Compare Highland Park Vacation Rentals

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Highland Park Rentals

The Gem Museum Suites

The Gem Museum Suites

3.5 out of 5
1555 Oak Avenue Evanston IL
Free Cancellation
Reserve now, pay when you stay
11.03 mi from city center
$166 nightly
The price is $191 total per night
$191 total
Mar 17 - Mar 18
Total with taxes and fees
Guests of The Gem Museum Suites enjoy features like a 24-hour gym, free WiFi in public areas, and a terrace. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include laundry facilities, a garden, and a banquet hall.
Breakfast included
Kitchen
Relaxing Chicago Studio

Relaxing Chicago Studio

Chicago IL
15.24 mi from city center
$130 nightly
The price is $160 total per night
$160 total
Apr 1 - Apr 2
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field

Chicago IL
16.86 mi from city center
$264 nightly
The price is $326 total per night
$326 total
Mar 18 - Mar 19
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities. Transportation is made easy with limo/town car service.
Kitchen
Washer
Charming Wrigleyville Home Close to the Cubs!

Charming Wrigleyville Home Close to the Cubs!

Chicago IL
17.36 mi from city center
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has barbecue grills.
Washer
Dryer
Walk to Wrigley Field/Monthly Discounts Available

Walk to Wrigley Field/Monthly Discounts Available

Chicago IL
17.55 mi from city center
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
17.61 mi from city center
$97 nightly
The price is $114 total per night
$114 total
Mar 12 - Mar 13
Total with taxes and fees
Guests staying at Wrigleyville Suites enjoy free WiFi in public areas, laundry facilities, and a garden.
Free WiFi
Air conditioning
Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field

Chicago IL
17.61 mi from city center
At this condo, guests have access to free WiFi in public areas, a hot tub, and laundry facilities. Onsite parking is available for a fee. Additional amenities include barbecue grills and a garden.
Hot Tub
Kitchen
Clean & Equipped 1BR Apt

Clean & Equipped 1BR Apt

Chicago IL
17.73 mi from city center
$192 nightly
The price is $214 total per night
$214 total
Mar 15 - Mar 16
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Lakeview 2BR Cozy Apartment

Lakeview 2BR Cozy Apartment

Chicago IL
18.63 mi from city center
$209 nightly
The price is $232 total per night
$232 total
Mar 16 - Mar 17
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
NEW LUXURY PENTHOUSE CONDO

NEW LUXURY PENTHOUSE CONDO

Chicago IL
20.3 mi from city center
At this condo, guests have access to a rooftop terrace, a terrace, and laundry facilities. This condo building also has a garden.
Kitchen
Washer
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
1140 North Wells Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
21.02 mi from city center
$176 nightly
The price is $207 total per night
$207 total
Apr 5 - Apr 6
Total with taxes and fees
At Level Chicago – Old Town, guests have access to a 24-hour gym, a sauna, and a rooftop terrace. Self parking is offered for USD 68.30 per night. The front desk is staffed 24/7 to help with luggage storage, dry cleaning/laundry, and concierge services. Other amenities at this family-friendly aparthotel include free WiFi in public areas, a 24-hour business center, and a seasonal outdoor pool.
Pool
Kitchen
Urban Farm Fun with Goats 10 Minutes To Downtown!

Urban Farm Fun with Goats 10 Minutes To Downtown!

Chicago IL
20.85 mi from city center
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has barbecue grills.
Washer
Dryer
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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.

Highland Park Large Group Rentals

How to Book Vacation Rentals in Highland Park



🏠 What is the best price for Highland Park vacation rentals?

Highland Park vacation rentals range in price, starting at $114 per night.


🏠 What types of vacation rentals in Highland Park can I rent?

Orbitz offers a wide range of Highland Park rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Highland Park condo rentals.


🏠 Is it free to cancel my Highland Park vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Highland Park vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Highland Park. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Highland Park?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Highland Park apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Highland Park?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Highland Park package deals will get you even more savings.