Photo by Erik Rowley

Search Holiday Rentals in Des Plaines

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Des Plaines holiday rentals

Indoor pool
Sentral Michigan Avenue

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1020)
"This place made a great landing spot for a holiday weekend w family. Clean, great location, loved the holiday decorations and indoor pool / outside hot tub. Will stay again! "
United States
Deidre
The price is 3.111.231 ₫
4.425.022 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sentral Michigan Avenue
Front of property – evening/night
Level Chicago – Old Town

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (404)
"Great location, clean room and friendly staff!"
United States
Scott
Level Chicago – Old Town
Business centre
Kasa River North Chicago

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (182)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Front of property
Chicago luxury home suites

Chicago luxury home suites

Chicago luxury home suites
2.0 star property
Downtown Chicago
8.0 out of 10, Very good, (4)
"This listing is not clear. I thought it was a suite but it is a common area and 3 rooms off that with others staying in the place as well. I tried to get a refund 10 minutes after booking when I realized and they would not honor it. "
United States
Kyle
The price is 3.554.685 ₫
4.172.844 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Chicago luxury home suites
Studio | Exterior
Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
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 1.826.318 ₫
6.114.058 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Chicago Third Floor Studio by 747 Lofts
Living area
Wrigleyville Suites

Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
9.6 out of 10, Exceptional, (26)
"Excellent location and very clean! Would stay again!"
United States
Jacob
The price is 2.346.092 ₫
2.754.077 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Wrigleyville Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-sized fridge, microwave, stovetop, dishwasher
The Gem Museum Suites

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (99)
"Great stay. The studio is small but has everything necessary."
United States
Julia
The price is 4.786.976 ₫
5.480.271 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
The Gem Museum Suites
Design Apartment, Private Bathroom (The Oak Park Loft) | View from property
The Oak Park Loft

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is 5.569.270 ₫
9.299.583 ₫ total
includes taxes & fees
25 Dec - 26 Dec
The Oak Park Loft
House (3 Bedrooms) | Interior
Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is 4.160.298 ₫
10.861.274 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Classic Forest Park Foursquare < 1 Mi to Blue Line
Studio | Exterior
Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts

Cabin 105 by 747 Lofts
2.0 star property
West Town
10.0 out of 10, Exceptional, (1)
The price is 1.560.112 ₫
3.529.671 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Cabin 105 by 747 Lofts
Studio | Exterior
River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts

River West, Second Floor Chicago by 747 Lofts
2.0 star property
West Town
9.6 out of 10, Exceptional, (4)
"I need to somewhere to stay for a night in Chicago and found this place. It had a varying level of reviews but found the property more the suitable for what I paid. Easy to follow instructions to get in, clean, and convienent. They even provide ear plugs to drown out the sounds of the city."
United States
Anonymous traveller
The price is 1.693.347 ₫
5.935.534 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
River West, Second Floor Chicago by 747 Lofts
Studio | Private kitchen | Fridge, oven, coffee/tea maker, toaster
Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts

Chicago Second Floor Studio by 747 Lofts
2.0 star property
West Town
8.8 out of 10, Excellent, (13)
"Great location, convenient to downtown and blue line to airport. Everything necessary in unit, comfortable temperature and full kitchen with unique grocery store nearby."
United States
Barbara
The price is 1.746.535 ₫
3.779.025 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Chicago Second Floor Studio by 747 Lofts
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 Des Plaines Hotel Reviews

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

10/10 Excellent
"Great location to access downtown, easy parking, nice quality room with comfy bed, good happy hour deals, enjoyed ambiance and food in the restaurant. Will def stay here again "
Jennifer 2-night trip
Posted 7 hours ago
The Whitehall Hotel, BW Premier Collection

Frequently asked questions

Can I find a holiday rental in Des Plaines?

Yes, there are holiday rentals close to the most popular sights in Des Plaines, or you can select a more secluded option if you're looking for a relaxing stay. Tourists like the array of shops and top-notch restaurants in Des Plaines. You can also check out the entertainment venues while you're visiting.

How many holiday rentals are there in Des Plaines?

With 36 Expedia holiday rentals, you're guaranteed to find just the right place for your Des Plaines stay.

What can I see and do in Des Plaines?

Lake Park and Arndt Park are a couple of lovely local spots to get outside and enjoy nature. While in the area, you can also visit popular places such as Wrigley Field and Michigan Avenue.

What are holiday rentals like in Des Plaines?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Des Plaines. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.