Title: Highland Vacation Rentals from $88: Search Short-Term Rentals | Expedia.com

[Highland Travel Guide](https://expedia.com/Highland.dx177657)[Hotels in Highland](https://expedia.com/Highland-Hotels.d177657.Travel-Guide-Hotels)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d177657.Travel-Guide-Flights)[Things to do in Highland](https://expedia.com/Things-To-Do-In-Highland.d177657.Travel-Guide-Activities)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d177657.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d177657.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=177657&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=177657&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=177657&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=177657&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Highland vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/a5e3e3f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/37fd4a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/4b623c0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95050000/95044300/95044250/ecb842fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information)

Chesterton

9.0/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick R.

$287 nightly

$321 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Chesterton-Hotels-BalconyPatio-Separate-Fenced-Yard-Beach.h95044250.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/01933d46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/ded3c13e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/39ec5645.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111830000/111821600/111821529/4eee2579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Rustic Cabin for Two!

[](https://www.expedia.com/Griffith-Hotels-Beautiful-Rustic-Cabin-For-Two.h111821529.Hotel-Information)

Griffith

8.8/10

Excellent

(20 reviews)

"Nice and cozy place to stay. We enjoyed our secluded area during our time here."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Allison A.

$92 nightly

$103 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Griffith-Hotels-Beautiful-Rustic-Cabin-For-Two.h111821529.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h854x0y11-6bdc879f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h857x0y6-f6fedf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h850x0y25-29256ad9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/123000000/122930000/122921300/122921247/w1290h854x0y18-53f94ac1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Merrillville-Hotels-Modern-3BR-WDeck-Minutes-From-I-65-Fenced-Yard.h122921247.Hotel-Information)

Merrilville

$362 nightly

$405 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Merrillville-Hotels-Modern-3BR-WDeck-Minutes-From-I-65-Fenced-Yard.h122921247.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-5a95ad03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-7ee1aa63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1433h1080x93y0-253226e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122590000/122582000/122581902/w1432h1080x94y0-2c40f522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Lake and Museum • Modern • Game Area

[](https://www.expedia.com/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information)

South Shore

$401 nightly

$449 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Walk-To-The-Lake-Grill.h122581902.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109400100/109400009/24392356.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109410000/109400100/109400009/f3b1e4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109410000/109400100/109400009/1cc3e0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109410000/109400100/109400009/06a2f633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious water-facing 5-bedroom loft with backyard access to Cedar Lake

[](https://www.expedia.com/Cedar-Lake-Hotels-Spacious-Water-Facing-5-Bedroom-Loft-With-Backyard-Access-To-Cedar-Lake.h109400009.Hotel-Information)

Cedar Lake

10/10

Exceptional

(20 reviews)

"Fantastic!!!! Was a great getaway for my guys while they worked on a project up around there! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Amber

$476 nightly

$533 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Cedar-Lake-Hotels-Spacious-Water-Facing-5-Bedroom-Loft-With-Backyard-Access-To-Cedar-Lake.h109400009.Hotel-Information)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/101000000/100960000/100954400/100954373/1be53f0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100960000/100954400/100954373/2df00236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100960000/100954400/100954373/14e49071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/101000000/100960000/100954400/100954373/97a642ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable 3BR Home-Prime Video, WiFi, Parking

[](https://www.expedia.com/Schererville-Hotels-Cozy-House-In-Schererville.h100954373.Hotel-Information)

Schererville

10/10

Exceptional

(21 reviews)

"Great stay! Felt like home."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael B.

$290 nightly

$325 total

Feb 17 - Feb 18

Total with taxes and fees

[](https://www.expedia.com/Schererville-Hotels-Cozy-House-In-Schererville.h100954373.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e3fd1233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/e79449bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/dfa31946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108220000/108219500/108219403/da25d2c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

[](https://www.expedia.com/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information)

Robertsdale

9.8/10

Exceptional

(20 reviews)

"Wonderful property and nice owners. I definitely recommend and will stay again if I'm ever in the area."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Karen D.

$142 nightly

$159 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Whiting-Hotels-Charming-3-BR-Home-On-A-Cobblestone-Street-Near-The-Lake-Michigan-Lakefront.h108219403.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121738600/121738534/4e620324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121740000/121738600/121738534/639bcecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121738600/121738534/4461e2df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121740000/121738600/121738534/84c72985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Soothing studio with AC/Heat in charming Hammond

[](https://www.expedia.com/Chicago-Hotels-Soothing-Studio-With-ACHeat-In-Charming-Hammond.h121738534.Hotel-Information)

Hammond

$150 nightly

$168 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Soothing-Studio-With-ACHeat-In-Charming-Hammond.h121738534.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/b5e3f270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/d374c994.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/40af13b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108890000/108885800/108885786/5b7a273e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3br home near Chicago, fenced yard for pets

[](https://www.expedia.com/Richton-Park-Hotels-Spacious-3br-Home-Near-Chicago.h108885786.Hotel-Information)

Richton Park

9.0/10

Wonderful

(17 reviews)

"Really cute house! Very comfortable beds. Clean and well maintained. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Samantha D.

