Middletown Cottages

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Cottages in Middletown

Quarry Landing - Center of Town & River View - 3 Bedroom

Port Deposit MD

$239 nightly

$253 total

Mar 10 - Mar 11

Total with taxes and fees

A stay at this cottage places you in the heart of Port Deposit, a 1-minute drive from Susquehanna River and 6 minutes from Hollywood Casino.

Kitchen

Washer

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville MD

Located in Earleville, this cottage is in a rural location, within a 15-minute drive of Earleville Wildlife Management Area and Earleville Wildlife Management Area.

Kitchen

Washer

Waterfront cottage in historic Charlestown, Maryland

Charlestown MD

With a stay at this cottage in Charlestown, you'll be just steps from Fair Green Park and Charlestown Town Hall.

Kitchen

Washer

Long Beach Cottage, (romantic couple’s getaway)

Charlestown MD

When you stay at this cottage in Perryville, you'll be near the beach, within a 15-minute walk of Charlestown Town Hall and Fair Green Park.

Kitchen

Washer

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton MD

Located in Elkton, this cottage is on the waterfront, a 5-minute drive from Chesland Park and 9 minutes from Chesapeake City Bridge.

Kitchen

Washer

Walk to Town & River: Charming Home in North East!

North East MD

Located in North East, this cottage is a 2-minute drive from Upper Bay Museum and 5 minutes from Milburn Stone Theater.

Kitchen

Parking included

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Charlestown MD

With a stay at this cottage in Perryville, you'll be within a 15-minute walk of Charlestown Town Hall and Fair Green Park.

Washer

Dryer

Charming Cottage - Northeast River / Chesapeake Bay

Perryville MD

With a stay at this cottage in Perryville, you'll be steps from Craft Haven Marina and a 1-minute drive from Chestnut Point Estates and Marina.

Kitchen

Washer

Thunder Hill Retreat - Spacious/Deck/Hot tub

Lincoln University PA

$412 nightly

$455 total

Mar 9 - Mar 10

Total with taxes and fees

This cottage is 11.1 mi (17.9 km) from University of Delaware and 3.9 mi (6.3 km) from Lower Chrome Serpentine Barrens.

Hot Tub

Kitchen

Eastern shore beachfront cottage with stunning sunset views!

Worton MD

Located in Worton, this cottage is on the waterfront, within a 10-minute drive of Betterton Community Park and Betterton Historic District.

Kitchen

Washer

Be persuaded to experience this vintage cottage by the Sassa

Galena MD

Located in Galena, this cottage is on a river, within a 10-minute drive of Galena Town Hall and Galena Town Park.

Kitchen

Washer

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton MD

With a stay at this cottage in Elkton, you'll be within a 10-minute drive of Chesland Park and Chesapeake City Bridge.

Pool

Kitchen

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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.