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Featured Condo Rentals in Highwood

Pet-Friendly Urban Chicago Vacation Rental Condo
During your stay at this condo building, you're just a quick walk from Lake Michigan. The condo offers a kitchen and a patio.
Kitchen
Washer

Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
939 West Windsor Avenue, 3N, Chicago, IL
During your stay at this condo building, you're just a quick walk from Lincoln Park. The condo includes amenities such as a TV and a fridge.
Washer
Dryer

North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
Our customers tell us they can't get enough of this condo's great location. During your stay, you'll be close to Wrigley Field. Enjoy your stay with amenities like free WiFi and a kitchen in the condo.
Kitchen
Free WiFi

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
5427 N Glenwood Ave G, Chicago, IL
During your stay at this condo building, you'll be within walking distance of Lake Michigan. Enjoy your stay with amenities like a TV and a fridge in the condo.
Washer
Dryer

Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
During your stay at this condo building, you'll be close to Northwestern University. Features include free WiFi in public areas. Free WiFi and a kitchen are available in the condo.
Kitchen
Washer

Walking distance to restaurants, shops and Lake Michigan,
Our customers tell us that they can't get enough of the helpful staff at this condo building. During your stay, you'll be within walking distance of Lake Michigan. You'll find features such as 1 hot tub. Free WiFi and in-room jetted baths are available in the condo.
Hot tub
Kitchen

Walking distance to restaurants, shops and Lake Michigan,
Our customers tell us that they can't get enough of the helpful staff at this condo building. During your stay, you'll be within walking distance of Lake Michigan. Features include 1 hot tub. Enjoy your stay with amenities like free WiFi and in-room jetted baths in the condo.
Hot tub
Kitchen

Bright 2BR Apt w/ Private Entrance & Laundry
1830 W Addison, G, Chicago, IL
During your stay at Bright 2BR Apt w/ Private Entrance & Laundry, you're just a quick walk from Wrigley Field.
Washer
Dryer

Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
During your stay at this condo building, you'll be within walking distance of North Shore Center for the Performing Arts. Free WiFi and a kitchen are available in the condo.
Kitchen
Washer

"Melody of Evanston" 3BD, 2BA UrbanLux Condo
During your stay at this condo building, you'll be within walking distance of Northwestern University. A gym is available. The condo includes amenities such as 2 bathrooms and a washing machine.
Washer
Dryer

Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
During your stay at this condo building, you'll be within walking distance of Northwestern University. An outdoor pool and a gym are available. The condo offers free WiFi and a kitchen.
Pool
Kitchen

For up to 6 Spacious lovely Chicago-style 3-BDR condo. Safe & quiet neighborhood
During your stay at this condo building, you'll be close to Northwestern University. The condo includes amenities such as in-room jetted baths and a kitchen.
Kitchen
Washer

Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover
1062 W Berwyn Ave, Chicago, IL
This condo's great location gets high marks from our customers. During your stay, you're just a quick walk from Lincoln Park. The condo includes amenities such as 2 bathrooms and a balcony.
Washer
Dryer

The Bright Retreat in Andersonville
During your stay at this condo building, you'll be within walking distance of Lake Michigan. A kitchen and a sofa bed are available in the condo.
Kitchen
Washer
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.
Highwood Condo Rentals essential information
Accommodation | 48 Condo Rentals |
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Lowest Price | |
Highest Price | |
Popular accommodation | Pet-Friendly Urban Chicago Vacation Rental Condo, Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover, North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment, Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover, Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago, Walking distance to restaurants, shops and Lake Michigan,, Walking distance to restaurants, shops and Lake Michigan,, Bright 2BR Apt w/ Private Entrance & Laundry, Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago, "Melody of Evanston" 3BD, 2BA UrbanLux Condo, Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort, For up to 6 Spacious lovely Chicago-style 3-BDR condo. Safe & quiet neighborhood, Perfect for Groups! Steps to the Beach and Room for All! Enjoy All Andersonville Has to Offer! by AllSet Turnover, The Bright Retreat in Andersonville, Free Parking, Private Terrace Up to 10%off on 30day stay |
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