Des Plaines Holiday Rentals
Apartment
- Chicago
- ·
- Des Plaines
- 2.76 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
Parking
Kitchen
Air Conditioner
Internet
US $195/Night
7 Nights - US $1,365
House
- Chicago
- ·
- Des Plaines
- 1.32 mi to center
10.0Exceptional
(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
1797.57 ft²
- Parking
Balcony/Terrace
View- Air Conditioner
US $417/Night
7 Nights - US $2,917
Hotel
- Chicago
- ·
- Des Plaines
- 1.85 mi to center
9.4Exceptional
(1865 Reviews)
1 Bath
Breakfast- Parking
Pool- Kitchen
US $178/Night
7 Nights - US $1,245
House
- Chicago
- ·
- Des Plaines
- 2.57 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $296/Night
7 Nights - US $2,075
Villa
- Chicago
- ·
- Des Plaines
- 1.59 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
2 Baths
10 Guests
2002.09 ft²
EV Charge Station- Parking
- View
- Air Conditioner
US $409/Night
7 Nights - US $2,866
Apartment
- Chicago
- ·
- Des Plaines
- 2.54 mi to center
9.4Exceptional
(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $222/Night
7 Nights - US $1,556
Apartment
- Chicago
- ·
- Des Plaines
- 2.51 mi to center
8.8Fabulous
(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Internet
Pet Friendly
US $238/Night
7 Nights - US $1,663
Apartment
- Chicago
- ·
- Des Plaines
- 1.57 mi to center
8.0Excellent
(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $214/Night
7 Nights - US $1,500
Condo
- Chicago
- ·
- Des Plaines
- 0.87 mi to center
2 Bedrooms
1 Bath
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $172/Night
7 Nights - US $1,204
Luxury Holiday Rentals in Des Plaines
Over 94+ Luxury Holiday Rentals in or Near Des Plaines
House
- Chicago
- ·
- Des Plaines
- 2.31 mi to center
9.8Exceptional
(6 Reviews)
11 Bedrooms
6 Baths
24 Guests
7500 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $1,234/Night
7 Nights - US $8,639
House
- Chicago
- ·
- Des Plaines
- 1.81 mi to center
5 Bedrooms
4 Baths
12 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
US $1,031/Night
7 Nights - US $7,216
Apartment
- Chicago
- ·
- Des Plaines
- 0.66 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $900/Night
7 Nights - US $6,300
House
- Chicago
- ·
- Des Plaines
- 1.81 mi to center
7.0Very Good
(4 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $773/Night
7 Nights - US $5,410
House
- Chicago
- ·
- Des Plaines
- 1.70 mi to center
9.0Exceptional
(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Child Friendly
US $615/Night
7 Nights - US $4,306
House
- Chicago
- ·
- Des Plaines
- 0.39 mi to center
7.0Very Good
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
- Internet
- Pet Friendly
US $568/Night
7 Nights - US $3,973
House
- Chicago
- ·
- Des Plaines
- 2.88 mi to center
9.4Exceptional
(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
2000 ft²
Private Pool- Parking
- Pool
Ocean View
US $557/Night
7 Nights - US $3,899
House
- Chicago
- ·
- Des Plaines
- 1.02 mi to center
9.4Exceptional
(14 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $498/Night
7 Nights - US $3,484
House
- Chicago
- ·
- Des Plaines
- 0.66 mi to center
9.2Exceptional
(5 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $482/Night
7 Nights - US $3,377
Top-Rated Holiday Rentals with a Pool in Des Plaines
Over 12+ The Best Private Villas and Holiday Rentals in Des Plaines with a Pool
Hotel
- Chicago
- ·
- Des Plaines
- 1.71 mi to center
9.2Exceptional
(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $153/Night
7 Nights - US $1,070
Hotel
- Chicago
- ·
- Des Plaines
- 2.81 mi to center
9.2Exceptional
(1003 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $158/Night
7 Nights - US $1,104
Hotel
- Chicago
- ·
- Des Plaines
- 1.85 mi to center
8.8Fabulous
(2888 Reviews)
6 Baths
279.86 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $129/Night
7 Nights - US $902
