Chesterton Guest Houses

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Guest Houses in Chesterton

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Chesterton IN

With a stay at this guesthouse in Chesterton, you'll be within a 15-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo

New Buffalo MI

$400 nightly

$400 total

Apr 22 - Apr 23

Total with taxes and fees

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

Galien Room Suite King size with Jacuzzi

New Buffalo MI

$234 nightly

$250 total

Apr 22 - Apr 23

Total with taxes and fees

With a stay at this guesthouse, you'll be centrally located in New Buffalo, a 2-minute drive from Lake Michigan and 11 minutes from Four Winds Casino New Buffalo.

Eber Knight Studio - King size with Jacuzzi

New Buffalo MI

With a stay at this guesthouse, you'll be centrally located in New Buffalo, a 2-minute drive from Lake Michigan and 11 minutes from Four Winds Casino New Buffalo.

Beacons' Nest – Valpo U, Downtown & Dunes

Valparaiso IN

A stay at this guesthouse places you in the heart of Valparaiso, within a 5-minute drive of Chicago Street Theatre and Porter County Museum.

Pet friendly

Free WiFi

SS Post Boy Queen Suite with Jacuzzi

New Buffalo MI

With a stay at this guesthouse, you'll be centrally located in New Buffalo, a 2-minute drive from Lake Michigan and 11 minutes from Four Winds Casino New Buffalo.

Captain Whittaker Suite 2 bedroom, 2 baths

New Buffalo MI

With a stay at this guesthouse, you'll be centrally located in New Buffalo, a 2-minute drive from Lake Michigan and 11 minutes from Four Winds Casino New Buffalo.

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Miller Beach IN

Located in Gary (Miller Beach), this guesthouse is steps from Lake Michigan and a 3-minute drive from Indiana Dunes National Park.

Snug Harbor Suite - King with Jacuzzi

New Buffalo MI

With a stay at this guesthouse, you'll be centrally located in New Buffalo, a 2-minute drive from Lake Michigan and 11 minutes from Four Winds Casino New Buffalo.

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

Michigan City IN

When you stay at this guesthouse in Michigan City, you'll be near the beach, a 1-minute drive from Lake Michigan and 7 minutes from Indiana Dunes National Park.

Cheery 2-story Coach House - Beachwalk Resort

Michigan City IN

When you stay at this guesthouse in Michigan City, you'll be near the beach, a 2-minute drive from Lake Michigan and 8 minutes from Indiana Dunes National Park.

Coach House at Elyon Hall

North Howard Street Gary IN

With a stay at Coach House at Elyon Hall in Gary (Miller Beach), you'll be within a 5-minute drive of Indiana Dunes National Park and Lake Michigan.

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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.