Southold Cottages

Name: 'Grandma's Cottage' w/ Sunroom: Walk to Beach
Address: Old Saybrook

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Cottages in Southold

Beachside Twinhome: 2 Private Sides + Sunroom Escape for Friends & Family

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

1-bedroom cottage just 6 minutes from Clinton Crossing Premium Outlets

$173

includes taxes & fees

$153 per night

Mar 24 - Mar 25

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

Kitchen

Air conditioning

Charming Westbrook Cottage, Steps to Private Beach

With a stay at this cottage in Westbrook (Westbrook Center), you'll be within a 10-minute drive of Tanger Outlets and Crystal Lake Town Park.

Kitchen

Pet friendly

Charming Old Lyme Cottage, Steps to Private Beach!

When you stay at this cottage in Old Lyme, you'll be near the beach and within a 5-minute drive of Rocky Neck State Park.

Kitchen

Air conditioning

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

When you stay at this cottage in Cutchogue, you'll be near the beach, within a 5-minute drive of Bedell Cellars and Pindar Vineyards.

Kitchen

Washer

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Located in Greenport (Pipes Cove), this cottage is within a 15-minute walk of Railroad Museum of Long Island and East End Seaport Maritime Museum.

Kitchen

Washer

Location and views! Located directly on Shinnecock Bay!

With a stay at this cottage in Southampton, you'll be on the waterfront, within a 15-minute drive of The Hamptons Beaches and Shinnecock Nation Cultural Center and Museum.

Kitchen

Washer

Adorable New England Cottage, 2 min walk to Beach 🏖️, Available year round

With a stay at this cottage in Westbrook (Westbrook Center), you'll be within a 5-minute drive of Chalker Beach and Westbrook Town Beach.

Kitchen

Washer

Enchanted Waterfront Cottage

Located in Old Lyme, this cottage is on a lake, within a 5-minute drive of Beckett Hill State Park and Florence Griswold Museum.

Kitchen

Pet friendly

Classic Cottage in Best Private Community in Old Lyme CT.

When you stay at this cottage in Old Lyme, you'll be near the beach and 8 minutes by car from Florence Griswold Museum.

Kitchen

Washer

Orient Village — Historic Bayfront Cottage — 2025 Season

$300

includes taxes & fees

$286 per night

Apr 10 - Apr 11

With a stay at this cottage in Orient, you'll be on the beach, just steps from Oysterponds Historical Society and a 2-minute drive from Island's End Golf & Country Club.

Kitchen

Washer

'Grandma's Cottage' w/ Sunroom: Walk to Beach

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

Kitchen

Pet friendly

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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.