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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

Interior

9 Mi to Downtown! Pet-Friendly Unit Near UChicago

9 Mi to Downtown! Pet-Friendly Unit Near UChicago
Woodlawn
10.0 out of 10, Exceptional, (2 reviews)
"Great host very accommodating."
United States
Kali P.
9 Mi to Downtown! Pet-Friendly Unit Near UChicago
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 SAR 312
SAR 433 total
includes taxes & fees
12 Jul - 13 Jul
Beautiful Rustic Cabin for Two!
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 SAR 243
SAR 751 total
includes taxes & fees
26 Jun - 27 Jun
Quaint Studio Unit in fantastic Beecher with refreshing AC
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 SAR 503
SAR 648 total
includes taxes & fees
1 Jul - 2 Jul
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
2 bedrooms, iron/ironing board, travel crib, WiFi

Sunlit & Chic 2BR Retreat

Sunlit & Chic 2BR Retreat
Hyde Park
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful condo! Very clean and great location! We enjoyed our stay very much."
United States
Misty H.
The price is SAR 533
SAR 1,083 total
includes taxes & fees
15 Jul - 16 Jul
Sunlit & Chic 2BR Retreat
Room

Full Bed | Non Smoking

Full Bed | Non Smoking
Markham
The price is SAR 380
SAR 471 total
includes taxes & fees
30 Jun - 1 Jul
Full Bed | Non Smoking
Iron/ironing board, travel crib, WiFi, bed sheets

Homey Hyde Park Studio Near UChicago

Homey Hyde Park Studio Near UChicago
Hyde Park
9.2 out of 10, Wonderful, (7 reviews)
"Location was just perfect!"
United States
Meg D.
The price is SAR 372
SAR 763 total
includes taxes & fees
5 Jul - 6 Jul
Homey Hyde Park Studio Near UChicago
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 SAR 605
SAR 829 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 SAR 507
SAR 1,068 total
includes taxes & fees
7 Jul - 8 Jul
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Interior

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, (21 reviews)
"Host was great/ home was great! "
United States
Darcey W.
The price is SAR 1,587
SAR 2,921 total
includes taxes & fees
12 Jul - 13 Jul
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
1 bedroom, desk, iron/ironing board, travel crib

Bright & Cozy 1BR Near UChicago

Bright & Cozy 1BR Near UChicago
Hyde Park
9.6 out of 10, Exceptional, (7 reviews)
"Clean room, within walking distance to U of Chicago, comfortable bed"
United States
Corbin P.
The price is SAR 379
SAR 800 total
includes taxes & fees
30 Jun - 1 Jul
Bright & Cozy 1BR Near UChicago
Interior

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
Near Lake and Museum • Modern • Game Area
1 bedroom, iron/ironing board, travel crib, WiFi

Hyde Park 1BR Apt | Easy & Fully Equipped Stay

Hyde Park 1BR Apt | Easy & Fully Equipped Stay
Hyde Park
10.0 out of 10, Exceptional, (1 review)
"Apartment looked as pictured and described. Very well maintained and the location was convenient. King size bed was comfortable. Thank you for the excellent communication as well, replys to your messages promptly. We Would gladly stay again! Only suggestion is a t.v possibly mounted in the bedroom. Thank you for making it a great stay!"
United States
Rachel L.
The price is SAR 379
SAR 800 total
includes taxes & fees
30 Jun - 1 Jul
Hyde Park 1BR Apt | Easy & Fully Equipped Stay
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Wow, this is a wonderful Place to stay. The host Is very responsive and friendly The apartment is immaculate I recommend this place highly . "
United States
pnina
The price is SAR 387
SAR 780 total
includes taxes & fees
6 Jul - 7 Jul
Cozy Well-Equipped Studio Apartment
Interior

Two bedroom in United States of America, Chicago

Two bedroom in United States of America, Chicago
Bronzeville
The price is SAR 526
SAR 1,349 total
includes taxes & fees
29 Jun - 30 Jun
Two bedroom in United States of America, Chicago
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 SAR 507
SAR 622 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 SAR 644
SAR 826 total
includes taxes & fees
5 Jul - 6 Jul
King Studio. Free Breakfast. Indoor Pool. Gym.
Dining

1BR in Prime Hyde Park Apartment

1BR in Prime Hyde Park Apartment
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"Exactly what we needed. Clean and in walking distance to shops and restaurants."
United States
Nicole V.
The price is SAR 488
SAR 960 total
includes taxes & fees
7 Jul - 8 Jul
1BR in Prime Hyde Park Apartment
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 SAR 807
SAR 1,825 total
includes taxes & fees
25 Jun - 26 Jun
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
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)
"Very nice, clean property. Loved the patio area. "
United States
Austin P.
The price is SAR 1,130
SAR 1,430 total
includes taxes & fees
2 Jul - 3 Jul
Comfort & Space for the Whole family! Sleeps 8+
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

FairBridge Inn Express Merrillville

FairBridge Inn Express Merrillville

8/10 Good
"I like that if I have any questions or concerns that I’m always able to call the someone quickly"
Brianna 1-night trip
Posted 3 hours ago
FairBridge Inn Express Merrillville

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 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.