102+ Vacation Home Rentals in Des Plaines |
Des Plaines Vacation Rentals & Ski-in/Ski-out Homes
New
- Chicago
- Des Plaines
- 2.57 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $245/Night
For 7 Nights US $1,715
10.0
Exceptional
(3 Reviews)
- Chicago
- Des Plaines
- 1.32 mi to center
1797.57 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $417/Night
For 7 Nights US $2,917
9.4
Exceptional
(1834 Reviews)
- Chicago
- Des Plaines
- 1.85 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $135/Night
For 7 Nights US $942
10.0
Exceptional
(3 Reviews)
- Chicago
- Des Plaines
- 2.76 mi to center
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $142/Night
For 7 Nights US $994
10.0
Exceptional
(1 Review)
2002.09 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Villa
- Fireplace/Heating
- View
- Pet Friendly
US $624/Night
For 7 Nights US $4,366
10.0
Exceptional
(1 Review)
- Chicago
- Des Plaines
- 0.68 mi to center
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
US $136/Night
For 7 Nights US $949
9.4
Exceptional
(6 Reviews)
- Chicago
- Des Plaines
- 2.54 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $189/Night
For 7 Nights US $1,322
8.6
Fabulous
(9 Reviews)
- Chicago
- Des Plaines
- 2.51 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $201/Night
For 7 Nights US $1,406
8.0
Excellent
(4 Reviews)
- Chicago
- Des Plaines
- 1.57 mi to center
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $190/Night
For 7 Nights US $1,331
Luxury Places to Stay in Des Plaines
Over 93+ Luxury Places to Stay in or Near Des Plaines
New
- Chicago
- Des Plaines
- 0.77 mi to center
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $1,467/Night
For 7 Nights US $10,267
9.6
Exceptional
(4 Reviews)
- Chicago
- Des Plaines
- 2.31 mi to center
7500 ft²
24 Guests
11 Bedrooms
6 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,383/Night
For 7 Nights US $9,683
New
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Parking
- Air Conditioner
- Internet
US $900/Night
For 7 Nights US $6,300
9.6
Exceptional
(5 Reviews)
- Chicago
- Des Plaines
- 1.02 mi to center
12 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $845/Night
For 7 Nights US $5,916
7.0
Very Good
(4 Reviews)
- Chicago
- Des Plaines
- 1.81 mi to center
12 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $804/Night
For 7 Nights US $5,631
New
- Chicago
- Des Plaines
- 1.81 mi to center
12 Guests
5 Bedrooms
4 Bathrooms
Free Cancellation
House
- Parking
- Air Conditioner
- Internet
US $773/Night
For 7 Nights US $5,411
9.2
Exceptional
(14 Reviews)
- Chicago
- Des Plaines
- 2.88 mi to center
2000 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
US $643/Night
For 7 Nights US $4,504
New
1500 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $622/Night
For 7 Nights US $4,352
10.0
Exceptional
(6 Reviews)
- Chicago
- Des Plaines
- 2.13 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $613/Night
For 7 Nights US $4,289
Top-Rated Vacation Rentals with a Pool in Des Plaines
Over 12+ Top-Rated Vacation Rentals with a Pool in or Near Des Plaines
9.2
Exceptional
(945 Reviews)
- Chicago
- Des Plaines
- 1.71 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $130/Night
For 7 Nights US $910
9.0
Exceptional
(1009 Reviews)
- Chicago
- Des Plaines
- 2.81 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
US $151/Night
For 7 Nights US $1,059
8.9
Fabulous
(3251 Reviews)
279.86 ft²
6 Bathrooms
Hotel
- Private Pool
- Fireplace/Heating
- Pool
US $129/Night
For 7 Nights US $902
8.7
Fabulous
(490 Reviews)
- Chicago
- Des Plaines
- 1.75 mi to center
1 Bathroom
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $169/Night
For 7 Nights US $1,184
