Middletown Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Middletown

1-bedroom cottage with Grove Beach 🏖️ access.

Clinton CT

$197 nightly

$222 total

Sep 15 - Sep 16

Total with taxes and fees

With a stay at this cottage in Clinton, you'll be within a 10-minute drive of Hammonasset Beach State Park and Clinton Plaza Shopping Center.

Kitchen

Air conditioning

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

Westbrook CT

With a stay at this cottage in Westbrook (Westbrook Center), you'll be within a 15-minute drive of Hammonasset Beach State Park and Westbrook Town Beach.

Kitchen

Washer

Enchanted Waterfront Cottage

Old Lyme CT

With a stay at this cottage in Old Lyme, you'll be on a lake, just steps from Rogers Lake and a 4-minute drive from Beckett Hill State Park.

Kitchen

Pet friendly

Cozy cottage near downtown Clinton, Marina & Hammonasset Park

Clinton CT

With a stay at this cottage in Clinton, you'll be within a 5-minute drive of Hammonasset Beach State Park and Indian River Marina.

Kitchen

Washer

Waterfront! Brand New Cozy Cottage in Old Lyme, CT

Old Lyme CT

With a stay at this cottage in Old Lyme, you'll be a short 4-minute walk from Rogers Lake and within 4 minutes by car from Florence Griswold Museum.

Kitchen

Washer

2 Mi to Dtwn: 2-acre Retreat w/ Large Yard!

Madison CT

With a stay at this cottage in Madison, you'll be within a 5-minute drive of Hammonasset Beach State Park and Allis-Bushnell House and Museum.

Kitchen

Parking included

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT

Located in Westbrook, this cottage is by the ocean, a 5-minute drive from Clinton Plaza Shopping Center and 6 minutes from Adam Stanton House and General Store Museum.

Kitchen

Washer

Lakeview Carriage House with Spectacular Sunset Views

East Hampton CT

$269 nightly

$304 total

Sep 7 - Sep 8

Total with taxes and fees

With a stay at this cottage in East Hampton (Lake Pocotopaug), you'll be a 1-minute drive from Lake Pocotopaug and 7 minutes from Lake Terramuggus.

Kitchen

Washer

Wonderful location, walk to beach, private yard, Voted #1 in town by AB&B

old saybrook CT

With a stay at this cottage, you'll be centrally located in Old Saybrook, within a 15-minute drive of Hammonasset Beach State Park and Saybrook Country Barn.

Kitchen

Washer

Beach duplex—2 full homes with private access, backyard, and ocean views!

Clinton CT

When you stay at this cottage in Clinton, you'll be near the beach, within a 5-minute drive of Clinton Plaza Shopping Center and Adam Stanton House and General Store Museum.

Kitchen

Washer

Beachfront Cottage with panoramic views of Long Island Sound in Madison CT

Madison CT

With a stay at this cottage in Madison, you'll be on the beach, within a 5-minute drive of Hammonasset Beach State Park and East Wharf Beach Park.

Kitchen

Washer

Breathtaking Private, Lakefront Retreat.

Lebanon CT

Located in Lebanon, this cottage is on the waterfront, within a 15-minute drive of Mono Pond State Park and Amston Lake.

Kitchen

Pet friendly

Don't see what you're looking for?

See all available properties in Middletown

View all properties

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.