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Charlotte Hall Vacation Rentals

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Our top choices for Charlotte Hall vacation rentals

1. 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, (17 reviews)
"Beautiful view from the house. Extremely clean. Had everything we needed. Can't wait to come back"
United States
ed r.
The price is CA $230
CA $380 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

2. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (26 reviews)
"Amazing host and home, great view with the water right there, and short drive to any shopping needs. It was the serene getaway I needed to recharge from city life and corporate burnout."
United States
George
The price is CA $328
CA $522 total
includes taxes & fees
Nov 16 - Nov 17
Bright and airy waterfront getaway

3. Tranquil Modern Farmhouse

Tranquil Modern Farmhouse
Waldorf
9.2 out of 10, Wonderful, (10 reviews)
"Overall I had a wonderful stay... however I wish it was booked for a summertime day... the brand new pool looked very appealing & I wish I couldve enjoyed using it. Will have to try & stay again during the summer for a nice pool day!"
United States
Jay W.
The price is CA $583
CA $1,042 total
includes taxes & fees
Nov 16 - Nov 17
Tranquil Modern Farmhouse

4. Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
La Plata
9.6 out of 10, Exceptional, (4 reviews)
"Cane for a weekend of Faith and Fun and this is exactly what we needed. Comfortably suited our 10 needs and so much more. Peaceful, serene, beautiful animals, game room, so much to say. Hostess with the mostest!!!! Charity is a gem! My church family will be back!!!!!"
United States
Wadiya D.
The price is CA $389
CA $1,071 total
includes taxes & fees
Nov 18 - Nov 19
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room

5. Riverfront Retreat-HotTubIDock|Fenced YardINear DC

Riverfront Retreat-HotTubIDock|Fenced YardINear DC
port tobacco
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay at this property and will definitely be back again!"
United States
Jeff and Nancy B.
The price is CA $335
CA $808 total
includes taxes & fees
Nov 16 - Nov 17
Riverfront Retreat-HotTubIDock|Fenced YardINear DC

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

Anne & Fred`s Leonardtown Home W/ Arcade room!
Leonardtown
9.4 out of 10, Exceptional, (8 reviews)
"Amazing place to stay. Very Very clean ! Great location. Definitely will book this place again "
United States
Christy C.
The price is CA $341
CA $798 total
includes taxes & fees
Nov 17 - Nov 18
Anne & Fred`s Leonardtown Home W/ Arcade room!

7. 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, (9 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is CA $203
CA $403 total
includes taxes & fees
Nov 16 - Nov 17
3-bedroom house in soothing Saint Leonard with AC for relaxing stays

8. 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
9.2 out of 10, Wonderful, (12 reviews)
"A great place to crash and explore the area."
United States
Sean B.
The price is CA $278
CA $567 total
includes taxes & fees
Nov 20 - Nov 21
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

9. Plum Point Cottage #14

Plum Point Cottage #14
Huntingtown
9.8 out of 10, Exceptional, (10 reviews)
"we had a great stay at this property for an impromptu weekend getaway. "
United States
Yonnick H.
The price is CA $488
CA $770 total
includes taxes & fees
Nov 16 - Nov 17
Plum Point Cottage #14

10. Plum Point Cottage #15

Plum Point Cottage #15
Maryland
The price is CA $486
CA $811 total
includes taxes & fees
Nov 16 - Nov 17
Plum Point Cottage #15

11. Sail Away To

Sail Away To
Colonial Beach
9.6 out of 10, Exceptional, (18 reviews)
"Easy check-in, great location. The place was very comfortable and a short walk to everything. Great view from the balcony."
United States
Tina S.
The price is CA $168
CA $375 total
includes taxes & fees
Nov 17 - Nov 18
Sail Away To

12. The Cozy Crab- Your Charming Haven in Lovely North Beach!

The Cozy Crab- Your Charming Haven in Lovely North Beach!
North Beach
9.6 out of 10, Exceptional, (30 reviews)
"Wonderful home! Immaculately clean! I spent the week here while visiting my daughter and granddaughters. It was the perfect spot and so comfortable…beautiful, tasteful decor."
United States
Elizabeth S.
The price is CA $207
CA $446 total
includes taxes & fees
Nov 16 - Nov 17
The Cozy Crab- Your Charming Haven in Lovely North Beach!

13. 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
8.4 out of 10, Very good, (5 reviews)
"Charming cottage with updated decor. The host was very comucative during a power outage due to storms. The kitchen was nicly stocked with snacks and drinks. The pool was nice, but the backyard was not very usable due to some leftovers from repair work taking up the grassy area."
United States
Kelley M.
The price is CA $207
CA $331 total
includes taxes & fees
Nov 16 - Nov 17
Cozy 3 Bdrm home in King George. 5 mins to Dahlgren Naval Base and Southern MD

14. Available for Winter Festival/Firepit/Grill/One Level

Available for Winter Festival/Firepit/Grill/One Level
Colonial Beach
10.0 out of 10, Exceptional, (8 reviews)
"This was such a lovely place with lots of room and it was close to the beach too. I plan to come back soon."
United States
Cynthia H.
The price is CA $293
CA $682 total
includes taxes & fees
Nov 16 - Nov 17
Available for Winter Festival/Firepit/Grill/One Level

15. Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeak beach
9.2 out of 10, Wonderful, (7 reviews)
"Very clean and nice property"
United States
Ben W.
The price is CA $203
CA $573 total
includes taxes & fees
Dec 1 - Dec 2
Family Beach House: Spacious Deck, Grill & Views

16. 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, (17 reviews)
"Great place, super cute and walking distance to everything. Host was great!"
United States
Crystal W.
The price is CA $129
CA $462 total
includes taxes & fees
Nov 19 - Nov 20
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away

17. The Sugar Shack - charming, fully renovated 1930s cottage with AC

The Sugar Shack - charming, fully renovated 1930s cottage with AC
Colonial Beach
The price is CA $250
CA $461 total
includes taxes & fees
Dec 7 - Dec 8
The Sugar Shack - charming, fully renovated 1930s cottage with AC

18. Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (14 reviews)
"we liked everything and location!!!"
United States
Shawn
The price is CA $168
CA $396 total
includes taxes & fees
Dec 1 - Dec 2
Sail Away

19. 8BD Retreat | Hot Tub, Movie Room, Gym & Pool

8BD Retreat | Hot Tub, Movie Room, Gym & Pool
California
The price is CA $478
CA $1,538 total
includes taxes & fees
Nov 17 - Nov 18
8BD Retreat | Hot Tub, Movie Room, Gym & Pool
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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Charlotte Hall vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Charlotte Hall vacation rentals we have selected for you start as low as CA $380 per night. Entering your travel dates in the search wizard 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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: Visitors like this Charlotte Hall vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family.

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 Three Notch Park. In the larger area, you’ll find Saint Mary's County Library Charlotte Hall Branch and Budds Creek Motocross Park.

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.