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Holiday houses in Des Plaines

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Top-rated holiday rentals in Des Plaines

Guests agree: these stays are highly rated for location, cleanliness and more.

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Apartment in Park Ridge

4.79 out of 5 average rating, 319 reviews

Modern Garden apartment (WHOLE UNIT)

Freshly Remodeled , Lower Level Condo one bedroom one bath. The Condo is very large for a one bedroom. Very Spacious with its open concept layout. Parking is right next to the main entrance of the building. Perfect place to relax Perfect and safe place to rest . 24/7 perimeter monitoring cameras. The Condo is very close to the Metra Train. It is !5 min away from O'Hare airport and 10 min from Chicago outlets etc. It is not a party room . No parties or large gathering .... Garden Apartment

11 – 18 Apr

$1,678 AUD total

Guest favourite

Loft in West Dundee

4.97 out of 5 average rating, 442 reviews

Hip Urban Loft - Small Town Charm - 124 LOFTS #2

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Loft 2 is our most spacious

30 Mar – 6 Apr

$1,723 AUD total

Guest favourite

Guest suite in Bartlett

4.96 out of 5 average rating, 184 reviews

Cozy & Spacious Suite in Quiet Neighborhood

This 950 sq. ft. guest suite is in a quiet, upscale neighborhood, less than 1/2 mile from Bartlett Hills Golf Club and a mile from Metra Train Station. 50 min. train ride to downtown Chicago. 10 min. walk to downtown Bartlett. A private entrance makes check-in easy and convenient, while offering privacy during your stay. Full kitchen, accessible bathroom, WIFI, and cable provided. Washer/Dryer available upon request. Pool is for registered guests only. Owners on site to assist if needed.

7 – 14 Dec

$1,307 AUD total

Guest favourite

Apartment in Arlington Heights

4.99 out of 5 average rating, 114 reviews

Ideal Location in Awesome Heights

Near the heart of downtown Arlington Heights and convenient to O’Hare. You can settle in at this cozy basement apartment with a super comfortable queen bed and all the amenities you’d need. Whether your visit to AH is for business or pleasure, city or suburbs, we look forward to hosting you. The private apartment works great for guests with a car or using public transit. Easy access to Metra station, AH restaurants, Des Plaines Theater, NW Community Hospital & Schaumburg Convention Center.

4 – 11 May

$1,645 AUD total

Guest favourite

Guest suite in Chicago

4.98 out of 5 average rating, 111 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

28 Nov – 5 Dec

$1,226 AUD total

Guest favourite

Guest suite in Riverwoods

4.95 out of 5 average rating, 300 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

10 – 17 May

$1,696 AUD total

Home in Des Plaines

4.78 out of 5 average rating, 305 reviews

Urban Farmhouse near O'Hare

I am hosting a hundred year old farmhouse that has been completely renovated on the inside and outside. The beds are top quality and bought new. The neighborhood has unique places to dine and explore. It is close to Metra Rail Road to downtown Chicago. O'Hare International Airport is 7 miles from the house and Rosemont Convention Center is just 5 miles, both are accesable by car or public transportation. There is also a lot of parking. A great place to stay when you travel.

13 – 20 Sept

$1,649 AUD total

Guest favourite

Apartment in Chicago

4.95 out of 5 average rating, 195 reviews

Free Parking & King Bed in Desirable Norwood Park!

Light-filled & charming one-bedroom apartment above our beautiful home with a king bed & central A/C in Norwood Park. Our place is sure to not disappoint. 0.1 Miles from Starbucks & less than 0.5 Miles away from many outstanding local restaurants! Our guidebook which is filled with recommendations for our favorite local restaurants including distances from our home. Bonus: A private guest deck is available for you to enjoy during your stay as well as parking in our driveway.

