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.
The price is CA $210
CA $368 total
includes taxes & fees
May 16 - May 17
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"The accommodations were superb and being on the water was amazing!"
United States
Daniel P.
The price is CA $413
CA $499 total
includes taxes & fees
May 17 - May 18
Cottage Located on the Patuxent River!

Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.6 out of 10, Exceptional, (20 reviews)
"Sophia was an amazing host and the place was exactly as advertised. I couldn't recommend the place enough!"
United States
William N.
The price is CA $284
CA $491 total
includes taxes & fees
May 18 - May 19
Bright and airy waterfront getaway

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.
The price is CA $315
CA $630 total
includes taxes & fees
May 21 - May 22
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD
King George
The price is CA $240
CA $387 total
includes taxes & fees
May 17 - May 18
Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

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.
The price is CA $233
CA $674 total
includes taxes & fees
May 19 - May 20
Family Beach House: Spacious Deck, Grill & Views

Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (10 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is CA $162
CA $402 total
includes taxes & fees
May 18 - May 19
Sail Away

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, (12 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.
The price is CA $103
CA $440 total
includes taxes & fees
May 17 - May 18
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

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)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is CA $278
CA $732 total
includes taxes & fees
May 17 - May 18
Anne & Fred`s Leonardtown Home W/ Arcade room!

Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.0 out of 10, Wonderful, (8 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.
The price is CA $514
CA $992 total
includes taxes & fees
Jun 8 - Jun 9
Tranquil Modern Farmhouse

Come relax yourself a while

Come relax yourself a while
Mechanicsville
The price is CA $340
CA $812 total
includes taxes & fees
May 18 - May 19
Come relax yourself a while

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.
The price is CA $336
CA $657 total
includes taxes & fees
May 26 - May 27
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

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, (3 reviews)
"Beautiful property in a peaceful neighborhood. Great location! "
United States
R. L.
The price is CA $261
CA $606 total
includes taxes & fees
May 18 - May 19
Peaceful Waterfront Retreat for Bird Lovers- Close to DC

Spacious 4BR w/ TVs in Room + Patio/Free Parking

Spacious 4BR w/ TVs in Room + Patio/Free Parking
Waldorf
The price is CA $464
CA $927 total
includes taxes & fees
Jun 10 - Jun 11
Spacious 4BR w/ TVs in Room + Patio/Free Parking

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

Charming 4-bedroom house with WiFi, fitness room in superb Waldorf
Waldorf
The price is CA $1,646
CA $2,569 total
includes taxes & fees
May 16 - May 17
Charming 4-bedroom house with WiFi, fitness room in superb Waldorf

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.
The price is CA $180
CA $418 total
includes taxes & fees
May 19 - May 20
Sail Away To
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Charlotte Hall. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Private Retreat Bungalow-One Level, 2 blocks from Beach w/Porch & Deck: Visitors like this Charlotte Hall vacation home rental. It is located on the beach and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Chapel Point State Park. 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.