Des Plaines Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

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, (71 reviews)
"Excellent host. House is comfortable and clean."
United States
Edward H.
The price is HK$2,131
HK$3,546 total
includes taxes & fees
25 May - 26 May
Your Next Vacation Home
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.
The price is HK$1,121
HK$2,507 total
includes taxes & fees
4 May - 5 May
Cozy Home by O'Hare + EV Plug
Pool

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Des Plaines
Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
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$7,836
HK$11,492 total
includes taxes & fees
2 May - 3 May
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
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$1,293
HK$2,314 total
includes taxes & fees
29 Apr - 30 Apr
Sunlit 1BR Apartment | Warm & Welcoming Space
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is HK$893
HK$1,798 total
includes taxes & fees
30 Apr - 1 May
Modern Comfort: 1BR Unit w/ Laundry
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, (5 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$1,254
HK$3,559 total
includes taxes & fees
29 Apr - 30 Apr
River North Rooftop With In and Out Parking 3
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)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$901
HK$1,758 total
includes taxes & fees
10 May - 11 May
Chic Studio in the Heart of the Gold Coast
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.
The price is HK$853
HK$3,142 total
includes taxes & fees
27 Apr - 28 Apr
Premium Urban 4BR - Perfect Mix of Comfort & Location
Interior

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is HK$1,630
HK$4,990 total
includes taxes & fees
29 Apr - 30 Apr
Modern West Loop Gem-City Views & Prime Location 3
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is HK$1,246
HK$2,298 total
includes taxes & fees
27 Apr - 28 Apr
West Loop Living – Bright 1BR
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (15 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$1,442
HK$4,013 total
includes taxes & fees
20 May - 21 May
Spacious 4BR Central Apartment w/ Skyline Views
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"It's a very comfortable house! Every thing you need was there. A very comfortable bed, a television that works. Everything you needed was there and Jay was very happy to get you set up. I will definitely come back again, hopefully when the weather is nicer! "
United States
Fred D.
A quiet stay while you are away
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (80 reviews)
"Had a lovely stay in a beautiful home! The setting is very secluded and quiet."
United States
Kyle M.
The price is HK$769
HK$1,521 total
includes taxes & fees
28 Apr - 29 Apr
Master qtr close to nature & easy urban facilities
1 bedroom, iron/ironing board, travel cot, WiFi

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place exciting city everything was wonderful"
United States
Kyna C.
LIVN West Loop Chicago Queen Superior Studio
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,141 reviews)
"Thank you for the stay"
United States
Marco
The price is HK$1,059
HK$1,473 total
includes taxes & fees
28 Apr - 29 Apr
Sentral Michigan Avenue
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, (68 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is HK$1,051
HK$2,592 total
includes taxes & fees
27 Apr - 28 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is HK$1,081
HK$2,096 total
includes taxes & fees
12 May - 13 May
Chicago-Themed 1BR in a Central Spot near Downtown
Fridge, microwave, oven, stovetop

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
River North Private Deck With In and Out Parking
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)
"The home was a perfect spot for our family while we visited extended family. Quaint home and matched what was advertised online."
United States
Kayla C.
The price is HK$1,058
HK$2,599 total
includes taxes & fees
27 Apr - 28 Apr
Quaint Bungalow, near Great Lakes Naval Base
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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

10/10 Excellent
"Good location"
Ghulam 3-night trip
Posted 2 hours ago
Hotel Felix River North/Magnificent Mile

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 40 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 Navy Pier.

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.