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Check prices for these dates

Next weekend
6 Jum. II - 8 Jum. II
In two weeks
13 Jum. II - 15 Jum. II
In one month
27 Jum. II - 29 Jum. II
In two months
25 Raj. - 27 Raj.

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

Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.6 out of 10, Exceptional, (178)
"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,
Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover
TV

Centrally Located Swedish Design Andersonville 2bd by AllSet Turnover

9.4 out of 10, Exceptional, (26)
"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
Spacious Skokie Retreat - 2BR/2BA - Mins to Chicago, mall & Train
Fridge, microwave, oven, stovetop

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
Free Parking, Balcony, near Universities, NAPA, Ravinia and train to Chicago
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (23)
"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
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (46)
"Great stay!"
"Serenity of Evanston" 2 BDR/2Bath Modern-Luxe Suite
Urban Chicago Vacation Rental Condo Near Beach!
Beach nearby

Urban Chicago Vacation Rental Condo Near Beach!

9.2 out of 10, Wonderful, (19)
"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!
Chicago 1BR: Stylish Stay with Workspace
Fridge, microwave, oven, stovetop

Chicago 1BR: Stylish Stay with Workspace

Chicago 1BR: Stylish Stay with Workspace
"Melody of Evanston" 3BD, 2BA UrbanLux Condo
Interior

"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
Bright 2BR Apt w/ Private Entrance & Laundry
Interior

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
Urban Chicago Escape ~ 1 Mi to Local Beaches!
Fridge, microwave, stovetop, dishwasher

Urban Chicago Escape ~ 1 Mi to Local Beaches!

9.4 out of 10, Exceptional, (17)
"The place was clean and fit our needs. Great location near the lake and close to the train stop."
Urban Chicago Escape ~ 1 Mi to Local Beaches!
The Bright Retreat in Andersonville
Fridge, microwave, oven, stovetop

The Bright Retreat in Andersonville

9.8 out of 10, Exceptional, (58)
"We had a great stay, would highly recommend "
The Bright Retreat in Andersonville
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
Smart TV

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

9.8 out of 10, Exceptional, (13)
"I can’t describe my stay for 20 days any better than. Simply great. "
The price is SAR 521
SAR 1,015 total
includes taxes & fees
1 Jun - 2 Jun
Parking, Balcony, Near Universities, Ravinia, NAPA & Train to Chicago
Chicago's Hidden Treasure "Evanston, IL" Urban Luxury with comfort
2 bedrooms, desk, iron/ironing board, free WiFi

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

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, (33)
"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
Walking distance to restaurants, shops and Lake Michigan,
Exterior

Walking distance to restaurants, shops and Lake Michigan,

9.8 out of 10, Exceptional, (201)
"Great property and easy process to check in/out. Lots of space and privacy. It was easy to get around and explore the city. "
Walking distance to restaurants, shops and Lake Michigan,
3BR Oasis, Gym, Workspace, Quiet Location
Fridge, microwave, oven, stovetop

3BR Oasis, Gym, Workspace, Quiet Location

2.0 star property
10.0 out of 10, Exceptional, (1)
"Convenient, beautiful, and clean stay! We would stay again"
3BR Oasis, Gym, Workspace, Quiet Location
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Fridge, microwave, oven, stovetop

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

9.4 out of 10, Exceptional, (23)
"Enjoyed our stay"
The price is SAR 754
SAR 1,723 total
includes taxes & fees
24 Jun - 25 Jun
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Wrigley 2 bedroom 2 bath with free parking & yard!
Fridge, microwave, oven, stovetop

Wrigley 2 bedroom 2 bath with free parking & yard!

10.0 out of 10, Exceptional, (3)
"We were very happy with our recent stay. We were in town for a Cubs game and this location was such an easy walk to Wrigley. Felt safe and enjoyed some of the businesses located I. The area as well."
Wrigley 2 bedroom 2 bath with free parking & yard!
SuperHost Large Roommate style 2 Bedroom, 2 Bath, Patio, Sunroom, L Kitchen
2 bedrooms, desk, iron/ironing board, WiFi

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

9.0 out of 10, Wonderful, (6)
"The apartment was great. We were not there very much but it was roomy and clean. I would definitely stay there again. "
SuperHost Large Roommate style 2 Bedroom, 2 Bath, Patio, Sunroom, L Kitchen
Posh 1BR Apartment in Arlington Heights
Signature Condo | Private kitchen | Fridge, microwave, oven, stovetop

Posh 1BR Apartment in Arlington Heights

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice clean apt"
Posh 1BR Apartment in Arlington Heights
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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