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Holiday Homes in Highland Park

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Highland Park holiday homes

Exterior detail

1. Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (87 reviews)
"Great spot, safe, clean, and beautiful environment would highly recommend!"
United States
Chris F.
The price is AU$309
includes taxes & fees
20 Sept - 21 Sept
Master qtr close to nature & easy urban facilities
Living area

2. 6 Kings Ping-Pong Gazebo!

6 Kings Ping-Pong Gazebo!
Northbrook
9.0 out of 10, Wonderful, (7 reviews)
"Hosts were great. Very accommodating to our needs and quick to respond. I will stay again!"
United States
Cj Y.
The price is AU$825
includes taxes & fees
18 Oct - 19 Oct
6 Kings Ping-Pong Gazebo!
Exterior detail

3. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (75 reviews)
"Fantastic location. Very clean. Great/quick communication with host. Definitely recommend!"
United States
Jaclyn Z.
The price is AU$494
includes taxes & fees
20 Sept - 21 Sept
Quaint Bungalow, near Great Lakes Naval Base
Interior

4. Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
The price is AU$470
includes taxes & fees
20 Sept - 21 Sept
Cozy Home by O'Hare + EV Plug
Games room

5. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (6 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is AU$767
includes taxes & fees
21 Sept - 22 Sept
Theater • Game Room • Gym • Firepit • 4BR Home
Interior

6. Cozy Studio Suite, Steps from River North & Shops

Cozy Studio Suite, Steps from River North & Shops
Near North Side
9.4 out of 10, Exceptional, (3 reviews)
"Clean apartment in cozy neighborhood"
United States
Susannah R.
The price is AU$560
includes taxes & fees
27 Sept - 28 Sept
Cozy Studio Suite, Steps from River North & Shops
Dining

7. Spacious 4BR near Northwestern with King Beds + Crib

Spacious 4BR near Northwestern with King Beds + Crib
Evanston
10.0 out of 10, Exceptional, (5 reviews)
"Spacious home that accommodates all our guests. Very close to Northwestern University so travel was easy! Home was clean and well taken care of. Would definitely recommend to others and would stay agin when I’m in the area."
United States
Melissa C.
The price is AU$726
includes taxes & fees
30 Sept - 1 Oct
Spacious 4BR near Northwestern with King Beds + Crib
Interior

8. Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base

Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
North Chicago
7.8 out of 10, Good, (6 reviews)
"Rented this property for my sons navy graduation, Base was only 6 minutes from the home. Tons of places to eat and shop no more then 15 minutes away. The house was super cute, very clean. we flew in at 10am and without even having to ask the host reached out and let us know it was ready for check in a few hours early which was great. left some packaged up congrats grad decor that hopefully didnt get thrown out and the next navy fam can use. "
United States
Linda U.
The price is AU$832
includes taxes & fees
22 Sept - 23 Sept
Modern 3-bedroom house in tranquil North Chicago near Great Lakes Navy Base
Private kitchen

9. Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (82 reviews)
"It was a very clean place, comfortable furniture and beds e.c.t."
United States
Ronald H.
The price is AU$502
includes taxes & fees
22 Sept - 23 Sept
Your Next Vacation Home
Coffee/tea maker, fridge, microwave, oven

10. Charming Retreat in Evanston Right Next to Beach

Charming Retreat in Evanston Right Next to Beach
South Evanston
8.2 out of 10, Very good, (10 reviews)
"It was really easy to access stores and restaurants. It was also very clean and nice."
United States
matthew z.
The price is AU$681
includes taxes & fees
23 Sept - 24 Sept
Charming Retreat in Evanston Right Next to Beach
Exterior

11. A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"Excellent home! The neighborhood is great and the home has everything you need for a great stay. And if you have any questions, Jay is very good for getting back to you."
United States
Fred D.
The price is AU$423
includes taxes & fees
12 Oct - 13 Oct
A quiet stay while you are away
Dining

12. Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
Portage Park
10.0 out of 10, Exceptional, (9 reviews)
"The house is beautiful with plenty of space, the park is right across the street, was able to host a birthday party with lots to keep the kids entertained and have space to eat and mingle, the rooms were comfortable and surprisingly large for how small the house looks from the outside. The host responded promptly and was accommodating. Would book and recommend to others!"
United States
Ashley Y.
The price is AU$1,264
includes taxes & fees
21 Sept - 22 Sept
Sleeps 18 • 8BR • Game Room • Gym • Theater
Smart TV

13. 6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags

6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Waukegan
The price is AU$494
includes taxes & fees
19 Sept - 20 Sept
6 Beds Ideal for Crews & Insurance I Close to Naval Base and 6 flags
Exterior

14. Envitae Hotel, 4BR Modern Sleek Apartment

Envitae Hotel, 4BR Modern Sleek Apartment
Near North Side
10.0 out of 10, Exceptional, (2 reviews)
"From booking to leaving, the experience here was amazing and easy to navigate. Great building and I have never had a more communicative host situation. Would gladly book again."
United States
Erin G.
The price is AU$1,075
includes taxes & fees
23 Sept - 24 Sept
Envitae Hotel, 4BR Modern Sleek Apartment
7 bedrooms, desk, iron/ironing board, travel cot

15. Arcade • Theater • Gym • Office • Sleeps 15

Arcade • Theater • Gym • Office • Sleeps 15
Portage Park
9.0 out of 10, Wonderful, (4 reviews)
"Great home, clean ample space. Host was responsive and helpful. I would certainly stay again."
United States
Latasha C.
The price is AU$1,051
includes taxes & fees
22 Sept - 23 Sept
Arcade • Theater • Gym • Office • Sleeps 15
Dining

16. Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston

Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
South Evanston
8.8 out of 10, Excellent, (8 reviews)
"I highly recommend this place "
United States
Kelvin R.
The price is AU$1,179
includes taxes & fees
29 Sept - 30 Sept
Cozy Private & Spacious 6-bedroom Duplex with Parking in charming Evanston
Coffee/tea maker, fridge, microwave, oven

17. Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful house. Lots of room and the games in the basement were awesome. Our grandsons loved them. The back yard is very nice too. The neighborhood is very nice. Everyone is so friendly. We had a great time."
United States
kim r.
The price is AU$720
includes taxes & fees
21 Sept - 22 Sept
Game Room • Fire-pit • Playground • Gym • Billiard
Coffee/tea maker, fridge, microwave, oven

18. AeroStay Retreat – 4BR Home Near O’Hare Airport!

AeroStay Retreat – 4BR Home Near O’Hare Airport!
Wood Dale
9.4 out of 10, Exceptional, (3 reviews)
"Large space great for family"
United States
Remona S.
The price is AU$643
includes taxes & fees
21 Sept - 22 Sept
AeroStay Retreat – 4BR Home Near O’Hare Airport!
Exterior

19. Game Room & Fenced Yard Near O’Hare

Game Room & Fenced Yard Near O’Hare
Schaumburg
9.6 out of 10, Exceptional, (35 reviews)
"Host was amazing, house was clean and easy to access! "
United States
Central A.
The price is AU$581
includes taxes & fees
20 Sept - 21 Sept
Game Room & Fenced Yard Near O’Hare
Living area

20. Attractive Coach House Apartment for rent in Oak Park.

Attractive Coach House Apartment for rent in Oak Park.
Oak Park
8.6 out of 10, Excellent, (4 reviews)
"The house was super clean , very quiet neighborhood !! Check in was super easy we enjoyed our stay"
United States
kerston b.
The price is AU$335
includes taxes & fees
22 Sept - 23 Sept
Attractive Coach House Apartment for rent in Oak Park.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Highland Park Hotel Reviews

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

8/10 Good
"Hotel is showing its age. People were good in the cafeteria."
Richard 1-night trip
Posted 1 hour ago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Find out more about Highland Park

Highland Park Holiday Homes information

Number of reviews
203
Accommodation
512 Holiday Homes
Lowest Price
AU$309
Highest Price
AU$1,264

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