Middletown Vacation Rentals

Name: Elegant Family Stay • Quiet Neighborhood • Comfort
Price range: $352 total

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Vacation Rentals in Middletown

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

Sunset River Cottage

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Chesland Park and Elk Forest Wildlife Management Area.

Hot Tub

Kitchen

* NEWLY RENOVATED** Escape to a Beautiful Getaway on the Chesapeake Bay

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.

Hot Tub

Kitchen

Sunset River Shack -amazing waterfront view

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Chesland Park and Elk Forest Wildlife Management Area.

Chesapeake Bay House with Dock & Private Beach

Elkton MD

Located in Elkton, this vacation home is on the waterfront, within a 15-minute drive of Chesland Park and Chesapeake City Bridge.

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

Super cute 3 bedroom remodeled townhouse near downtown 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.

Kitchen

Washer

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

Middletown DE

With a stay at this vacation home in Middletown, you'll be within a 5-minute drive of Middletown Historic District and The Everett Annex.

Kitchen

Washer

A Scandinavian BeachRiver haven offering a truly one-of- a kind escape.

Salem NJ

With a stay at this vacation home in Salem, you'll be within a 15-minute drive of Salem River Wildlife Management Area and Salem Medical Center.

Hot Tub

Kitchen

Captivating Chesapeake experience

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.

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.

Elegant Family Stay • Quiet Neighborhood • Comfort

New Castle DE

$341 nightly

$352 total

Apr 28 - Apr 29

Total with taxes and fees

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

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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.