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

Charlotte Hall Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Charlotte Hall holiday rentals

1. Just a getaway piece of property

Just a getaway piece of property
Mechanicsville
10.0 out of 10, Exceptional, (1 review)
"Perfect place. Just what i was looking. Definitely recommend to anyone looking to stay close to the MIR track for any event"
United States
David L.
The price is HK$1,235
HK$1,805 total
includes taxes & fees
30 Sept - 1 Oct
Just a getaway piece of property
A grassy area with a stone path leading to a seating arrangement under trees, overlooking a body of water.

2. 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, (15 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 HK$1,200
HK$2,087 total
includes taxes & fees
27 Sept - 28 Sept
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
A lakeside view with chairs and a table, a rainbow, and trees.

3. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (24 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 HK$1,804
HK$3,001 total
includes taxes & fees
28 Sept - 29 Sept
Bright and airy waterfront getaway
A hallway with a wooden floor, a white wall, and a ceiling with a central light fixture. There is a door on the left and a mirror on the right.

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 HK$3,247
HK$6,409 total
includes taxes & fees
28 Sept - 29 Sept
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
A modern living room with a grey sofa, a dining table with chairs, and large windows with autumn foliage views.

5. 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 HK$3,536
HK$6,356 total
includes taxes & fees
5 Oct - 6 Oct
Tranquil Modern Farmhouse
A modern kitchen with dark cabinets, a dishwasher, and a countertop with a sink.

6. 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 HK$1,874
HK$4,554 total
includes taxes & fees
27 Sept - 28 Sept
Anne & Fred`s Leonardtown Home W/ Arcade room!
A bedroom with a bed, a fireplace, a ceiling fan, and a painting of a beach.

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, (8 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is HK$953
HK$2,033 total
includes taxes & fees
7 Oct - 8 Oct
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
A single-story house with a gabled roof, a front porch, and a small front yard with a flag.

8. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is HK$2,137
HK$3,590 total
includes taxes & fees
27 Sept - 28 Sept
Plum Point Cottage #17
A balcony with a white railing, outdoor furniture, and a view of the sea.

9. Sail Away

Sail Away
Colonial Beach
9.8 out of 10, Exceptional, (13 reviews)
"we liked everything and location!!!"
United States
Shawn
The price is HK$1,129
HK$2,529 total
includes taxes & fees
27 Sept - 28 Sept
Sail Away

10. Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach Front, Bay View, Fishing, chesapeake,Family Getaway
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 HK$1,129
HK$3,543 total
includes taxes & fees
26 Oct - 27 Oct
Beach Front, Bay View, Fishing, chesapeake,Family Getaway
A house with a porch and a visible door, surrounded by trees.

11. Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces

Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces
Welcome
Luxury 3,000 Sq Ft Multi‑Suite Retreat • Designer Interiors • Workspaces
A backyard with a fire pit surrounded by green Adirondack chairs, a wooden fence, and a house with string lights.

12. 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
9.6 out of 10, Exceptional, (14 reviews)
"Great place, super cute and walking distance to everything. Host was great!"
United States
Crystal W.
The price is HK$762
HK$2,577 total
includes taxes & fees
13 Oct - 14 Oct
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
A waterfront hotel with a dock extending into the water, a large building with multiple floors, and a clear sky.

13. Sail Away To

Sail Away To
Colonial Beach
9.6 out of 10, Exceptional, (17 reviews)
"The apartment was beautiful. he location made it easy to get around. Being able up front to the bay was awesome. Had my morning coffee on the deck."
United States
Christina
The price is HK$1,059
HK$2,440 total
includes taxes & fees
21 Oct - 22 Oct
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Charlotte Hall Hotel Reviews

River Edge Inn

River Edge Inn

8/10 Good
"Nice clean place located very near bars and restaurant. Several beach areas."
ROBERT 1-night trip
Posted 2 days ago
River Edge Inn

Find out more about Charlotte Hall

Search for holiday rentals in Charlotte Hall on Expedia! You can easily find your home rentals, villas, holiday apartments in Charlotte Hall using one of the methods below:

  • View our selection of featured holiday rentals in Charlotte Hall
  • Use the map to find apartments and other holiday homes in the Charlotte Hall neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Charlotte Hall while they last

Look no further and take a look at our great range of rental properties in Charlotte Hall!

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?

3-bedroom house in soothing Saint Leonard with AC for relaxing stays: This holiday home rental outside of Charlotte Hall offers a fireplace, a BBQ 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 that 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 Battle Creek Cypress Swamp Sanctuary. In the wider area, you’ll find Saint Mary's County Library Charlotte Hall Branch and Budds Creek Motocross Park.

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.