Middletown Vacation Rentals

Name: Island Vibes Home
Address: Windsor

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Vacation Rentals in Middletown

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

When you stay at this vacation home in Clinton, you'll be near the beach and 11 minutes by foot from Clinton Town Beach.

Charming Castle Cottage

With a stay at this vacation home in Cobalt, you'll be within a 5-minute drive of Connecticut River and Arrigoni Winery.

Spacious, beautiful home. 5-min walk to beach. 1 min to Water's Edge Resort!

With a stay at this vacation home in Westbrook (Westbrook Center), you'll be a 5-minute drive from Westbrook Town Beach and 5 minutes from Tanger Outlets.

Amazing Waterfront, Private Sandy Beach 🏖Hot Tub, Gorgeous Sunsets

With a stay at this vacation home, you'll be centrally located in Branford, within a 10-minute drive of Stony Creek Brewery and Polished.

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Located in Bloomfield, this vacation home is within a 15-minute drive of XL Center and Connecticut Convention Center.

Cozy Escape - Stunning Waterfront Home!

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

Gorgeous 3 Bedroom House - 9 mins to Hartford, Connecticut

$144

per night

Apr 28 - Apr 29

With a stay at this vacation home in West Hartford, you'll be within a 10-minute drive of XL Center and Connecticut Convention Center.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

$500

per night

Apr 26 - Apr 27

Located in Durham, this vacation home is a 3-minute drive from Millers Pond State Park and 10 minutes from Dooley Pond Public Access.

Summer at the Haddam House

When you a stay at this vacation home in Haddam, you'll be on the waterfront, just steps from Eagle Landing State Park and Connecticut Valley Railroad State Park Trail.

Pet-Friendly Connecticut Retreat Near Skiing!

Located in Waterbury, this vacation home is within a 5-minute drive of Carrie Welton Fountain and Palace Theatre.

New!Quaint & Convenient Hideaway: Great Location

With a stay at this vacation home in East Hartford, you'll be within a 10-minute drive of Connecticut Convention Center and XL Center.

Island Vibes Home

With a stay at this vacation home in Windsor, you'll be within a 10-minute drive of Connecticut Convention Center and XL Center.

Pet friendly

Free WiFi

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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.