Westport Cottages

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Cottages in Westport

Adorable Beach Cottage

Milford CT

When you stay at this cottage in Milford, you'll be near the beach, within a 5-minute drive of Walnut Beach and The Coastal Center at Milford Point.

Charming 3 Bedroom Beach Front Cottage

Milford CT

When you stay at this cottage in Milford, you'll be on the beach, within a 15-minute drive of Yale University and Yale-New Haven Hospital.

Trendy 1 bedroom +loft apartment w/ parking

Stamford CT

A stay at this cottage places you in the heart of Stamford, within a 15-minute walk of E. Gaynor Brennan Golf Course and Stamford Hospital.

Escape to 'River Cottage. Ready for hiking, fishing, or a peaceful break?

Weston CT

With a stay at this cottage in Weston, you'll be within a 15-minute drive of Trout Brook Valley State Park Reserve and Westport Historical Society.

Cos Cob Cottage- Full Kitchen, Pet Friendly

Greenwich CT

With a stay at this cottage in Cos Cob, you'll be within a 15-minute walk of Mianus Park and Bush Holley House Museum.

Charming Fairfield Beach 3BR 2BA Cottage By The Sea

Fairfield CT

With a stay at this cottage in Fairfield (Fairfield Beach), you'll be within a 10-minute walk of Fairfield Beach and Penfield Beach.

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

Bethel CT

Located in Bethel, this cottage is a 5-minute drive from Blue Jay Orchards and 6 minutes from Bethel Plaza Shopping Center.

Riverfront Cottage-Heated Pool-Hot Tub-Fireplace 35minutes from New York City

Greenwich CT

$875 nightly

$991 total

Dec 20 - Dec 21

Total with taxes and fees

With a stay at this cottage in Greenwich, you'll be within a 10-minute drive of Purchase College and Greenwich Hospital.

Beautiful Waterfront Sunsets Beach Cottage Studio Private Winery Brewery 1hr NYC

Northport NY

When you a stay at this cottage in Northport, you'll be on the beach, within a 5-minute walk of Cow Harbor Park and Northport Village Park.

Beachfront Connecticut Retreat w/ Views!

Milford CT

With a stay at this cottage in Milford, you'll be a 2-minute walk from Silver Sands State Park and 10 minutes by foot from Port Milford.

Charming Studio-Cottage with WiFi & TV free parking in Greenwich

Greenwich CT

With a stay at this cottage in Cos Cob, you'll be within a 5-minute drive of Bush Holley House Museum and Putnam Cottage.

A Hidden Gem! Cozy Cottage with huge Pool & Garden! 8 guest - 4 bedrooms-2 baths

Port Jefferson Station NY

With a stay at this cottage in Port Jefferson Station, you'll be within a 10-minute drive of Stony Brook University and Argen Medicial.

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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.