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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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Charlotte Hall vacation rentals

Property grounds

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
9.4 out of 10, Exceptional, (14 reviews)
"The owner was very nice "
United States
karen
The price is AED 624
AED 1,055 total
includes taxes & fees
18 Aug - 19 Aug
Peaceful Suite on the Water "Osprey." Sunrise over the river from your porch.
Property grounds

2. Bright and airy waterfront getaway

Bright and airy waterfront getaway
Benedict
9.8 out of 10, Exceptional, (21 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 AED 845
AED 1,406 total
includes taxes & fees
17 Aug - 18 Aug
Bright and airy waterfront getaway
TV, fireplace

3. 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, (4 reviews)
"Loved the location and the hosts' kindness and care."
United States
Nancy P.
The price is AED 493
AED 1,017 total
includes taxes & fees
18 Aug - 19 Aug
3-bedroom house in soothing Saint Leonard with AC for relaxing stays
Coffee/tea maker, fridge, microwave, oven

4. 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 AED 863
AED 2,095 total
includes taxes & fees
9 Aug - 10 Aug
Anne & Fred`s Leonardtown Home W/ Arcade room!
Beach

5. 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 AED 742
AED 1,414 total
includes taxes & fees
3 Sep - 4 Sep
Sail Away To
Pool

6. 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 AED 691
AED 1,874 total
includes taxes & fees
2 Sep - 3 Sep
Family Beach House: Spacious Deck, Grill & Views
Property grounds

7. 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 place is fantastic!!Great responsive owners! Fantastic location, perfectly stocked kitchen, comfy beds and bar none the cleanest place I’ve stayed!! The house is adorable and comfortable with a rocking fire pit. The location is walkable and yet quiet!Stay here!No notes!!"
United States
Amanda M.
The price is AED 361
AED 1,285 total
includes taxes & fees
12 Aug - 13 Aug
7 Min to Beach, Huge Yard, Fire Pit, BBQ, Beach Gear & Cornhole, by A Haven Away
TV

8. 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 AED 1,028
AED 2,254 total
includes taxes & fees
19 Aug - 20 Aug
Cozy 3-bedroom townhome in tranquil Waldorf. Your HOME away from HOME
Exterior

9. Plum Point Cottage #17

Plum Point Cottage #17
Huntingtown
The price is AED 1,001
AED 1,681 total
includes taxes & fees
9 Aug - 10 Aug
Plum Point Cottage #17
6 bedrooms, desk, iron/ironing board, travel crib

10. 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 AED 1,578
AED 3,070 total
includes taxes & fees
24 Aug - 25 Aug
Huge Farmstay w/ Pool, Animals, Pond, Event Barn, & Clubhouse w/ Game Room
Property grounds

11. Sail Away

Sail Away
Colonial Beach
10.0 out of 10, Exceptional, (12 reviews)
"we liked everything and location!!!"
United States
Shawn
The price is AED 500
AED 1,147 total
includes taxes & fees
26 Aug - 27 Aug
Sail Away
Dining

12. Charming 6BR Colonial Beach Retreat, Walk to the Beach

Charming 6BR Colonial Beach Retreat, Walk to the Beach
Colonial Beach
The price is AED 1,071
AED 2,672 total
includes taxes & fees
25 Aug - 26 Aug
Charming 6BR Colonial Beach Retreat, Walk to the Beach
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

Spark by Hilton Waldorf

Spark by Hilton Waldorf

8/10 Good
"Clean, simple, convenient."
John 1-night trip
Posted 2 hours ago
Spark by Hilton Waldorf

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?

Stunning Chesapeake views from almost ever room, private 15 home community beach, fossils, 450 pier,crabbing,fishing: Visitors like this Charlotte Hall vacation home rental. It is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Charlotte Hall?

While exploring the area, visit family-friendly sights like Fun Haven Golf, or get outside and enjoy nature at Western Regional Park. 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.