ll find Saint Mary's County Library Charlotte Hall Branch and Budds Motorcross Speedway.

What’s a vacation rental in Charlotte Hall like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Charlotte Hall. Vacation rentals feature extras like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips or small group gatherings.