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Highland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Highland vacation 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
8.4 out of 10, Very good, (35 reviews)
"It was a very nice property and was near many great places like Toast and Jam"
United States
jaco C.
$93 nightly
The price is $104
Dec 5 - Dec 6
Total with taxes and fees
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 Bed Suite | Indoor Pool. Free Breakfast.

King Bed Suite | Indoor Pool. Free Breakfast.
Schererville
8.0 out of 10, Very good, (1 review)
$395 nightly
The price is $442
Nov 12 - Nov 13
Total with taxes and fees
King Bed Suite | Indoor Pool. Free Breakfast.
A modern kitchen with wooden cabinets, stainless steel appliances, and a white countertop island.

3. 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.
$380 nightly
The price is $426
Nov 8 - Nov 9
Total with taxes and fees
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
$209 nightly
The price is $234
Nov 12 - Nov 13
Total with taxes and fees
King Studio. Free Breakfast. Indoor Pool. Gym.
A living room with a brick fireplace, a television mounted above it, and a dining area with a table and chairs.

5. 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 traveler
$393 nightly
The price is $440
Nov 8 - Nov 9
Total with taxes and fees
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
A large, two-story house with a covered patio and a well-maintained lawn.

6. 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.
$1,425 nightly
The price is $1,596
Nov 8 - Nov 9
Total with taxes and fees
Spacious 5-Bedroom Golf Course Home for Getaways
A reception desk with a staff member, a guest, and a child.

7. 1 King Bed | Micfridge

1 King Bed | Micfridge
MERRILLVILLE
10.0 out of 10, Exceptional, (4 reviews)
"Loved how quick check-in was!"
United States
Anonymous traveler
$79 nightly
The price is $89
Nov 8 - Nov 9
Total with taxes and fees
1 King Bed | Micfridge
An outdoor seating area with a sofa, chairs, and a table, surrounded by greenery and a house in the background.

8. Coastal Home | Patio & Firepit | Backyard Games

Coastal Home | Patio & Firepit | Backyard Games
Merrillville
$311 nightly
The price is $348
Nov 8 - Nov 9
Total with taxes and fees
Coastal Home | Patio & Firepit | Backyard Games
A hotel lobby with a stone fireplace, wooden flooring, and a seating area with chairs and a sofa.

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

2 Bedroom | Free Daily Breakfast. Indoor Pool.
Schererville
$395 nightly
The price is $442
Nov 12 - Nov 13
Total with taxes and fees
2 Bedroom | Free Daily Breakfast. Indoor Pool.
A kitchen with a gold faucet, white tiles, and a window with blinds.

10. 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, (2 reviews)
"Good location clean full amenities lots of space and convenience."
United States
david d.
$919 nightly
The price is $1,029
Dec 1 - Dec 2
Total with taxes and fees
The Grand Gathering Place -Making Forever Memories Near Chicago & Hard Rock
A two-story outdoor deck with a hot tub, fire pit, and seating area.

11. 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 Park
Miller Beach
9.2 out of 10, Wonderful, (69 reviews)
"This was a great spot for a quiet family vacation! It was great being so close to the lake!"
United States
Marcia M.
$1,270 nightly
The price is $1,411
Nov 19 - Nov 20
Total with taxes and fees
Spa-quality amenities, dog friendly, close to trails, IN Dunes Nat’l Park
A wooden deck with a railing, a staircase, and a window with a wreath.

12. 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)
"I had a fun stay "
United States
Jusu K.
$169 nightly
The price is $189
Nov 9 - Nov 10
Total with taxes and fees
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
A hotel lobby with a reception desk, a staircase, and a small seating area.

13. 2 Full Beds | Non-Smoking

2 Full Beds | Non-Smoking
Harvey
10.0 out of 10, Exceptional, (4 reviews)
"Would tell anyone passing through to stop here. Nothing flashy but all essentials met our needs with no fuss. Clean bathroom, working TV, and decent parking spot included."
United States
Anonymous traveler
$67 nightly
The price is $76
Nov 12 - Nov 13
Total with taxes and fees
2 Full Beds | Non-Smoking
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
$246 nightly
The price is $276
Nov 12 - Nov 13
Total with taxes and fees
Free Breakfast. Indoor Pool. Gym. Business Center.
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

15. 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
$102 nightly
The price is $113
Nov 9 - Nov 10
Total with taxes and fees
King Bed | Non-Smoking
A single-story building with a porch, a brick facade, and a number '531' on the front.

16. 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.
$175 nightly
The price is $185
Nov 8 - Nov 9
Total with taxes and fees
Quaint Studio Unit in fantastic Beecher with refreshing AC
A hotel lobby with a dining area, a reception desk, and a seating area with chairs and a table.

17. 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
$110 nightly
The price is $122
Nov 9 - Nov 10
Total with taxes and fees
Premium King Bed|Portage
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a plant.

18. Romantic Escape - Adult Playhouse with Exotic Dungeon

Romantic Escape - Adult Playhouse with Exotic Dungeon
South Holland
8.8 out of 10, Excellent, (15 reviews)
"enjoyed my stay cant wait to book again "
United States
Anonymous traveler
$409 nightly
The price is $438
Nov 8 - Nov 9
Total with taxes and fees
Romantic Escape - Adult Playhouse with Exotic Dungeon
A neatly arranged bedroom with a bed, bedside tables, and abstract wall art.

19. Hyde Park Trendy Studio Apartment in Good Spot

Hyde Park Trendy Studio Apartment in Good Spot
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Such a cozy stay! Definitely recommend!"
United States
Angelina
$134 nightly
The price is $147
Nov 12 - Nov 13
Total with taxes and fees
Hyde Park Trendy Studio Apartment in Good Spot
A modern living room with a leather sofa, a desk with a computer, a bookshelf, and a large abstract painting.

20. Spacious 3BR Near Hyde Park | Garage + Pets

Spacious 3BR Near Hyde Park | Garage + Pets
Bronzeville
6.0 out of 10, (1 review)
"Cove didn’t work for first dayBad mattress and bed in master suite No toilet paper when we arrived"
United States
Allen S.
$433 nightly
The price is $436
Nov 9 - Nov 10
Total with taxes and fees
Spacious 3BR Near Hyde Park | Garage + Pets
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 hotel room with a bed, a blue sofa, a nightstand with a phone, a wall-mounted light, and a framed picture.
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

Comfort Inn Hammond I-94
Woodmar Hammond

10/10 Excellent

Wonderful on all accounts! Especially great breakfast spread!! Thank you!
United States
Anonymous traveler
Reviewed March 16, 2022
Comfort Inn Hammond I-94

Find out more about Highland

Everything you need to know about Highland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Highland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Highland vacation 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 low season months. For more hustle and bustle, you may prefer to visit Highland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $76 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Highland rentals

At Expedia, we put the best Highland vacation 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 vacation.

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 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.

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