Search Middletown Cottage Rentals from CA $186

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Our top choices for Middletown cottages

1. Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (8 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $433
CA $651 total
includes taxes & fees
Nov 9 - Nov 10
Long Beach Cottage, (romantic couple’s getaway)

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

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (18 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $186
CA $285 total
includes taxes & fees
Nov 9 - Nov 10
Quarry Landing - Center of Town & River View - 3 Bedroom

3. Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (25 reviews)
"Great place to get away! Peaceful, serene with amenities to boast!"
United States
Arthur B.
The price is CA $325
CA $670 total
includes taxes & fees
Nov 9 - Nov 10
Thunder Hill Retreat - Spacious/Deck/Hot tub
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.

Learn more about Middletown

Stroll through the historic district where colonial-era buildings tell stories of the town's rich past. Nearby Thousand Acre Farm offers stunning waterfront views and local festivals where you can sample Delaware's famous peach pies.

A steel arch bridge over a river with surrounding trees and buildings.

Top reviews in Middletown

Frequently Asked Questions

Why book your cottage in Middletown with Expedia?

Expedia has some terrific cottages in Middletown, so start planning for a memorable vacay close to nature. If you have a set budget, select how much you'd like to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your plans or style of travel.

How can I find cheap cottages in Middletown?

Expedia can help you locate cheap cottages in Middletown. To lock in a fantastic stay in a few quick clicks, try out our convenient filter tool to tailor your search results by budget, star rating and amenities.

What is there to do in Middletown near my cottage?

Once you've unpacked your bags, venture out and discover the wonderful things Middletown has on offer. Frog Hollow Golf Club is a top attraction to add to your must-do list.

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