A white wooden fence, a tree, and a tractor in a grassy field with horses in the background.

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
9.2 out of 10, Wonderful, (10 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 $217
CA $381 total
includes taxes & fees
Jul 14 - Jul 15
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Owings
10.0 out of 10, Exceptional, (52 reviews)
"We love this place!"
United States
Joan K.
The price is CA $284
CA $585 total
includes taxes & fees
Jul 28 - Jul 29
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.

3-bedroom house in soothing Saint Leonard with AC for relaxing stays

3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Saint Leonard
10.0 out of 10, Exceptional, (1 review)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is CA $165
CA $361 total
includes taxes & fees
Jul 13 - Jul 14
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

Cottage Located on the Patuxent River!

Cottage Located on the Patuxent River!
Prince Frederick
10.0 out of 10, Exceptional, (43 reviews)
"Second time here and we love the convenience to Prince Frederick and the comfort offered by the hosts. "
United States
RACHEL S.
The price is CA $428
CA $517 total
includes taxes & fees
Jul 2 - Jul 3
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 $327
CA $548 total
includes taxes & fees
Jul 15 - Jul 16
Bright and airy waterfront getaway

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"This property is wonderful and the host was very responsive on some minor issues. The place is decorated so nicely and I really appreciated that all of the cookware, utensils and appliances were clean and new! The fenced in back yard is a huge plus for those with pets and children. Would definitely stay again!"
United States
Sharon V.
The price is CA $270
CA $665 total
includes taxes & fees
Jul 19 - Jul 20
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

Sail Away

Sail Away
Colonial Beach
10.0 out of 10, Exceptional, (11 reviews)
"Stay was wonderful!"
United States
Karen H.
The price is CA $254
CA $517 total
includes taxes & fees
Jul 8 - Jul 9
Sail Away

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.2 out of 10, Wonderful, (7 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is CA $287
CA $758 total
includes taxes & fees
Jul 7 - Jul 8
Anne & Fred`s Leonardtown Home W/ Arcade room!

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is CA $396
CA $892 total
includes taxes & fees
Jul 5 - Jul 6
Family Beach House: Spacious Deck, Grill & Views

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, (12 reviews)
"Listing was accurate; communication with host was great and helpful. We had a wonderful family time."
United States
Melissa D.
The price is CA $426
CA $770 total
includes taxes & fees
Jul 5 - Jul 6
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is CA $387
CA $656 total
includes taxes & fees
Jul 2 - Jul 3
Plum Point Cottage #17

Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.2 out of 10, Wonderful, (10 reviews)
"The host communicated immediately if needed. The house has practically everything a family needs. Fully stocked kitchen for meal prep, wonderful towels and memory foam beds. A wonderful rental."
United States
Kymme
The price is CA $575
CA $1,083 total
includes taxes & fees
Jul 7 - Jul 8
Tranquil Modern Farmhouse

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
The price is CA $397
CA $877 total
includes taxes & fees
Jul 13 - Jul 14
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Sail Away To

Sail Away To
Colonial Beach
9.4 out of 10, Exceptional, (13 reviews)
"We stayed two nights June 11-13 and it is an excellent VRBO, clean, great location, great views, good parking space, with washer and dryer. The hosts are super, welcoming, and responsive. Highly recommended."
United States
James T.
The price is CA $342
CA $619 total
includes taxes & fees
Jul 9 - Jul 10
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?

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 Thomas Stone National Historic Site. 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.