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Highland Vacation Rentals

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Highland vacation rentals

Private kitchen

Dune Haus + Indiana National Dunes Park

Dune Haus + Indiana National Dunes Park
Portage
The price is ￥23,386
￥29,830 total
includes taxes & fees
Jul 20 - Jul 21
Dune Haus + Indiana National Dunes Park
Dining

Charming Farmhouse Fully Furnished Near Chicago and Metra

Charming Farmhouse Fully Furnished Near Chicago and Metra
Harvey
The price is ￥18,416
￥32,558 total
includes taxes & fees
Jul 26 - Jul 27
Charming Farmhouse Fully Furnished Near Chicago and Metra
WiFi, bed sheets

Beautifully furnished one bedroom loft located in Chicago's South side suburb

Beautifully furnished one bedroom loft located in Chicago's South side suburb
Hazel Green
The price is ￥39,788
￥56,116 total
includes taxes & fees
Jul 22 - Jul 23
Beautifully furnished one bedroom loft located in Chicago's South side suburb
Interior

Beautiful 32' RV located in Chicago's South suburb - A unique experience!

Beautiful 32' RV located in Chicago's South suburb - A unique experience!
Hazel Green
The price is ￥23,548
￥35,442 total
includes taxes & fees
Jul 26 - Jul 27
Beautiful 32' RV located in Chicago's South suburb - A unique experience!
Interior

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.6 out of 10, Excellent, (30 reviews)
"Easy to find little cabin in Griffith"
United States
Allison R.
The price is ￥13,479
￥18,734 total
includes taxes & fees
Jul 22 - Jul 23
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 ￥10,524
￥32,325 total
includes taxes & fees
Jul 23 - Jul 24
Quaint Studio Unit in fantastic Beecher with refreshing AC
Interior

King Studio. Free Breakfast. Indoor Pool. Gym.

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is ￥27,584
￥35,441 total
includes taxes & fees
Aug 2 - Aug 3
King Studio. Free Breakfast. Indoor Pool. Gym.
Interior

Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is ￥32,417
￥41,581 total
includes taxes & fees
Aug 2 - Aug 3
Free Breakfast. Indoor Pool. Gym. Business Center.
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 ￥25,822
￥35,287 total
includes taxes & fees
Aug 17 - Aug 18
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
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, (7 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 ￥48,720
￥77,484 total
includes taxes & fees
Jul 20 - Jul 21
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
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 ￥32,318
￥76,393 total
includes taxes & fees
Aug 18 - Aug 19
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
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
9.0 out of 10, Wonderful, (10 reviews)
"Lakeia was very accommodating throughout our stay."
United States
Timothy K.
The price is ￥19,001
￥42,565 total
includes taxes & fees
Aug 4 - Aug 5
Comfortable 3BR Getaway w/ Bonus Attic Lounge to Relax
Interior

Full Bed Accessible|Portage

Full Bed Accessible|Portage
Portage
The price is ￥17,583
￥21,523 total
includes taxes & fees
Jul 27 - Jul 28
Full Bed Accessible|Portage
House, 4 Bedrooms | Dining

Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home

Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
3.0 star property
Cedar Lake
The price is ￥42,190
￥121,053 total
includes taxes & fees
Aug 5 - Aug 6
Cedar Lake 4br Home For 8 W/ Lake Views 4 Bedroom Home
Coffee/tea maker, fridge, microwave, oven

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
8.2 out of 10, Very Good, (24 reviews)
"Great stay! Cozy, comfortable, clean with great views of the lake. "
United States
Randy E.
The price is ￥42,338
￥120,426 total
includes taxes & fees
Jul 21 - Jul 22
Smart Home, direct Beach Dunes Nat’l Park access, Hot Tub, luxury amenities
Dining

Premium King Bed|Portage

Premium King Bed|Portage
Portage
The price is ￥20,215
￥24,727 total
includes taxes & fees
Jul 20 - Jul 21
Premium King Bed|Portage
Private kitchen

Soothing 1 bedroom apartment with AC in charming Oak Lawn,

Soothing 1 bedroom apartment with AC in charming Oak Lawn,
Oak Lawn
8.8 out of 10, Excellent, (3 reviews)
"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 ￥22,362
￥27,398 total
includes taxes & fees
Jul 22 - Jul 23
Soothing 1 bedroom apartment with AC in charming Oak Lawn,
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, (17 reviews)
"Great Stay!"
United States
Erin
The price is ￥27,446
￥34,741 total
includes taxes & fees
Aug 2 - Aug 3
The "Pool Barn Camper" w/Hot Tub near Indiana Dunes
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)
"Awesome stay and we'll stay here again."
United States
Eddie G.
The price is ￥48,882
￥62,387 total
includes taxes & fees
Jul 20 - Jul 21
Comfort & Space for the Whole family! Sleeps 8+
Interior

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 ￥53,355
￥68,306 total
includes taxes & fees
Aug 4 - Aug 5
King Bed Suite | Indoor Pool. Free Breakfast.
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

Hyatt Place Chicago-South/University Medical Center

Hyatt Place Chicago-South/University Medical Center

8/10 Good
"One thing I always look for in my hotel choice is CRISP air in my rooms. This hotel hit the spot. The room was crisp for the heatwave we are having. The hallways, however, were quite hot and the reception area had a milder faint smell to it. I’m not sure whether that was from the horrible air quality though because the following morning, it was gone! Good breakfast hours and options, the beds were comfortable and the rooms had plenty of space! Will stay again if I’m in the area!"
Hailey 1-night trip
Posted 7 hours ago
Hyatt Place Chicago-South/University Medical Center

Find out more about Highland

Search for holiday rentals in Highland on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Highland!

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.