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Search results; Over 1,000 places in Highland Park

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Superhost
Flat in Highland Park
Stunning & Stylish Downtown Studio - Highland Park
1 queen bed
6–11 May
5.0 out of 5 average rating, 37 reviews
Superhost
Home in Highland Park
Witness Sunrise Over Lake Michigan
Individual Host
19–24 Apr
4.92 out of 5 average rating, 37 reviews
Guest favourite
Flat in Highland Park
Lovely studio near the beach! (and heated floors!)
Individual Host
9–14 May
4.94 out of 5 average rating, 122 reviews
Guest favourite
Room in Highland Park
Stay with TamaraTeacher,
Redhothens in Ravinia
19–24 Apr
4.87 out of 5 average rating, 39 reviews
Superhost
Home in Highland Park
Rejuvenate and Relax in the North Shore
Individual Host
23–28 Apr
4.91 out of 5 average rating, 109 reviews
Home in Highland Park
North Shore Blue-Door Bungalow
Professional Host
25–30 Apr
New place to stay
Guest favourite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
4 beds
5–10 May
4.96 out of 5 average rating, 47 reviews
Superhost
Flat in Highland Park
Chic Studio in Downtown Highland Park - By Metra
1 bed
21–26 Apr
5.0 out of 5 average rating, 66 reviews
Superhost
Flat in Highland Park
Month-to-Month Studio Safe Secure-Sleep Sanctuary
1 queen bed
18–25 Apr
Guest favourite
Guest suite in Highland Park
Charming in-law suite w/ use of deck and yard
Individual Host
9–14 May
4.97 out of 5 average rating, 110 reviews
Guest favourite
Home in Highland Park
Charming Ranch-Style Cottage
2 queen beds
29 Apr – 4 May
4.98 out of 5 average rating, 53 reviews
Superhost
Home in Highland Park
Modern Luxe Home w/Gameroom and Electric Fireplace
5 beds
23–28 Apr
4.82 out of 5 average rating, 28 reviews
Guest favourite
Home in Highland Park
A Wonderful Getaway Home on the North Shore!
2 beds
22–27 Sep
4.85 out of 5 average rating, 41 reviews
Guest favourite
Flat in Highland Park
Full Apartment green oasis in law suite
1 queen bed
27 Apr – 2 May
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Highland Park
2-Acre Highland Park Retreat with Heated Pool ~ 5*
6 beds
18–23 Apr
4.9 out of 5 average rating, 125 reviews
Home in Highland Park
Sanctuary on the Ravine
3 beds
24–29 Apr
5.0 out of 5 average rating, 22 reviews
Home in Highland Park
Mid Century Modern Dream
Individual Host
17–22 Jun
4.5 out of 5 average rating, 40 reviews
Guest favourite
Home in Northbrook
Northbrook Retreat with Ample Outdoor Space
Individual Host
4–9 May
5.0 out of 5 average rating, 14 reviews