Search results; Over 1,000 places in Highland Park

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Guest favorite
Home in Highland Park
A Wonderful Getaway Home on the North Shore!
4 guests2 bedrooms2 beds1.5 baths
Sep 1 – 6
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Sep 1 – 6
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ﺩ.ﺇ 5,403 for 5 nights
for 5 nights

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Home in Highland Park
North Shore Coastal Home
3 beds
May 11 – 16
ﺩ.ﺇ 6,134 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.ﺇ 4,860 for 5 nights
for 5 nights
4.96 out of 5 average rating, 113 reviews
Guest favorite
Apartment in Highland Park
Lovely studio near the beach! (and heated floors!)
Free cancellation
May 24 – 29
ﺩ.ﺇ 4,008 for 5 nights
for 5 nights
4.91 out of 5 average rating, 159 reviews
Top guest favorite
Place to stay in Highland Park
Modern & Private Basement Retreat with Kitchenette
Free cancellation
Jun 7 – 12
ﺩ.ﺇ 2,815 for 5 nights
for 5 nights
5.0 out of 5 average rating, 61 reviews
Top guest favorite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
4 beds
May 18 – 23
ﺩ.ﺇ 6,587 for 5 nights
for 5 nights
4.97 out of 5 average rating, 79 reviews
Top guest favorite
Guest suite in Highland Park
Charming in-law suite w/ use of deck and yard
Free cancellation
May 12 – 17
ﺩ.ﺇ 3,358 for 5 nights
for 5 nights
4.96 out of 5 average rating, 142 reviews
Top guest favorite
Apartment in Highland Park
Full Apartment green oasis in law suite
Free cancellation
May 18 – 23
ﺩ.ﺇ 3,766 for 5 nights
for 5 nights
5.0 out of 5 average rating, 36 reviews
Guest favorite
Home in Highland Park
Witness Sunrise Over Lake Michigan
Free cancellation
May 12 – 17
ﺩ.ﺇ 20,212 for 5 nights
for 5 nights
4.92 out of 5 average rating, 52 reviews
Superhost
Apartment in Highland Park
Stylish Studio- Downtown Highland Park
1 bed
May 8 – 13
ﺩ.ﺇ 2,605 for 5 nights
for 5 nights
4.9 out of 5 average rating, 20 reviews
Superhost
Apartment in Highland Park
Chic Studio in Downtown Highland Park - By Metra
1 bed
May 19 – 24
ﺩ.ﺇ 2,114 for 5 nights
for 5 nights
4.82 out of 5 average rating, 117 reviews
Guest favorite
Room in Highland Park
Stay with TamaraTeacher,
Redhothens in Ravinia
Jun 27 – Jul 2
ﺩ.ﺇ 2,238 for 5 nights
for 5 nights
4.89 out of 5 average rating, 65 reviews
Top guest favorite
Home in Highland Park
North Shore Blue-Door Bungalow
Free cancellation
Jun 18 – 23
ﺩ.ﺇ 6,707 for 5 nights
for 5 nights
5.0 out of 5 average rating, 26 reviews
Guest favorite
Apartment in Highland Park
Month-to-Month Secure 1 bedroom+office and dining
Free cancellation
Jun 19 – 26
ﺩ.ﺇ 4,712 for 7 nights
for 7 nights
5.0 out of 5 average rating, 9 reviews
Guest suite in Highland Park
Your relaxing stay in Highland Park
1 queen bed
May 5 – 10
ﺩ.ﺇ 2,381 for 5 nights
for 5 nights
4.79 out of 5 average rating, 151 reviews
Top guest favorite
Home in Northbrook
*King bed *Outdoor Living *Sought-After Area
3 beds
May 5 – 10
ﺩ.ﺇ 6,152 for 5 nights
for 5 nights
4.97 out of 5 average rating, 66 reviews
Superhost
Home in Highland Park
Rejuvenate and Relax in the North Shore
7 beds
May 12 – 17
ﺩ.ﺇ 11,387 for 5 nights
for 5 nights
4.9 out of 5 average rating, 124 reviews
Guest favorite
Room in Highland Park
Stay with NinaBusiness owner,
Perfect for Individual Travelers #1
May 29 – Jun 3
ﺩ.ﺇ 1,184 for 5 nights
for 5 nights
4.89 out of 5 average rating, 210 reviews
Top guest favorite
Guest suite in Riverwoods
Master qtr close to nature & easy urban facilities
Free cancellation
Jun 1 – 6
ﺩ.ﺇ 3,133 for 5 nights
for 5 nights
4.96 out of 5 average rating, 393 reviews