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Search results; Over 1,000 places in Highland Park

Superhost
Apartment in Highland Park
Stunning & Stylish Downtown Studio - Highland Park
1 queen bed
May 6 – 11
5.0 out of 5 average rating, 38 reviews
Superhost
Home in Highland Park
Rejuvenate and Relax in the North Shore
7 beds
Apr 23 – 28
4.91 out of 5 average rating, 109 reviews
Guest favorite
Apartment in Highland Park
Lovely studio near the beach! (and heated floors!)
1 queen bed
Apr 19 – 24
4.94 out of 5 average rating, 122 reviews
Superhost
Home in Highland Park
Modern Luxe Home w/Gameroom and Electric Fireplace
5 beds
Apr 23 – 28
4.82 out of 5 average rating, 28 reviews
Home in Highland Park
North Shore Blue-Door Bungalow
4 beds
Jun 12 – 17
New place to stay
Guest favorite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
4 beds
May 5 – 10
4.96 out of 5 average rating, 47 reviews
Guest favorite
Room in Highland Park
Stay with TamaraTeacher,
Redhothens in Ravinia
Apr 20 – 25
4.87 out of 5 average rating, 39 reviews
Superhost
Apartment in Highland Park
Chic Studio in Downtown Highland Park near Metra
1 bed
May 14 – 19
5.0 out of 5 average rating, 60 reviews
Guest favorite
Guest suite in Highland Park
Charming in-law suite w/ use of deck and yard
1 queen bed
May 9 – 14
4.97 out of 5 average rating, 110 reviews
Guest favorite
Home in Highland Park
Charming Ranch-Style Cottage
2 queen beds
Apr 29 – May 4
4.98 out of 5 average rating, 58 reviews
Guest favorite
Room in Highland Park
Stay with CrystalBusiness development,
Stylish & comfy private bed, bath, & living room!
Apr 24 – 29
5.0 out of 5 average rating, 40 reviews
Home in Highland Park
Sanctuary on the Ravine
3 beds
Apr 24 – 29
5.0 out of 5 average rating, 22 reviews
Guest favorite
Home in Highland Park
A Wonderful Getaway Home on the North Shore!
2 beds
Aug 22 – 27
4.86 out of 5 average rating, 42 reviews
Guest favorite
Apartment in Highland Park
Full Apartment green oasis in law suite
1 queen bed
Apr 27 – May 2
5.0 out of 5 average rating, 12 reviews
Guest favorite
Home in Highland Park
2-Acre Highland Park Retreat with Heated Pool ~ 5*
6 beds
Apr 19 – 24
4.9 out of 5 average rating, 125 reviews
Guest favorite
Guesthouse in Lake Forest
Adorable Carriage House East Lake Forest
3 beds
Apr 21 – 26
4.88 out of 5 average rating, 80 reviews
Guest favorite
Home in Northbrook
Northbrook Retreat with Ample Outdoor Space
3 beds
May 4 – 9
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Highland Park
The Sunset Manor - Luxe Mansion for Serene retreat
May 23 – 28
4.88 out of 5 average rating, 8 reviews