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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Highland holiday rentals

A compact kitchen with a sink, a microwave, a refrigerator, a small table with stools, and a ceiling fan.

1. Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (36 reviews)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
The price is £81
includes taxes & fees
6 Dec - 7 Dec
Beautiful Rustic Cabin for Two!
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is £182
includes taxes & fees
15 Nov - 16 Nov
King Studio. Free Breakfast. Indoor Pool. Gym.
A reception desk with a staff member, a guest, and a child.

3. 1 King Bed | Micfridge

1 King Bed | Micfridge
MERRILLVILLE
8.4 out of 10, Very good, (5 reviews)
The price is £66
includes taxes & fees
22 Nov - 23 Nov
1 King Bed | Micfridge
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
8.6 out of 10, Excellent, (4 reviews)
"Great pet friendly home and yard. Host was responsive great communication. Excellent, easy to access location."
United States
Lynda L.
The price is £329
includes taxes & fees
12 Nov - 13 Nov
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A hotel lobby with a reception desk, a staircase, and a small seating area.

5. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Harvey
10.0 out of 10, Exceptional, (2 reviews)
"Exceeded expectations considering proximity to key sites like Museum of Science and Industry, rooms featured clean bathrooms with choice between tub or shower facilities uncommon in similar motels we have tried before."
United States
Anonymous traveller
The price is £56
includes taxes & fees
16 Nov - 17 Nov
1 Queen Bed | Smoking
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

6. 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 £339
includes taxes & fees
18 Nov - 19 Nov
King Bed Suite | Indoor Pool. Free Breakfast.
A bunk bed with a ladder, a small table, a potted plant, and a window with blinds.

7. Vintage meets Modern 20 min from Chicago.

Vintage meets Modern 20 min from Chicago.
Calumet City
The price is £261
includes taxes & fees
29 Nov - 30 Nov
Vintage meets Modern 20 min from Chicago.
A single-story building with a porch, a brick facade, and a number '531' on the front.

8. Quaint Studio Unit in fantastic Beecher with refreshing AC

Quaint Studio Unit in fantastic Beecher with refreshing AC
Beecher
10.0 out of 10, Exceptional, (4 reviews)
"Clean, comfortable, quiet, excellent place to stay"
United States
Aaron S.
The price is £143
includes taxes & fees
12 Nov - 13 Nov
Quaint Studio Unit in fantastic Beecher with refreshing AC
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

9. 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, (9 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 traveller
The price is £341
includes taxes & fees
17 Nov - 18 Nov
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

10. King Bed | Non-Smoking

King Bed | Non-Smoking
Portage
10.0 out of 10, Exceptional, (68 reviews)
"The place is not clean and it smells really bad. It did not look anything like the pictures."
United States
Luis
The price is £85
includes taxes & fees
12 Nov - 13 Nov
King Bed | Non-Smoking
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

11. Premium King Bed|Portage

Premium King Bed|Portage
Portage
10.0 out of 10, Exceptional, (65 reviews)
"Sketchy property location, not clearly marked on the street (kind of hard to find), unnecessary poor communication regarding check-in procedures, (just like a regular front desk experience but they make it complicated) The room was ok, bed was fine, staff was very helpful, property condition was just ok."
United States
Dave
The price is £91
includes taxes & fees
12 Nov - 13 Nov
Premium King Bed|Portage
A hot tub with water, a wooden deck, and a chair.

12. 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 Portage
Portage
9.8 out of 10, Exceptional, (11 reviews)
"Nice place close to the beach."
United States
Zdenek M.
The price is £193
includes taxes & fees
30 Nov - 1 Dec
Charming 1-bedroom apt in house by creek with AC, in delightful Portage
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

13. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Location could not be beat of looking to be near University of Chicago. Within walking distance to several restaurants, coffee, shops, and stores. Perfect for our trip!"
United States
rebecca
The price is £121
includes taxes & fees
16 Nov - 17 Nov
Hyde Park Trendy Studio Apartment in Good Spot
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is £212
includes taxes & fees
17 Nov - 18 Nov
Free Breakfast. Indoor Pool. Gym. Business Center.
A wooden deck with a railing, a staircase, and a window with a wreath.

15. 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)
"Quiet neighborhood, comfy beds, attentive hosts. Would stay again."
United States
Scott n Holly K.
The price is £148
includes taxes & fees
12 Nov - 13 Nov
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A reception desk with a staff member, a guest, and a child.

16. 1 Full Bed | ADA/RI Shower

1 Full Bed | ADA/RI Shower
MERRILLVILLE
10.0 out of 10, Exceptional, (4 reviews)
"I wanted a clean, quiet place to rest. The walk-in shower was easy to use."
United States
Anonymous traveller
The price is £66
includes taxes & fees
6 Dec - 7 Dec
1 Full Bed | ADA/RI Shower
A reception desk with a staff member, a guest, and a child.

17. 2 Full Beds | Micfridge

2 Full Beds | Micfridge
MERRILLVILLE
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed spacious rooms where our group moved freely feeling relaxed every moment of our stay together comfortably"
United States
Anonymous traveller
The price is £66
includes taxes & fees
6 Dec - 7 Dec
2 Full Beds | Micfridge
A large, two-story house with a covered patio and a well-maintained lawn.

18. Spacious 5-Bedroom Golf Course Home for Getaways

Spacious 5-Bedroom Golf Course Home for Getaways
Merrillville
10.0 out of 10, Exceptional, (8 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 £1,204
includes taxes & fees
12 Nov - 13 Nov
Spacious 5-Bedroom Golf Course Home for Getaways
An outdoor seating area with a sofa, chairs, and a table, surrounded by greenery and a house in the background.

19. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
The price is £243
includes taxes & fees
7 Dec - 8 Dec
Coastal Home | Patio & Firepit | Backyard Games
Living area

20. Modern 1BR in Historic HydePark

Modern 1BR in Historic HydePark
Hyde Park
The price is £189
includes taxes & fees
17 Nov - 18 Nov
Modern 1BR in Historic HydePark
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

A modern bar area with a long counter, bar stools, and a variety of bottles and glasses.
Courtyard by Marriott Chicago Southeast/Hammond

Courtyard by Marriott Chicago Southeast/Hammond

Courtyard by Marriott Chicago Southeast/Hammond
Hessville, Hammond

10/10 Excellent

Great stay. Rooms must be newly remodeled. Clean and spacious. Staff where so friendly and helpful. Pool area could do with a refurb but everything else was great. Breakfast was very simple , grab bag etc which suited us. Buffalo wild wings close and cracker barrel next door. Highly recommended this hotel
United Kingdom
norman
Reviewed July 6, 2024
Courtyard by Marriott Chicago Southeast/Hammond

Find out more about Highland

Everything you need to know about Highland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Highland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Highland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Highland. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Highland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Highland holiday rentals we have selected for you start as low as £55 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Highland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Highland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Highland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Are there holiday rentals in Highland?

Yes, there are holiday rentals close to the most popular sights in Highland, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Highland has to offer?

Your Home Away From Home in Sauk Village: This holiday home rental outside of Highland comes with WiFi so that 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 holiday rentals are there in Highland?

Expedia has 3 holiday 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 wider area.

What are holiday rentals like in Highland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for a family getaway.