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Featured Condo Rentals in Highland Park

Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

9.8 out of 10, Exceptional, (39)
"Fantastic! Great location, parking spot available, very clean! "
Spacious 4BRCondo near Wrigley/Dtwn +FreeParking

3BR Modern Condo near Wrigley/Dwtn +Free Parking

9.4 out of 10, Exceptional, (33)
"3 night stay with a family of 5. Was perfect for us! Clean, quiet, and easy to access. Would stay again! "
The price is NZ$1,378
includes taxes & fees
31 Aug - 1 Sept
3BR Modern Condo near Wrigley/Dwtn +Free Parking

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

10.0 out of 10, Exceptional, (103)
"The property is half a block from Wrigley, the owners are easy to communicate with and extremely accommodating. One of the best places I've stayed, would recommend to anyone."
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

NEW LUXURY PENTHOUSE CONDO

10.0 out of 10, Exceptional, (185)
"A perfect place to stay. The rooftop bar has the BEST views of the city, especially around sunset. I would definitely stay here again! "
NEW LUXURY PENTHOUSE CONDO

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (26)
"The property was nice. It had everything we needed, close to a store, restaurants and the train. "
The price is NZ$764
includes taxes & fees
11 Aug - 12 Aug
Chic Urban Retreat Near Wrigley Field w/Parking

Entire 2 bedroom with Office & Deck!

9.0 out of 10, Wonderful, (12)
"Good stay"
Entire 2 bedroom with Office & Deck!

Spacious, Clean and Steps from Wrigley Field!

9.8 out of 10, Exceptional, (15)
"Great stay in Wrigleyville. Steps to the park and all the entertainment. Would definitely stay again. "
Spacious, Clean and Steps from Wrigley Field!

Stunning 3 BR in prime Chicago location

9.8 out of 10, Exceptional, (109)
"This property had all the comforts we needed and is in a great location. Would absolutely love to stay there again!"
Stunning 3 BR in prime Chicago location

NEW LUXURY CONDO WITH PATIO DECK

10.0 out of 10, Exceptional, (175)
"This is the perfect place for you to stay when you’re in Chicago. We have stayed here at least four or five times already the place is immaculate. If you need any help someone is there for you ASAP. "
NEW LUXURY CONDO WITH PATIO DECK

Lincoln Park/depaul 8 Bed 1 Parking Spot Sleeps 18 by AllSet Turnover

9.6 out of 10, Exceptional, (15)
"We had an absolutely lovely stay here!"
Lincoln Park/depaul 8 Bed 1 Parking Spot Sleeps 18 by AllSet Turnover

Bright 2BR Apt w/ Private Entrance & Laundry by AllSet Turnover

2.0 star property
8.4 out of 10, Very good, (5)
"Stayed 3 nights visiting my son. Good location, large apt., nicely decorated. I wish the tub/shower had a grab bar. The jacuzzi tub has a high profile and is difficult for older adults to step in and out. It was quiet inside--even the nearby train was hard to hear. I did trip several times on the drain cover right outside the entry door. Be careful!"
Bright 2BR Apt w/ Private Entrance & Laundry by AllSet Turnover

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (183)
"We enjoyed our stay in Rogers Park. The property was nice and a welcome retreat at the end of the day. "
Walking distance to restaurants, shops and Lake Michigan,

Just remodeled apartment close to airport and mall

10.0 out of 10, Exceptional, (12)
"The location was great for my purposes, nice apartment, great neighborhood and close to the airport."
The price is NZ$419
includes taxes & fees
10 Aug - 11 Aug
Just remodeled apartment close to airport and mall

Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

9.0 out of 10, Wonderful, (14)
"We loved the location and the VRBO itself. Clean, stocked with essentials, and easy to communicate with!"
The price is NZ$1,842
includes taxes & fees
11 Aug - 12 Aug
Wrigley Field Grand Slam Suite 4 Bedrooms, 2 Bathrooms

Wrigley Field All Star Suite 3 Bedrooms 2 Bath

9.4 out of 10, Exceptional, (18)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
The price is NZ$1,606
includes taxes & fees
11 Aug - 12 Aug
Wrigley Field All Star Suite 3 Bedrooms 2 Bath

Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

9.6 out of 10, Exceptional, (23)
"It was great to be able to walk to Cubs games and back right after. It was a cold three days worth of game so very nice to be able to walk across the street and get warm quick. The place was absolutely great! Very spacious and comfy. The property manager was so very easy to work with when we requested an early check in. Thanks and we look forward to our next stay there. Go Cubs Go!!!"
The price is NZ$1,842
includes taxes & fees
11 Aug - 12 Aug
Wrigley Field Legend Suite 4 Bedrooms, 2 Bathrooms

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.4 out of 10, Exceptional, (28)
"The place was super nice, very clean, and quiet. It was perfectly located for our needs. We were visiting my daughter and brand new granddaughter, and hope to make it our new home away from home when we visit."
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

Wrigleyville Inn - Unit 3

10.0 out of 10, Exceptional, (35)
"The property was perfect for our stay. Easy walk to baseball and food options were great."
Wrigleyville Inn - Unit 3

Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago

9.8 out of 10, Exceptional, (18)
"Everything went well. Will stay again."
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago

1910 Charming Historic Flat - Walk to Beach & Loyola!

1910 Charming Historic Flat - Walk to Beach & Loyola!
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 Park Hotel Reviews

Frequently asked questions

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.