Chesterton Cottages

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Cottages in Chesterton

Cozy New Buffalo cottage with hot tub & fire pit. Short walk to downtown!

New Buffalo MI

Located in New Buffalo, this cottage is within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.

Hot Tub

Kitchen

Simple Cottage Set in the Woods by Lake Michigan

New Buffalo MI

Located in New Buffalo, this cottage is within a 15-minute drive of Lake Michigan and Indiana Dunes National Park.

Kitchen

Washer

Charming cottage with fast WiFi, fire pit, above-ground pool, & huge sunroom

New Buffalo MI

With a stay at this cottage, you'll be centrally located in New Buffalo, a 4-minute drive from Lake Michigan and 12 minutes from Four Winds Casino New Buffalo.

Pool

Kitchen

Adorable Cottage New Buffalo, Mi. Near Grand Beach.1 Bedroom, Sleeps 5

New Buffalo MI

With a stay at this cottage in New Buffalo, you'll be within a 15-minute drive of Lake Michigan and Indiana Dunes National Park.

Kitchen

Washer

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Michigan City IN

$277 nightly

$310 total

Apr 22 - Apr 23

Total with taxes and fees

With a stay at this cottage in Michigan City, you'll be within a 5-minute drive of Indiana Dunes National Park and Lake Michigan.

Kitchen

Washer

Blue Haven Cottage - New Buffalo Beach, near Wineries & Breweries

New Buffalo MI

With a stay at this cottage in New Buffalo, you'll be within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.

Kitchen

Washer

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Michigan City IN

$627 nightly

$702 total

May 21 - May 22

Total with taxes and fees

When you stay at this cottage in Michigan City, you'll be near the beach, a 2-minute drive from Lake Michigan and 7 minutes from Indiana Dunes National Park.

Pool

Kitchen

Tallgrass Cottage | Walden Woods Retreat | Loft & Screened Porch

New Buffalo MI

With a stay at this cottage, you'll be centrally located in New Buffalo, within a 10-minute drive of Lake Michigan and Four Winds Casino New Buffalo.

Kitchen

Washer

Secluded Retreat, Hot Tub, Fire Pit, Wildlife Views, Near New Buffalo Beach!

New Buffalo MI

$686 nightly

$686 total

Apr 22 - Apr 23

Total with taxes and fees

Located in New Buffalo, this cottage is within a 15-minute drive of Lake Michigan and Four Winds Casino New Buffalo.

Hot Tub

Kitchen

The Yellow House Near the Shore Walking distance to Sheridan Beach,

Michigan City IN

With a stay at this cottage in Michigan City, you'll be a 1-minute drive from Lake Michigan and 6 minutes from Indiana Dunes National Park.

Kitchen

Washer

Beach Cottage just steps to Lake Michigan's Sheridan Beach

Michigan City IN

When you stay at this cottage in Michigan City, you'll be near the beach, just steps from Lake Michigan and 3 minutes by foot from Stop 2 Beach.

Kitchen

Washer

Charming 3-bedroom cottage in Valparaiso with WiFi, AC

Valparaiso IN

With a stay at this cottage in Valparaiso, you'll be within a 5-minute drive of Porter County Museum and Memorial Opera House.

Washer

Dryer

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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.