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Compare 61 Condo Rentals in Highwood with updated reviews, rates, and availability.

Urban Chicago Vacation Rental Condo Near Beach!

9.2 out of 10, Wonderful, (18)
"Great place to stay. Close to everything. Nice and clean "
Urban Chicago Vacation Rental Condo Near Beach!

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

10.0 out of 10, Exceptional, (24)
"Great experience. "
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment

10.0 out of 10, Exceptional, (105)
"Really enjoyed our stay. Parking was easy and we could walk to restaurants. Felt very safe and the neighborhood was welcoming. Would stay again."
North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.6 out of 10, Exceptional, (25)
"What a great place! Perfect for a stay close enough to everything! Very comfy beds, and couch (tv remote was literally the only thing I can complain about!)"
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

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

9.8 out of 10, Exceptional, (13)
"The place was clean and spacious. I appreciated the parking space which made unloading the car to the apartment super easy. Communication from the host was helpful and check-in was a breeze. Would stay here again! "
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (175)
"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,

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (199)
"Ross, the property manager, is very courteous and helpful. Property clean and well-appointed. Family group with 2 dogs. Took Uber rides into city to see museums and shows. Garage parking was nice. Very quiet neighborhood at night. Overall a nice, well-managed property that we highly recommend."
Walking distance to restaurants, shops and Lake Michigan,

Bright 2BR Apt w/ Private Entrance & Laundry

2.0 star property
8.0 out of 10, Very Good, (2)
"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

Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago

10.0 out of 10, Exceptional, (22)
"Property was in a good area, less than 15 min to our destination. Plenty of restaurants and shopping nearby. Mark communication was veey good as well. "
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago

"Melody of Evanston" 3BD, 2BA UrbanLux Condo

2.0 star property
9.8 out of 10, Exceptional, (9)
"Great location and nice clean property. Will stay here again."
"Melody of Evanston" 3BD, 2BA UrbanLux Condo

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

10.0 out of 10, Exceptional, (22)
"The best location and safest! Everything what was just perfect. We try to come back next summer"
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort

Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover

10.0 out of 10, Exceptional, (29)
"It was a very nice house and a smooth stay."
Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover

SuperHost Large Roommate style 2 Bedroom, 2 Bath, Patio, Sunroom, L Kitchen

9.6 out of 10, Exceptional, (4)
"Place was as described and the check in/check out process was easy. Location was great as it was next to the train station and target for any necessities needed. House was clean provided enough space for a comfortable stay. Would recommend and stay again."
SuperHost Large Roommate style 2 Bedroom, 2 Bath, Patio, Sunroom, L Kitchen

The Bright Retreat in Andersonville

9.8 out of 10, Exceptional, (56)
"We had a great stay, would highly recommend "
The Bright Retreat in Andersonville

Free Parking, Private Terrace Up to 10%off on 30day stay

10.0 out of 10, Exceptional, (37)
"Wonderful and clean VRBO, experience was 10/10 and would absolutely go back! "
Free Parking, Private Terrace Up to 10%off on 30day stay

Soft Suede and Warm Bricks at a Stylish Rogers Park Home

9.4 out of 10, Exceptional, (29)
"Thoroughly enjoyed our stay in Rogers Park! Place was clean, well-stocked, and very comfortable. Host was in close communication. Off-street parking appreciated. Location across the street from grocery store and easy access to Chicago and Evanston. Highly recommend!"
Soft Suede and Warm Bricks at a Stylish Rogers Park Home

"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

10.0 out of 10, Exceptional, (44)
"Great stay!"
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite

Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover

9.0 out of 10, Wonderful, (10)
"Place was clean and the location is great. Just close enough to the city. Also conveniently close to a grocery store!"
Modern Comfort 2 Bd Condo in Iconic Lincoln Square by AllSet Turnover

Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w/parking

10.0 out of 10, Exceptional, (5)
"Our stay in Evanston was awesome. Our unit was spacious, roomy, clean and had everything we needed. The location in Evanston was close to our event venue in Chicago plus near downtown Evanston as well. It was also great to walk to Lake Michigan and nearby restaurants. We greatly enjoyed our stay and would happily stay there again."
Greenhouse Inn, Evanston Northwestern Loyola Chicago. Kid Friendly w/parking

Just remodeled apartment close to airport and mall

9.8 out of 10, Exceptional, (9)
"The location was great for my purposes, nice apartment, great neighborhood and close to the airport."
The price is AED 551
AED 939 total
includes taxes & fees
2 May - 3 May
Just remodeled apartment close to airport and mall
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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Other property types in Highwood

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (59)
"The breakfast was wonderful. Everyone was very nice and friendly."
The price is AED 469
AED 537 total
includes taxes & fees
25 May - 26 May
The Gem Museum Suites

Bright Garden Studio

9.0 out of 10, Wonderful, (21)
"Great spot to stay, very accommodating and everything we needed! Will be back for future visits."
The price is AED 309
AED 878 total
includes taxes & fees
19 May - 20 May
Bright Garden Studio

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (12)
"Great time and location. "
The price is AED 474
AED 1,097 total
includes taxes & fees
5 May - 6 May
2-bedroom apartment just 2 minutes drive to Wrigley Field
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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