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Highland Park

Highland Park Sponsored Properties

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Condo in Chicago Minimum Stay: 1 Month 1 Bed, 1 Bath, ID: 10304

$2600 Month

Available on: Sep 5th

Fully Furnished condo rental Downtown Chicago

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Condo in Chicago Minimum Stay: 1 Month 2 Beds, 2 Baths, ID: 24207

$4300 Month

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Fully Furnished home rental Bloomingdale, IL

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House in Bloomingdale Minimum Stay: 1 Month 4 Beds, 2.5 Baths, ID: 27648

$6950 Month

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Condo in Chicago Minimum Stay: 1 Month 1 Bed, 1 Bath, ID: 14880

$3250 Month

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Showing 30 - 38 of 38+ Rentals.

More property options just outside your search for Highland Park, Illinois. The properties below are listed by distance closest to Highland Park, Illinois.

Available on: Sep 1st

Mobile Home in Valparaiso

Minimum Stay: 1 Month 3 Beds 2 Baths ID: 29122

$3700 Month

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House in Chesterton

Minimum Stay: 1 Month 3 Beds 2 Baths ID: 28937

$4500 Month

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Available on: Jan 1st 2026

House in Milwaukee

Minimum Stay: 1 Year 3 Beds 3 Baths ID: 20492

$3500 Month

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Convenient single-level house with no stairs to climb.

8-person hot tub offers delightful relaxation.

kitchen is equipped with everything you need for meal prep.

Enter via self-check-in with a digital keypad smart lock.

Enjoy the spacious, open living room and kitchen/dining area

Enjoy the ROKU TV with your own streaming subscriptions.

A large selection of board games is available.

Take advantage of every chef’s preference – a gas stove.

Take in the rustic, modern-farmhouse design of the kitchen.

Small appliances include microwave, panini press, + toaster.

You’re fully supplied with plates and dishes.

Open floor plan enables easy access to living room + kitchen

Bedroom 1 features a queen bed and storage armoire.

Bedroom 2 is bright and sunny with a sunshine linen motif.

Bedroom 3 offers a twin bed and trundle.

Bedroom 4 provides a queen bed and large storage armoire.

One well-appointed bathroom features a walk-in shower.

Stunning bathroom has shower and jetted tub combo.

You’ll love the convenience of the washer/dryer.

Prep your meal on the grill and enjoy dining al fresco.

Hang out on Adirondack chairs around the firepit.

Backyard has it all: Outdoor dining spot, hot tub, + firepit

Have a blast in the game room converted from a garage.

Game room features an assortment of Adirondack chairs.

Enjoy the 55 ROKU TV, cornhole, Foosball, and more.

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House in Michigan City

Minimum Stay: Weekly 4 Beds 2 Baths ID: 25603

$1900 Week

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Duplex in Milwaukee

Minimum Stay: Weekly 3 Beds 1 Bath ID: 28660

$2000 Month

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Available on: Feb 1st 2026

House in West Allis

Minimum Stay: 1 Month 3 Beds 1.5 Bath ID: 20490

$1900 Month

1 Reviews

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Relax by a cozy fire, w/ a good book or a game of chess

Even at the Holidays, we've got you covered!

Santa's Hot Cocoa Bar is a treat for all!

Welcome to The Sunset House. Come on in!

Our, new in 2023, Sunflower Garden borders the circle drive

From the Great Hall to the Kitchen,Powder Room & 4th Bedroom

The first floor Bedroom w/ Queen Bed and Work Station

You can watch the Tall Ships from your kitchen window!

Our open concept Kitchen and Dining Room

Our Open Concept Kitchen to the Formal Dining Room

The Teenager Apartment is screened & indoor/outdoor

Teenager Apartment is only for the summer months

Our Master Suite w/ Spa Bath and private balcony

Master Suite private Balcony. How romantic!

Watch the sun rise and set from your own private balcony

Master Spa Bath w/ jetted tub and stall shower

Watch the sun rise w/o leaving your cozy and warm King Bed!

The Sun Rise Room w/ Reading Nook and Work Station

The Blue Room w/ King bed, Reading Nook & Work Station

Blue Room and Sun Rise Room share the Main Bath

Never miss a sunset! You can watch from home or Glenlord Pk

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House in Stevensville

Minimum Stay: 1 Month 4 Beds 2.5 Baths ID: 27521

$3500 Month

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Available on: Oct 27th

House in Benton Harbor

Minimum Stay: 6 Months 4 Beds 1.5 Bath ID: 29175

$4950 Month

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Mid-Term Corporate Housing in Highland Park, IL | CHBO

Locate mid-term furnished rentals and corporate housing in Highland Park, Illinois, Corporate Housing by Owner provides furnished homes, corporate apartments, executive condos and more rental options throughout the Highland Park metro area and across Illinois. Whether if it is for a temporary assignment, relocation, extend stay, or just cause,CHBOhas you covered. Feel at home in our Highland Park corporate rental properties.