Highland Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Highland vacation rentals

Property grounds

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago

Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Chesterton
9.0 out of 10, Wonderful, (10 reviews)
"Excellent spot for several people to stay and enjoy the Dunes. Clean, quiet, centrally located to lots of Dunes hotspots. Thanks for the great stay!"
United States
Nick R.
The price is ￥15,804
￥48,999 total
includes taxes & fees
Feb 15 - Feb 16
Balcony/Patio/ Separate Fenced Yard + Beach, Park & Downtown+close to Chicago
Interior

Beautiful Rustic Cabin for Two!

Beautiful Rustic Cabin for Two!
Griffith
8.8 out of 10, Excellent, (20 reviews)
"Nice and cozy place to stay. We enjoyed our secluded area during our time here."
United States
Allison A.
The price is ￥10,231
￥15,734 total
includes taxes & fees
Feb 15 - Feb 16
Beautiful Rustic Cabin for Two!
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 ￥25,425
￥61,827 total
includes taxes & fees
Feb 15 - Feb 16
Modern 3BR w/Deck · Minutes from I-65. Fenced Yard
Interior

Near Lake and Museum • Modern • Game Area

Near Lake and Museum • Modern • Game Area
South Shore
The price is ￥4,125
￥68,550 total
includes taxes & fees
Feb 16 - Feb 17
Near Lake and Museum • Modern • Game Area
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, (20 reviews)
"Fantastic!!!! Was a great getaway for my guys while they worked on a project up around there! "
United States
Amber
The price is ￥36,206
￥81,444 total
includes taxes & fees
Feb 15 - Feb 16
Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake
Smart TV, fireplace, books

Comfortable 3BR Home-Prime Video, WiFi, Parking

Comfortable 3BR Home-Prime Video, WiFi, Parking
Schererville
10.0 out of 10, Exceptional, (21 reviews)
"Great stay! Felt like home."
United States
Michael B.
The price is ￥20,624
￥49,620 total
includes taxes & fees
Feb 17 - Feb 18
Comfortable 3BR Home-Prime Video, WiFi, Parking
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, (20 reviews)
"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."
United States
Karen D.
The price is ￥16,354
￥24,304 total
includes taxes & fees
Feb 17 - Feb 18
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Iron/ironing board, WiFi, bed sheets

Soothing studio with AC/Heat in charming Hammond

Soothing studio with AC/Heat in charming Hammond
Hammond
The price is ￥13,590
￥27,193 total
includes taxes & fees
Feb 28 - Mar 1
Soothing studio with AC/Heat in charming Hammond
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, (17 reviews)
"Really cute house! Very comfortable beds. Clean and well maintained. "
United States
Samantha D.
The price is ￥16,492
￥47,537 total
includes taxes & fees
Feb 16 - Feb 17
Spacious 3br home near Chicago, fenced yard for pets
Exterior

Comfort & Space for the Whole family! Sleeps 8+

Comfort & Space for the Whole family! Sleeps 8+
Crown Point
7.6 out of 10, Good, (4 reviews)
"Very nice, clean property. Loved the patio area. "
United States
Austin P.
The price is ￥45,963
￥57,635 total
includes taxes & fees
Mar 15 - Mar 16
Comfort & Space for the Whole family! Sleeps 8+
Beach nearby, beach towels

Serenity on the Shores - with easy transport to Chicago/SouthShore across the St

Serenity on the Shores - with easy transport to Chicago/SouthShore across the St
Portage
9.6 out of 10, Exceptional, (12 reviews)
"Very nice place "
United States
LeAnna M.
The price is ￥27,269
￥34,136 total
includes taxes & fees
Feb 15 - Feb 16
Serenity on the Shores - with easy transport to Chicago/SouthShore across the St
Beach

15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly

15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Gary
8.4 out of 10, Very Good, (19 reviews)
"We love it "
United States
sergio o.
The price is ￥24,600
￥68,599 total
includes taxes & fees
Feb 20 - Feb 21
15 mins to beach/Renew+Relax/Clean/ Nat’l Park!/Theater/Game Room/Pet Friendly
Property grounds

Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago

Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago
Chesterton
9.4 out of 10, Exceptional, (3 reviews)
"I enjoyed my short stay and visit to The Indiana National Dunes. The Host was friendly and she put special effort into setting the place up for my stay. I 100% would rent again from this host and would recommend "
United States
T J.
The price is ￥17,179
￥60,288 total
includes taxes & fees
Feb 15 - Feb 16
Balcony/Patio/ Fenced Yard/ Attached Garage/near Beach, Park /close to Chicago
Beach

Dunes Retreat w/Private Hot Tub

Dunes Retreat w/Private Hot Tub
Chesterton
10.0 out of 10, Exceptional, (15 reviews)
"Great host, everything was clean, many little extras for comfort and convenience!"
United States
Kara K.
The price is ￥18,562
￥42,863 total
includes taxes & fees
Feb 19 - Feb 20
Dunes Retreat w/Private Hot Tub
WiFi, bed sheets

Trendy Studio in Vibrant Area

Trendy Studio in Vibrant Area
Hyde Park
The price is ￥8,857
￥23,305 total
includes taxes & fees
Feb 16 - Feb 17
Trendy Studio in Vibrant Area
Fridge, microwave, oven, stovetop

Modern Stylish Comfort Near Casino and Hwy

Modern Stylish Comfort Near Casino and Hwy
Homewood
The price is ￥19,546
￥59,636 total
includes taxes & fees
Feb 16 - Feb 17
Modern Stylish Comfort Near Casino and Hwy
Interior

King Studio. Free Breakfast. Indoor Pool. Gym.

King Studio. Free Breakfast. Indoor Pool. Gym.
Schererville
The price is ￥23,843
￥30,126 total
includes taxes & fees
Feb 19 - Feb 20
King Studio. Free Breakfast. Indoor Pool. Gym.
Iron/ironing board, travel crib, WiFi, bed sheets

Cozy Well-Equipped Studio Apartment

Cozy Well-Equipped Studio Apartment
Hyde Park
The price is ￥8,857
￥23,305 total
includes taxes & fees
Feb 16 - Feb 17
Cozy Well-Equipped Studio Apartment
Living area

The Hamilton Hideaway at Lake Street Beach

The Hamilton Hideaway at Lake Street Beach
Miller Beach
The price is ￥27,346
￥83,061 total
includes taxes & fees
Feb 15 - Feb 16
The Hamilton Hideaway at Lake Street Beach
Interior

Free Breakfast. Indoor Pool. Gym. Business Center.

Free Breakfast. Indoor Pool. Gym. Business Center.
Schererville
The price is ￥28,204
￥36,561 total
includes taxes & fees
Feb 22 - Feb 23
Free Breakfast. Indoor Pool. Gym. Business Center.
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

10/10 Excellent
"The staff was awesome! The experience was AMAZING! "
April 2-night trip
Posted 3 days 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?

A Home Away From Home!: This vacation home rental near Highland offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, 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.