Book Guest Houses in Chesterton
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Featured Guest Houses in Chesterton

Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
New Buffalo MI
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.

Beacons' Nest – Valpo U, Downtown & Dunes
Valparaiso IN
The price is CA $104 per night
CA $104
CA $368 total
May 18 - May 19
includes taxes & fees
Book a stay at this family-friendly guesthouse in Valparaiso. Enjoy free WiFi, a water park, and a garden. Popular attractions Chicago Street Theatre and Porter County Museum are located nearby.
Pet-friendly
Free WiFi

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

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Miller Beach IN
Book a stay at this beach guesthouse in Gary. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Marquette Park and Marquette Beach are located nearby.

Galien Room Suite King size with Jacuzzi
New Buffalo MI
The price is CA $308 per night
CA $308
CA $377 total
May 17 - May 18
includes taxes & fees
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.

Captain Whittaker Suite 2 bedroom, 2 baths
New Buffalo MI
Stay at this guesthouse in New Buffalo. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.

Eber Knight Studio - King size with Jacuzzi
New Buffalo MI
The price is CA $312 per night
CA $312
CA $378 total
May 25 - May 26
includes taxes & fees
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.

SS Post Boy Queen Suite with Jacuzzi
New Buffalo MI
Stay at this guesthouse in New Buffalo. Enjoy free WiFi, a garden, and patios. Popular attractions Four Winds Casino New Buffalo and Local are located nearby.

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Michigan City IN
Stay at this guesthouse in Michigan City. Enjoy laundry facilities, concierge services, and tennis courts. Popular attractions Waterfall Park and Sand Castle Park are located nearby.

Snug Harbor Suite - King with Jacuzzi
New Buffalo MI
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.

Cheery 2-story Coach House - Beachwalk Resort
Michigan City IN
Stay at this guesthouse in Michigan City. Enjoy free WiFi, tennis courts, and balconies. Popular attractions Waterfall Park and Sand Castle Park are located nearby.
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 $163 per night from May 20 to May 21
CA $163
CA $189 total
May 20 - May 21
includes taxes & fees
8.8/10 Excellent! (1,010 reviews)
Chesterton Guest Houses essential information
Accommodation | 12 Guest Houses |
|---|---|
Lowest Price | CA $140 |
Highest Price | CA $378 |
Popular accommodation | Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, Beacons' Nest – Valpo U, Downtown & Dunes, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Galien Room Suite King size with Jacuzzi, Captain Whittaker Suite 2 bedroom, 2 baths, Eber Knight Studio - King size with Jacuzzi, SS Post Boy Queen Suite with Jacuzzi, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Snug Harbor Suite - King with Jacuzzi, Cheery 2-story Coach House - Beachwalk Resort, Coach House at Elyon Hall |






