Photo by Simmie Reagor
Search Cottages in Middletown
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 104 Cottages in Middletown with updated reviews, rates, and availability.

Charming 3-bedroom cottage in Old Saybrook with WiFi and AC
Charming 3-bedroom cottage in Old Saybrook with WiFi and AC

Charming 3-bedroom cottage short walk to Chalker Beach
Charming 3-bedroom cottage short walk to Chalker Beach

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets
9.2 out of 10, Wonderful, (23)
The price is AED 327
AED 639 total
includes taxes & fees
1 Apr - 2 Apr

The gardners Cottage 1 mile from long Island Sound - pet friendly
The gardners Cottage 1 mile from long Island Sound - pet friendly
10.0 out of 10, Exceptional, (13)

Enchanted Waterfront Cottage
Enchanted Waterfront Cottage
9.0 out of 10, Wonderful, (19)

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round
9.8 out of 10, Exceptional, (107)

Charming Westbrook Cottage, Steps to Private Beach
Charming Westbrook Cottage, Steps to Private Beach
10.0 out of 10, Exceptional, (2)

Cozy cottage near downtown Clinton, Marina & Hammonasset Park
Cozy cottage near downtown Clinton, Marina & Hammonasset Park
10.0 out of 10, Exceptional, (70)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Middletown

Postcard Cabins Machimoodus
Postcard Cabins Machimoodus
10.0 out of 10, Exceptional, (7)
The price is AED 496
AED 570 total
includes taxes & fees
29 Apr - 30 Apr

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included
9.0 out of 10, Wonderful, (88)

Large Charming Historic House close to Beaches
Large Charming Historic House close to Beaches
9.6 out of 10, Exceptional, (23)
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.
Recent reviews of Middletown hotels
Recent reviews of Middletown hotels

Hilton Garden Inn Hartford North/Bradley Int'l Airport
5/5 Excellent
"Easy check in, staff was very friendly. Clean, convenient location."
A verified traveler stayed at Hilton Garden Inn Hartford North/Bradley Int'l Airport
Posted 20 hours ago