Kennedyville Vacation Rentals

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Vacation Rentals in Kennedyville

Nancy’s Touch, A Waterfront Paradise!

North East MD

With a stay at this vacation home in North East, you'll be on the waterfront, within a 15-minute drive of Chesapeake Bay and Roachs Shore.

Kitchen

Washer

Sailor's Sunrise Cottage - Chesapeake Bay

Perryville MD

When you stay at this vacation home in Perryville, you'll be on the waterfront, within a 10-minute walk of Chesapeake Bay and Northern Chesapeake Bay.

Hot Tub

Kitchen

Charming 2-bedroom house in Aberdeen with WiFi and AC

Aberdeen MD

$85 nightly

$90 total

Jun 29 - Jun 30

Total with taxes and fees

Located in Aberdeen, this vacation home is a 4-minute drive from Kirk U.S. Army Health Clinic and 9 minutes from Ripken Stadium.

Washer

Dryer

Welcome to Bayside Breeze! One Block From Town Beach, Walk to Waterfront Dining

Rock Hall MD

When you stay at this vacation home in Rock Hall, you'll be near the beach, within a 5-minute walk of Chesapeake Bay and Ferry Park.

Kitchen

Washer

Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views

Middle River MD

Located in Middle River, this vacation home is on the waterfront, within a 15-minute drive of Johns Hopkins Medicine and White Marsh Mall.

Kitchen

Pet friendly

Chesapeake Bay House with Dock & Private Beach

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 10-minute drive of Chesland Park and Brantwood Park.

Kitchen

Washer

Serene Waterfront Cottage with dock and gorgeous views.

Rock Hall MD

With a stay at this vacation home in Rock Hall, you'll be on the waterfront, within a 10-minute drive of Chesapeake Bay and The Mainstay.

Kitchen

Washer

Cozy home w/fenced in yard-Dog Friendly with Pet fee. 2 block walk to downtown!

Havre De Grace MD

With a stay at this vacation home, you'll be centrally located in Havre De Grace, within a 5-minute drive of Chesapeake Bay and Harford Memorial Hospital.

Kitchen

Washer

Waterfront Estate w Private Pier, Game Room & Bar

Centreville MD

When you stay at this vacation home in Centreville, you'll be on the beach and 10 minutes by car from Earle Landing.

Kitchen

Washer

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Perryville MD

When you stay at this vacation home in Perryville, you'll be on the waterfront, just steps from Chesapeake Bay and Northern Chesapeake Bay.

Hot Tub

Kitchen

Hook Wine & Sinker~sleeps 14 to 16 water views!!!

Chesapeake City MD

A stay at this vacation home places you in the heart of Chesapeake City, steps from Chesapeake City Bridge and South Chesapeake City Historic District.

Kitchen

Washer

Lovely Home in Chestertown - Free EV Charging for guests

Chestertown MD

With a stay at this vacation home in Chestertown, you'll be a 1-minute walk from Kings Town Park and 13 minutes by foot from Historical Society of Kent County Maryland.

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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.