Chesterton Vacation Rentals

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Vacation Rentals in Chesterton

Updated Home with Fenced Backyard, sleeps 10

Valparaiso IN

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

Kitchen

Washer

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Michigan City IN

$718 nightly

$804 total

Apr 22 - Apr 23

Total with taxes and fees

When you stay at this vacation home in Michigan City, you'll be on the waterfront, just steps from Lake Michigan and 3 minutes by foot from Sheridan Beach.

Kitchen

Washer

Walk to the beach! Great modern home with spring and early summer availability!

Michigan City IN

When you stay at this vacation home in Michigan City, you'll be on a lake, within a 5-minute drive of Lake Michigan and Indiana Dunes National Park.

Kitchen

Washer

Charming 2-bedroom house in delightful New Buffalo with hot tub

New Buffalo MI

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

New Buffalo, Walk to Beach, Remodeled, Fenced Yard

New Buffalo MI

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

Driftwood Cottage, a charming 3-bed/2-bath home in peaceful Union Pier!

Union Pier MI

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

Sweet Stay By-The-Lake in Michigan City with AC, WiFi

Michigan City IN

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

Kitchen

Air conditioning

On Lake Shore Drive, Across St From Beach & Beach Stop, Lake MI Views

Michigan City IN

$502 nightly

$510 total

Apr 22 - Apr 23

Total with taxes and fees

When you stay at this vacation home in Michigan City, you'll be on a lake, a 1-minute drive from Lake Michigan and 7 minutes from Indiana Dunes National Park.

Kitchen

Washer

No Cleaning Fee! Cozy Cottage in Dunes National Park, Beverly Shores Indiana.

Michigan City IN

$189 nightly

$212 total

Apr 27 - Apr 28

Total with taxes and fees

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

Kitchen

Washer

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Chesterton IN

$285 nightly

$319 total

Apr 22 - Apr 23

Total with taxes and fees

With a stay at this vacation home, you'll be centrally located in Chesterton, within a 10-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.

3-bed house Comfort and adventure ,hot tub includes 2 E bikes and 2 place kayak.

New Buffalo MI

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

'Stones Throw' Lakeside Home - Walk to Marina + Town + Assoc Beach

New Buffalo MI

With a stay at this vacation home, you'll be centrally located in New Buffalo, a 1-minute drive from Lake Michigan and 13 minutes from Four Winds Casino New Buffalo.

Kitchen

Washer

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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.