Hotel
- Chicago
- ·
- Des Plaines
- 2.80 mi to center
8.7Fabulous
(465 Reviews)
1 Bath
345.64 ft²
- Private Pool
Oceanfront- Hot Tub
- Breakfast
US $282/Night
7 Nights - US $1,976
Hotel
- Chicago
- ·
- Des Plaines
- 1.75 mi to center
8.6Fabulous
(576 Reviews)
1 Bath
- Private Pool
- Oceanfront
- Parking
- Pool
US $149/Night
7 Nights - US $1,044
Hotel
- Chicago
- ·
- Des Plaines
- 2.85 mi to center
8.4Excellent
(1010 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $163/Night
7 Nights - US $1,141
Hotel
- Chicago
- ·
- Des Plaines
- 2.86 mi to center
7.9Very Good
(182 Reviews)
5 Baths
358.8 ft²
- Private Pool
- Oceanfront
- Parking
- Pool
US $164/Night
7 Nights - US $1,146
US $129/Night
7 Nights - US $900
US $129/Night
7 Nights - US $900
Pet-Friendly Holiday Rentals in Des Plaines
Over 32+ Pet-Friendly Holiday Rentals in or Near Des Plaines
House
- Chicago
- ·
- Des Plaines
- 0.76 mi to center
10.0Exceptional
(18 Reviews)
3 Bedrooms
1 Bath
7 Guests
1250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $388/Night
7 Nights - US $2,716
House
- Chicago
- ·
- Des Plaines
- 2.38 mi to center
3 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $444/Night
7 Nights - US $3,111
House
- Chicago
- ·
- Des Plaines
- 2.13 mi to center
10.0Exceptional
(7 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $387/Night
7 Nights - US $2,711
House
- Chicago
- ·
- Des Plaines
- 0.45 mi to center
4 Bedrooms
1 Bath
10 Guests
1603.82 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $384/Night
7 Nights - US $2,690
House
- Chicago
- ·
- Des Plaines
- 1.35 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $396/Night
7 Nights - US $2,771
House
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $289/Night
7 Nights - US $2,022
House
- Chicago
- ·
- Des Plaines
- 1.84 mi to center
9.8Exceptional
(21 Reviews)
4 Bedrooms
2 Baths
10 Guests
1700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $303/Night
7 Nights - US $2,123
House
- Chicago
- ·
- Des Plaines
- 1.95 mi to center
9.8Exceptional
(6 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $265/Night
7 Nights - US $1,854
Villa
- Chicago
- ·
- Des Plaines
- 0.39 mi to center
8.2Excellent
(15 Reviews)
3 Bedrooms
1 Bath
10 Guests
2000 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
US $425/Night
7 Nights - US $2,977
Large Holiday Rentals and Private Villas in Des Plaines
Over 12+ Large Holiday Rentals and Private Villas in or Near Des Plaines
House
- Chicago
- ·
- Des Plaines
- 0.87 mi to center
9.6Exceptional
(17 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $351/Night
7 Nights - US $2,456
Villa
- Chicago
- ·
- Des Plaines
- 1.19 mi to center
1 Bedroom
4 Baths
10 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $349/Night
7 Nights - US $2,442
House
- Chicago
- ·
- Des Plaines
- 0.45 mi to center
8.0Excellent
(6 Reviews)
4 Bedrooms
1 Bath
10 Guests
1600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $446/Night
7 Nights - US $3,119
House
- Chicago
- ·
- Des Plaines
- 0.66 mi to center
8.0Excellent
(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $304/Night
7 Nights - US $2,128
House
3 Bedrooms
2 Baths
12 Guests
1500 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $452/Night
7 Nights - US $3,164
House
- Chicago
- ·
- Des Plaines
- 0.76 mi to center
8.8Fabulous
(20 Reviews)
3 Bedrooms
2 Baths
11 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $342/Night
7 Nights - US $2,397
House
- Chicago
- ·
- Des Plaines
- 0.77 mi to center
5 Bedrooms
3 Baths
12 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $1,467/Night
7 Nights - US $10,267
House
- Chicago
- ·
- Des Plaines
- 2.34 mi to center
3 Bedrooms
2 Baths
12 Guests
1400 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
US $291/Night
7 Nights - US $2,037
House
- Chicago
- ·
- Des Plaines
- 1.50 mi to center
4 Bedrooms
2 Baths
