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Vacation rentals in Highland Park

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Top vacation rentals in Highland Park

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
$278 nightly
The price is $327 total per night
$327 total
Oct 19 - Oct 20
Total with taxes and fees
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Pool
Kitchen
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
11.04 mi from city center
$221 nightly
The price is $252 total per night
$252 total
Oct 6 - Oct 7
Total with taxes and fees
This aparthotel features a restaurant, a 24-hour gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.
Breakfast included
Kitchen
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave, Chicago, IL
17.61 mi from city center
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This aparthotel features free WiFi in public areas, a garden, and laundry facilities. A virtual front desk are provided for your convenience.
Free WiFi
Air conditioning
Clean & Equipped 1BR Apt

Clean & Equipped 1BR Apt

Free Cancellation
17.73 mi from city center
$169 nightly
The price is $187 total per night
$187 total
Oct 1 - Oct 2
Total with taxes and fees
This apartment features laundry facilities.
Charming 2BR in Vibrant Lakeview

Charming 2BR in Vibrant Lakeview

Free Cancellation
18.01 mi from city center
$193 nightly
The price is $213 total per night
$213 total
Oct 6 - Oct 7
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Cozy, Fully Set-Up 1BR Space

Cozy, Fully Set-Up 1BR Space

18.6 mi from city center
$169 nightly
The price is $187 total per night
$187 total
Oct 1 - Oct 2
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Relaxing Chicago Studio

Relaxing Chicago Studio

15.24 mi from city center
$130 nightly
The price is $160 total per night
$160 total
Sep 29 - Sep 30
Total with taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
Lakeview 2BR Apartment

Lakeview 2BR Apartment

Free Cancellation
18.63 mi from city center
$184 nightly
The price is $202 total per night
$202 total
Oct 1 - Oct 2
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Ground Floor Studios in Chicago by 747 Lofts

Ground Floor Studios in Chicago by 747 Lofts

2 out of 5
747 N May St., Chicago, IL
21.1 mi from city center
Get rates
Stay at this aparthotel in Chicago. Enjoy free WiFi, cable/satellite TV service, and an in-room coffeemaker. Popular attractions United Center and Michigan Avenue are located nearby.
Washer
Dryer
Stylish 1BR in Lakeview Chicago

Stylish 1BR in Lakeview Chicago

18.07 mi from city center
$182 nightly
The price is $202 total per night
$202 total
Oct 1 - Oct 2
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Twice as Nice: Chic 2BR Stay with Style & Space

Twice as Nice: Chic 2BR Stay with Style & Space

Free Cancellation
21.09 mi from city center
$216 nightly
The price is $240 total per night
$240 total
Oct 6 - Oct 7
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax

Free Cancellation
16.02 mi from city center
$163 nightly
The price is $180 total per night
$180 total
Oct 1 - Oct 2
Total with taxes and fees
This apartment features laundry facilities.
Kitchen
Washer
Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago

15.24 mi from city center
$130 nightly
The price is $160 total per night
$160 total
Oct 7 - Oct 8
Total with taxes and fees
This vacation home features laundry facilities.
Washer
Dryer
Luxurious 3 Bedroom Apartment in Chicago

Luxurious 3 Bedroom Apartment in Chicago

15.24 mi from city center
Get rates
This vacation home features laundry facilities.
Bright & Modern Lakeview Studio

Bright & Modern Lakeview Studio

Free Cancellation
18.07 mi from city center
$172 nightly
The price is $192 total per night
$192 total
Oct 1 - Oct 2
Total with taxes and fees
This vacation home features laundry facilities.
Kitchen
Washer
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See all available properties in Highland Park
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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.

The Best Way to Find your Vacation Rentals in Highland Park

How cheap can a vacation rental in Highland Park be?

You can find vacation rentals in Highland Park for as low as $160 per night.

How do you look for the best vacation rental deals in Highland Park with Travelocity?

Travelocity provides the best vacation rental deals in various locations throughout Highland Park so you can create the perfect plan for you. You can search and filter by type of property, amenities, neighborhood, price range, number of bedrooms, and more.

Are cancellations free on vacation rentals with Travelocity?

Each vacation rental has its own cancellation policy. It’s essential to understand the terms of your agreement before booking. Most rentals in Highland Park can be canceled for free when notifying the property before the cancellation deadline.

What types of vacation rentals are available in Highland Park?

Short term rentals come in all shapes and sizes. Choose from properties for a wide range of budgets and types of holidays. Families, couples, outdoor adventurers, and leisure travelers alike will find the perfect place for them. Check out our Highland Park vacation apartments to get started building your trip.

What are the benefits of booking a short-term rental in Highland Park?

Whether it’s for a summer getaway, a winter excursion, or a routine business trip, Highland Park vacation homes are often an excellent choice. You can enjoy group vacations with short term rentals to fit your party size. You might take a romantic weekend for two or plan a family reunion, and all stay under one roof. The options are endless, and you can find them on Travelocity.

Why is Travelocity the best site to find your vacation rental in Highland Park?

With Travelocity, all your travel needs are taken care of in one convenient platform. We offer fantastic deals on our large selection of vacation rentals to get you the most savings and rewards back on every booking. Save more when you bundle bookings together, including car rentals, flights, and activities. Here, you can build custom Highland Park vacations.

How to cancel your vacation rental with Travelocity?

To cancel your vacation rental, contact the property manager. You can find their contact information in the ‘Itinerary’ section of your Travelocity account. Most properties receive a full refund when you cancel before the cancellation deadline. Policies vary by property, so it’s important to understand the terms before booking. For more information, visit our customer service portal.