Chesterton Guest Houses
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
Guest Houses in Chesterton
Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo
New Buffalo MI
When you stay at this guesthouse in New Buffalo, you'll be on a lake, a 2-minute drive from Lake Michigan and 9 minutes from New Buffalo Public Beach.
Pet friendly
Air conditioning
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.
Free WiFi
Air conditioning
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, within a 5-minute drive of Lake Michigan and Blue Chip Casino.
Pool
Air conditioning
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.
Pet friendly
Free WiFi
Beacons' Nest – Valpo U, Downtown & Dunes
Valparaiso IN
$289 nightly
The price is $323 total per night
$323 total
Jun 24 - Jun 25
Total with taxes and fees
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
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.
Chesterton Guest Houses essential information
Accommodation | 12 Guest Houses |
|---|---|
Lowest Price | $323 |
Highest Price | $323 |
Popular accommodation | Luxury Guesthouse in private wooded setting in Grand Beach New Buffalo, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Beacons' Nest – Valpo U, Downtown & Dunes, Cheery 2-story Coach House - Beachwalk Resort, Coach House at Elyon Hall |
More to Explore in Chesterton
Top Picks
- Hotels with Balconies in Chesterton
- B&B in Hammond
- Extended Stay Hotels in Merrillville
- Hotels with Restaurants in Portage
- Kid Friendly Hotels in Portage
- B&B in Crown Point
- Hotels with Free Breakfast in Portage
- 4 Star Hotels in Chesterton
- Hotels with Bars in Chesterton
- Hotels near Indiana Dunes National Park
- Motels in Hobart
- Hotels with Bars in Portage
- Condo Rentals in Schererville
- Farmstay in Valparaiso
- Vacation Rentals in Beverly Shores
- Best Western Hotels in Portage
- Vacation Rentals in Long Beach
- 4 Star Hotels in Portage
- Cabin Rentals in Chesterton
- 4 Star Hotels in Miller Beach
- Extended Stay Hotels in Schererville
- Condo Rentals in Long Beach
- Historic Hotels in Valparaiso
- Rv Parks in Portage
- B&B in Schererville
- 3 Star Hotels in Portage
- Hotels with WiFi in Portage
- B&B in Michigan City
- Cabin Rentals in Crown Point
- Condo Rentals in Valparaiso
- Golf Resorts & in Michigan City
- Hotels with Free Breakfast in Chesterton
- Cabin Rentals in Merrillville
- 3 Star Hotels in Michigan City
- Cabin Rentals in East Chicago
- Hotels with Hot Tubs in Chesterton
- Hotels near Indiana Dunes State Park
- Hotels with Air Conditioning in Portage
- Resorts in Hobart
- Motels in Beverly Shores
- 5 Star Hotels in Michigan City
- 3 Star Hotels in Miller Beach
- Cottages in Valparaiso
- 5 Star Hotels in Chesterton
- Luxury Hotels in Chesterton
- Cottages in Portage
- Condo Rentals in Gary
- Condo Rentals in Merrillville
- Historic Hotels in Portage
- Apartments in Crown Point
- Hotels on the Lake in Chesterton
- Best Western Hotels in Chesterton
- 5 Star Hotels in Beverly Shores
- Portage Hotels
- Hotels with Air Conditioning in Chesterton
- B&B in East Chicago
- Hotels with Pools in Beverly Shores
- Inns in Beverly Shores
- Porter Hotels
- Hotels on the Lake in Portage
- 3 Star Hotels in Beverly Shores
- Hotels with Pools in Chesterton
- Condo Rentals in Beverly Shores
- Cabin Rentals in Beverly Shores
- Hotels with Hot Tubs in Valparaiso
- Extended Stay Hotels in Michigan City
- Flights from Cadillac to Michigan City
- Flights from Columbus to Michigan City
- Flights from Melbourne to Valparaiso
- Flights from Detroit to Valparaiso
- Flights from Minneapolis - St. Paul to Valparaiso
- Flights from Memphis to Valparaiso
- Flights from Chattanooga to Valparaiso
- Flights from Columbus to Valparaiso
- Flights from Pittsburgh to Valparaiso
- Flights from Tulsa to Michigan City
- Flights from Nashville to Michigan City
- Flights from Toledo to Valparaiso
- Flights from Mason City to Valparaiso
- Flights from Memphis to Michigan City
- Flights from Rochester to Valparaiso
- Flights from Ludington to Michigan City
- Flights from Cleveland to Valparaiso
- Flights from Portage
- Flights from Porter
- Flights from Chesterton
- Flights from Beverly Shores
- Flights from Lake Station
- Flights from Nashville to Valparaiso
- Flights to Chesterton
- Flights from Bentonville - Fayetteville to Michigan City
- Flights from Ludington to Valparaiso
- Flights from Cincinnati to Valparaiso
- Flights to Portage