Bright colors of autumn. View above. Road in the forest. Middletown, Connecticut

Search Middletown Cottage Rentals from CA $350

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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Middletown cottages

Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (45 reviews)
"The place was super cozy and the host was wonderful! "
United States
Philip L.
The price is CA $189
CA $350 total
includes taxes & fees
Jun 26 - Jun 27
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is CA $203
CA $444 total
includes taxes & fees
Jun 22 - Jun 23
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
House (3 Bedrooms) | Interior

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
The price is CA $247
CA $455 total
includes taxes & fees
Jun 21 - Jun 22
Privet Farm cottage with AC and Deck in charming Salem Connecticut
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

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

10/10 Excellent
"It was a lovely hotel stay. They friendly staff made sure that that had everything promised & more."
Taylor 2-night trip
Posted less than an hour ago
Omni New Haven Hotel at Yale

Find out more about Middletown

Middletown Cottages information

Number of reviews
61
Accommodation
116 Cottages
Lowest Price
CA $350
Highest Price
CA $455

Frequently asked questions

Why book your cottage in Middletown with Expedia?
We think that vacays should be stress-free, so if you're seeking cottages in Middletown at a nice price, Expedia can help. Keep the budget under control and opt for a thrifty option surrounded by nature, or splurge on an upmarket cottage to spoil your loved ones.
How can I find cheap cottages in Middletown?
Expedia is here to help you locate cheap cottages in Middletown. To reserve a fantastic stay in a matter of clicks, simply use our handy filter tool to refine your search by budget, amenities and star rating.
What is there to do in Middletown near my cottage?
After you've settled into your hotel, set out and explore the incredible things Middletown has on offer. Kidcity Children's Museum is a great attraction to add to your itinerary.

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