Holiday rentals near Highland Park Country Club
We found 1,313 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals within easy reach of Highland Park Country Club that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday homes have the amenities that you expect for your stay, including parking and a TV. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Highland Park Country Club
Showing deals for:14 Nov - 21 Nov
Image gallery for Hensley’s Cornerstone Lakehouse
9.49.4 out of 10 rating
Exceptional
(15 reviews)
Hensley’s Cornerstone Lakehouse
Wauconda, IL
8% off
Price is NZ$5,333
NZ$5,333
NZ$762 nightly
Includes taxes & fees
Image gallery for Charming 3-bedroom house in Grayslake
9.89.8 out of 10 rating
Exceptional
(14 reviews)
Charming 3-bedroom house in Grayslake
Grayslake, IL
8% off
Price is NZ$3,966
NZ$3,966
NZ$567 nightly
Includes taxes & fees
Image gallery for Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
1010 out of 10 rating
Exceptional
(6 reviews)
Vintage City Chic: The Artist's Haven. 5 Blocks from Lake Michigan!
Chicago, IL
6% off
Price is NZ$3,296
NZ$3,296
NZ$471 nightly
Includes taxes & fees
Image gallery for Historic 1920s Private Bungalow Near Logan Square!
9.89.8 out of 10 rating
Exceptional
(39 reviews)
Historic 1920s Private Bungalow Near Logan Square!
Chicago, IL
7% off
Price is NZ$5,747
NZ$5,747
NZ$821 nightly
Includes taxes & fees
Image gallery for great home in Waukegan for navy graduate families close distance to navy base!!
9.69.6 out of 10 rating
Exceptional
(28 reviews)
great home in Waukegan for navy graduate families close distance to navy base!!
Waukegan, IL
8% off
Price is NZ$3,780
NZ$3,780
NZ$540 nightly
Includes taxes & fees
Image gallery for Beautiful Huge Lakefront Remodeled Home with Incredible Views
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Beautiful Huge Lakefront Remodeled Home with Incredible Views
Round Lake, IL
8% off
Price is NZ$4,019
NZ$4,019
NZ$574 nightly
Includes taxes & fees
Image gallery for Trendy|Comfortable|1BR|Lincoln Square
9.09.0 out of 10 rating
Wonderful
(6 reviews)
Trendy|Comfortable|1BR|Lincoln Square
Chicago, IL
7% off
Price is NZ$4,037
NZ$4,037
NZ$577 nightly
Includes taxes & fees
Image gallery for Entire Lake Villa Home!
9.49.4 out of 10 rating
Exceptional
(42 reviews)
Entire Lake Villa Home!
Round Lake, IL
8% off
Price is NZ$4,634
NZ$4,634
NZ$662 nightly
Includes taxes & fees
Image gallery for 3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
9.09.0 out of 10 rating
Wonderful
(10 reviews)
3BR Apartment, Split level house, in Waukegan, 7min. to The Naval Base with WiFi
Waukegan, IL
8% off
Price is NZ$2,456
NZ$2,456
NZ$351 nightly
Includes taxes & fees
Image gallery for Luxurious, custom built single family home near Wrigley
1010 out of 10 rating
Exceptional
(12 reviews)
Luxurious, custom built single family home near Wrigley
Chicago, IL
7% off
Price is NZ$16,518
NZ$16,518
NZ$2,360 nightly
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 NZ$3,585
NZ$3,585
NZ$512 nightly
Includes taxes & fees
Image gallery for Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
9.89.8 out of 10 rating
Exceptional
(115 reviews)
Beautifully Decorated Ranch, minutes from Lakefront, Beach and Downtown
Lake Forest, IL
13% off
Price is NZ$4,666
NZ$4,666
NZ$667 nightly
Includes taxes & fees
Image gallery for Cozy 4-bedroom house in adorable Evanston with WiFi, AC
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Cozy 4-bedroom house in adorable Evanston with WiFi, AC
Evanston, IL
7% off
Price is NZ$4,496
NZ$4,496
NZ$642 nightly
Includes taxes & fees
Image gallery for ⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
9.69.6 out of 10 rating
Exceptional
(8 reviews)
⭐|Stylish|Comfy|Lincoln Sq.| 2BR |✨|Near Wrigley|⭐
Chicago, IL
7% off
Price is NZ$4,574
NZ$4,574
NZ$653 nightly
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
7% off
Price is NZ$7,925
NZ$7,925
NZ$1,132 nightly
Includes taxes & fees
Image gallery for Chic Oasis/Game Room/Near Base/5 Bedroom
1010 out of 10 rating
Exceptional
(6 reviews)
Chic Oasis/Game Room/Near Base/5 Bedroom
Waukegan, IL
8% off
Price is NZ$5,925
NZ$5,925
NZ$846 nightly
Includes taxes & fees
Image gallery for Pet Friendly Huge Lake Front Home with Stunning Views
9.89.8 out of 10 rating
Exceptional
(49 reviews)
Pet Friendly Huge Lake Front Home with Stunning Views
Round Lake, IL
8% off
Price is NZ$5,157
NZ$5,157
NZ$737 nightly
Includes taxes & fees
Image gallery for Near Lake 4BR w/ Hot Tub & Games | LCP Collection
1010 out of 10 rating
Exceptional
(13 reviews)
Near Lake 4BR w/ Hot Tub & Games | LCP Collection
Grayslake, IL
9% off
Price is NZ$5,380
NZ$5,380
NZ$769 nightly
Includes taxes & fees
Image gallery for Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
1010 out of 10 rating
Exceptional
(23 reviews)
Re-imagined 1880's cottage walking distance to Highwood, Metra, Lake Michigan
Chicago (and vicinity), IL
13% off
Price is NZ$3,724
NZ$3,724
NZ$532 nightly
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 NZ$6,411
NZ$6,411
NZ$916 nightly
Includes taxes & fees
Image gallery for ✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
8.08.0 out of 10 rating
Very good
(9 reviews)
✨Chic|Luxurious|2BR|Trendy|Evanston Next To Beach✨
Evanston, IL
8% off
Price is NZ$4,414
NZ$4,414
NZ$631 nightly
Includes taxes & fees
Image gallery for Cozy 2BR/1BA Garden Apartment Near Lincoln Square
8.48.4 out of 10 rating
Very good
(11 reviews)
Cozy 2BR/1BA Garden Apartment Near Lincoln Square
Chicago, IL
5% off
Price is NZ$2,137
NZ$2,137
NZ$305 nightly
Includes taxes & fees
Image gallery for IVP Manor House Close to Lake, Beach & Naval Base
9.69.6 out of 10 rating
Exceptional
(63 reviews)
IVP Manor House Close to Lake, Beach & Naval Base
Grayslake, IL
8% off
Price is NZ$5,474
NZ$5,474
NZ$782 nightly
Includes taxes & fees
Image gallery for Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
9.89.8 out of 10 rating
Exceptional
(31 reviews)
Navy Graduation ~ 6 Flags ~ Bristol Renaissance Faire ~ Casino ~ Outlet Malls
Gurnee, IL
13% off
Price is NZ$5,585
NZ$5,585
NZ$798 nightly
Includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Highland Park Country Club
Spacious Budget-friendly Room w/ Kitchenette Ideal for Extended or Short Stays
Sleeps 2 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Equipped Studio with Free Wi-Fi, Pool Access + Free Breakfast
Sleeps 2 · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
4 reviews(4 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