Prospect Heights Holiday Rentals

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Our top choices for Prospect Heights holiday rentals

ENVITAE Hotel 4 Bedroom Luxury Apartments

ENVITAE Hotel 4 Bedroom Luxury Apartments
2.0 star property
10.0 out of 10, Exceptional, (8)
"We loved at our stay at this property. It was one of the best stays we have had on vacation."
United States
Javeria
The price is NZ$1,059
includes taxes & fees
30 Dec - 31 Dec
ENVITAE Hotel 4 Bedroom Luxury Apartments

Apartment in West Town

Flexhome Ukrainian Village 2BR D1
9.6 out of 10, Exceptional, (5)
"It was clean and ready for our arrival. A big plus is having a washer and dryer on the premises."
United States
Ray R.
The price is NZ$279
includes taxes & fees
1 Jan - 2 Jan 2026
Flexhome Ukrainian Village 2BR D1
2.0 star property
9.8 out of 10, Exceptional, (6)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is NZ$375
includes taxes & fees
21 Jan - 22 Jan 2026
Chicago Third Floor Studio by 747 Lofts
9.6 out of 10, Exceptional, (7)
"We chose this location bsed on the proximity to Wrigley Field. It was very convenient and the place fit our needs! "
United States
Erica B.
The price is NZ$317
includes taxes & fees
29 Dec - 30 Dec
Prime Location! 2BR Near Wrigley
9.6 out of 10, Exceptional, (12)
"Very, very clean. Peaceful. I slept well. "
United States
Kathryn P.
The price is NZ$415
includes taxes & fees
25 Dec - 26 Dec
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Apartment in Edgewater

Stylish and Roomy 2BR in Chicago
9.0 out of 10, Wonderful, (12)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
The price is NZ$306
includes taxes & fees
29 Dec - 30 Dec
Stylish and Roomy 2BR in Chicago

Apartment in Lakeview

2BR Apt Beautifully Furnished
10.0 out of 10, Exceptional, (9)
"We loved the place. The feeling of home away from home."
United States
Sataish
The price is NZ$332
includes taxes & fees
7 Jan - 8 Jan 2026
2BR Apt Beautifully Furnished

Apartment in Lakeview

Smart & Stylish 2-Bedroom Unit
9.4 out of 10, Exceptional, (3)
"Good, walkable neighborhood. Nice room. "
United States
Dawn N.
The price is NZ$332
includes taxes & fees
7 Jan - 8 Jan 2026
Smart & Stylish 2-Bedroom Unit

Apartment in Lakeview

Lovely 1BR Apt in Lakeview
9.6 out of 10, Exceptional, (5)
"Great apartment, great location, and excellent host."
United States
Benjamin N.
The price is NZ$293
includes taxes & fees
21 Jan - 22 Jan 2026
Lovely 1BR Apt in Lakeview

Apartment in Irving Park

1BR Homey Apt in Irving Park
9.0 out of 10, Wonderful, (4)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is NZ$293
includes taxes & fees
28 Dec - 29 Dec
1BR Homey Apt in Irving Park

Apartment in Rogers Park

Spacious 2BR Near Dining & Shops
8.4 out of 10, Very good, (7)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
The price is NZ$308
includes taxes & fees
29 Dec - 30 Dec
Spacious 2BR Near Dining & Shops

Apartment in Lakeview

1BR Fully Equipped & Central
2.0 star property
9.0 out of 10, Wonderful, (4)
"Excellent location. Easy walkability to Whole Foods and restaurants. Shubas just down the road. A little confusion on checking in but all worked out great."
United States
David G.
The price is NZ$285
includes taxes & fees
28 Dec - 29 Dec
1BR Fully Equipped & Central
9.4 out of 10, Exceptional, (8)
"Easy check-in process, didn’t need to carry around keys, clean place, happy with the stay"
United States
Alan V.
The price is NZ$317
includes taxes & fees
25 Dec - 26 Dec
2BR on N Halsted St: Lakeview Living
9.4 out of 10, Exceptional, (13)
"Wonderful property, fabulous location, well-stocked with amenities, great gym, wonderful view, small but very comfortable, "
United States
Walt K.
The price is NZ$419
includes taxes & fees
25 Dec - 26 Dec
Majestic Modern Style|13 mins DT|4 mins Lake

Apartment in Hermosa

Warm & Inviting 2BR Apt
10.0 out of 10, Exceptional, (4)
"Comfortable beds, great location"
United States
Jason
The price is NZ$334
includes taxes & fees
6 Jan - 7 Jan 2026
Warm & Inviting 2BR Apt

Aparthotel in West Town

Cabin 302 by 747 Lofts
10.0 out of 10, Exceptional, (5)
"Great time!"
United States
Joshua E.
Cabin 302 by 747 Lofts

Apartment in Albany Park

Comfortable 2BR Chicago Apt
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is NZ$334
includes taxes & fees
4 Jan - 5 Jan 2026
Comfortable 2BR Chicago Apt
9.0 out of 10, Wonderful, (38)
"We have stayed at this property several times. It’s a great location. The apartment is cute and comfortable. "
United States
Susie B.
The price is NZ$314
includes taxes & fees
30 Dec - 31 Dec
Charming 2BR in Vibrant Lakeview

Apartment in Lakeview

Boystown Chic 2BR Escape
10.0 out of 10, Exceptional, (13)
"Very clean and amazing comfortable stay!!"
United States
Justin M.
The price is NZ$324
includes taxes & fees
7 Jan - 8 Jan 2026
Boystown Chic 2BR Escape
9.2 out of 10, Wonderful, (5)
" Thanks - I had a great stay"
United States
Amy K.
The price is NZ$271
includes taxes & fees
6 Jan - 7 Jan 2026
Chic & Stylish Studio w/ Modern Kitchen
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 Prospect Heights Hotel Reviews

Find out more about Prospect Heights

Everything you need to know about Prospect Heights holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Prospect Heights holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Prospect Heights holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Prospect Heights holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Prospect Heights. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Prospect Heights holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Prospect Heights holiday rentals we have selected for you start as low as NZ$180 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Prospect Heights rentals

At Expedia, we put the best Prospect Heights holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Prospect Heights rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Prospect Heights holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Prospect Heights. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Prospect Heights?

Yes, there are holiday rentals close to the most popular sights in Prospect Heights, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Prospect Heights has a good selection of restaurants. Make sure you have time to check out the lake views and shopping during your trip.

What are some of the best holiday rentals that Prospect Heights has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Prospect Heights offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

What can I see and do in Prospect Heights?

While exploring the area, visit family-friendly sights like Northbrook Sports Complex, or get outside and enjoy nature at Isaak Walton Park. Other places in town to visit include Prospect Heights City Hall and Rob Roy Golf Course.

What are holiday rentals like in Prospect Heights?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Prospect Heights. Holiday rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for family trips.