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Compare 21 Cottages in Middletown with updated reviews, rates, and availability.

Other property types in Middletown

1 bedroom, WiFi, bed sheets
Oaxaca, a private room with private entrance
9.0 out of 10, Wonderful, (8)
"Ms Laura is such a great hostess. The room is so comfy and clean. We hope to stay again.. :)"
The price is $75
$115 total
includes taxes & fees
May 28 - May 29
Oaxaca, a private room with private entrance
Beach nearby, sun loungers
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Pool
Historic Chesapeake City Stay
8.0 out of 10, Very Good, (1)
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is $120
$237 total
includes taxes & fees
May 27 - May 28
Historic Chesapeake City Stay
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.

Middletown Cottages information

Number of reviews
161
Accommodation
21 Cottages
Lowest Price
$209
Highest Price
$295

Frequently asked questions

Why book your cottage in Middletown with Expedia?
Reserving a cottage in Middletown is as simple as clicking on your travel dates and selecting an ideal place for a vacation in the outdoors. From luxurious retreats to budget-friendly stays and cottages that feature perks like a hot tub, Expedia has something for all tastes. As for the best deals around? We have them too!
How can I find cheap cottages in Middletown?
The best way to find cheap cottages in Middletown is with Expedia’s handy filter tool. Narrow down your search by star rating, budget and amenities to nab unbeatable prices in a couple of clicks.
What is there to do in Middletown near my cottage?
Middletown has enough experiences and activities to keep you going for weeks, beginning with Lums Pond State Park. Frightland, Back Creek Golf Club and Frog Hollow Golf Club are other awesome attractions. If you’re in town for longer, Historic Houses of Odessa and Dutch Country Farmers Market will cap off your itinerary nicely.

Recent reviews of Middletown hotels
Expedia verified reviews

SureStay Plus Hotel by Best Western Brandywine Valley

SureStay Plus Hotel by Best Western Brandywine Valley

5/5 Excellent
"This hotel is really old, tiny bathroom, towels have seen better days. It needs an update. "
A verified traveler from Annapolis stayed at SureStay Plus Hotel by Best Western Brandywine Valley
Posted 21 hours ago
SureStay Plus Hotel by Best Western Brandywine Valley