8.7
Fabulous
(400 Reviews)
- Chicago
- Des Plaines
- 2.80 mi to center
345.64 ft²
1 Bathroom
Ocean View
Hotel
- Private Pool
- Oceanfront
- Hot Tub
US $158/Night
For 7 Nights US $1,103
8.4
Excellent
(1007 Reviews)
- Chicago
- Des Plaines
- 2.85 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Pool
- Balcony/Terrace
US $125/Night
For 7 Nights US $878
8.1
Excellent
(156 Reviews)
- Chicago
- Des Plaines
- 2.86 mi to center
358.8 ft²
5 Bathrooms
Ocean View
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $164/Night
For 7 Nights US $1,146
New
- Chicago
- Des Plaines
- 2.08 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Kitchen
US $363/Night
For 7 Nights US $2,539
New
- Chicago
- Des Plaines
- 1.12 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Kitchen
US $63/Night
For 7 Nights US $444
Pet-Friendly Vacation Rentals in Des Plaines
Over 33+ Pet-Friendly Vacation Rentals in or Near Des Plaines
10.0
Exceptional
(18 Reviews)
- Chicago
- Des Plaines
- 0.76 mi to center
1250 ft²
7 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $477/Night
For 7 Nights US $3,337
7.0
Very Good
(4 Reviews)
- Chicago
- Des Plaines
- 0.39 mi to center
2002.09 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $512/Night
For 7 Nights US $3,585
10.0
Exceptional
(3 Reviews)
- Chicago
- Des Plaines
- 1.35 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $380/Night
For 7 Nights US $2,658
New
- Chicago
- Des Plaines
- 2.38 mi to center
1097.92 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
US $444/Night
For 7 Nights US $3,111
10.0
Exceptional
(2 Reviews)
- Chicago
- Des Plaines
- 1.55 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $484/Night
For 7 Nights US $3,385
10.0
Exceptional
(2 Reviews)
- Chicago
- Des Plaines
- 1.95 mi to center
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $300/Night
For 7 Nights US $2,101
10.0
Exceptional
(1 Review)
- Chicago
- Des Plaines
- 1.89 mi to center
1400 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $354/Night
For 7 Nights US $2,479
10.0
Exceptional
(1 Review)
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $332/Night
For 7 Nights US $2,326
9.6
Exceptional
(19 Reviews)
- Chicago
- Des Plaines
- 1.84 mi to center
1700 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $343/Night
For 7 Nights US $2,402
Large Vacation Homes & Villas in Des Plaines
Over 14+ Large Vacation Homes & Villas in or Near Des Plaines
9.6
Exceptional
(7 Reviews)
- Chicago
- Des Plaines
- 0.87 mi to center
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $340/Night
For 7 Nights US $2,381
New
1603.82 ft²
10 Guests
4 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Pet Friendly
- Parking
US $384/Night
For 7 Nights US $2,690
9.0
Exceptional
(4 Reviews)
- Chicago
- Des Plaines
- 1.70 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $415/Night
For 7 Nights US $2,906
New
- Chicago
- Des Plaines
- 1.19 mi to center
2002.09 ft²
10 Guests
1 Bedroom
4 Bathrooms
Family Friendly
Villa
- Balcony/Terrace
- View
- Pet Friendly
US $349/Night
For 7 Nights US $2,442
8.8
Fabulous
(5 Reviews)
- Chicago
- Des Plaines
- 0.45 mi to center
1600 ft²
10 Guests
4 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $446/Night
For 7 Nights US $3,119
8.2
Excellent
(15 Reviews)
- Chicago
- Des Plaines
- 0.39 mi to center
2000 ft²
10 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Villa
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $425/Night
For 7 Nights US $2,977
New
- Chicago
- Des Plaines
- 0.66 mi to center
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Kitchen
US $419/Night
For 7 Nights US $2,936
8.8
Fabulous
(20 Reviews)
- Chicago
- Des Plaines
- 0.76 mi to center
