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Holiday Rentals in Highland Park

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Holiday Rentals in Highland Park

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (338)
"A lot of good food options walkable distance. "
Level Chicago – Old Town

The Gem Museum Suites

3.5 star property
9.4 out of 10, Exceptional, (83)
"Super nice hotel and staff "
The price is €207
includes taxes & fees
26 Aug - 27 Aug
The Gem Museum Suites

Wrigleyville Suites

2.0 star property
9.6 out of 10, Exceptional, (14)
"Excellent location and very clean! Would stay again!"
Wrigleyville Suites

Stylish 1BR in Lakeview Chicago

8.0 out of 10, Very good, (8)
"This is a great apartment. It was very clean, well equipped kitchen and comfortable bed. Close to restaurants, grocery store, Starbucks and Wrigley Field. We could not find any parking on the street where the apartment is. I do recommend that you get in touch with the property owners couple of days prior to your visit because there is a vetting process prior to getting the keys to the apartment. "
The price is €189
includes taxes & fees
10 Sept - 11 Sept
Stylish 1BR in Lakeview Chicago

Clean & Equipped 1BR Apt

7.6 out of 10, Good, (10)
The price is €177
includes taxes & fees
9 Sept - 10 Sept
Clean & Equipped 1BR Apt

Cozy, Fully Set-Up 1BR Space

8.8 out of 10, Excellent, (14)
"Great place! 15 min walk to Wrigley "
The price is €180
includes taxes & fees
17 Aug - 18 Aug
Cozy, Fully Set-Up 1BR Space

Lakeview 2BR Apartment

9.2 out of 10, Wonderful, (11)
"Great experience overall. Check-in was easy and the unit was very well kept. Very happy that we were so close to so much public transportation. It is a little noisy for those who aren’t used to hearing the L train nearby. Parking is hard to find, but there is paid parking nearby and easy to access public transit. If you plan on parking your car for the full time you’re there."
The price is €199
includes taxes & fees
25 Aug - 26 Aug
Lakeview 2BR Apartment

Charming 2BR in Vibrant Lakeview

8.8 out of 10, Excellent, (9)
The price is €197
includes taxes & fees
19 Aug - 20 Aug
Charming 2BR in Vibrant Lakeview

Huge Projector and Designated Workspace - Near Wrigley!

The price is €247
includes taxes & fees
18 Aug - 19 Aug
Huge Projector and Designated Workspace - Near Wrigley!

Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

2.0 out of 10, (1)
"When I booked this property it was the intention to have a joyful time with my family for an extended family event. We were unable to access the property the day of causing me to spend an extra 600 for us to stay at another hotel after spending 2 hours on the phone with customer service. To top it off we were harassed by the next door neighbor who attempted to take pictures of our vehicle and report to us that this property was considered an illegal listing. Once we gained entry the property was...
The price is €835
includes taxes & fees
19 Aug - 20 Aug
Sleeps 18+, 8BR Kids Room, Game Room, Gym & Theater

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

10.0 out of 10, Exceptional, (3)
"Very nice and newly remodeled property. Would definitely recommend. Property owner was pleasant and attended to maintenance issues promptly. Pool table and air hockey tables were fun to play on. There is even a sauna on the property but we did not use it. Great location for being near the Naval base."
North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar

Nice 1BR Spot, Unwind & Relax

10.0 out of 10, Exceptional, (10)
"Super clean. Cozy. SAFE. Short drive to nearly every big attraction! Host was very communicative and kind!!"
The price is €174
includes taxes & fees
18 Aug - 19 Aug
Nice 1BR Spot, Unwind & Relax

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

BOUTIQUE DESIGNER FLAT IN LINCOLN PARK

Walk to the Beach! Theater-Coffee Bar-Games-Gym

2.0 star property
9.8 out of 10, Exceptional, (11)
"Everything was as it was described. Very nice "
Walk to the Beach! Theater-Coffee Bar-Games-Gym

2-bedroom apartment just 2 minutes drive to Wrigley Field

2.0 star property
9.6 out of 10, Exceptional, (35)
"Great place to stay when you’re in town for the Cubbies! "
The price is €295
includes taxes & fees
17 Aug - 18 Aug
2-bedroom apartment just 2 minutes drive to Wrigley Field

Cozy studio in Andersonville Chicago

9.2 out of 10, Wonderful, (17)
"It was a great location, internet was a little spotty on streaming services but we were in walking distance to so much it was worth it "
Cozy studio in Andersonville Chicago

Ground Floor Studios in Chicago by 747 Lofts

2.0 star property
9.4 out of 10, Exceptional, (16)
"Its was in a good location for anyone who has family close by. Bed was wonderful. "
The price is €130
includes taxes & fees
19 Aug - 20 Aug
Ground Floor Studios in Chicago by 747 Lofts

Uptown Studio Gem Sum

8.8 out of 10, Excellent, (3)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
The price is €170
includes taxes & fees
3 Sept - 4 Sept
Uptown Studio Gem Sum

Lovely 1BR Apt in Lakeview

9.6 out of 10, Exceptional, (4)
"Great apartment, great location, and excellent host."
The price is €180
includes taxes & fees
18 Aug - 19 Aug
Lovely 1BR Apt in Lakeview

Charming Wrigleyville Home Close to the Cubs!

9.4 out of 10, Exceptional, (26)
"Great stay"
Charming Wrigleyville Home Close to the Cubs!
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

Frequently asked questions

Are there holiday rentals in Highland Park?

Yes, we give you a choice of holiday rentals where you'll be only 14.5 mi (23.4 km) from Six Flags Great America, offering you a more remote option to escape the hustle and bustle. The shops and live music are just a few reasons why travellers like Highland Park. Allow lots of time to check out the gardens and restaurants during your visit.

What are some of the best holiday rentals that Highland Park has to offer?

North Chi Retreat-Near Navel base-Sauna,Pool, Airhokey, grill,King bed,Tikki Bar: This holiday home rental outside of Highland Park offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a stovetop and a microwave, so that you can cook with friends or family.

How many holiday rentals are there in Highland Park?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Highland Park stay.

What can I see and do in Highland Park?

Enjoy the outdoors at Lake Michigan and Chicago Botanic Garden, or simply take in cultural attractions like Ravinia Park and Ravinia Pavilion. Other popular places to visit in the area include Naval Base Great Lakes and Wrigley Field.

What are holiday rentals like in Highland Park?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Highland Park. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.