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Search Condos Rentals in Highwood from CA $186

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Browse Select Highwood Condo Rentals

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 CA $186
CA $343 total
includes taxes & fees
Aug 10 - Aug 11
Just remodeled apartment close to airport and mall

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

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!

Private 2BR/2BA Suites, Desk, Kitchenette, Lake Access, Morse CTA, Loyola Campus

Private 2BR/2BA Suites, Desk, Kitchenette, Lake Access, Morse CTA, Loyola Campus

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

9.6 out of 10, Exceptional, (24)
"Great location near Northwestern University. Plenty of on street parking for our group. Good communication with owner."
The price is CA $311
CA $708 total
includes taxes & fees
Aug 19 - Aug 20
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

Wrigley 2 bedroom 2 bath with free parking & yard!

10.0 out of 10, Exceptional, (4)
"Great location and ease of getting around. Great amenities."
Wrigley 2 bedroom 2 bath with free parking & yard!

Urban Chicago Escape ~ 1 Mi to Local Beaches!

9.4 out of 10, Exceptional, (20)
"We met friends for the weekend. This was such a fun, comfortable place to stay. Plus it was a 5 minute walk to the train station, which made sight seeing in Chicago so accessible! We would definitely stay again!"
Urban Chicago Escape ~ 1 Mi to Local Beaches!

PARKING, BALCONY near NAPA, UNIVERSITIES, RAVINIA, GOLFING & TRAIN to CHICAGO

10.0 out of 10, Exceptional, (15)
"Great location for us. Very clean, comfortable place . Would stay again."
PARKING, BALCONY near NAPA, UNIVERSITIES, RAVINIA, GOLFING & TRAIN to CHICAGO

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

10.0 out of 10, Exceptional, (25)
"Clean and convenient! Great responsiveness from the host and was very accommodating. I would stay again! "
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

The Bright Retreat in Andersonville

9.8 out of 10, Exceptional, (62)
"The check-in process was easy, the owners were communicative and we had the instructions before our stay. The property was clean and pretty well equipped. Just a couple blocks from the red line, and a short walk to Clark St, it was very easy to get around. "
The Bright Retreat in Andersonville

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

9.4 out of 10, Exceptional, (31)
"Beautiful and clean property!"
Soft Suede and Warm Bricks at a Stylish Rogers Park Home

Elegant Hideaway in the Heart of Andersonville

Elegant Hideaway in the Heart of Andersonville

Spacious Skokie Retreat - 2BR/2BA - Mins to Chicago, mall & Train

10.0 out of 10, Exceptional, (1)
"Its good for a family of 4-5"
Spacious Skokie Retreat - 2BR/2BA - Mins to Chicago, mall & Train

Cozy 3BR on Chicago's North Side & Free Parking On-premises!

10.0 out of 10, Exceptional, (2)
"Beautiful property. Great location with plenty of room for everyone. All the comforts of home. Would stay here again. "
Cozy 3BR on Chicago's North Side & Free Parking On-premises!

Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago

10.0 out of 10, Exceptional, (11)
"The second floor flat was well lit with great space in the kitchen for cooking, nice place to eat overlooking the neighborhood, and a great place to sit and watch a movie or the game. Beds were comfortable and bathrooms were nice. Overall, a great place to stay for a visit to the area. "
Oakton St. Inn, Evanston near Northwestern, Loyola and Chicago

Walk to Train: Convenient Skokie Condo!

2.0 star property
10.0 out of 10, Exceptional, (2)
"The condo was spacious and situated in a nice area. Place is located nearby the yellow Skokie CTA line to take you into the city for activities. Host was helpful and quick to respond to any questions we had."
Walk to Train: Convenient Skokie Condo!

Urban Chicago Vacation Rental Condo Near Beach!

9.2 out of 10, Wonderful, (22)
"Had a great stay at this property. Property was clean, in good condition and had no issues during the stay. We were in town for college visits and location was great. Easy access to downtown, Loyola and Evanston. Very walkable, convenient for driving to other amenities and felt safe without any issues. Used parking garage just a block away. Easy, no issues and great experience."
Urban Chicago Vacation Rental Condo Near Beach!
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 Highwood Hotel Reviews