Compare Chesterton Guest House Rentals
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Guest Houses in Chesterton
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
New Buffalo MI
$400 nightly
The price is $400 total per night
$400 total
Nov 26 - Nov 27
Total with taxes and fees
At this guesthouse, guests have access to features like laundry facilities. This smoke-free guesthouse also has a garden.
Pet friendly
Air conditioning
Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Miller Beach IN
Guests staying at this guesthouse enjoy free WiFi in public areas, laundry facilities, and barbecue grills. If you drive, put free offsite parking to good use.
Pet friendly
Free WiFi
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Michigan City IN
At this guesthouse, guests have access to an outdoor pool, laundry facilities, and barbecue grills. Helpful staff is there to provide concierge services, as well as offer insight about the area.
Pool
Air conditioning
Captain Whittaker Suite 2 bedroom, 2 baths
New Buffalo MI
Guests staying at this guesthouse enjoy a hot tub and laundry facilities.
Hot Tub
Free WiFi
Galien Room Suite King size with Jacuzzi
New Buffalo MI
Guests of this guesthouse have access to a hot tub.
Hot Tub
Free WiFi
Beacons' Nest – Valpo U, Downtown & Dunes
Valparaiso IN
$209 nightly
The price is $234 total per night
$234 total
Dec 1 - Dec 2
Total with taxes and fees
Guests of this guesthouse enjoy access to a water park, laundry facilities, and a garden.
Pet friendly
Free WiFi
Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
Chesterton IN
Guests staying at this guesthouse have access to laundry facilities, a garden, and barbecue grills.
Free WiFi
Air conditioning
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.
Hotel Options in Chesterton
Comfort Inn & Suites Porter near Indiana Dunes
1800 West US Highway 20 Chesterton IN
$92 nightly
The price is $103 total per night from Dec 7 to Dec 8
$103 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Spring House Inn
303 N Mineral Springs Rd Chesterton IN
$93 nightly
The price is $105 total per night from Nov 26 to Nov 27
$105 total
Nov 26 - Nov 27
Total with taxes and fees
8.8/10 Excellent! (1,006 reviews)
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$93 nightly
The price is $105 total per night from Dec 1 to Dec 2
$105 total
Dec 1 - Dec 2
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
Chesterton Guest Houses essential information
Accommodation | 10 Guest Houses |
|---|---|
Lowest Price | $103 |
Highest Price | $400 |
Popular accommodation | Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Captain Whittaker Suite 2 bedroom, 2 baths, Galien Room Suite King size with Jacuzzi, Beacons' Nest – Valpo U, Downtown & Dunes, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, SS Post Boy Queen Suite with Jacuzzi, Eber Knight Studio - King size with Jacuzzi |