Des Plaines Vacation Rentals

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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Vacation Rentals in Des Plaines

Our top choices for Des Plaines vacation rentals

Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
Microwave, oven, stovetop, dishwasher

Spacious 5-bedroom house in nice Des Plaines with AC, WiFi

$1,233 nightly
The price is $1,319
Sep 11 - Sep 12
Total with taxes and fees
Spacious 5-bedroom house in nice Des Plaines with AC, WiFi
Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (905)
"great food spots all around and beautiful sites to see "
$160 nightly
The price is $188
Sep 4 - Sep 5
Total with taxes and fees
Sentral Michigan Avenue
Kasa Magnificent Mile Chicago
49-inch Smart TV with digital channels, TV, streaming services

Kasa Magnificent Mile Chicago

4.0 star property
9.2 out of 10, Wonderful, (491)
"It was a great property to stay at, definitely would book again! "
Kasa Magnificent Mile Chicago
Level Chicago – Old Town
Front of property - evening/night

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (347)
"A lot of good food options walkable distance. "
$296 nightly
The price is $348
Sep 4 - Sep 5
Total with taxes and fees
Level Chicago – Old Town
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
1 bedroom, individually decorated, individually furnished, desk

Sonder by Marriott Bonvoy Market Hall Apartments West Loop

3.5 star property
8.2 out of 10, Very Good, (354)
"Great stay!"
$179 nightly
The price is $210
Sep 4 - Sep 5
Total with taxes and fees
Sonder by Marriott Bonvoy Market Hall Apartments West Loop
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
36-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy South Wabash Apartments South Loop

3.5 star property
8.8 out of 10, Excellent, (641)
"Loved this apartment style stay near everything we wanted to visit in Chicago. "
$198 nightly
The price is $233
Sep 22 - Sep 23
Total with taxes and fees
Sonder by Marriott Bonvoy South Wabash Apartments South Loop
The Neighborhood Hotel-Little Italy
Front of property

The Neighborhood Hotel-Little Italy

4.0 star property
9.6 out of 10, Exceptional, (194)
"Property was extremely comfortable in a great area."
The Neighborhood Hotel-Little Italy
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Lobby

Sonder by Marriott Bonvoy The Burnham Apartments Loop

3.5 star property
9.0 out of 10, Wonderful, (209)
"Great location, room was very nice. Vent in the bathroom wasn’t working and the walls are paper thin so you can hear other people talking loud. Otherwise a great stay! "
$195 nightly
The price is $229
Sep 21 - Sep 22
Total with taxes and fees
Sonder by Marriott Bonvoy The Burnham Apartments Loop
Kasa South Loop Chicago
Deluxe Apartment, 1 Bedroom, Non Smoking, Balcony (Self Check-in with Virtual Front Desk) | Balcony

Kasa South Loop Chicago

4.0 star property
9.4 out of 10, Exceptional, (337)
"Easy parking. Close to El. Nice condo."
Kasa South Loop Chicago
Sonder by Marriott Bonvoy The Opal Apartments River North
1 bedroom, individually furnished, desk, iron/ironing board

Sonder by Marriott Bonvoy The Opal Apartments River North

3.5 star property
8.4 out of 10, Very Good, (47)
"Great location. Apartment had all the amenities needed. Felt safe. Only not so good part was that being in downtown, it wasn't super quiet at times. Would stay here again without a doubt."
$169 nightly
The price is $199
Sep 28 - Sep 29
Total with taxes and fees
Sonder by Marriott Bonvoy The Opal Apartments River North
The Gem Museum Suites
Suite, 2 Bedrooms, Kitchen (Three Beds, Washer/Dryer) | Private kitchen | Full-size fridge, microwave, stovetop, dishwasher

The Gem Museum Suites

3.5 star property
9.6 out of 10, Exceptional, (87)
"Super nice hotel and staff "
$203 nightly
The price is $232
Sep 23 - Sep 24
Total with taxes and fees
The Gem Museum Suites
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
50-inch flat-screen TV with digital channels, TV

Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park

3.5 star property
8.2 out of 10, Very Good, (177)
"Great location!!!"
$179 nightly
The price is $210
Sep 4 - Sep 5
Total with taxes and fees
Sonder by Marriott Bonvoy Jewelers Row Apartments Millenium Park
Wrigleyville Suites
Living area

Wrigleyville Suites

2.0 star property
9.2 out of 10, Wonderful, (19)
"Excellent location and very clean! Would stay again!"
$125 nightly
The price is $139
Sep 4 - Sep 5
Total with taxes and fees
Wrigleyville Suites
Kasa River North Chicago
Business center

Kasa River North Chicago

4.0 star property
9.6 out of 10, Exceptional, (166)
"This place has everything for a multi-night stay."
$324 nightly
The price is $380
Sep 12 - Sep 13
Total with taxes and fees
Kasa River North Chicago
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Property amenity

Sonder by Marriott Bonvoy The Plymouth Apartments Loop

3.5 star property
7.8 out of 10, Good, (134)
"Super convenient location. Lots of parking options and able to walk to all sites in this area."
$204 nightly
The price is $239
Sep 14 - Sep 15
Total with taxes and fees
Sonder by Marriott Bonvoy The Plymouth Apartments Loop
Art Villa
Hot tub

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (2)
" "
$980 nightly
The price is $1,240
Sep 8 - Sep 9
Total with taxes and fees
Art Villa
Charming 2BR in Vibrant Lakeview
2 bedrooms, iron/ironing board, travel crib, WiFi

Charming 2BR in Vibrant Lakeview

9.2 out of 10, Wonderful, (13)
$204 nightly
The price is $226
Sep 4 - Sep 5
Total with taxes and fees
Charming 2BR in Vibrant Lakeview
Clean & Equipped 1BR Apt
1 bedroom, iron/ironing board, WiFi, bed sheets

Clean & Equipped 1BR Apt

8.8 out of 10, Excellent, (18)
"Good experience. Would stay there again "
$185 nightly
The price is $206
Sep 4 - Sep 5
Total with taxes and fees
Clean & Equipped 1BR Apt
Cozy, Fully Set-Up 1BR Space
Fridge, microwave, oven, stovetop

Cozy, Fully Set-Up 1BR Space

9.0 out of 10, Wonderful, (17)
"Great place! 15 min walk to Wrigley "
$177 nightly
The price is $197
Oct 1 - Oct 2
Total with taxes and fees
Cozy, Fully Set-Up 1BR Space
Uptown Studio Gem Sum
TV

Uptown Studio Gem Sum

7.0 out of 10, Good, (4)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
$159 nightly
The price is $177
Oct 1 - Oct 2
Total with taxes and fees
Uptown Studio Gem Sum
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

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

10/10 Excellent
"Housekeeping was friendly and efficient and staff was very helpful in answering questions. Also, loved how close the area was to all the shopping and tourist activities."
Aalia 4-night trip
Posted 10 hours ago
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Find out more about Des Plaines

Find out more about Des Plaines

Everything you need to know about Des Plaines vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Des Plaines vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Des Plaines vacation 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 low season months. For more hustle and bustle, you may prefer to visit Des Plaines in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Des Plaines rentals

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

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Amazing 3-bedroom house with WiFi and AC in awesome Chicago: Visitors like this Des Plaines vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many vacation rentals are there in Des Plaines?

With 33 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.