Highland Park Station holiday rentals
We found 1,343 holiday rentals — enter your dates for availability
Choose the right holiday home within easy reach of Highland Park Station. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as a fireplace and a washer and dryer. At the end of the day, you'll be able to choose a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Highland Park Station
Showing deals for:10 Oct - 17 Oct
Image gallery for Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
1010 out of 10 rating
Exceptional
(31 reviews)
Luxe Haus of Love—Renovated 1938 Cape Cod —Heated FLRS
Skokie, IL
9% off
Price is AU$7,623
AU$7,623
AU$1,089 per night
includes taxes & fees
Image gallery for Hensley’s Cornerstone Lakehouse
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Hensley’s Cornerstone Lakehouse
Wauconda, IL
9% off
Price is AU$4,549
AU$4,549
AU$650 per night
includes taxes & fees
Image gallery for great home in Waukegan for navy graduate families close distance to navy base!!
9.89.8 out of 10 rating
Exceptional
(26 reviews)
great home in Waukegan for navy graduate families close distance to navy base!!
Waukegan, IL
8% off
Price is AU$3,272
AU$3,272
AU$467 per night
includes taxes & fees
Image gallery for Charming 3-bedroom house in Grayslake
9.89.8 out of 10 rating
Exceptional
(10 reviews)
Charming 3-bedroom house in Grayslake
Grayslake, IL
8% off
Price is AU$4,366
AU$4,366
AU$624 per night
includes taxes & fees
Image gallery for Family frndly TwnHm by navy base
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Family frndly TwnHm by navy base
Waukegan, IL
12% off
Price is AU$2,315
AU$2,315
AU$331 per night
includes taxes & fees
Image gallery for Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
9.89.8 out of 10 rating
Exceptional
(6 reviews)
Spacious 8 BDRM + 2 Kitchens + Garage! Sleeps 16!
Chicago, IL
8% off
Price is AU$15,033
AU$15,033
AU$2,148 per night
includes taxes & fees
Image gallery for Beautiful Huge Lakefront Remodeled Home with Incredible Views
9.89.8 out of 10 rating
Exceptional
(28 reviews)
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Round Lake, IL
8% off
Price is AU$4,783
AU$4,783
AU$683 per night
includes taxes & fees
Image gallery for Pet Friendly Huge Lake Front Home with Stunning Views
9.69.6 out of 10 rating
Exceptional
(45 reviews)
Pet Friendly Huge Lake Front Home with Stunning Views
Round Lake, IL
9% off
Price is AU$5,129
AU$5,129
AU$733 per night
includes taxes & fees
Image gallery for Modern 3-Bed Stay w/ Patio & Firepit, 15 Minutes to Downtown
1010 out of 10 rating
Exceptional
(5 reviews)
Modern 3-Bed Stay w/ Patio & Firepit, 15 Minutes to Downtown
Chicago, IL
11% off
Price is AU$5,763
AU$5,763
AU$823 per night
includes taxes & fees
Image gallery for Near Lake 4BR w/ Hot Tub & Games | LCP Collection
1010 out of 10 rating
Exceptional
(11 reviews)
Near Lake 4BR w/ Hot Tub & Games | LCP Collection
Grayslake, IL
9% off
Price is AU$6,045
AU$6,045
AU$864 per night
includes taxes & fees
Image gallery for Charming 3-bedroom apartment with AC and WiFi in Waukegan.
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Charming 3-bedroom apartment with AC and WiFi in Waukegan.
Waukegan, IL
8% off
Price is AU$2,380
AU$2,380
AU$340 per night
includes taxes & fees
Image gallery for Stunning & Spacious 7BD Home with garage!
8.48.4 out of 10 rating
Very good
(5 reviews)
Stunning & Spacious 7BD Home with garage!
