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Compare 108 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 with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (25)

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.
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Other property types in Middletown

Postcard Cabins Machimoodus
Postcard Cabins Machimoodus
10.0 out of 10, Exceptional, (7)
The price is AED 380
AED 585 total
includes taxes & fees
5 May - 6 May

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
10.0 out of 10, Exceptional, (128)

⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
⚓Capt Nathaniel Clarke Historic Homestead🤵Weddings👰Reunions❤Magnificent Yard🐕
9.8 out of 10, Exceptional, (128)
The price is AED 1,443
AED 2,697 total
includes taxes & fees
1 May - 2 May
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

Courtyard by Marriott Waterbury Downtown
5/5 Excellent
"Incredible staff and rooms! "
A verified traveler stayed at Courtyard by Marriott Waterbury Downtown
Posted 1 day ago