Middle Haddam Vacation Rentals

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Vacation Rentals in Middle Haddam

Phenomenal One Bedroom Cottage in Historic Old Lyme, Connecticut

Old Lyme CT

With a stay at this vacation home in Old Lyme, you'll be within a 15-minute walk of Old Lyme Historical Society and Connecticut River.

Steps to the Beach, Cozy Year Round Cottage 🐾 Pet Friendly

Old Saybrook CT

Located in Old Saybrook (Saybrook Manor), this vacation home is within a 5-minute drive of Saybrook Country Barn and Harvey's Beach.

Perfect Shoreline Stay – Walk to Beach, Dine, Shop & Play!

Westbrook CT

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

New Madison beach house - Ocean front- Great views- booking Summer 2026

Madison CT

With a stay at this vacation home in Madison, you'll be on the beach, within a 15-minute drive of Hammonasset Beach State Park and Madison Green Historic District.

NEW Coastal Cottage 2 Miles to Beach + Lake Access

Clinton CT

With a stay at this vacation home in Clinton, you'll be within a 5-minute drive of Hammonasset Beach State Park and Chamard Vineyards.

🌾Welcoming Tiny Home! Downtown & Beachy☀️

Guilford CT

With a stay at this vacation home, you'll be centrally located in Guilford, within a 15-minute drive of Hammonasset Beach State Park and Guilford Town Green.

“3BR Home Near Wesleyan & Downtown Middletown

Middletown CT

$256 nightly

$290 total

Aug 31 - Sep 1

Total with taxes and fees

With a stay at this vacation home in Middletown (Washington Street Historic District), you'll be within a 10-minute walk of Wesleyan University and Kidcity Children's Museum.

TREETOPS house! AUG openings! A Reunion/Retreat estate! Seasonal POOL! Sleeps 12

Guilford CT

With a stay at this vacation home, you'll be centrally located in Guilford, within a 15-minute drive of Hammonasset Beach State Park and Guilford Town Green.

Charming beach home, complete with pool & cozy guest house!

Clinton CT

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

Amazing Lakefront Property

Middlefield CT

With a stay at this vacation home in Middlefield, you'll be on the waterfront, just steps from Beseck Lake and a 3-minute drive from Mount Higby Reservoir.

Cozy dog friendly updated house in quiet village adjacent to park

Northford CT

Located in Northford, this vacation home is in a rural location, a 4-minute drive from Rosabianca Vineyards and 6 minutes from Gouveia Winery.

NEW-Another Fun Downtown Location 1st floor

Southington CT

A stay at this vacation home places you in the heart of Southington, a 1-minute drive from Southington Public Library and 5 minutes from Crystal Bees.

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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.