12 Guests
1288 ft²
- Parking
Skiing- Balcony/Terrace
- Kitchen
US $282/Night
7 Nights - US $1,976
Wheelchair Accessible Holiday Homes in Des Plaines
Over 8+ Wheelchair Accessible Holiday Homes in or Near Des Plaines
Hotel
- Chicago
- ·
- Des Plaines
- 1.76 mi to center
7.8Very Good
(333 Reviews)
7 Baths
236.81 ft²
- Breakfast
- EV Charge Station
- Parking
- Air Conditioner
US $141/Night
7 Nights - US $987
Hotel
- Chicago
- ·
- Des Plaines
- 1.75 mi to center
8.6Fabulous
(1005 Reviews)
1 Bath
- Breakfast
- Parking
- Balcony/Terrace
- Kitchen
US $156/Night
7 Nights - US $1,092
Hotel
- Chicago
- ·
- Des Plaines
- 0.32 mi to center
7.2Very Good
(544 Reviews)
1 Bath
301.39 ft²
- Breakfast
- Parking
- Air Conditioner
- Internet
US $121/Night
7 Nights - US $847
Hotel
- Chicago
- ·
- Des Plaines
- 2.12 mi to center
8.2Excellent
(205 Reviews)
1 Bath
- Breakfast
- Kitchen
- Air Conditioner
- Internet
US $163/Night
7 Nights - US $1,138
Hotel
- Chicago
- ·
- Des Plaines
- 1.10 mi to center
6.3Good
(176 Reviews)
2 Baths
150.69 ft²
- Hot Tub
- Parking
- Internet
- Child Friendly
US $50/Night
7 Nights - US $351
Hotel
- Chicago
- ·
- Des Plaines
- 0.32 mi to center
7.6Very Good
(1003 Reviews)
1 Bath
- Breakfast
- Parking
- Kitchen
- Air Conditioner
US $107/Night
7 Nights - US $746
Hotel
- Chicago
- ·
- Des Plaines
- 1.88 mi to center
7.4Very Good
(1002 Reviews)
1 Bath
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $131/Night
7 Nights - US $917
Hotel
- Chicago
- ·
- Des Plaines
- 1.83 mi to center
6.8Good
(1001 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $114/Night
7 Nights - US $798
Des Plaines Private Villas and Holiday Homes Under $200
Over 11+ Des Plaines Private Villas and Holiday Homes Under $200
Apartment
- Chicago
- ·
- Des Plaines
- 1.10 mi to center
1 Bedroom
1 Bath
2 Guests
151 ft²
- Kitchen
- Air Conditioner
- Child Friendly
TV
US $105/Night
7 Nights - US $736
House
- Chicago
- ·
- Des Plaines
- 1.90 mi to center
1.0Average
(1 Review)
3 Bedrooms
1 Bath
6 Guests
12916.69 ft²
- Parking
- Internet
- Child Friendly
Security/Safety
US $160/Night
7 Nights - US $1,120
Hotel
- Chicago
- ·
- Des Plaines
- 1.10 mi to center
6.6Good
(98 Reviews)
1 Bath
- Parking
- Kitchen
- Air Conditioner
- Internet
US $76/Night
7 Nights - US $534
House
- Chicago
- ·
- Des Plaines
- 0.68 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $134/Night
7 Nights - US $941
Hotel
- Chicago
- ·
- Des Plaines
- 2.13 mi to center
7.9Very Good
(36 Reviews)
1 Bath
372.12 ft²
- EV Charge Station
- Parking
- Air Conditioner
- Internet
US $141/Night
7 Nights - US $985
House
- Chicago
- ·
- Des Plaines
- 2.04 mi to center
5.0Average
(4 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Kitchen
- Air Conditioner
- Pet Friendly
- Child Friendly
US $170/Night
7 Nights - US $1,190
Apartment
- Chicago
- ·
- Des Plaines
- 2.12 mi to center
1 Bedroom
1 Bath
2 Guests
- Parking
- Kitchen
- Internet
- Child Friendly
US $50/Night
7 Nights - US $348
Condo
- Chicago
- ·
- Des Plaines
- 2.57 mi to center
1 Bedroom
1 Bath
3 Guests
- Internet
- Pet Friendly
- Child Friendly
US $175/Night
7 Nights - US $1,225
Apartment
- Chicago
- ·
- Des Plaines
- 2.72 mi to center
2 Bedrooms
1 Bath
5 Guests
- Air Conditioner
- Internet
- Child Friendly
Bedding/Linens
US $109/Night
7 Nights - US $763
Instantly Bookable Holiday Homes in Des Plaines
Over 25+ Instantly Bookable Holiday Homes in or Near Des Plaines
House
- Chicago
- ·
- Des Plaines
- 2.74 mi to center
10.0Exceptional
(30 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $322/Night
7 Nights - US $2,252
House
- Chicago
- ·
- Des Plaines
- 2.10 mi to center
10.0Exceptional
(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $449/Night
7 Nights - US $3,142
House
- Chicago
- ·
- Des Plaines
- 1.56 mi to center
10.0Exceptional
(2 Reviews)
4 Bedrooms
