Search Holiday Rentals in Charlotte Hall

    price find illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Save instantly and earn perks with One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Top Holiday Rentals in Charlotte Hall

Our top choices for Charlotte Hall holiday rentals

Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

10.0 out of 10, Exceptional, (178)
"The views are fantastic. Very quiet neighborhood. "
Stunning Views from Waterfront Log Cabin With Fireplace On The Chesapeake Bay

Sail Away

10.0 out of 10, Exceptional, (4)
"Loved the View from inside the condo and on the balcony. Has everything you need and is new and clean. Right on the boardwalk with beach and res"
The price is £228
includes taxes & fees
3 Sept - 4 Sept
Sail Away

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

9.8 out of 10, Exceptional, (143)
"We stayed here for the weekend while attending a car show at the raceway close by. Very private and welcoming. Great place to relax and unwind after a long day. "
Waterfront cottage for paddle boarding, kayaking, crabbing, and fishing

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

9.4 out of 10, Exceptional, (6)
"Modern, Fresh, Clean! No complaints at all!"
The Cozy Crab- Your Charming Haven in Lovely North Beach!

Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

10.0 out of 10, Exceptional, (7)
"Host provided everything needed and very responsive. Truly enjoyed our stay and the area. "
Charming 3-bedroom house with WiFi, AC in delightful Colonial Beach

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

9.8 out of 10, Exceptional, (19)
"Very clean, great location, and comfortable beds, we had a great time. Walking distance to bars, restaurants, and coffee shops. Very convenient, and the owner was easy to work with. "
Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown

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

9.6 out of 10, Exceptional, (4)
"Just the perfect place I needed for a personal retreat. It is quiet, peaceful and serene. I would definitely visit again. "
The price is £226
includes taxes & fees
24 Aug - 25 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Maryland Vacation Rental w/ Private Pool & Dock

9.4 out of 10, Exceptional, (13)
"My daughter and I enjoyed the place, especially the pool. She really loved the bunk-beds too. I asked for an early check in and that was granted which gave my daughter and I more time to explore the area and Calvert Cliffs. It did rain the entire time which dampened the exploring, and it was low 70s in August for swimming, but we made the most of it and had enjoyable memories."
Maryland Vacation Rental w/ Private Pool & Dock

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

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

3-bedroom house in charming Colonial Beach with AC, WiFi

10.0 out of 10, Exceptional, (4)
"- house was great!- AC worked great!- our kids loved the crayons and all the kids toys!- highly recommend to stay here!"
3-bedroom house in charming Colonial Beach with AC, WiFi

Waterfront with spectacular view, close to restaurants and bars

10.0 out of 10, Exceptional, (44)
"Everything was great. "
Waterfront with spectacular view, close to restaurants and bars

Bright and airy waterfront getaway

9.8 out of 10, Exceptional, (16)
"This property was everything we wanted. We hope to return next year."
Bright and airy waterfront getaway

Blue Heron Cottage is cozy & convenient. Renovated March 2023!

10.0 out of 10, Exceptional, (51)
"As advertised, had a great time!"
Blue Heron Cottage is cozy & convenient. Renovated March 2023!

2 Mi to Lighthouse: Waterfront Home w/ Dock!

8.6 out of 10, Excellent, (38)
"we stayed for work, plenty of things to do in the area. plenty of space in the house. everything was clean."
2 Mi to Lighthouse: Waterfront Home w/ Dock!

Inviting and Serene Home on Monroe Bay Creek

10.0 out of 10, Exceptional, (77)
"Peaceful with beautiful view on Monroe bayOur grandkids from king George thoroughly enjoyed the pool kayaks and cornhole . It was perfect and the owner was outstanding .We ve rented many places but this is in the top 2"
Inviting and Serene Home on Monroe Bay Creek

Colonial Beach Cottage, 7 minutes walk to beach!

9.2 out of 10, Wonderful, (32)
"It was okay for a short stay. "
Colonial Beach Cottage, 7 minutes walk to beach!

WATERFRONT!!! The River's Roost on The Patuxent River

10.0 out of 10, Exceptional, (29)
"We had an amazing stay in this beautiful house! Inside was massive perfectly set up for our needs. Outside had stunning views and there is nothing better than being on the waters edge. The owners were easy to communicate with and they had everything ready in a timely manner for our check in. We didn’t get a chance to catch any crabs but we will definitely stay here again to try our hand at that."
WATERFRONT!!! The River's Roost on The Patuxent River

Downtown Residential Suite across from the Beach

10.0 out of 10, Exceptional, (11)
"We really enjoyed our stay. Well decorated, peaceful, adjacent to the beach and dining. "
Downtown Residential Suite across from the Beach

Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

10.0 out of 10, Exceptional, (16)
"Place was beautiful and peaceful. Great place for a quiet getaway! Owners were very accommodating and helpful."
Waterfront Cottage with Pier & Boatlift on the Beautiful Potomac River

Cottage on The Point! Bring your bikes & golf cart, and your pets!

10.0 out of 10, Exceptional, (30)
"Nice little beach cottage with a great host. Just a few blocks from the beach. Would stay again!"
Cottage on The Point! Bring your bikes & golf cart, and your pets!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Charlotte Hall Hotel Reviews

Frequently asked questions

Can I find a holiday rental in Charlotte Hall?

Yes, there are holiday rentals close to the most popular sights in Charlotte Hall, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Charlotte Hall has to offer?

Waterfront with spectacular view, close to restaurants and bars: This holiday home rental outside of Charlotte Hall is located on a river, and has a patio, a garden and a BBQ 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 holiday with amenities such as 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 wider area, you’ll find Saint Mary's County Library Charlotte Hall Branch and Budds Motorcross Speedway.

What’s a holiday rental in Charlotte Hall like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Charlotte Hall. Holiday rentals feature amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family getaway.