Des Plaines Holiday Rentals

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Our top choices for Des Plaines holiday rentals

Holiday Home in Des Plaines

Cozy Home by O'Hare + EV Plug
9.6 out of 10, Exceptional, (7 reviews)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is AU$489
includes taxes & fees
9 Mar - 10 Mar
Cozy Home by O'Hare + EV Plug
Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
9.0 out of 10, Wonderful, (10 reviews)
"Nice place, quiwr neighborhood."
United States
Kurt B.
The price is AU$750
includes taxes & fees
8 Mar - 9 Mar
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
The price is AU$1,878
includes taxes & fees
15 Mar - 16 Mar
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
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.
The price is AU$336
includes taxes & fees
9 Mar - 10 Mar
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

Modern Comfort: 1BR Unit w/ Laundry
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is AU$336
includes taxes & fees
10 Mar - 11 Mar
Modern Comfort: 1BR Unit w/ Laundry

Apartment in Downtown Chicago

3BR Luxury Suite w/Gym and Balcony
9.6 out of 10, Exceptional, (22 reviews)
"A wonderful place to stay and everything was so perfect! Could not recommend staying here enough! "
United States
Cassidy L.
The price is AU$536
includes taxes & fees
8 Mar - 9 Mar
3BR Luxury Suite w/Gym and Balcony
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.
The price is AU$630
includes taxes & fees
18 Mar - 19 Mar
River North Rooftop With In and Out Parking 3

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is AU$333
includes taxes & fees
8 Mar - 9 Mar
West Loop Living – Bright 1BR

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1,099 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is AU$254
includes taxes & fees
9 Mar - 10 Mar
Sentral Michigan Avenue

Apartment in Downtown Chicago

Chic Studio in the Heart of the Gold Coast
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.
The price is AU$320
includes taxes & fees
8 Mar - 9 Mar
Chic Studio in the Heart of the Gold Coast

Aparthotel in Downtown Chicago

Kasa Magnificent Mile Chicago
4.0 star property
9.4 out of 10, Exceptional, (707 reviews)
"Perfect location and very clean! "
United States
Latoya
Kasa Magnificent Mile Chicago

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is AU$336
includes taxes & fees
10 Mar - 11 Mar
1BR Modern Luxe Apt with In-Unit Laundry

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (437 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
Level Chicago – Old Town
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is AU$1,727
includes taxes & fees
11 Mar - 12 Mar
Spacious 4BR Central Apartment w/ Skyline Views
9.6 out of 10, Exceptional, (60 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is AU$432
includes taxes & fees
8 Mar - 9 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field

Holiday Home in Oak Park

A quiet stay while you are away
9.8 out of 10, Exceptional, (34 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is AU$346
includes taxes & fees
10 Mar - 11 Mar
A quiet stay while you are away
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is AU$557
includes taxes & fees
8 Mar - 9 Mar
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
9.6 out of 10, Exceptional, (58 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
The price is AU$285
includes taxes & fees
8 Mar - 9 Mar
Chic Suite/Mins to L Train /Laundry/Free Parking
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

Find out more about Des Plaines

Everything you need to know about Des Plaines 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 Des Plaines 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 Des Plaines holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Des Plaines holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Des Plaines. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Des Plaines 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 Des Plaines holiday rentals we have selected for you start as low as AU$195 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Des Plaines rentals

At Expedia, we put the best Des Plaines 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 Des Plaines 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 Des Plaines 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 Des Plaines. 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 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?

Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Des Plaines is located on a lake, and has a fireplace, a patio 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. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.