Des Plaines Holiday Rentals

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Des Plaines holiday rentals

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)
"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 HK$1,112
HK$2,479 total
includes taxes & fees
15 Mar - 16 Mar
Cozy Home by O'Hare + EV Plug
Pool

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Des Plaines
The price is HK$1,369
HK$2,836 total
includes taxes & fees
9 Apr - 10 Apr
Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
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.
The price is HK$2,323
HK$4,645 total
includes taxes & fees
23 Mar - 24 Mar
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
The price is HK$7,822
HK$11,473 total
includes taxes & fees
18 Mar - 19 Mar
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
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.
The price is HK$884
HK$1,824 total
includes taxes & fees
15 Mar - 16 Mar
Sun-Drenched 1BR Apartment
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$884
HK$1,824 total
includes taxes & fees
15 Mar - 16 Mar
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
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.
3BR Luxury Suite w/Gym and Balcony
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.
The price is HK$1,525
HK$3,528 total
includes taxes & fees
22 Mar - 23 Mar
River North Rooftop With In and Out Parking 3
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, (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 HK$884
HK$1,824 total
includes taxes & fees
15 Mar - 16 Mar
West Loop Living – Bright 1BR
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,102 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is HK$990
HK$1,392 total
includes taxes & fees
5 Apr - 6 Apr
Sentral Michigan Avenue
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.
The price is HK$884
HK$1,717 total
includes taxes & fees
11 Mar - 12 Mar
Chic Studio in the Heart of the Gold Coast
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (709 reviews)
"Perfect location and very clean! "
United States
Latoya
Kasa Magnificent Mile Chicago
1 bedroom, WiFi, bed sheets

1BR Modern Luxe Apt with In-Unit Laundry

1BR Modern Luxe Apt with In-Unit Laundry
Downtown Chicago
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 HK$1,110
HK$2,109 total
includes taxes & fees
23 Mar - 24 Mar
1BR Modern Luxe Apt with In-Unit Laundry
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, (441 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
Level Chicago – Old Town
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (10 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$4,921
HK$8,795 total
includes taxes & fees
11 Mar - 12 Mar
Spacious 4BR Central Apartment w/ Skyline Views
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, (60 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is HK$908
HK$2,385 total
includes taxes & fees
11 Mar - 12 Mar
2-bedroom apartment just 2 minutes drive to Wrigley Field
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
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 HK$753
HK$1,847 total
includes taxes & fees
18 Mar - 19 Mar
A quiet stay while you are away
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great place Great location "
United States
Josh W.
The price is HK$1,125
HK$2,970 total
includes taxes & fees
11 Mar - 12 Mar
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Smart TV, books

Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (60 reviews)
"Comfortable bed, spacious rooms and clean."
United States
Michael W.
The price is HK$548
HK$1,567 total
includes taxes & fees
30 Mar - 31 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

L7 Chicago by LOTTE

L7 Chicago by LOTTE

10/10 Excellent
"Great news place "
Ramin Loga 1-night trip
Posted less than an hour ago
L7 Chicago by LOTTE

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
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  • 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?

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 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.