Southern Maryland Holiday Homes

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Check availability on Holiday Homes in Southern Maryland

4 Sept - 5 Sept

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5 Sept - 6 Sept

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Featured Holiday Homes in Southern Maryland

Bay view from Calvert Cliffs, Solomons Island & State Park nearby

Lusby, MD

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During your stay at this holiday home, you'll be close to Seahorse Beach. Enjoy features like a water park and laundry facilities. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

Bay views with kayaks, bikes, fire pit, crabbing and more

Shady Side, MD

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During your stay at this holiday home, you'll be within walking distance of Shadyside Park. Enjoy features like laundry facilities and an arcade/games room. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing, MD

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During your stay at this holiday home, you'll be close to Upper Yough River. Features include an outdoor pool, 1 hot tub and laundry facilities. Free WiFi and a private pool are available in the holiday home.

Pool

Whirlpool

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

North Beach, MD

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During your stay at this holiday home, you'll be within walking distance of Bayside History Museum. Enjoy your stay with amenities like a kitchen and a patio in the holiday home.

Küche

Klimaanlage

Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp

Drayden, MD

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During your stay at this holiday home, you'll be close to Dennis Point Marina. You'll find features such as laundry facilities. Free WiFi and a kitchen are available in the holiday home.

Küche

Waschmaschine

Waterfront Wildlife Retreat auf dem Patuxent River

Lusby, MD

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Our customers tell us that they can't get enough of the helpful staff at this holiday home. During your stay, you'll be close to Calvert Marina. You'll find features such as laundry facilities. Free WiFi and in-room jetted baths are available in the holiday home.

Küche

Waschmaschine

Wooded Hillside Retreat in Waldorf, MD - Top 10% and Guest favorite elsewhere

Waldorf, MD

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During your stay at this holiday home, you'll be close to Accokeek Neighborhood Park. Enjoy features like laundry facilities and an arcade/games room. The holiday home includes amenities such as free WiFi and in-room jetted baths.

Küche

Waschmaschine

Charming Waterfront Getaway with Private Dock

Lusby, MD

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During your stay at this holiday home, you'll be close to Seahorse Beach. Features include laundry facilities. The holiday home offers a kitchen and 2 bathrooms.

Küche

Waschmaschine

FAMILIENFREUNDLICHER CREEKSIDE-AUSFLUG - AUSBLICK UND GENIESSEN SIE DIE FAMILIENMOMENTE

Ridge, MD

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During your stay at this holiday home, you'll be close to Saint Jerome Beach. Enjoy features like laundry facilities and an arcade/games room. Enjoy your stay with amenities like a kitchen and 2.5 bathrooms in the holiday home.

Küche

Waschmaschine

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

Saint Leonard, MD

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During your stay at this holiday home, you'll be close to Perigeaux Vineyards and Winery. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

Bright and airy waterfront getaway

Benedict, MD

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During your stay at this holiday home, you're just a quick walk from Patuxent River. Free WiFi and a kitchen are available in the holiday home.

Küche

Kostenloses WLAN

The Blue Crab Beach House - Free beach passes

North Beach, MD

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Our customers tell us they can't get enough of this holiday home's great location. During your stay, you're just a quick walk from Bayside History Museum. Features include a water park and laundry facilities. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.

Küche

Waschmaschine

2 Mi to Lighthouse: Waterfront Home w/ Dock!

California, MD

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During your stay at this holiday home, you're just a quick walk from Patuxent River. Features include laundry facilities and an arcade/games room. Enjoy your stay with amenities like a kitchen and a washer/dryer in the holiday home.

Küche

Waschmaschine

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

Saint Leonard, MD

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During your stay at this holiday home, you'll be close to Cape Saint Marys Marina. Features include laundry facilities. The holiday home offers free WiFi and a kitchen.

Küche

Waschmaschine

Secluded Riverfront Retreat on 100+ Acre Farm in Mechanicsville, WiFi, AC, &More

Mechanicsville, MD

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During your stay at this holiday home, you'll be close to Long Point. Features include laundry facilities. The holiday home includes amenities such as free WiFi and a kitchen.

Küche

Waschmaschine

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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.