Des Plaines Vacation Rentals

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Our top choices for Des Plaines vacation rentals

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse

Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse
Des Plaines
The price is ¥27,967
¥57,615 total
includes taxes & fees
Apr 5 - Apr 6
Des Plaines / Chicago Midcentury 2-Bedroom Guesthouse

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.
The price is ¥25,650
¥48,879 total
includes taxes & fees
Apr 27 - Apr 28
Your Next Vacation Home

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 ¥25,889
¥54,024 total
includes taxes & fees
Apr 13 - Apr 14
Cozy Home by O'Hare + EV Plug

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 ¥41,039
¥83,877 total
includes taxes & fees
Apr 1 - Apr 2
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

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 ¥143,829
¥214,903 total
includes taxes & fees
Apr 13 - Apr 14
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi

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.
The price is ¥18,059
¥36,285 total
includes taxes & fees
Apr 13 - Apr 14
Modern Comfort: 1BR Unit w/ Laundry

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 ¥18,059
¥37,073 total
includes taxes & fees
Apr 5 - Apr 6
Sun-Drenched 1BR Apartment

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 ¥25,570
¥72,981 total
includes taxes & fees
Apr 14 - Apr 15
River North Rooftop With In and Out Parking 3

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.
The price is ¥35,797
¥104,737 total
includes taxes & fees
Apr 19 - Apr 20
Modern West Loop Gem-City Views & Prime Location 6

Modern 2BR Retreat Near Old Town & Lincoln Park

Modern 2BR Retreat Near Old Town & Lincoln Park
Near North Side
10.0 out of 10, Exceptional, (12 reviews)
"Great stay! "
United States
Aimee B.
Modern 2BR Retreat Near Old Town & Lincoln Park

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.
The price is ¥29,978
¥53,064 total
includes taxes & fees
Apr 2 - Apr 3
West Loop Living – Bright 1BR

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (719 reviews)
"Great place "
United States
Lamees
Kasa Magnificent Mile Chicago

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,117 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is ¥18,883
¥26,856 total
includes taxes & fees
Apr 2 - Apr 3
Sentral Michigan Avenue

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 ¥17,100
¥33,564 total
includes taxes & fees
Apr 30 - May 1
Chic Studio in the Heart of the Gold Coast

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
The price is ¥32,722
¥42,366 total
includes taxes & fees
Apr 5 - Apr 6
Level Chicago – Old Town

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (12 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ¥24,771
¥74,347 total
includes taxes & fees
Apr 26 - Apr 27
Spacious 4BR Central Apartment w/ Skyline Views

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)
"Our stay was wonderful. The unit was clean and had everything we needed. The host was easily accessible and always responsive. Would definitely stay here again! "
United States
Phillis M.
The price is ¥23,172
¥88,173 total
includes taxes & fees
Apr 22 - Apr 23
Modern West Loop Gem-City Views & Prime Location 3

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.
The price is ¥18,842
¥43,159 total
includes taxes & fees
Apr 14 - Apr 15
Stylish Luxe King bed w/Free Parkng near DT Oak Pk

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 ¥21,001
¥69,437 total
includes taxes & fees
Apr 15 - Apr 16
Premium Urban 4BR - Perfect Mix of Comfort & Location

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)
"Great host, quick communication, and wonderful place to stay in Chicago. Well thought out and made our stay enjoyable. Highly recommend, we will book it again next time we are in Chicago. "
United States
Justin P.
The price is ¥21,431
¥52,672 total
includes taxes & fees
Apr 5 - Apr 6
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.
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Top Des Plaines Hotel Reviews

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:

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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 1700 sqft 3bd West Loop Penthouse w/ Balcony: Visitors like this Des Plaines vacation home rental. It is located in the city center and has a balcony, an arcade game room, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals are there in Des Plaines?

With 37 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 Michigan Avenue.

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.