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Guest favorite
Home in Highland Park
2-Acre Highland Park Retreat with Heated Pool ~ 5*
15 guests6 bedrooms6 beds4 baths
Jun 1 – 6
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Jun 1 – 6
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ﺩ.ﺇ28,628 for 5 nights
for 5 nights

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Superhost
Home in Highland Park
BRAND NEW*North Shore*3 BDR*3 Smart TVs
4 beds
May 11 – 16
ﺩ.ﺇ6,996 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Home in Highland Park
Charming Ranch-Style Cottage
2 queen beds
May 20 – 25
ﺩ.ﺇ4,929 for 5 nights
for 5 nights
4.97 out of 5 average rating, 115 reviews
Home in Highland Park
North Shore Chicago Coastal Retreat
3 beds
May 12 – 17
ﺩ.ﺇ7,426 for 5 nights
for 5 nights
New place to stay
Top guest favorite
Room in Highland Park
Stay with CrystalBusiness development,
Modern & Private Basement Retreat with Kitchenette
May 26 – 31
ﺩ.ﺇ2,734 for 5 nights
for 5 nights
5.0 out of 5 average rating, 61 reviews
Guest favorite
Room in Highland Park
Stay with TamaraTeacher,
Redhothens in Ravinia
May 11 – 16
ﺩ.ﺇ2,238 for 5 nights
for 5 nights
4.89 out of 5 average rating, 65 reviews
Top guest favorite
Apartment in Highland Park
Full Apartment green oasis in law suite
Free cancellation
May 18 – 23
ﺩ.ﺇ3,766 for 5 nights
for 5 nights
5.0 out of 5 average rating, 36 reviews
Top guest favorite
Guest suite in Highland Park
Charming in-law suite w/ use of deck and yard
Free cancellation
Jun 2 – 7
ﺩ.ﺇ3,358 for 5 nights
for 5 nights
4.96 out of 5 average rating, 142 reviews
Top guest favorite
Home in Highland Park
A Wonderful Getaway Home on the North Shore!
Free cancellation
Sep 1 – 6
ﺩ.ﺇ5,132 for 5 nights
for 5 nights
4.91 out of 5 average rating, 65 reviews
Top guest favorite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
4 beds
May 18 – 23
ﺩ.ﺇ6,587 for 5 nights
for 5 nights
4.97 out of 5 average rating, 79 reviews
Superhost
Apartment in Highland Park
Chic Studio in Downtown Highland Park near Metra
1 bed
May 31 – Jun 5
ﺩ.ﺇ2,721 for 5 nights
for 5 nights
4.86 out of 5 average rating, 108 reviews
Guest favorite
Apartment in Highland Park
Lovely studio near the beach! (and heated floors!)
Free cancellation
Jun 7 – 12
ﺩ.ﺇ4,433 for 5 nights
for 5 nights
4.91 out of 5 average rating, 159 reviews
Guest favorite
Home in Highland Park
Witness Sunrise Over Lake Michigan
4 beds
May 12 – 17
ﺩ.ﺇ20,212 for 5 nights
for 5 nights
4.92 out of 5 average rating, 52 reviews
Guest favorite
Apartment in Highland Park
Month-to-Month Secure 1 bedroom+office and dining
Free cancellation
Jun 19 – 26
ﺩ.ﺇ4,701 for 7 nights
for 7 nights
5.0 out of 5 average rating, 9 reviews
Superhost
Home in Highland Park
Rejuvenate and Relax in the North Shore
7 beds
May 12 – 17
ﺩ.ﺇ10,284 for 5 nights
for 5 nights
4.9 out of 5 average rating, 124 reviews
Top guest favorite
Guest suite in Riverwoods
Master qtr close to nature & easy urban facilities
Free cancellation
Jun 1 – 6
ﺩ.ﺇ3,077 for 5 nights
for 5 nights
4.96 out of 5 average rating, 393 reviews
Superhost
Apartment in Highland Park
Stylish Studio- Downtown Highland Park
1 bed
Jul 1 – 6
ﺩ.ﺇ5,967 for 5 nights
for 5 nights
4.9 out of 5 average rating, 20 reviews
Top guest favorite
Home in Highland Park
North Shore Blue-Door Bungalow
Free cancellation
Jun 18 – 23
ﺩ.ﺇ6,738 for 5 nights
for 5 nights
5.0 out of 5 average rating, 26 reviews
Guest suite in Highland Park
Your relaxing stay in Highland Park
Free cancellation
May 18 – 23
ﺩ.ﺇ2,368 for 5 nights
for 5 nights
4.79 out of 5 average rating, 151 reviews