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

Search Middletown Cottage Rentals from CA $449

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Middletown cottages

Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (24 reviews)
"Everything was good. Had a great time."
United States
Todd H.
The price is CA $440
CA $883 total
includes taxes & fees
Aug 6 - Aug 7
Thunder Hill Retreat - Spacious/Deck/Hot tub
Property grounds

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, (14 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is CA $308
CA $449 total
includes taxes & fees
Jul 19 - Jul 20
Quarry Landing - Center of Town & River View - 3 Bedroom
Terrace/patio

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is CA $716
CA $1,029 total
includes taxes & fees
Aug 11 - Aug 12
Long Beach Cottage, (romantic couple’s getaway)
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.
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Top Middletown Hotel Reviews

Embassy Suites by Hilton Newark Wilmington South

Embassy Suites by Hilton Newark Wilmington South

10/10 Excellent
"Our 3 night stay at Embassy suites was a vacation not a hotel stay. Staff was friendly, professional, and helpful. The lobby/ atrium was stunning and that area as well as individual room smelled so fresh. Breakfast , complete with made to order omelette, was wonderful. We thoroughly enjoyed our stay and would recommend this hotel to everyone!"
Cynthia 3-night trip
Posted 1 hour ago
Embassy Suites by Hilton Newark Wilmington South

Find out more about Middletown

Middletown Cottages information

Number of reviews
44
Accommodation
24 Cottages
Lowest Price
CA $449
Highest Price
CA $1,029

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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