Chesterton Vacation Rentals

Name: Charming & cozy in-town retreat in the heart of New Buffalo
Address: New Buffalo

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Vacation Rentals in Chesterton

Lifetime MemoriesBig Beach Front HouseFire Place/PitFree WiFiPaddle Boards

With a stay at this vacation home in Michigan City, you'll be on the beach, steps from Lake Michigan and a 4-minute drive from Blue Chip Casino.

Farmesque with a splash of modern

$456

includes taxes & fees

$456 per night

Dec 1 - Dec 2

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

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

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

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

When you stay at this vacation home in Michigan City, you'll be near the beach, within a 5-minute drive of Lake Michigan and Blue Chip Casino.

Kitchen

Washer

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

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.

SLEEPS 16 Roomy Home 2mi- Beach & Chesterton, Yard, Fire Pit, Grill, Game Room

With a stay at this vacation home, you'll be centrally located in Chesterton, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.

Newly Renovated City Escape with a private hot tub

$331

includes taxes & fees

$320 per night

Nov 10 - Nov 11

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

Hot tub open all year! Private heated pool, sleeps 10 near downtown New Buffalo!

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

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

$804

includes taxes & fees

$718 per night

Nov 8 - Nov 9

With a stay at this vacation home in Michigan City, you'll be on the waterfront, steps from Lake Michigan and a 4-minute drive from Blue Chip Casino.

Delightful New Buff Home w yard games & Firepit

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

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

With a stay at this vacation home in Michigan City, you'll be within a 5-minute drive of Lake Michigan and Blue Chip Casino.

Charming & cozy in-town retreat in the heart of New Buffalo

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

Don't see what you're looking for?

See all available properties in Chesterton

View all properties

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.