A large steel bridge spanning a river, surrounded by trees and buildings.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Middletown cottages

House (1 Bedroom) | Interior

Hike & Fish: Outdoor Retreat Near Trails

Hike & Fish: Outdoor Retreat Near Trails
3.0 star property
Westbrookville
The price is ₹23,300
₹39,683 total
includes taxes & fees
21 Jul - 22 Jul
Hike & Fish: Outdoor Retreat Near Trails
Cottage (2 Bedrooms) | Interior

Hudson Valley Retreat w/ Pool Near Greenwood Lake

Hudson Valley Retreat w/ Pool Near Greenwood Lake
3.0 star property
Monroe
10.0 out of 10, Exceptional, (3 reviews)
"fantastic accommodations"
United States
David
The price is ₹20,411
₹49,738 total
includes taxes & fees
6 Aug - 7 Aug
Hudson Valley Retreat w/ Pool Near Greenwood Lake
House (4 Bedrooms) | Interior

Hike, Ski & Explore: Otisville Retreat w/ Yard!

Hike, Ski & Explore: Otisville Retreat w/ Yard!
3.0 star property
Otisville
The price is ₹32,061
₹69,580 total
includes taxes & fees
21 Jul - 22 Jul
Hike, Ski & Explore: Otisville Retreat w/ Yard!
House (4 Bedrooms) | Interior

Family Home Close to Warwick, 5 Mi to Lake!

Family Home Close to Warwick, 5 Mi to Lake!
3.0 star property
Monroe
The price is ₹29,751
₹70,297 total
includes taxes & fees
2 Aug - 3 Aug
Family Home Close to Warwick, 5 Mi to Lake!
House (5 Bedrooms) | Interior

Sparrow Bush Retreat w/ Pool & Screened Porch

Sparrow Bush Retreat w/ Pool & Screened Porch
3.0 star property
Sparrow Bush
The price is ₹35,142
₹79,727 total
includes taxes & fees
16 Aug - 17 Aug
Sparrow Bush Retreat w/ Pool & Screened Porch
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

Sleep Inn & Suites Monroe - Woodbury

Sleep Inn & Suites Monroe - Woodbury

10/10 Excellent
"Good breakfast options, Tesla chargers right on property, friendly staff."
Claudia 1-night trip
Posted 3 hours ago
Sleep Inn & Suites Monroe - Woodbury

Find out more about Middletown

Middletown Cottages information

Number of reviews
3
Accommodation
84 Cottages
Lowest Price
₹39,683
Highest Price
₹79,727

Frequently asked questions

Why book your cottage in Middletown with Expedia?
We think a getaway should be a walk in the park, so if you're seeking cottages in Middletown at a competitive rate, Expedia has got your back. Keep costs down and select an inexpensive option far from the downtown buzz, or splurge on a 5-star cottage to spoil your loved ones.
How can I find cheap cottages in Middletown?
With Expedia's useful filter tool, sourcing cheap cottages in Middletown is a cinch. To discover accommodation that'll make your wallet smile, narrow down your search by budget, amenities and star rating.
What is there to do in Middletown near my cottage?
If you'd like to see the sights of Middletown, be sure to visit Orange County Fair Speedway. It's a hit among visitors and locals alike.