Search and Rent Highland Park Condos

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Dates

November 2026

December 2026

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Our top choices for Highland Park condo rentals

A large, two-story building with a stone facade, a prominent entrance with a glass door, and a landscaped garden with flowering plants.

1. 1 Bedroom | Free Breakfast, Indoor Pool Access

Half Day

$201 nightly

Nov 23 - Nov 24

Total with taxes and fees

A modern living room with a fireplace, a flat-screen TV, a sofa, and a dining area.

2. Chic Urban Retreat Near Wrigley Field w/Parking

Lakeview

Rachael

$418 nightly

Nov 11 - Nov 12

Total with taxes and fees

A living room with a sofa, coffee table, lamp, and a staircase.

3. Cute & Cozy, 1bd Condo Apartment/townhouse

Zion

Tristan P.

$228 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern kitchen with white cabinetry, a stainless steel sink, a built-in oven, and a microwave.

4. Just remodeled apartment close to airport and mall

Elk Grove Village

Mitchell R.

$254 nightly

Nov 22 - Nov 23

Total with taxes and fees

A modern interior with a dining area, seating, a fireplace, and large windows offering a view of buildings outside.

5. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Downtown Evanston

Robin M.

$372 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a blue sofa, a round dining table, and a white desk.

6. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

South Evanston

Evan Q.

$408 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with stainless steel appliances, wooden cabinets, and a green tiled backsplash.

7. Wrigley Field MVP Suite 1 Bedroom Apartment

Lakeview

Curt M.

$516 nightly

Nov 8 - Nov 9

Total with taxes and fees

8. Downtown Elmhurst! Where else would you want to be!!

Elmhurst

Karwarsky B.

$377 nightly

Nov 6 - Nov 7

Total with taxes and fees

A modern living room with a sofa, a coffee table, and a TV stand. A kitchen with a microwave, refrigerator, and bar stools is visible in the background.

9. Half a mile from everything in the heart of Evanston, Illinois

Downtown Evanston

Lisa m.

$369 nightly

Nov 8 - Nov 9

Total with taxes and fees

10. Chicago's Hidden Treasure, "EVANSTON, IL"

Downtown Evanston

friendolyn

$372 nightly

Nov 8 - Nov 9

Total with taxes and fees

A covered porch with wicker furniture, a table, and a railing.

11. Spacious Chicago Group Home! Walk to Train & Eats

Uptown

Jeffrey K.

$621 nightly

Nov 9 - Nov 10

Total with taxes and fees

A living room with a large arched window, a fireplace, and a sofa with patterned cushions.

12. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

Lakeview

Celia A

$807 nightly

Nov 9 - Nov 10

Total with taxes and fees

13. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Lakeview

Christina

$807 nightly

Nov 9 - Nov 10

Total with taxes and fees

14. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

Lakeview

Enrique

$840 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern kitchen with stainless steel appliances, a granite countertop, and a wine bottle.

15. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Lakeview

Meaghan M.

$840 nightly

Nov 8 - Nov 9

Total with taxes and fees

A modern living room with a sofa, coffee table, and a kitchen area with a refrigerator and bar stools.

16. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Lakeview

Angela A.

$732 nightly

Nov 8 - Nov 9

Total with taxes and fees

View all properties

Learn more about Highland Park

Stroll along tree-lined streets to discover charming boutiques and art galleries in this picturesque lakeside suburb. Catch world-class performances at Ravinia Festival, where you can picnic on the lawn while enjoying live music under the stars.

See all hotels in Highland Park

Top reviews in Highland Park

A Courtyard by Marriott hotel with a well-lit entrance, landscaped surroundings, and a modern architectural design.

Courtyard by Marriott Chicago Highland Park/Northbrook

Highland Park

10/10 Excellent

Barry

A spacious lobby with a central seating area, a piano, and a large window overlooking a garden.

Hyatt Regency Deerfield

Deerfield

10/10 Excellent

Mohammaderfan

A spacious lobby with a reception desk, seating area, and a large glass door entrance.

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

Deerfield

10/10 Excellent

Amanda

A spacious lobby with a fireplace, comfortable seating, and a high ceiling with multiple balconies.

Embassy Suites by Hilton Chicago North Shore Deerfield

Deerfield

10/10 Excellent

This facility is so well managed. It isn’t a new building, but you can tell they take pride in maintaining the property and taking good care of their customers. Breakfast was amazing with made to order omelets in addition to so many other options. They even switch it up from day to day so you have different choices. An in-house restaurant offers an excellent option for other meals and they offer free drinks and appetizers every evening. The pool is clean and well maintained. Staff are friendly,...

Dan

An outdoor patio with a stone fire table, seating, and a grill.

Homewood Suites by Hilton Chicago-Lincolnshire

Lincolnshire

10/10 Excellent

Anonymous traveler

A modern restaurant with a bar area, a large dining table with chairs, and a fireplace.

Hampton Inn & Suites Chicago/Lincolnshire

Lincolnshire

10/10 Excellent

KATHY

A spacious lobby with a central reception area, a shop, and potted plants.

