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Highland Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Highland vacation rentals

Interior

1. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.4 out of 10, Very good, (35 reviews)
"Great stay. Clean place. Happy to come back."
United States
David F.
The price is AED 305
AED 424 total
includes taxes & fees
7 Oct - 8 Oct
Beautiful Rustic Cabin for Two!
Smart TV, fireplace

2. Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool

Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Merrillville
9.8 out of 10, Exceptional, (7 reviews)
"The house was cozy and very clean. The hot tub was amazing! Check-in instructions were clear and easy to follow. The host was very helpful and responsive to messages. We would definitely stay again. Thank you!"
United States
Anonymous traveler
The price is AED 918
AED 1,423 total
includes taxes & fees
28 Sep - 29 Sep
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Interior

3. King Studio. Free Breakfast. Indoor Pool. Gym.

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is AED 694
AED 860 total
includes taxes & fees
22 Oct - 23 Oct
King Studio. Free Breakfast. Indoor Pool. Gym.
Private kitchen

4. Modern 3BR w/Deck · Minutes from I-65. Fenced Yard

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
6.0 out of 10, (1 review)
"This is not a place to stay with small children; glad mine are grown for this stay. Also, the host really needs to have people they know stay there a bit to see what guests are really looking for. This property really felt like someone is just trying to make money and they don't really care about the people using the property. One of our beds was broken, there were limited furnishings and the tv in the living room was not user friendly at all. I would not recommend this property for any long...
United States
Paula H.
The price is AED 680
AED 1,555 total
includes taxes & fees
4 Oct - 5 Oct
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Interior

5. Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is AED 804
AED 983 total
includes taxes & fees
22 Oct - 23 Oct
Free Breakfast. Indoor Pool. Gym. Business Center.
Property grounds

6. 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, (35 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AED 526
AED 753 total
includes taxes & fees
4 Oct - 5 Oct
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Interior

7. King Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very good, (1 review)
The price is AED 1,245
AED 1,497 total
includes taxes & fees
22 Oct - 23 Oct
King Bed Suite | Indoor Pool. Free Breakfast.
Room

8. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is AED 1,650
AED 1,980 total
includes taxes & fees
29 Sep - 30 Sep
Coastal Home | Patio & Firepit | Backyard Games
Interior

9. 2 Bedroom | Free Daily Breakfast. Indoor Pool.

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
The price is AED 1,245
AED 1,497 total
includes taxes & fees
22 Oct - 23 Oct
2 Bedroom | Free Daily Breakfast. Indoor Pool.
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

10. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (13 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveler
The price is AED 1,469
AED 1,678 total
includes taxes & fees
28 Sep - 29 Sep
Romantic Escape - Adult Playhouse with Exotic Dungeon
An outdoor patio with a covered seating area, wicker furniture, and a view of a residential building in the background.

11. The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock

The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Merrillville
10.0 out of 10, Exceptional, (1 review)
"Good location clean full amenities lots of space and convenience."
United States
david d.
The price is AED 2,208
AED 3,979 total
includes taxes & fees
28 Sep - 29 Sep
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
Interior

12. Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
Cedar Lake
10.0 out of 10, Exceptional, (29 reviews)
"Second year staying here. Absolutely love it. I will be booking this house again next year."
United States
Steven M.
The price is AED 897
AED 1,885 total
includes taxes & fees
29 Sep - 30 Sep
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
Coffee/tea maker, fridge, microwave, oven

13. • La Petite • Grand Piano • Sauna • Long Stays •

• La Petite • Grand Piano • Sauna • Long Stays •
Merrillville
8.0 out of 10, Very good, (1 review)
"Stairs in this bilevel were very narrow and NO railings.A/c was very loud.Some plants or bushes in front of house would have given it some curb appeal, instead just beds of dirt."
United States
Joe M.
The price is AED 1,250
AED 1,482 total
includes taxes & fees
5 Oct - 6 Oct
• La Petite • Grand Piano • Sauna • Long Stays •
Interior

14. 2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Portage
9.8 out of 10, Exceptional, (65 reviews)
"This was one of the worst places I have stayed in! The place was in sad need of repairs and although it said no smoking the lobby smelled strongly of smoke, The whole place seemed unclean. I would not recommend it nor will i ever stay there again."
United States
Jacki
The price is AED 299
AED 378 total
includes taxes & fees
28 Sep - 29 Sep
2 Full Bed | Non-Smoking
Beach

15. Tower Haus w/Private Hot Tub

Tower Haus w/Private Hot Tub
Chesterton
9.8 out of 10, Exceptional, (37 reviews)
"Great place to stay! It was really clean! Highly recommend!"
United States
Joshua N.
Tower Haus w/Private Hot Tub
Exterior

16. Spacious 5-Bedroom Golf Course Home for Getaways

Spacious 5-Bedroom Golf Course Home for Getaways
Merrillville
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic experience from arrival to departure. We've played the course every year and our group comes from all over Chicago. It was great to stay the night and enjoy the property versus driving back at the end of our round. The hospitality was great and the accommodations were first class."
United States
Jon R.
The price is AED 3,306
AED 3,974 total
includes taxes & fees
1 Oct - 2 Oct
Spacious 5-Bedroom Golf Course Home for Getaways
Interior

17. Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
6.4 out of 10, (10 reviews)
"Town was quite walkable which was fun. Teddy is very nice. "
United States
India L.
The price is AED 542
AED 1,189 total
includes taxes & fees
28 Sep - 29 Sep
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Interior

18. 2MI to Obama Center - Pet-Friendly near UOC!

2MI to Obama Center - Pet-Friendly near UOC!
Woodlawn
9.6 out of 10, Exceptional, (4 reviews)
"Great host very accommodating."
United States
Kali P.
The price is AED 338
AED 1,219 total
includes taxes & fees
1 Oct - 2 Oct
2MI to Obama Center - Pet-Friendly near UOC!
Exterior

19. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Harvey
10.0 out of 10, Exceptional, (2 reviews)
"Wifi worked well enough for me to get some work done without interruptions."
United States
Anonymous traveler
The price is AED 245
AED 276 total
includes taxes & fees
3 Oct - 4 Oct
1 Queen Bed | Smoking
Interior

20. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (63 reviews)
"A solid choice if you're in town. Felt welcomed by friendly staff at the 24-hour front desk who assisted us promptly when we arrived late at night."
United States
Anonymous traveler
The price is AED 453
AED 555 total
includes taxes & fees
27 Oct - 28 Oct
Premium King Bed|Portage
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.
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Top Highland Hotel Reviews

Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

10/10 Excellent
"Clean room"
Janet 1-night trip
Posted 22 hours ago
Baymont by Wyndham Chicago/Alsip

Frequently asked questions

Are there vacation rentals in Highland?

Yes, you can find vacation rentals close to top points of interest in Highland, or you can select a more secluded option if you're looking for relaxation. Highland is known for its churches and basketball games. Make sure you have time to check out the lake views while you're in the area.

What are some of the best vacation rentals in Highland?

Your Home Away From Home in Sauk Village: This vacation home rental near Highland comes with WiFi so you can feel at home during your trip. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

How many vacation rentals are there in Highland?

Expedia has 3 vacation rentals for your stay in Highland.

What can I see and do in Highland?

Indiana Dunes National Park and Hoosier Prairie are a couple of lovely local spots to get outside and enjoy nature. Purdue University Northwest and Hard Rock Casino Northern Indiana are a couple of places you'll find in the larger area.

What are vacation rentals like in Highland?

Vacation rentals are privately owned properties you can stay in for several days or more in Highland. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family trip.