Vacation rentals in Charlotte Hall

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Top-rated vacation rentals in Charlotte Hall

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Lusby

4.99 out of 5 average rating, 299 reviews

Riverfront Chalet Kayak/Canoe, pier, breakfast!

This is a two room above the garage apartment with a dedicated side entrance for guests separate from the main house by screens down and a barn door up. Once upstairs you have your own completely private space. Your mini fridge will always be stocked with an assortment of beverages and snacks as well as breakfast items. Enjoy, our kayaks, fire pit or sunset viewing on the pier. Lots of hiking and water sports abound in the area. A short drive south is beautiful Solomon’s island. Boaters welcome!

Feb 25 – Mar 4

$112 per night
Guest favorite

Guest suite in La Plata

4.88 out of 5 average rating, 214 reviews

Beautiful Rural Suite near Washington, D.C.

Enjoy a rural environment only 50 minutes outside of Washington, D.C., and 45 minutes away from Andrew's Air Force Base. Located in a quiet wooded neighborhood with horses, goats, ducks, and more this property allows children space to run and play. Stores are less than 10 minutes down the road. This is a perfect little haven, fully equipped with a kitchen and laundry facilities. Parking is available for boats and trailers. Please Note: Sunday check-in is at 4pm, unless requested otherwise.

Jul 9 – 16

$96 per night
Guest favorite

Cottage in Saint Leonard

4.99 out of 5 average rating, 101 reviews

Captain Jack's Bay Hideaway

This beach cottage sits just across the street from the Chesapeake Bay on the Western Shore. You'll have access to two private community beaches where you can sit, relax, and just enjoy the scenery. If you are an early riser, you can enjoy beautiful sun rises over the bay. If you search the sand, you might even find fossils, including shark teeth! Close proximity to Washington DC, Annapolis, and Baltimore. There are a lot of local restaurants and shopping. You will not be disappointed.

Sep 3 – 10

$134 per night

Popular amenities for Charlotte Hall vacation rentals

Stay near Charlotte Hall's top sights

Amish Farmers Market8 locals recommend
Tequila Grill & Cantina3 locals recommend
Old Line Pub5 locals recommend

Other great vacation rentals in Charlotte Hall

Guest favorite

Home in Lusby

5.0 out of 5 average rating, 110 reviews

Historic Rousby Hall, Waterfront, Patuxent River

Oct 20 – 27

$650 per night
Guest favorite

Tiny home in Saint Inigoes

4.98 out of 5 average rating, 292 reviews

Historic St.Mary's City at the Lazy Bear Cottage

Oct 13 – 20

$72 per night
Guest favorite

Cottage in Leonardtown

4.97 out of 5 average rating, 120 reviews

Beach Front and 'Perfectly Placed'

Jan 10 – 17

$136 per night
Guest favorite

Farm stay in Madison

4.98 out of 5 average rating, 159 reviews

Madison Nature Getaway

Aug 16 – 23

$108 per night
Guest favorite

Cabin in Mechanicsville

4.97 out of 5 average rating, 38 reviews

Cozy Country Cabin

Dec 23 – 30

$153 per night
Guest favorite

Guest suite in Bryantown

4.98 out of 5 average rating, 40 reviews

Beautiful countryside retreat within reach of DC

Sep 24 – Oct 1

$125 per night
Guest favorite

Guest suite in La Plata

4.93 out of 5 average rating, 45 reviews

Newly renovated apt. with new carpet & furnishings

Jun 15 – 22

$55 per night
Guest favorite

Home in Leonardtown

4.95 out of 5 average rating, 39 reviews

Old Bay Inn

Sep 25 – Oct 2

$115 per night
Guest favorite

Guest suite in Waldorf

4.86 out of 5 average rating, 72 reviews

Private Cozy Basement Suite

May 20 – 27

$87 per night
Guest favorite

Guesthouse in Pomfret

5.0 out of 5 average rating, 49 reviews

Adorable Large Efficiency Getaway Retreat

May 10 – 17

$95 per night
Guest favorite

Apartment in Leonardtown

4.94 out of 5 average rating, 33 reviews

Retreat at Fenwick

Sep 29 – Oct 6

$106 per night
Guest favorite

Guesthouse in Saint Leonard

4.97 out of 5 average rating, 76 reviews

Studio on the Bay.

Dec 22 – 29

$105 per night

Destinations to explore