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Our top choices for Highland holiday homes

1. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/PoolMerrillville
9.8 out of 10, Exceptional, (9 reviews)
The price is €392
includes taxes & fees
5 Nov - 6 Nov

2. Coastal Home | Patio & Firepit | Backyard Games
Coastal Home | Patio & Firepit | Backyard GamesMerrillville
The price is €321
includes taxes & fees
6 Nov - 7 Nov

3. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Modern 3BR w/Deck · Minutes from I-65. Fenced YardMerrilville
8.6 out of 10, Excellent, (4 reviews)
The price is €378
includes taxes & fees
5 Nov - 6 Nov

4. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard RockMerrillville
10.0 out of 10, Exceptional, (2 reviews)
The price is €939
includes taxes & fees
1 Dec - 2 Dec

5. Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.Robertsdale
9.8 out of 10, Exceptional, (37 reviews)
The price is €170
includes taxes & fees
9 Nov - 10 Nov

6. Spacious 5-Bedroom Golf Course Home for Getaways
Spacious 5-Bedroom Golf Course Home for GetawaysMerrillville
10.0 out of 10, Exceptional, (8 reviews)
The price is €1,436
includes taxes & fees
7 Nov - 8 Nov

7. Charming 1-bedroom apt in house by creek with AC, in delightful Portage
Charming 1-bedroom apt in house by creek with AC, in delightful PortagePortage
9.8 out of 10, Exceptional, (11 reviews)
The price is €228
includes taxes & fees
30 Nov - 1 Dec

8. Romantic Escape - Adult Playhouse with Exotic Dungeon
Romantic Escape - Adult Playhouse with Exotic DungeonSouth Holland
8.8 out of 10, Excellent, (15 reviews)
The price is €389
includes taxes & fees
9 Nov - 10 Nov

9. Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l ParkMiller Beach
9.2 out of 10, Wonderful, (69 reviews)
The price is €1,306
includes taxes & fees
19 Nov - 20 Nov

10. An Escape to a Dream of Green and relaxation.
An Escape to a Dream of Green and relaxation.Miller Beach
9.6 out of 10, Exceptional, (28 reviews)
The price is €508
includes taxes & fees
5 Nov - 6 Nov

11. Tower Haus w/Private Hot Tub
Tower Haus w/Private Hot TubChesterton
9.8 out of 10, Exceptional, (38 reviews)
The price is €245
includes taxes & fees
9 Nov - 10 Nov

12. Dunes & Beach Getaway - Sleeps 10 - Room for the Whole Crew
Dunes & Beach Getaway - Sleeps 10 - Room for the Whole CrewPortage
The price is €870
includes taxes & fees
5 Nov - 6 Nov

13. Beautifully furnished one bedroom loft located in Chicago's South side suburb
Beautifully furnished one bedroom loft located in Chicago's South side suburbHazel Green
10.0 out of 10, Exceptional, (1 review)
The price is €290
includes taxes & fees
5 Nov - 6 Nov
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.
Learn more about Highland
Stroll along the scenic Wicker Memorial Park's trails or cool off at its splash pad on hot summer days. Catch a show at the historic Towle Theatre, then sample local brews at 3 Floyds Brewing in nearby Munster.

Photo by Joe Farmer
Open Photo by Joe Farmer










