11 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $342/Night
For 7 Nights US $2,397
New
- Chicago
- Des Plaines
- 2.34 mi to center
1400 ft²
12 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $291/Night
For 7 Nights US $2,037
Wheelchair Accessible Vacation Homes in Des Plaines
Over 8+ Wheelchair Accessible Vacation Homes in or Near Des Plaines
7.8
Very Good
(348 Reviews)
236.81 ft²
7 Bathrooms
Hotel
- Fireplace/Heating
- Breakfast
- Parking
US $141/Night
For 7 Nights US $987
8.4
Excellent
(1003 Reviews)
- Chicago
- Des Plaines
- 1.75 mi to center
1 Bathroom
Family Friendly
Hotel
- Balcony/Terrace
- Breakfast
- Kitchen
US $129/Night
For 7 Nights US $906
7.2
Very Good
(519 Reviews)
- Chicago
- Des Plaines
- 0.32 mi to center
301.39 ft²
1 Bathroom
Free Cancellation
Hotel
- Fireplace/Heating
- Breakfast
- Parking
US $121/Night
For 7 Nights US $847
8.4
Excellent
(118 Reviews)
- Chicago
- Des Plaines
- 2.12 mi to center
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Kitchen
- Air Conditioner
US $121/Night
For 7 Nights US $844
6.1
Good
(180 Reviews)
- Chicago
- Des Plaines
- 1.10 mi to center
150.69 ft²
3 Bathrooms
Family Friendly
Hotel
- Hot Tub
- Parking
- Internet
US $50/Night
For 7 Nights US $351
7.4
Very Good
(1005 Reviews)
- Chicago
- Des Plaines
- 0.32 mi to center
1 Bathroom
Family Friendly
Hotel
- Breakfast
- Kitchen
- Parking
US $85/Night
For 7 Nights US $597
7.4
Very Good
(1004 Reviews)
- Chicago
- Des Plaines
- 1.88 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $106/Night
For 7 Nights US $742
6.6
Good
(1003 Reviews)
- Chicago
- Des Plaines
- 1.83 mi to center
1 Bathroom
Family Friendly
Hotel
- Kitchen
- Parking
- Air Conditioner
US $97/Night
For 7 Nights US $678
Des Plaines Resorts and Airbnb Homes Under $200
Over 12+ Des Plaines Resorts and Airbnb Homes Under $200
New
- Chicago
- Des Plaines
- 0.87 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $177/Night
For 7 Nights US $1,242
New
12916.69 ft²
6 Guests
3 Bedrooms
1 Bathroom
House
- Parking
- Internet
- Child Friendly
US $160/Night
For 7 Nights US $1,120
6.8
Good
(86 Reviews)
- Chicago
- Des Plaines
- 1.10 mi to center
1 Bathroom
Family Friendly
Hotel
- Kitchen
- Parking
- Air Conditioner
US $68/Night
For 7 Nights US $476
New
- Chicago
- Des Plaines
- 1.12 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Kitchen
US $63/Night
For 7 Nights US $444
8.1
Excellent
(26 Reviews)
- Chicago
- Des Plaines
- 2.13 mi to center
1 Bathroom
Family Friendly
Hotel
- Parking
- Air Conditioner
- Internet
US $141/Night
For 7 Nights US $985
9.4
Exceptional
(57 Reviews)
- Chicago
- Des Plaines
- 0.93 mi to center
1000 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $170/Night
For 7 Nights US $1,191
5.0
Average
(4 Reviews)
- Chicago
- Des Plaines
- 2.04 mi to center
7 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
US $170/Night
For 7 Nights US $1,190
New
- Chicago
- Des Plaines
- 2.12 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $50/Night
For 7 Nights US $348
New
- Chicago
- Des Plaines
- 2.57 mi to center
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Pet Friendly
- Internet
- Child Friendly
US $175/Night
For 7 Nights US $1,225
Instantly Bookable Vacation Homes in Des Plaines
Over 22+ Instantly Bookable Vacation Homes in or Near Des Plaines
10.0
Exceptional
(27 Reviews)
- Chicago
- Des Plaines
- 2.74 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $312/Night
For 7 Nights US $2,184
10.0
Exceptional
(2 Reviews)
- Chicago
- Des Plaines
- 1.56 mi to center
1800 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $334/Night
For 7 Nights US $2,341
9.8
Exceptional
(20 Reviews)
- Chicago
- Des Plaines