$291 nightly

$311 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Richton-Park-Hotels-Spacious-3br-Home-Near-Chicago.h108885786.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115110000/115103900/115103802/fcf54e1c_edited_880e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115110000/115103900/115103802/w905h683x59y0-a53c9728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115110000/115103900/115103802/w1024h570x0y57-bfbb16b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115110000/115103900/115103802/w903h683x60y0-66879526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfort & Space for the Whole family! Sleeps 8+

[](https://www.expedia.com/Crown-Point-Hotels-Comfort-Space-For-The-Whole-Family-Sleeps-8.h115103802.Hotel-Information)

Crown Point

7.6/10

Good

(4 reviews)

"Very nice, clean property. Loved the patio area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Austin P.

$344 nightly

$385 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Crown-Point-Hotels-Comfort-Space-For-The-Whole-Family-Sleeps-8.h115103802.Hotel-Information)

![Beach nearby, beach towels](https://images.trvl-media.com/lodging/100000000/99550000/99542100/99542070/0226147a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99550000/99542100/99542070/92dc4cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99550000/99542100/99542070/583d104b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99550000/99542100/99542070/183e6efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Portage-Hotels-Serenity-On-The-Shores-With-Easy-Transport-To-ChicagoSouthShore-Across-The-St.h99542070.Hotel-Information)

Portage

9.6/10

Exceptional

(12 reviews)

"Very nice place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

LeAnna M.

$200 nightly

$223 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Portage-Hotels-Serenity-On-The-Shores-With-Easy-Transport-To-ChicagoSouthShore-Across-The-St.h99542070.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/b52cb489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/1f5f8b43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/56333a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102520000/102515700/102515612/6b612432.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Gary-Hotels-Theater-RMKG-BdFam-Friendly-Home-NR-DunesBeach.h102515612.Hotel-Information)

Gary

8.4/10

Very Good

(19 reviews)

"We love it "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

sergio o.

$401 nightly

$449 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Gary-Hotels-Theater-RMKG-BdFam-Friendly-Home-NR-DunesBeach.h102515612.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/8f20fe7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, offices](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/c15b3e2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/046bf033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/96000000/95040000/95038900/95038818/cacec885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information)

Chesterton

9.4/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

T J.

$346 nightly

$388 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chesterton-Hotels-BalconyPatio-Fenced-Yard-Attached-Garagenear-Beach.h95038818.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/bf2ce6c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/26959619.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/a1727f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119050000/119048700/119048616/deae7b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dunes Retreat w/Private Hot Tub

[](https://www.expedia.com/Chesterton-Hotels-Moody-Modern-Dunes-Hot-Tub-Beaches-Trails.h119048616.Hotel-Information)

Chesterton

10/10

Exceptional

(15 reviews)

"Great host, everything was clean, many little extras for comfort and convenience!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kara K.

$245 nightly

$274 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Chesterton-Hotels-Moody-Modern-Dunes-Hot-Tub-Beaches-Trails.h119048616.Hotel-Information)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792451/24fa79a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, toaster](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792451/52d9308c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792451/2bf9ca15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer](https://images.trvl-media.com/lodging/117000000/116800000/116792500/116792451/0cb68b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trendy Studio in Vibrant Area

[](https://www.expedia.com/Chicago-Hotels-Trendy-Studio-In-Vibrant-Area.h116792451.Hotel-Information)

Hyde Park

$138 nightly

$153 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Trendy-Studio-In-Vibrant-Area.h116792451.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122660000/122655500/122655441/443df914.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122660000/122655500/122655441/230d1f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, video games](https://images.trvl-media.com/lodging/123000000/122660000/122655500/122655441/d8cc6f64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/123000000/122660000/122655500/122655441/4de72921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern Stylish Comfort Near Casino and Hwy

[](https://www.expedia.com/Chicago-Hotels-Modern-Stylish-Comfort-Near-Casino-And-Hwy.h122655441.Hotel-Information)