23 – 30 Aug

$2,190 AUD total

Apartment in Chicago

5.0 out of 5 average rating, 6 reviews

1BD Apt near O'Hare/Rosemont Allstate Arena

Bright, open concept, 1 bedroom and 1 bath, fully furnished and private second floor unit in our owner occupied home. Newly updated with beautiful quartz countertops, bright cabinets, luxury vinyl plank flooring, walk-in stand up shower, and brand new stainless steel appliances. Blackout curtains in the bedroom. There is also a desk area. A monitor can be provided upon request. Close to transportation and grocery stores, restaurants, shops, and parks. 90 expressway 1/2 mile.

31 Aug – 7 Sept

$1,457 AUD total

Guest favourite

Home in Palatine

4.84 out of 5 average rating, 38 reviews

Private Room with attach bath and personal kitchen

The entire basement is for the guest except few restricted areas in the basement. This a quiet bedroom located in the look out 1500 sq foot basement which has a queen bed, attached bath ( with jacuzzi tub), private kitchen ( with refrigerator, dishwasher, stove) entirely for guest use, sitting area and a theatre room ( with owners permission) and high speed WI-FI. The location is great and very close to USMLE. DISCOUNT PROVIDED FOR WEEKLY AND MONTHLY RENTAL, PLS ASK

9 – 16 Oct

Guest favourite

Townhouse in Hoffman Estates

4.91 out of 5 average rating, 292 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

27 Nov – 4 Dec

$1,179 AUD total

Guest favourite

Condo in Mount Prospect

4.88 out of 5 average rating, 138 reviews

Lovely 3-bedroom condo, free parking on site

Bring the whole family to this great place with lots of room for fun. Beautiful condo in Mt Prospect, IL. 3 bedrooms, 1 full bath, and half bath. Great location with walking distance to restaurants and shops. Near the train and highway easy access to get to downtown Chicago. Full kitchen with fridge, stove, microwave, dishwasher, coffee maker, washer and dryer. Central heat and ac, security camers. Plenty of free parking on the driveway. Cable TV

10 – 17 July

$2,639 AUD total

Holiday rentals for every style

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Popular amenities for Des Plaines holiday rentals

Free parking on premises

Air conditioning

Stay near Des Plaines's top sights

Allstate Arena29 locals recommend

Rivers Casino50 locals recommend

Lake Opeka3 locals recommend

Walmart Supercenter7 locals recommend

Boston Fish Market Inc3 locals recommend

Naf Naf Grill15 locals recommend

Other great holiday rentals in Des Plaines

Guest favourite

Apartment in Chicago

4.96 out of 5 average rating, 50 reviews

Comfy & Private Chicago Studio

21 – 28 Mar

$1,263 AUD total

Guest favourite

Apartment in Chicago

4.97 out of 5 average rating, 31 reviews

Serene Escape with King Sleep Number Bed, No Fees!

13 – 20 Dec

$1,443 AUD total

Guest favourite

Guesthouse in Arlington Heights

4.91 out of 5 average rating, 22 reviews

Cozy Chicago Suburban Apartment

26 Aug – 2 Sept

$1,333 AUD total

Guest favourite

Apartment in Mount Prospect

4.94 out of 5 average rating, 66 reviews

One bedroom apartment near to train station

10 – 17 June

$1,964 AUD total

Guest favourite

Guesthouse in Lake Forest

4.95 out of 5 average rating, 96 reviews

The Green Door - safe and calm with walkability

7 – 14 Mar

$1,261 AUD total

Guest favourite

Home in Wilmette

4.98 out of 5 average rating, 92 reviews

Unique porcelain-enamel paneled "Lustron" home

27 Sept – 4 Oct

$1,998 AUD total

Guest favourite

Home in Berwyn

5.0 out of 5 average rating, 75 reviews

Retro Modern Bungalow | free parking | pets ok

1 – 8 Jan

$1,713 AUD total

Guest favourite

Home in Des Plaines

5.0 out of 5 average rating, 41 reviews

Newly remodeled O’hare oasis

23 – 30 Oct

$3,468 AUD total

Quick stats about accommodation in Des Plaines

Total rentals
110 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
4K reviews
Nightly prices starting at
$31 AUD before taxes and fees

Destinations to explore