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Search results; Over 1,000 places in Highwood

Superhost
Flat in Highland Park
Stunning & Stylish Downtown Studio - Highland Park
Hosted by Abia
23–28 Mar
£77 per night, originally £90
5.0 out of 5 average rating, 35 reviews
Guest favourite
Flat in Highland Park
Lovely studio near the beach! (and heated floors!)
Hosted by Ariel
19–24 Mar
£150 per night
4.94 out of 5 average rating, 120 reviews
Superhost
Flat in Highland Park
Chic Studio in Downtown Highland Park - By Metra
Hosted by Abia
29 Mar – 3 Apr
£94 per night, originally £105
5.0 out of 5 average rating, 64 reviews
Guest favourite
Flat in Highland Park
Full Apartment green oasis in law suite
Hosted by Lola
19–24 Mar
£169 per night
5.0 out of 5 average rating, 9 reviews
Flat in Northbrook
Guest Room with 1 King Bed
Hosted by Renaissance Chicago
20–25 Mar
£87 per night
4.55 out of 5 average rating, 155 reviews
Flat in Northbrook
Guest Room with 2 Queen Beds
Hosted by Renaissance Chicago
20–25 Mar
£94 per night
4.74 out of 5 average rating, 101 reviews
Guest favourite
Flat in Libertyville
131 East Park Ave. #308
Hosted by Andrew
26 Apr – 1 May
£96 per night
4.91 out of 5 average rating, 81 reviews
Flat in Waukegan
Very Nice 2 Bedroom rental unit.
Hosted by Luisana
19–24 Mar
£86 per night
4.65 out of 5 average rating, 77 reviews
Guest favourite
Flat in Winthrop Harbor
Elegant suite: love dogs Lake Michigan!
Hosted by Allison
19–24 Mar
£67 per night, originally £80
4.95 out of 5 average rating, 222 reviews
Flat in Waukegan
Cozy Apartment I Naval Station
Hosted by Lourdes
31 Mar – 5 Apr
£84 per night
New place to stay
Guest favourite
Flat in Waukegan
Cozy 2 Bedroom Apt, 13 Mins From Naval Academy
Hosted by Jocelyn
30 Mar – 4 Apr
£88 per night
4.92 out of 5 average rating, 76 reviews
Superhost
Flat in Waukegan
Cozy 2 Bedroom Apartment | 8 mins to Navy Base!
Hosted by Chris
31 Mar – 5 Apr
£119 per night
New place to stay
Guest favourite
Flat in North Chicago
New Home in North Chicago IL
Hosted by Daniel
22–27 Mar
£165 per night
4.75 out of 5 average rating, 32 reviews
Guest favourite
Flat in Lake Bluff
Lake Bluff - In Town Location -Rivendell -
Hosted by Patricia
30 Jun – 5 Jul
£136 per night
4.82 out of 5 average rating, 22 reviews
Superhost
Flat in North Chicago
Lovely and Cozy updated one bedroom apartment. 2F
Hosted by Carmen
20–25 Mar
£92 per night
4.78 out of 5 average rating, 23 reviews
Guest favourite
Flat in Waukegan
High End Luxury 2 Bedroom Apartment | Waukegan
Hosted by Chris
23–28 Mar
£139 per night, originally £183
4.94 out of 5 average rating, 18 reviews
Guest favourite
Flat in Arlington Heights
Ideal Location in Awesome Heights
Hosted by Janet
2–7 Apr
£108 per night
4.99 out of 5 average rating, 110 reviews
Guest favourite
Flat in Libertyville
1 Bedroom w/1 Bath Apt | Sleeps 4+ | 4 Work Areas
Hosted by Sharon
20–25 Mar
£148 per night
4.89 out of 5 average rating, 38 reviews