Des Plaines Vacation Rentals

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Check prices for these dates

In two weeks
Feb 27 - Mar 1
In two months
Apr 10 - Apr 12
In three months
May 8 - May 10
In four months
Jun 5 - Jun 7

Our top choices for Des Plaines vacation rentals

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 ￥34,919
￥78,528 total
includes taxes & fees
Feb 16 - Feb 17
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is ￥23,640
￥47,274 total
includes taxes & fees
Feb 17 - Feb 18
Your Next Vacation Home
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 ￥153,240
￥223,937 total
includes taxes & fees
Feb 25 - Feb 26
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,072 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is ￥16,804
￥24,224 total
includes taxes & fees
Feb 22 - Feb 23
Sentral Michigan Avenue
1 bedroom, iron/ironing board, travel crib, 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 ￥10,574
￥26,896 total
includes taxes & fees
Feb 16 - Feb 17
West Loop Living – Bright 1BR
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (693 reviews)
"Big, luxury, easy parking "
United States
Chanel
Kasa Magnificent Mile Chicago
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (426 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
The price is ￥123,317
￥148,574 total
includes taxes & fees
Feb 14 - Feb 15
Level Chicago – Old Town
Desk, iron/ironing board, travel crib, 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 ￥10,267
￥25,003 total
includes taxes & fees
Feb 16 - Feb 17
Chic Studio in the Heart of the Gold Coast
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 ￥10,574
￥26,896 total
includes taxes & fees
Feb 16 - Feb 17
1BR Modern Luxe Apt with In-Unit Laundry
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 ￥10,661
￥27,118 total
includes taxes & fees
Feb 16 - Feb 17
Modern Comfort: 1BR Unit w/ Laundry
Fridge, microwave, oven, stovetop

Sleek 1BR Apartment w/ In-unit Laundry

Sleek 1BR Apartment w/ In-unit Laundry
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveler
The price is ￥10,661
￥27,118 total
includes taxes & fees
Feb 17 - Feb 18
Sleek 1BR Apartment w/ In-unit 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.
The price is ￥10,574
￥26,896 total
includes taxes & fees
Feb 16 - Feb 17
Sun-Drenched 1BR Apartment
Beach

Guild #2 | Gold Coast Mag Mile Best Location

Guild #2 | Gold Coast Mag Mile Best Location
Downtown Chicago
9.8 out of 10, Exceptional, (19 reviews)
"We loved our stay at this property. It’s in a fantastic location and is roomy and comfortable. We would definitely stay again!"
United States
laura s.
Guild #2 | Gold Coast Mag Mile Best Location
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 ￥17,151
￥51,015 total
includes taxes & fees
Feb 19 - Feb 20
River North Rooftop With In and Out Parking 3
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (183 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥107,115
￥187,207 total
includes taxes & fees
Mar 11 - Mar 12
Spacious 4BR Central Apartment w/ Skyline Views
Interior

2BR Chic & Comfortable Furnished Unit

2BR Chic & Comfortable Furnished Unit
Hermosa
10.0 out of 10, Exceptional, (4 reviews)
"Comfortable beds, great location"
United States
Jason
The price is ￥10,574
￥29,194 total
includes taxes & fees
Feb 16 - Feb 17
2BR Chic & Comfortable Furnished Unit
Interior

Spacious 3-bedroom apartment near downtown, FREE PARKING

Spacious 3-bedroom apartment near downtown, FREE PARKING
Near West Side
9.6 out of 10, Exceptional, (11 reviews)
"Great place to stay that was close to downtown"
United States
Michelle B.
The price is ￥8,888
￥50,672 total
includes taxes & fees
Feb 23 - Feb 24
Spacious 3-bedroom apartment near downtown, FREE PARKING
Smart TV, fireplace, offices

Chic Urban Retreat Near Wrigley Field w/Parking

Chic Urban Retreat Near Wrigley Field w/Parking
Lakeview
10.0 out of 10, Exceptional, (46 reviews)
"Great spot in a wonderful location!"
United States
Jasson R.
The price is ￥13,485
￥58,095 total
includes taxes & fees
Feb 22 - Feb 23
Chic Urban Retreat Near Wrigley Field w/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

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

10/10 Excellent
"The great customer service, clean room, and enjoyed the free breakfast."
Symphony 2-night trip
Posted 9 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
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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 vacation rental in Des Plaines?

Yes, we give you a choice of vacation rentals close to popular sights in Des Plaines, or you can go with a 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's the top vacation rental that Des Plaines has to offer?

Huge Wrigleyville Beauty -10 beds and 5 baths in the heart of it all!!: Visitors like this Des Plaines vacation home rental. It offers a furnished patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 10 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Des Plaines?

With 35 Expedia vacation rentals, you're sure 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 like Wrigley Field and United Center.

What are vacation rentals like in Des Plaines?

Vacation rentals are privately owned accommodations you can book for several days or longer in Des Plaines. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for family trips or small group gatherings.