Book Guest Houses in Chesterton
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Featured Guest Houses in Chesterton

Galien Room Suite King size with Jacuzzi
Stay at this guesthouse in New Buffalo. Enjoy free WiFi, cable/satellite TV service, and in-room jetted tubs. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.
Hot tub
Free WiFi

Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Book a stay at this beach vacation home in Gary. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Lake Street Beach and Marquette Park are located nearby.
Kitchen
Washer

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Stay at this guesthouse in Michigan City. Enjoy laundry facilities, concierge services, and tennis courts. Popular attractions Blue Chip Casino and Waterfall Park are located nearby.
Pool
Air conditioning

Beacons' Nest – Valpo U, Downtown & Dunes
The price is CA $105 per night
CA $105
CA $354 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this vacation home in Valparaiso. Enjoy free WiFi, a water park, and a garden. Popular attractions Chicago Street Theatre and Porter County Museum are located nearby.
Kitchen
Washer

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
Stay at this guesthouse in Chesterton. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Indiana Dunes National Park and Indiana Dunes State Park are located nearby.
Free WiFi
Air conditioning

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
Stay at this guesthouse in New Buffalo. Enjoy a garden, laundry facilities, and an in-room coffeemaker. Popular attractions Four Winds Casino New Buffalo and Blue Chip Casino are located nearby.
Pet-friendly
Air conditioning

Snug Harbor
Stay at this vacation home in New Buffalo. Enjoy free WiFi, cable/satellite TV service, and in-room jetted tubs. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.
Hot tub
Kitchen

SS Post Boy Queen Suite with Jacuzzi
Stay at this vacation home in New Buffalo. Enjoy free WiFi, cable/satellite TV service, and in-room jetted tubs. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.
Hot tub
Kitchen

Miss Eber Knight
Stay at this vacation home in New Buffalo. Enjoy free WiFi, cable/satellite TV service, and in-room jetted tubs. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.
Hot tub
Kitchen
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.
Top trending hotels in Chesterton

Spring House Inn
303 N Mineral Springs Rd, Chesterton, IN
The price is CA $150 per night from Sep 21 to Sep 22
CA $150
CA $175 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)

Best Western Indian Oak
558 Indian Boundary Road, Chesterton, IN
The price is CA $140 per night from Sep 8 to Sep 9
CA $140
CA $157 total
Sep 8 - Sep 9
includes taxes & fees
Chesterton Guest Houses essential information
Accommodation | 10 Guest Houses |
---|---|
Lowest Price | CA $105 |
Highest Price | CA $345 |
Popular accommodation | Galien Room Suite King size with Jacuzzi, Dream Retreat Guesthouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Beacons' Nest – Valpo U, Downtown & Dunes, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, Snug Harbor, SS Post Boy Queen Suite with Jacuzzi, Miss Eber Knight, Captain Whittaker - 2 bedroom, 2 bath |