Des Plaines Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Des Plaines holiday rentals

Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.4 out of 10, Exceptional, (68 reviews)
"We enjoyed our stay"
United States
Lukose K.
Your Next Vacation Home
Pool

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Des Plaines
Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Interior

Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.6 out of 10, Exceptional, (7 reviews)
"Beautiful, unique, and clean place to stay. Comfortable beds, quiet, and plenty of space. Great place to stay."
United States
Richie S.
Cozy Home by O'Hare + EV Plug
Bar (on property)

Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Des Plaines
9.0 out of 10, Wonderful, (10 reviews)
"Nice place, quiwr neighborhood."
United States
Kurt B.
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Microwave, oven, stovetop, dishwasher

Spacious 5-bedroom house in nice Des Plaines with AC, WiFi

Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
Oakton
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (17 reviews)
"Great place"
United States
Daniel L.
Modern West Loop Gem-City Views & Prime Location 6
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
River North Rooftop With In and Out Parking 3
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.4 out of 10, Exceptional, (16 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Sun-Drenched 1BR Apartment

Sun-Drenched 1BR Apartment
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
Sun-Drenched 1BR Apartment
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,115 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
Sentral Michigan Avenue
Interior

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
Premium Urban 4BR - Perfect Mix of Comfort & Location
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Great communication and hosts. Location and unit was perfect."
United States
Greg C.
West Loop Living – Bright 1BR
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay at this Vrbo! The home was spotless, cozy, and exactly as described. The host was friendly, responsive, and made everything easy from check-in to check-out. We would absolutely stay here again. Highly recommend!"
United States
Brianna K.
Chic Studio in the Heart of the Gold Coast
Full-sized fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (453 reviews)
"Staff was really nice"
United States
Anita
Level Chicago – Old Town
Exterior detail

Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (69 reviews)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
Quaint Bungalow, near Great Lakes Naval Base
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"The house was spotless and very comfortable for our needs. Best of all it was not far from our son’s home in River Forest which made going back and forth convenient."
United States
Beryl I.
Vintage Urban Retreat
Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The Oak Park Loft
Interior

Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (98 reviews)
"Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. "
United States
Deborah R.
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Property grounds

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (65 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
2-bedroom apartment just 2 minutes drive to Wrigley Field
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Des Plaines Hotel Reviews

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"This is the best hotel I’ve been so far, their staffs were supper nice and their rooms are amazing, thanks "
Stephany 2-night trip
Posted 8 hours ago
Hotel Riu Plaza Chicago

Find out more about Des Plaines

Search for holiday rentals in Des Plaines on Expedia! You can easily find your home rentals, villas, holiday apartments in Des Plaines using one of the methods below:

  • View our selection of featured holiday rentals in Des Plaines
  • Use the map to find apartments and other holiday homes in the Des Plaines neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Des Plaines while they last

Look no further and take a look at our great range of rental properties in Des Plaines!

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.

What are some of the best holiday rentals that Des Plaines has to offer?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This holiday home rental outside of Des Plaines is located in the city centre, and has a balcony, an arcade/games room and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Des Plaines?

With 37 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.