2 Baths
8 Guests
1800 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $462/Night
7 Nights - US $3,231
House
- Chicago
- ·
- Des Plaines
- 0.94 mi to center
9.4Exceptional
(76 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $332/Night
7 Nights - US $2,325
House
- Chicago
- ·
- Des Plaines
- 0.93 mi to center
9.4Exceptional
(63 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
US $215/Night
7 Nights - US $1,503
House
- Chicago
- ·
- Des Plaines
- 1.80 mi to center
9.0Exceptional
(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Air Conditioner
- Internet
- Child Friendly
Laundry
US $407/Night
7 Nights - US $2,849
House
- Chicago
- ·
- Des Plaines
- 1.98 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1550 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $295/Night
7 Nights - US $2,067
House
- Chicago
- ·
- Des Plaines
- 1.32 mi to center
5.4Average
(3 Reviews)
3 Bedrooms
2 Baths
9 Guests
2000 ft²
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $421/Night
7 Nights - US $2,947
House
- Chicago
- ·
- Des Plaines
- 1.61 mi to center
3 Bedrooms
2 Baths
7 Guests
- Air Conditioner
- Internet
- Child Friendly
- Laundry
US $374/Night
7 Nights - US $2,619
Book a Last Minute Place to Stay in Des Plaines
About Casai's Private Villas and Holiday Rentals in Des Plaines
Discover more than 103 vacation rentals available in Des Plaines. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Des Plaines.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Des Plaines, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Des Plaines. On average, places to stay near Des Plaines offer 681.52 ft², with nightly prices averaging US $332.
With Casai, finding and comparing holiday rentals in Des Plaines is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Des Plaines
| Type | Count |
|---|---|
| Vacation Homes | 65 |
| Holiday Apartments | 13 |
| Villas | 3 |
Use these Quick Filters to Find a Holiday Rental in Des Plaines
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Des Plaines.
Weather in Des Plaines, IL
View the weather forecast for Des Plaines before booking your Des Plaines Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Des Plaines, IL
Casai offers a large selection of top attractions around Des Plaines . Research things to do on your vacation before you visit Des Plaines.
Other Places to Stay in Des Plaines, IL
Frequently Asked Questions About Des Plaines?
What are the top holiday rentals in Des Plaines?
With numerous options available in Des Plaines, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Des Plaines:
- Freshly Remodeled Cozy Home
- Our home is a perfect spot for a stay in Chicago area. Your home away from home!
- Suburban Fab Part Deux
- Beautifully Renovated 4 bedroom/2.1 Bathroom Townhome in Des Plaines!
- 5 Star Luxury Stay Near Chicago O'hare Airport, King Beds
- Cozy Home near airport O’Hare
- 1BR Modern Retreat w/Free Parking Near Airport
- House in the Park 5 Min from O'Hare
- Spacious 4-bedroom house in charming Des Plaines with AC, WiFi
- Convenient Stay near Chicago O’hare Airport King Beds
Which holiday homes in Des Plaines are best for families?
If you're searching for a family-friendly holiday home in Des Plaines, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Des Plaines:
- Cozy Home near airport O’Hare
- David s Vacation Escapes Getaway Sleeps 6
- New Home 5 min to OHare Airport. Fiber/WiFi Private Yard Private Driveway Grill.
How many Casai.com holiday rentals are available in Des Plaines?
As of 2026, Casai boasts over 103 properties listed in the Des Plaines area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Des Plaines.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| O'Hare Vacation Rentals in Chicago, Illinois | 56 |
People Also Ask
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