Middletown Vacation Rentals

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Vacation Rentals in Middletown

Beachfront Sunsets on the Water at Oakwood Beach

Salem NJ

Located in Salem, this vacation home is on the waterfront, a 4-minute drive from Salem River Wildlife Management Area and 10 minutes from Salem Medical Center.

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

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

Farm with sheep - HotTub - Swing set - Pool Table

Earleville MD

With a stay at this vacation home in Earleville, you'll be within a 5-minute drive of Chesapeake Bay and Northern Chesapeake Bay.

Hot Tub

Kitchen

Charming 3-bedroom house with AC and WiFi in lovely Wilmington

Wilmington DE

With a stay at this vacation home in Wilmington (Hilltop), you'll be within a 15-minute drive of Wilmington Riverwalk and Christiana Mall.

Washer

Dryer

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville MD

With a stay at this vacation home in Perryville, you'll be on the waterfront, within a 5-minute drive of Chesapeake Bay and Chestnut Point Estates and Marina.

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

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤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

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

Cozy on the Hill. Close to Riverfront, Brandywine park and great food

Wilmington DE

With a stay at this vacation home in Wilmington (Hilltop), you'll be within a 15-minute drive of Wilmington Riverwalk and Delaware Park Racetrack and Slots.

Kitchen

Free WiFi

Elegant Family Stay • Quiet Neighborhood • Comfort

New Castle DE

With a stay at this vacation home in New Castle, you'll be within a 15-minute drive of Christiana Mall and Frightland.

Kitchen

Washer

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Newark DE

With a stay at this vacation home in Newark, you'll be within a 10-minute drive of Christiana Mall and University of Delaware.

Kitchen

Washer

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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.