Homewood

$365 nightly

$391 total

Feb 16 - Feb 17

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Modern-Stylish-Comfort-Near-Casino-And-Hwy.h122655441.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/89000000/88620000/88612500/88612448/fd9ea946.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88620000/88612500/88612448/c74f2f0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88620000/88612500/88612448/c50a83c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/89000000/88620000/88612500/88612448/f7b49f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Schererville-Hotels-King-Studio-Free-Breakfast-Indoor-Pool-Gym.h88612448.Hotel-Information)

Schererville

$178 nightly

$199 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Schererville-Hotels-King-Studio-Free-Breakfast-Indoor-Pool-Gym.h88612448.Hotel-Information)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792588/w1020h768x4y0-83536ece.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee and/or coffee maker](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792588/d747c438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792588/ca996652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792600/116792588/b0554812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Well-Equipped Studio Apartment

[](https://www.expedia.com/Chicago-Hotels-Cozy-Well-Equipped-Studio-Apt.h116792588.Hotel-Information)

Hyde Park

$138 nightly

$153 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Chicago-Hotels-Cozy-Well-Equipped-Studio-Apt.h116792588.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/121000000/120060000/120053100/120053017/dbdc37e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/121000000/120060000/120053100/120053017/3bd9e1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120060000/120053100/120053017/38f67613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/121000000/120060000/120053100/120053017/2baf5f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hamilton Hideaway at Lake Street Beach

[](https://www.expedia.com/Gary-Hotels-The-Hamilton-Hideaway-At-Lake-Street-Beach.h120053017.Hotel-Information)

Miller Beach

$523 nightly

$544 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/Gary-Hotels-The-Hamilton-Hideaway-At-Lake-Street-Beach.h120053017.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/d99ed1e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/28334f94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/532844c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/83000000/83000000/83000000/82999916/15ebf54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Free Breakfast. Indoor Pool. Gym. Business Center.

[](https://www.expedia.com/Schererville-Hotels-Free-Breakfast-Indoor-Pool-Gym-Business-Center.h82999916.Hotel-Information)

Schererville

$214 nightly

$242 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Schererville-Hotels-Free-Breakfast-Indoor-Pool-Gym-Business-Center.h82999916.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&regionId=177657&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_177657)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Indiana%2C+United+States+of+America&regionId=177657&latLong=41.553647%2C-87.451984&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Indiana%2C+United+States+of+America&regionId=177657&latLong=41.553647%2C-87.451984&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Indiana%2C+United+States+of+America&regionId=177657&latLong=41.553647%2C-87.451984&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Indiana%2C+United+States+of+America&regionId=177657&latLong=41.553647%2C-87.451984&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Indiana%2C+United+States+of+America&regionId=177657&latLong=41.553647%2C-87.451984&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Highland%2C+Indiana%2C+United+States+of+America&regionId=177657&latLong=41.553647%2C-87.451984&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

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## Top Highland Hotel Reviews

![Hyatt Place Chicago-South/University Medical Center](https://images.trvl-media.com/lodging/7000000/6060000/6059100/6059069/722a9f0a_y.jpg)

### Hyatt Place Chicago-South/University Medical Center

10/10 Excellent

"The staff was awesome! The experience was AMAZING! "

[](https://expedia.com/Chicago-Hotels-Hyatt-Place-Chicago-SouthUniversity-Medical-Center.h6059069.Hotel-Information)

![Ameristar Casino Hotel East Chicago](https://images.trvl-media.com/lodging/3000000/2520000/2518200/2518162/429a2c05_y.jpg)

### Ameristar Casino Hotel East Chicago

10/10 Excellent

"The room was great and Clean The bed was very Comfortable"

[](https://expedia.com/East-Chicago-Hotels-Ameristar-Casino-Hotel-East-Chicago.h2518162.Hotel-Information)

![DoubleTree by Hilton Chicago - Alsip](https://images.trvl-media.com/lodging/1000000/30000/25600/25507/fcb66f28_y.jpg)

### DoubleTree by Hilton Chicago - Alsip

10/10 Excellent

"Everything was perfect and the front desk was so nice "

[](https://expedia.com/Chicago-Hotels-DoubleTree-By-Hilton-Chicago-Alsip.h25507.Hotel-Information)

![Wingate by Wyndham Tinley Park](https://images.trvl-media.com/lodging/1000000/210000/203200/203191/4446a44e_y.jpg)

### Wingate by Wyndham Tinley Park

10/10 Excellent

"Room was spotless and staff were super nice!"

