Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Highwood
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Rooms
Skiing
Countryside
National parks
Amazing pools
Amazing views
Lakefront
Play
Trending
Cabins
Chef's kitchens
Vineyards
Bed & breakfasts
Design
Farms
New
Grand pianos
Tiny homes
Camping
Lake
Golfing
Filters
0
Show map
Search results; Over 1,000 places in Highwood
Over 1,000 places in Highwood
Superhost
Superhost
Flat in Highland Park
Stunning & Stylish Downtown Studio - Highland Park
Hosted by Abia
Hosted by Abia
23–28 Mar
23–28 Mar
£90
£77
night
£77 per night, originally £90
·
£383 total
£383 total
Show price breakdown
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Guest favourite
Guest favourite
Flat in Highland Park
Lovely studio near the beach! (and heated floors!)
Hosted by Ariel
Hosted by Ariel
19–24 Mar
19–24 Mar
£150
night
£150 per night
·
£748 total
£748 total
Show price breakdown
4.94 out of 5 average rating, 120 reviews
4.94 (120)
Superhost
Superhost
Flat in Highland Park
Chic Studio in Downtown Highland Park - By Metra
Hosted by Abia
Hosted by Abia
29 Mar – 3 Apr
29 Mar – 3 Apr
£105
£94
night
£94 per night, originally £105
·
£466 total
£466 total
Show price breakdown
5.0 out of 5 average rating, 64 reviews
5.0 (64)
Guest favourite
Guest favourite
Flat in Highland Park
Full Apartment green oasis in law suite
Hosted by Lola
Hosted by Lola
19–24 Mar
19–24 Mar
£169
night
£169 per night
·
£844 total
£844 total
Show price breakdown
5.0 out of 5 average rating, 9 reviews
5.0 (9)
Flat in Northbrook
Guest Room with 1 King Bed
Hosted by Renaissance Chicago
Hosted by Renaissance Chicago
20–25 Mar
20–25 Mar
£87
night
£87 per night
·
£435 total
£435 total
Show price breakdown
4.55 out of 5 average rating, 155 reviews
4.55 (155)
Flat in Northbrook
Guest Room with 2 Queen Beds
Hosted by Renaissance Chicago
Hosted by Renaissance Chicago
20–25 Mar
20–25 Mar
£94
night
£94 per night
·
£468 total
£468 total
Show price breakdown
4.74 out of 5 average rating, 101 reviews
4.74 (101)
Guest favourite
Guest favourite
Flat in Libertyville
131 East Park Ave. #308
Hosted by Andrew
Hosted by Andrew
26 Apr – 1 May
26 Apr – 1 May
£96
night
£96 per night
·
£480 total
£480 total
Show price breakdown
4.91 out of 5 average rating, 81 reviews
4.91 (81)
Flat in Waukegan
Very Nice 2 Bedroom rental unit.
Hosted by Luisana
Hosted by Luisana
19–24 Mar
19–24 Mar
£86
night
£86 per night
·
£430 total
£430 total
Show price breakdown
4.65 out of 5 average rating, 77 reviews
4.65 (77)
Guest favourite
Guest favourite
Flat in Winthrop Harbor
Elegant suite: love dogs Lake Michigan!
Hosted by Allison
Hosted by Allison
19–24 Mar
19–24 Mar
£80
£67
night
£67 per night, originally £80
·
£333 total
£333 total
Show price breakdown
4.95 out of 5 average rating, 222 reviews
4.95 (222)
Flat in Waukegan
Cozy Apartment I Naval Station
Hosted by Lourdes
Hosted by Lourdes
31 Mar – 5 Apr
31 Mar – 5 Apr
£84
night
£84 per night
·
£420 total
£420 total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Flat in Waukegan
Cozy 2 Bedroom Apt, 13 Mins From Naval Academy
Hosted by Jocelyn
Hosted by Jocelyn
30 Mar – 4 Apr
30 Mar – 4 Apr
£88
night
£88 per night
·
£440 total
£440 total
Show price breakdown
4.92 out of 5 average rating, 76 reviews
4.92 (76)
Superhost
Superhost
Flat in Waukegan
Cozy 2 Bedroom Apartment | 8 mins to Navy Base!
Hosted by Chris
Hosted by Chris
31 Mar – 5 Apr
31 Mar – 5 Apr
£119
night
£119 per night
·
£591 total
£591 total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Flat in North Chicago
New Home in North Chicago IL
Hosted by Daniel
Hosted by Daniel
22–27 Mar
22–27 Mar
£165
night
£165 per night
·
£822 total
£822 total
Show price breakdown
4.75 out of 5 average rating, 32 reviews
4.75 (32)
Guest favourite
Guest favourite
Flat in Lake Bluff
Lake Bluff - In Town Location -Rivendell -
Hosted by Patricia
Hosted by Patricia
30 Jun – 5 Jul
30 Jun – 5 Jul
£136
night
£136 per night
·
£676 total
£676 total
Show price breakdown
4.82 out of 5 average rating, 22 reviews
4.82 (22)
Superhost
Superhost
Flat in North Chicago
Lovely and Cozy updated one bedroom apartment. 2F
Hosted by Carmen
Hosted by Carmen
20–25 Mar
20–25 Mar
£92
night
£92 per night
·
£459 total
£459 total
Show price breakdown
4.78 out of 5 average rating, 23 reviews
4.78 (23)
Guest favourite
Guest favourite
Flat in Waukegan
High End Luxury 2 Bedroom Apartment | Waukegan
Hosted by Chris
Hosted by Chris
23–28 Mar
23–28 Mar
£183
£139
night
£139 per night, originally £183
·
£692 total
£692 total
Show price breakdown
4.94 out of 5 average rating, 18 reviews
4.94 (18)
Guest favourite
Guest favourite
Flat in Arlington Heights
Ideal Location in Awesome Heights
Hosted by Janet
Hosted by Janet
2–7 Apr
2–7 Apr
£108
night
£108 per night
·
£536 total
£536 total
Show price breakdown
4.99 out of 5 average rating, 110 reviews
4.99 (110)
Guest favourite
Guest favourite
Flat in Libertyville
1 Bedroom w/1 Bath Apt | Sleeps 4+ | 4 Work Areas
Hosted by Sharon
Hosted by Sharon
20–25 Mar
20–25 Mar
£148
night
£148 per night
·
£738 total
£738 total
Show price breakdown
4.89 out of 5 average rating, 38 reviews
4.89 (38)
1
2
3
4
…
15