Charlotte Hall Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Charlotte Hall

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

Cottage in Owings

10.0 out of 10, Exceptional, (48)
"We love this place!"
United States
Joan K.
The price is HK$893
HK$2,002 total
includes taxes & fees
7 Dec - 8 Dec
Relaxing, peaceful house in Calvert County, Md close to beach towns and DC.
Fridge, microwave, stovetop, coffee/tea maker
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD

Apartment in Port Republic

9.4 out of 10, Exceptional, (6)
"Great place to stay"
United States
Sherry R.
The price is HK$623
HK$1,374 total
includes taxes & fees
31 Dec - 1 Jan 2026
Cozy centrally located studio with WiFi and AC in peaceful Port Republic, MD
Terrace/patio
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear

Holiday Home in Colonial Beach

2.0 star property
9.2 out of 10, Wonderful, (10)
"We had a wonderful stay at this home. It is very well kept and taken care of. Beautiful property and the owners are very responsive. Thank you for a wonderful visit!!! We look forward to staying again!!!"
United States
Kristin R.
The price is HK$664
HK$2,402 total
includes taxes & fees
8 Dec - 9 Dec
7 mins to the beach! Fire Pit, BBQ, Games, Fully Equipped Kitchen & Beach Gear
On the beach
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.

Cottage in Benedict

9.0 out of 10, Wonderful, (8)
"The owner was very nice "
United States
karen
The price is HK$1,401
HK$2,329 total
includes taxes & fees
6 Dec - 7 Dec
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Sun-loungers
Cottage Located on the Patuxent River!

Cottage in Prince Frederick

10.0 out of 10, Exceptional, (42)
"This place was very lovely. Beautiful atmosphere and very spacious cottage. Didn’t get to see the owners but really enjoyed their property. Loved having the coffee maker, comfy bed and awesome tub! I will definitely be back. "
United States
RACHEL S.
The price is HK$2,066
HK$2,471 total
includes taxes & fees
6 Dec - 7 Dec
Cottage Located on the Patuxent River!
3 bedrooms, iron/ironing board, travel cot, free WiFi
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Holiday Home in Prince Frederick

9.6 out of 10, Exceptional, (5)
"We had a short stay after a sporting event in DC, it was a little less than an hour away. Convenient location and a very clean house. Kitchen was well stocked. There was little communication with the owner, which was nice vs a long list of rules, but we would have liked to know any of their local specific favorite spots or more detailed check in/check out. Worked out nicely for our family. "
United States
Carrie K.
The price is HK$1,401
HK$2,838 total
includes taxes & fees
17 Dec - 18 Dec
Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.
TV
Sail Away

Apartment in Colonial Beach

9.8 out of 10, Exceptional, (9)
"Very clean and well kept. Pictures were accurate. I would stay here again. "
United States
Anne
The price is HK$918
HK$2,272 total
includes taxes & fees
8 Dec - 9 Dec
Sail Away
3 bedrooms, iron/ironing board, WiFi, bed sheets
Welcoming 3-bedroom townhome with AC in Waldorf

Holiday Home in Waldorf

10.0 out of 10, Exceptional, (3)
"Location was perfect and the pool/ping pong table made it more enjoyable."
United States
pamela h.
The price is HK$1,254
HK$2,426 total
includes taxes & fees
6 Dec - 7 Dec
Welcoming 3-bedroom townhome with AC in Waldorf
Beach
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Holiday Home in Prince Frederick

10.0 out of 10, Exceptional, (8)
"Everything was amazing. "
United States
Lorie S.
The price is HK$1,595
HK$3,069 total
includes taxes & fees
7 Dec - 8 Dec
2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!
Microwave, coffee/tea maker, toaster, cookware/dishes/utensils
Cozy Winter 2BR Near DC • Fire Pit + Cocoa Bar

Apartment in Waldorf

2.0 star property
The price is HK$895
HK$1,782 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Winter 2BR Near DC • Fire Pit + Cocoa Bar
Outdoor dining
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.