[](https://expedia.com/Tinley-Park-Hotels-Wingate-By-Wyndham-Tinley-Park.h203191.Hotel-Information)

![Wind Creek Southland Casino and Hotel](https://images.trvl-media.com/lodging/113000000/112060000/112051600/112051593/1fba48a9_y.jpg)

### Wind Creek Southland Casino and Hotel

10/10 Excellent

"The room was clean, beautiful, and better than expected "

[](https://expedia.com/Chicago-Hotels-Wind-Creek-Southland-Casino-And-Hotel.h112051593.Hotel-Information)

![Quality Inn & Suites Orland Park - Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5448/eae8fd5c_y.jpg)

### Quality Inn & Suites Orland Park - Chicago

10/10 Excellent

"Yes very clean"

[](https://expedia.com/Orland-Park-Hotels-Quality-Inn-Suites-Orland-Park-Chicago.h5448.Hotel-Information)

![Days Inn and Suites by Wyndham Hammond, IN](https://images.trvl-media.com/lodging/2000000/1360000/1357200/1357103/a642082c_y.jpg)

### Days Inn and Suites by Wyndham Hammond, IN

10/10 Excellent

"Room was great, the weather was to be desired and the power went out for a few hours. The three stars was there was no accommodation for the inconvenience and the parking was horrible "

[](https://expedia.com/Hammond-Hotels-Days-Inn-And-Suites-By-Wyndham-Hammond.h1357103.Hotel-Information)

![Hilton Chicago/Oak Lawn](https://images.trvl-media.com/lodging/1000000/20000/17700/17618/6279b55c_y.jpg)

### Hilton Chicago/Oak Lawn

10/10 Excellent

"Clean room. Spacious"

[](https://expedia.com/Chicago-Hotels-Hilton-ChicagoOak-Lawn.h17618.Hotel-Information)

![Comfort Inn Hobart-Merrillville I-65](https://images.trvl-media.com/lodging/1000000/50000/42500/42459/d222dd8e_y.jpg)

### Comfort Inn Hobart-Merrillville I-65

10/10 Excellent

"Room was clean and staff was friendly."

[](https://expedia.com/Hobart-Hotels-Comfort-Inn-Hobart-Merrillville.h42459.Hotel-Information)

## 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 $88 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.

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Highland

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- [Siesta Key Vacation Rentals ](https://www.expedia.com/Siesta-Key-Vacation-Rentals.d6881.Travel-Guide-VacationRentals)
- [Galveston Vacation Rentals ](https://www.expedia.com/Galveston-Vacation-Rentals.d1341.Travel-Guide-VacationRentals)
- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
- [Palm Springs Vacation Rentals ](https://www.expedia.com/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
- [Florida Keys Vacation Rentals ](https://www.expedia.com/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)
- [Lake Tahoe Vacation Rentals ](https://www.expedia.com/South-Lake-Tahoe-Vacation-Rentals.d10150.Travel-Guide-VacationRentals)
- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Highland ](https://expedia.com/Highland-Private-Vacation-Homes.d177657-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Highland ](https://expedia.com/Highland-Apartments.d177657-aaApartments.Travel-Guide-Accommodation)
- [Condo Rentals in Highland ](https://expedia.com/Highland-Condos.d177657-aaCondos.Travel-Guide-Accommodation)
- [Motels in Highland ](https://expedia.com/Highland-Motels.d177657-aaMotels.Travel-Guide-Accommodation)
- [Cottages in Highland ](https://expedia.com/Highland-Cottages.d177657-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Highland ](https://expedia.com/Highland-Cabins.d177657-aaCabins.Travel-Guide-Accommodation)
- [RV Parks in Highland ](https://expedia.com/Highland-RV-Parks.d177657-aaRVParks.Travel-Guide-Accommodation)
- [Guest Houses in Highland ](https://expedia.com/Highland-Guest-Houses.d177657-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Highland ](https://expedia.com/Highland-Villas.d177657-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in Highland ](https://expedia.com/Highland-Agritourism.d177657-aaAgritourism.Travel-Guide-Accommodation)
- [Aparthotels in Highland ](https://expedia.com/Highland-Apart-Hotels.d177657-aaApartHotels.Travel-Guide-Accommodation)
- [Resorts in Highland ](https://expedia.com/Highland-Resorts.d177657-aaResorts.Travel-Guide-Accommodation)
- [B&B in Highland ](https://expedia.com/Highland-Bed-And-Breakfast.d177657-aaBedAndBreakfast.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Highland?

### What are some of the best vacation rentals in Highland?

### How many vacation rentals are there in Highland?

### What can I see and do in Highland?

### What are vacation rentals like in Highland?

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General

- [Visit Michigan City](https://expedia.com/Michigan-City.dx8727)

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## Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app