Wildewood Vacation Rentals

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Vacation Rentals in Wildewood

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

Prince Frederick MD

$372 nightly

$394 total

Dec 10 - Dec 11

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.

Kitchen

Washer

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.

Kitchen

Washer

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.

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.

Kitchen

Washer

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

Lusby MD

Located in Lusby, this vacation home is on a lake, a 1-minute drive from Chesapeake Bay and 6 minutes from Cove Point Park.

Game Themed Fun! Boats+Beach+King Bd+EV Chrgr

Montross VA

$430 nightly

$468 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

When you stay at this vacation home in Montross, you'll be on the beach and within a 5-minute drive of Cedar Island.

Belle of the Chesapeake Bay

Lusby MD

Located in Lusby, this vacation home is a 1-minute drive from Chesapeake Bay and 7 minutes from Cove Point Park.

Quaint fishing retreat on the lower Potomac Piney Pt

Piney Point MD

Located in Piney Point, this vacation home is on the waterfront, within a 5-minute drive of Potomac River and Piney Point Beach.

Stunning Water Front Home with Private Dock and Beach and Sunsets

Lusby MD

Located in Lusby, this vacation home is on the waterfront, a 1-minute drive from Vera's White Sands Marina and 9 minutes from BGE Field.

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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.