Chesapeake Ranch Estates-Drum Point Vacation Rentals

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Vacation Rentals in Chesapeake Ranch Estates-Drum Point

Spacious 6-Bedroom Solomons Island Retreat • Walk to Waterfront & Shops

Solomons MD

A stay at this vacation home places you in the heart of Solomons, within a 5-minute walk of J.C. Lore Oyster House and Solomons Yachting Center.

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks

Woolford MD

Located in Woolford, this vacation home is in a rural location, within a 10-minute drive of Blackwater National Wildlife Refuge and Harriet Tubman Underground Railroad National Historical Park.

2 blocks from Bay! Community beach! Boat launch! Kayak! Hike! Fossil Hunt!

Prince Frederick MD

$372 nightly

$394 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in Prince Frederick, you'll be just steps from Chesapeake Bay and Northern Chesapeake Bay.

Shewell's A-Frame on Mill Creek

Lusby MD

Located in Lusby, this vacation home is within a 5-minute drive of Drum Point Lake and Chesapeake Bay.

Stunning Chesapeake view from almost ever room, private 15 home community beach, fossils, 450 pier

Port Republic MD

When you a stay at this vacation home in Port Republic, you'll be on the beach, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Discover tranquility near Calvert Cliffs

Saint Leonard MD

Located in St. Leonard, this vacation home is on the waterfront, within a 10-minute drive of Perigeaux Vineyards and Winery and Jefferson Patterson Park and Museum.

Midcentury Modern Lake House, gorgeous views, deck, 4-bedrooms in Lusby/Solomons

Lusby MD

Located in Lusby, this vacation home is a 5-minute drive from Chesapeake Bay and 6 minutes from Chesapeake Hills Golf Course.

Kick back and enjoy the Chesapeake & this 3-bedroom, relaxing, stylish space.

Prince Frederick MD

$344 nightly

$365 total

Dec 17 - Dec 18

Total with taxes and fees

Located in Prince Frederick, this vacation home is near the beach, within a 5-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock

Woolford MD

A stay at this vacation home places you in the heart of Woolford, and within a 15-minute drive of Blackwater National Wildlife Refuge.

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Cambridge MD

With a stay at this vacation home in Cambridge, you'll be on the waterfront, and 6.1 mi (9.9 km) from Christ Rock Park and 6.5 mi (10.5 km) from Snows Turn Park.

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

Drayden MD

With a stay at this vacation home in Drayden, you'll be on the beach, and 5.2 mi (8.3 km) from Dennis Point Marina and 7.7 mi (12.4 km) from Cecil's Old Mill.

Waterfront Family Retreat with gorgeous views and a large Deepwater Dock. 5' MLW

Cambridge MD

Located in Cambridge, this vacation home is on the waterfront, within a 15-minute drive of Spocott Windmill and Chesapeake Bay.

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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.