Holiday Home in Prince Frederick

9.2 out of 10, Wonderful, (9)
"Got to go fishing, kayaking, and swimming in the pool. Had a great time, views are wonderful and it’s a peaceful environment. 10/10 would stay again."
United States
Timothy H.
The price is HK$2,241
HK$4,537 total
includes taxes & fees
6 Dec - 7 Dec
The Hidaway on the Patuxent River<br>Children allowed and welcomed to stay.
Fridge, microwave, oven, stovetop
Tranquil Modern Farmhouse

Holiday Home in Waldorf

9.4 out of 10, Exceptional, (6)
"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 HK$2,066
HK$4,516 total
includes taxes & fees
15 Dec - 16 Dec
Tranquil Modern Farmhouse
Exterior
Enjoyable 3-bedroom house in King George. 5 mins to Dahlgren Naval Base

Holiday Home in King George

The price is HK$805
HK$1,275 total
includes taxes & fees
9 Dec - 10 Dec
Enjoyable 3-bedroom house in King George. 5 mins to Dahlgren Naval Base
Fridge, microwave, oven, stovetop
Anne & Fred`s Leonardtown Home W/ Arcade room!

Apartment in Leonardtown

9.2 out of 10, Wonderful, (5)
"Nice place to stay. Perfect location for our needs. Suggest noting the hot and cold water flip upstairs, and to add a mirror in the hallway by outlet for blow dryer."
United States
Lauren A.
The price is HK$1,946
HK$4,508 total
includes taxes & fees
7 Dec - 8 Dec
Anne & Fred`s Leonardtown Home W/ Arcade room!
Fridge, microwave, oven, stovetop
Cozy Winter 4BR Near DC • Fire Pit + Cocoa Bar

Holiday Home in Waldorf

7.4 out of 10, Good, (3)
"At first glance I just knew this place was the vision of professional designer, but the host, Andre, said he just went with what he liked! Available day or night, Andre was the most pleasant young man, a wonderful host. We had a marvelous visit. It was so quiet here. The neighborhood was beautiful with lots of new shopping and dining closeby. They are centrally located to so many fabulous areas. MGM Grand in one direction and Colonial Beach (VA) going south. Anyone planning a trip to...
United States
Nicki P.
The price is HK$1,432
HK$2,664 total
includes taxes & fees
7 Dec - 8 Dec
Cozy Winter 4BR Near DC • Fire Pit + Cocoa Bar
Exterior
Come relax yourself a while

Apartment in Mechanicsville

The price is HK$1,926
HK$4,568 total
includes taxes & fees
6 Dec - 7 Dec
Come relax yourself a while
TV
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME

Holiday Home in Waldorf

2.0 star property
The price is HK$2,179
HK$4,281 total
includes taxes & fees
8 Dec - 9 Dec
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
Terrace/patio
Sail Away To

Apartment in Colonial Beach

9.4 out of 10, Exceptional, (12)
"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 HK$918
HK$2,272 total
includes taxes & fees
8 Dec - 9 Dec
Sail Away To
Microwave, oven, stovetop, dishwasher
4-bedroom house in wonderful Colonial Beach

Holiday Home in Colonial Beach

The price is HK$2,335
HK$4,980 total
includes taxes & fees
4 Jan - 5 Jan 2026
4-bedroom house in wonderful Colonial Beach
Exterior
The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly

Holiday Home in Colonial Beach

10.0 out of 10, Exceptional, (14)
"This house is lovely with the host being amazing. All of our questions were answered with a friendly response.The location to the water, shops, and restaurants is perfect. "
United States
LaVerne P.
The price is HK$3,202
HK$6,378 total
includes taxes & fees
22 Dec - 23 Dec
The Lyellton House: 6 Bd 4Ba - Steps to Shops & Shore - Pet Friendly
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

Best Western La Plata Inn

Best Western La Plata Inn

10/10 Excellent
"Nice property "
Tim 2-night trip
Posted 2 days ago
Best Western La Plata Inn

Find out more about Charlotte Hall

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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?

Coastal Charm and Convenience: Luxurious 5-Bedroom Just Steps From Downtown: This holiday home rental outside of Charlotte Hall is on a river, and equipped with air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, 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 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.