- 2.10 mi to center
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $372/Night
For 7 Nights US $2,603
9.4
Exceptional
(68 Reviews)
- Chicago
- Des Plaines
- 0.94 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $283/Night
For 7 Nights US $1,984
9.0
Exceptional
(10 Reviews)
- Chicago
- Des Plaines
- 1.27 mi to center
1300 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $532/Night
For 7 Nights US $3,722
8.0
Excellent
(1 Review)
- Chicago
- Des Plaines
- 1.98 mi to center
1550 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $289/Night
For 7 Nights US $2,022
8.0
Excellent
(1 Review)
- Chicago
- Des Plaines
- 1.80 mi to center
6 Guests
3 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $289/Night
For 7 Nights US $2,022
6.0
Good
(1 Review)
- Chicago
- Des Plaines
- 1.32 mi to center
2000 ft²
9 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Hot Tub
- Fireplace/Heating
- Ocean View
US $328/Night
For 7 Nights US $2,297
New
- Chicago
- Des Plaines
- 1.61 mi to center
7 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Air Conditioner
- Internet
US $339/Night
For 7 Nights US $2,374
Book a Last Minute Place to Stay in Des Plaines
About Des Plaines Vacation Rentals
Explore over 102 vacation rentals in Des Plaines with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Des Plaines for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Des Plaines. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Des Plaines tailored to your preferences. On average, these rentals offer 803.27 ft² of space, and are priced at an average of US $325 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Des Plaines at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
Show more
Show less
Top Types of Ski Accommodations in Des Plaines
| Type | Count |
|---|---|
| Vacation Homes | 64 |
| Holiday Apartments | 12 |
| Villas | 4 |
Use these Quick Filters to Find a Vacation Rental in Des Plaines
★ Pro Tip: Discover Your Ideal Vacation Rental in Des Plaines with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
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
Sunski 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 vacation rentals in Des Plaines?
When organizing your trip to Des Plaines, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Des Plaines. Peruse our collection of highly-rated properties and secure your reservation today.
- Freshly Remodeled Cozy Home
- Suburban Fab Part Deux
- Beautifully Renovated 4 bedroom/2.1 Bathroom Townhome in Des Plaines!
- House in the Park 5 Min from O'Hare
- 5 Star Luxury Stay Near Chicago O'hare Airport, King Beds
- 1BR Modern Retreat w/Free Parking Near Airport
- Classic Outside, Luxurious Inside – A True Surprise
- Spacious 4-bedroom house in charming Des Plaines with AC, WiFi
- Cozy Home near O'Hare & fun Hubs with AC
- 5 Star Luxury Stay Near Chicago O'hare
Which vacation homes or resorts in Des Plaines are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Des Plaines. Enjoy great views, locations and save money with SunSki Resorts.™
- New Home 5 min to OHare Airport. Fiber/WiFi Private Yard Private Driveway Grill.
- Cozy Home near O HARE fast internet 6 cars parking space
- David s Vacation Escapes Getaway Sleeps 6
How many SunSkiResorts vacation rentals or resorts are available in Des Plaines?
Discover the ideal vacation rental in Des Plaines with SunSki Resorts™. We provide an extensive selection of over 102 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Des Plaines.
Nearby Neighborhood (1)
| Neighborhood | Property Count |
|---|---|
| O'Hare Vacation Rentals in Chicago, Illinois | 48 |
People Also Ask
Finding the best prices in Des Plaines
Map
