filters

Search results; Over 1,000 homes in Highland Park

Guest favourite
Flat in Highland Park
Lovely studio near the beach! (and heated floors!)
1 bedroom, 1 bed, 1 private bathroom
13–18 Jul
,
4.92 out of 5 average rating, 202 reviews
Top guest favourite
Home in Highland Park
North Shore - Home Away From Home
4 bedrooms, 5 beds, 2 bathrooms
26–31 Aug
5.0 out of 5 average rating, 41 reviews
Top guest favourite
Guest suite in Highland Park
Charming space w/ use of deck and yard
1 bedroom, 2 queen beds, 1 bathroom
2–7 Jul
4.97 out of 5 average rating, 161 reviews
Guest favourite
Home in Highland Park
Cozy 2-Bedroom Cottage Near Downtown Highland Park
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Jul
4.94 out of 5 average rating, 173 reviews
Top guest favourite
Guest suite in Riverwoods
Master qtr close to nature & easy urban facilities
1 bedroom, 2 beds, 1 bathroom
11–16 Sept
4.95 out of 5 average rating, 485 reviews
Top guest favourite
Cottage in Highland Park
Re-imagined 1880s cottage by Highwood, Metra, Lake
2 bedrooms, 4 beds, 1 bathroom
3–10 Aug
4.98 out of 5 average rating, 105 reviews
Top guest favourite
Cottage in Highwood
The Pleasant Hill Cottage North Shore Enchantment
3 bedrooms, 6 beds, 2.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 9 reviews
Flat in Highwood
Cozy 2 bed Apt- 2 train stops to the Naval Base!
2 bedrooms, 5 beds, 1 bathroom
6–11 Jul
4.71 out of 5 average rating, 14 reviews
Guest favourite
Home in Highland Park
Highland Park Residence
4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Northbrook
*King bed *Outdoor Living *Sought-After Area
3 bedrooms, 3 beds, 1.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 125 reviews
Top guest favourite
Home in North Chicago
Gorgeous Home Stay | 4BD 1.5BA
4 bedrooms, 4 queen beds, 1.5 bathrooms
3–8 Jul
5.0 out of 5 average rating, 70 reviews
Guest favourite
Flat in Evanston
NEW Fam-Frndly 3 bd 1 bth w/ EZ Parking near NU
3 bedrooms, 1 bathroom
24–29 Jul
4.94 out of 5 average rating, 163 reviews
Guest favourite
Home in Northbrook
6 Kings | Ping-Pong | Gazebo!
5 bedrooms, 6 king beds, 3.5 bathrooms
2–7 Aug
4.9 out of 5 average rating, 48 reviews
Guest favourite
Home in Northbrook
*King beds*Modern* Renovated*North Shore
4 bedrooms, 4 beds, 2.5 bathrooms
9–14 Jul
4.78 out of 5 average rating, 9 reviews
Top guest favourite
Home in Glenview
Charming Entire House
4 bedrooms, 4 beds, 2 bathrooms
30 Aug – 4 Sept
4.99 out of 5 average rating, 77 reviews
Guest favourite
Home in Des Plains
Modern Cozy Retreat by O’Hare
2 bedrooms, 2 beds, 1.5 bathrooms
12–17 Jul
4.93 out of 5 average rating, 15 reviews
Top guest favourite
Home in Des Plains
Luxury 4 Bed 2.5 Bath near Chicago O'Hare Airport
4 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
4.88 out of 5 average rating, 144 reviews
Superhost
Flat in Highwood
Highwood Haven- 4 Bed 2 train stops to Naval Base!
4 bedrooms, 5 beds, 2 bathrooms
13–18 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Evanston
Charming, Sunny Apartment with Backyard Garden
3 bedrooms, 3 beds, 1 bathroom
29 Aug – 3 Sept
4.97 out of 5 average rating, 542 reviews