Chicago, IL
7% off
Price is AU$12,698
AU$12,698
AU$1,814 per night
includes taxes & fees
Image gallery for Lake Retreat with Hot Tub and Kyaks near Great Lakes Naval, Great America
1010 out of 10 rating
Exceptional
(10 reviews)
Lake Retreat with Hot Tub and Kyaks near Great Lakes Naval, Great America
Round Lake, IL
8% off
Price is AU$5,296
AU$5,296
AU$757 per night
includes taxes & fees
Image gallery for Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
9.89.8 out of 10 rating
Exceptional
(30 reviews)
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee, IL
12% off
Price is AU$6,307
AU$6,307
AU$901 per night
includes taxes & fees
Image gallery for Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Gurnee Getaway: Modern Oasis Near Six Flags & Naval Base!
Gurnee, IL
16% off
Price is AU$4,273
AU$4,273
AU$610 per night
includes taxes & fees
Image gallery for Cozy 2BR/1BA Garden Apartment Near Lincoln Square
8.28.2 out of 10 rating
Very good
(10 reviews)
Cozy 2BR/1BA Garden Apartment Near Lincoln Square
Chicago, IL
6% off
Price is AU$2,883
AU$2,883
AU$412 per night
includes taxes & fees
Image gallery for Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
8.88.8 out of 10 rating
Excellent
(18 reviews)
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
Chicago, IL
7% off
Price is AU$2,552
AU$2,552
AU$365 per night
includes taxes & fees
Image gallery for Luxe Duplex - Private Gym -Huge Yard -King Beds Garage Parking-EV Charger- Crib
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Luxe Duplex - Private Gym -Huge Yard -King Beds Garage Parking-EV Charger- Crib
Chicago, IL
19% off
Price is AU$4,374
AU$4,374
AU$625 per night
includes taxes & fees
Image gallery for Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
1010 out of 10 rating
Exceptional
(22 reviews)
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Chicago (and vicinity), IL
13% off
Price is AU$3,344
AU$3,344
AU$478 per night
includes taxes & fees
Image gallery for Outstanding Ohare Oasis
8.88.8 out of 10 rating
Excellent
(19 reviews)
Outstanding Ohare Oasis
Des Plaines, IL
18% off
Price is AU$5,705
AU$5,705
AU$815 per night
includes taxes & fees
Image gallery for Wonderful in Wood Dale, right by O’Hare airport!
1010 out of 10 rating
Exceptional
(13 reviews)
Wonderful in Wood Dale, right by O’Hare airport!
Wood Dale, IL
12% off
Price is AU$4,339
AU$4,339
AU$620 per night
includes taxes & fees
Image gallery for Single Family Home in Logan w/ 2 Car Garage
1010 out of 10 rating
Exceptional
(6 reviews)
Single Family Home in Logan w/ 2 Car Garage
Chicago, IL
11% off
Price is AU$14,050
AU$14,050
AU$2,007 per night
includes taxes & fees
Image gallery for Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
1010 out of 10 rating
Exceptional
(32 reviews)
Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Chicago, IL
15% off
Price is AU$5,707
AU$5,707
AU$815 per night
includes taxes & fees
Image gallery for Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Charming, luxe, modern home near Naval base, Six flags, Casino, Gurnee Mills
Waukegan, IL
8% off
Price is AU$4,006
AU$4,006
AU$572 per night
includes taxes & fees
Find spaces that suit your style
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Cottage
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Chalet
Find the best place to stay - Highland Park Station
Spacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Your Home Away From Home! Outdoor Pool, Pets Allowed, Near Lindholm Park!
Sleeps 3 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Charming 3-bedroom apartment with AC and WiFi in Waukegan.
Sleeps 6 · 3 bedrooms · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
New Your Home Away From Home! - Near Great Lakes Naval Base!!
Sleeps 11 · 4 bedrooms · 1+ bathroom
9.29.2 out of 10
Wonderfulwonderful
25 reviews(25 reviews)
Entire 3 Bedroom Cozy Unit
Sleeps 6 · 3 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
17 reviews(17 reviews)
Modern 3BR Apartment Near Navy Base And Six Flags.
Sleeps 6 · 3 bedrooms · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
9 reviews(9 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value