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Highland Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Highland vacation rentals

Exterior

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, (2 reviews)
"Kind hosts will help out with any needs. Quiet area, nice parking space."
United States
Garth T.
The price is AED 238
AED 735 total
includes taxes & fees
28 Jun - 29 Jun
Quaint Studio Unit in fantastic Beecher with refreshing AC
Room

Full Bed | Non Smoking

Full Bed | Non Smoking
Markham
10.0 out of 10, Exceptional, (211 reviews)
"Slept soundly here with minimal noise from outside or neighbors, appreciated that!"
United States
Anonymous traveler
The price is AED 376
AED 464 total
includes taxes & fees
28 Jun - 29 Jun
Full Bed | Non Smoking
Interior

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (30 reviews)
"The cabin was cute and cozy and the host was very welcoming. "
United States
Deric D.
The price is AED 305
AED 424 total
includes taxes & fees
5 Jul - 6 Jul
Beautiful Rustic Cabin for Two!
Beach nearby

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes

The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Porter
9.0 out of 10, Wonderful, (14 reviews)
"Great Stay!"
United States
Erin
The price is AED 493
AED 634 total
includes taxes & fees
30 Jun - 1 Jul
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
Property grounds

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, (27 reviews)
"I had a fun stay "
United States
Jusu K.
The price is AED 592
AED 811 total
includes taxes & fees
28 Jun - 29 Jun
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Smart TV, fireplace, video games, DVD player

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax

Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Calumet Park
9.2 out of 10, Wonderful, (7 reviews)
"Lakeia was very accommodating throughout our stay."
United States
Timothy K.
The price is AED 476
AED 1,032 total
includes taxes & fees
14 Jul - 15 Jul
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Private kitchen

Soothing 1 bedroom apartment with AC in charming Oak Lawn,

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
10.0 out of 10, Exceptional, (1 review)
"The host was very friendly and helpful. There was a massive storm before and the host accommodated us with everything we needed"
United States
Bailey H.
The price is AED 562
AED 688 total
includes taxes & fees
29 Jun - 30 Jun
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Interior

King Studio. Free Breakfast. Indoor Pool. Gym.

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is AED 593
AED 759 total
includes taxes & fees
28 Jun - 29 Jun
King Studio. Free Breakfast. Indoor Pool. Gym.
Smart TV

Spacious 3br home near Chicago, fenced yard for pets

Spacious 3br home near Chicago, fenced yard for pets
Richton Park
9.0 out of 10, Wonderful, (25 reviews)
"The location was perfect! The house very spacious, with more than enough room for my boys!"
United States
Carmen
The price is AED 800
AED 1,760 total
includes taxes & fees
7 Jul - 8 Jul
Spacious 3br home near Chicago, fenced yard for pets
Fridge, microwave, oven, stovetop

Modern Stylish Comfort Near Casino and Hwy

Modern Stylish Comfort Near Casino and Hwy
Homewood
10.0 out of 10, Exceptional, (1 review)
"Very clean..out side garbage needs to be picked up. Toilet seats were loose and under kitchen sink was wet. Could use a toaster and some basic condiments. "
United States
margaret
The price is AED 731
AED 1,749 total
includes taxes & fees
29 Jun - 30 Jun
Modern Stylish Comfort Near Casino and Hwy
Living area

Pleasant Townhome/Chesterton/Indiana Dunes/close to Chicago

Pleasant Townhome/Chesterton/Indiana Dunes/close to Chicago
Chesterton
Pleasant Townhome/Chesterton/Indiana Dunes/close to Chicago
Exterior

Comfort & Space for the Whole family! Sleeps 8+

Comfort & Space for the Whole family! Sleeps 8+
Crown Point
8.4 out of 10, Very Good, (6 reviews)
The price is AED 1,106
AED 1,399 total
includes taxes & fees
29 Jun - 30 Jun
Comfort & Space for the Whole family! Sleeps 8+
Interior

2 Full Bed | Non-Smoking

2 Full Bed | Non-Smoking
Portage
The price is AED 425
AED 518 total
includes taxes & fees
28 Jun - 29 Jun
2 Full Bed | Non-Smoking
Fridge, microwave, oven, stovetop

Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities

Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities
Miller Beach
8.0 out of 10, Very Good, (22 reviews)
"Great stay! Cozy, comfortable, clean with great views of the lake. "
United States
Randy E.
The price is AED 1,495
AED 3,412 total
includes taxes & fees
21 Jul - 22 Jul
Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities
Smart TV, fireplace

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, (6 reviews)
"Me and my partner had so much fun! The host was very kind, we had our privacy and everything we could've needed during our stay. We truly had a great time! I'd love to come back someday!"
United States
Janina
The price is AED 1,102
AED 1,740 total
includes taxes & fees
9 Jul - 10 Jul
Couples Getaway - Guesthouse/ In-Law Suite with Jacuzzi/Sauna/Pool
Interior

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

Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Merrilville
The price is AED 826
AED 1,835 total
includes taxes & fees
13 Jul - 14 Jul
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Interior

Charming 2-bedroom apartment in marvelous Blue Island with WiFi

Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Blue Island
7.6 out of 10, Good, (7 reviews)
"Only issue was the water pressure in the bathroom was very very low. "
United States
Derrick M.
The price is AED 542
AED 1,248 total
includes taxes & fees
28 Jun - 29 Jun
Charming 2-bedroom apartment in marvelous Blue Island with WiFi
Beach nearby, sun loungers, beach towels

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park

Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
Miller Beach
10.0 out of 10, Exceptional, (51 reviews)
"Had a great stay and robin was super helpful and friendly! Great location close to lake"
United States
Weylin W.
The price is AED 2,314
AED 3,838 total
includes taxes & fees
18 Jul - 19 Jul
Fun w/Loft! Beach ~Nature Trails ~Grill~ Firepit ~Indiana Dunes National Park
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

Chicago Lake Shore Hotel

Chicago Lake Shore Hotel

10/10 Excellent
"Newly renovated and front desk staff EXCELLENT!!!"
Landon 1-night trip
Posted 1 hour ago
Chicago Lake Shore Hotel

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?

Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!: This vacation home rental near Highland is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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.