Hilton Garden Inn Lake Forest Mettawa

Lake Forest

10/10 Excellent

Anonymous traveler

A Holiday Inn Express & Suites building with a covered entrance, stone pillars, and a clear blue sky.

Holiday Inn Express & Suites Prospect Heights by IHG

Prospect Heights

10/10 Excellent

Maria

A hotel room with a large bed, a bedside table with a lamp, a wall-mounted phone, and a built-in shelf.

Best Western Glenview -Chicagoland Inn and Suites

Glenview

10/10 Excellent

Faisal

A two-story building with a stone facade, a central entrance with a glass door, and a brick pathway leading to it.

Staybridge Suites, Lincolnshire by IHG

Half Day

10/10 Excellent

Mara

A hotel lobby with seating areas, a large cityscape painting, and a patterned carpet.

Hampton Inn & Suites Chicago-North Shore/Skokie

Skokie

10/10 Excellent

Doug

A hotel with a large building, a fountain, and a pond.

Hotel Indigo Chicago-Vernon Hills by IHG

Vernon Hills

10/10 Excellent

Shontaevia

A building entrance with a brick facade, a covered walkway, and trees framing the entrance.

Holiday Inn Express Chicago NW - Vernon Hills by IHG

Vernon Hills

10/10 Excellent

Jamie

A hotel with a stone facade, multiple windows, and a well-lit entrance.

Hampton Inn & Suites Rosemont Chicago O'Hare

Rosemont

10/10 Excellent

Rachel

A modern hotel lobby with round tables, blue upholstered chairs, and large windows offering a view of the outdoors.

Hampton Inn Chicago-O'Hare International Airport

Schiller Park

10/10 Excellent

After a terrible experience with the airline & an unexpected overnight stay without our bags, it was refreshing to end up at this Hampton Inn after a long international flight. The hotel was affordable & had a convenient 24 hr shuttle service. When the front desk concierge found out we didn’t have our bags she put a little bag together for us with tooth brushes, tooth paste, deodorant & razors. It was much appreciated.

Michelle

A Courtyard by Marriott hotel entrance with a landscaped garden and a sign.

Courtyard Chicago Waukegan Gurnee

Waukegan

10/10 Excellent

Was their for my son's Navy boot camp graduation. The hotel was very welcoming and is pro military. After graduation, we went back to the hotel to let my son decompress. We went to the lobby to get some quick pictures by the fireplace with the US Flag above it. A gentleman that worked there offered to take a family pic of my wife my son and I. Afterwards, he thanked my son for his service and had tremendous more kind words for my son. It brought tears to my wife and I how proud we are of our...

Jay

A spacious lobby with a central seating area, a fireplace, and a large wall-mounted TV.

Hilton Garden Inn Chicago OHare Airport

Des Plaines

10/10 Excellent

Kathleen

A modern dining area with a large table, chairs, and a coffee station.

avid hotel Chicago O’Hare – Des Plaines by IHG

Des Plaines

10/10 Excellent

Juli

Frequently Asked Questions

Why book your condo in Highland Park with Expedia?

Booking a condo in Highland Park is as easy as entering your travel dates and picking a place suited to your needs. After something low cost or luxurious, or a stay that also includes a kitchenette? Use Expedia's search filters to further narrow your search results and find your dream fit.

How can I find cheap condos in Highland Park?

The quickest way to track down cheap condos in Highland Park is with Expedia's convenient filter tool. Tailor your search results by star rating, amenities and budget to secure unbeatable rates in just a few keystrokes.

What is there to do in Highland Park near my condo?

If you want to discover the sights of Highland Park, find your way to Ravinia Park. It's a winner with locals and tourists alike.

Explore a world of travel with Expedia

Things to do in Chicago
Standard Link for Things to do in Chicago

Search and Rent Highland Park Condos

Bundle & Save

OneKeyCash

Upfront pricing

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Highland Park condo rentals

1. 1 Bedroom | Free Breakfast, Indoor Pool Access

2. Chic Urban Retreat Near Wrigley Field w/Parking

3. Cute & Cozy, 1bd Condo Apartment/townhouse

4. Just remodeled apartment close to airport and mall

5. Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

6. MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

7. Wrigley Field MVP Suite 1 Bedroom Apartment

8. Downtown Elmhurst! Where else would you want to be!!

9. Half a mile from everything in the heart of Evanston, Illinois

10. Chicago's Hidden Treasure, "EVANSTON, IL"

11. Spacious Chicago Group Home! Walk to Train & Eats

12. Wrigley Field Stadium Suite 4 Bedroom 2 Bathroom

13. Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

14. Wrigley Field Home Run 4 Bedroom, 2 Bathroom

15. Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

16. Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Learn more about Highland Park

Top reviews in Highland Park

Courtyard by Marriott Chicago Highland Park/Northbrook

10/10 Excellent

Frequently Asked Questions

Why book your condo in Highland Park with Expedia?

How can I find cheap condos in Highland Park?

What is there to do in Highland Park near my condo?

Explore a world of travel with Expedia