Discover Your Perfect Des Plaines Vacation Homes

Best Vacation Homes in Des Plaines

Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $240/Night 7 Nights - US $1,683
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 10 Guests 1797.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $417/Night 7 Nights - US $2,917
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(1853 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $148/Night 7 Nights - US $1,037
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $388/Night 7 Nights - US $2,715
star-icons-4
Villa
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $624/Night 7 Nights - US $4,366
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $134/Night 7 Nights - US $941
Apartment
Map-icon
like-icon9.4
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $308/Night 7 Nights - US $2,159
Apartment
Map-icon
like-icon8.6
Fabulous
(10 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $315/Night 7 Nights - US $2,205

Des Plaines Luxury Rentals

House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
11 Bedrooms 6 Baths 24 Guests 7500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,740/Night 7 Nights - US $12,179
Apartment
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $900/Night 7 Nights - US $6,300
House
Map-icon
like-icon7.0
Very Good
(4 Reviews)
5 Bedrooms 3 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $892/Night 7 Nights - US $6,243
House
Map-icon
5 Bedrooms 4 Baths 12 Guests
  • Parking
    Parking
  • Air Conditioner
    Air Conditioner
More amenities
US $773/Night 7 Nights - US $5,411
House
Map-icon
like-icon9.2
Exceptional
(14 Reviews)
4 Bedrooms 2 Baths 8 Guests 2000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $668/Night 7 Nights - US $4,675
House
Map-icon
3 Bedrooms 2 Baths 12 Guests 1500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $624/Night 7 Nights - US $4,367
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
4 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $613/Night 7 Nights - US $4,289
House
Map-icon
like-icon9.8
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $597/Night 7 Nights - US $4,176

Des Plaines Pet Friendly Vacation Rentals

New
House
Map-icon
1 Bedroom 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $515/Night 7 Nights - US $3,602
star-icons-3
House
Map-icon
like-icon7.0
Very Good
(4 Reviews)
3 Bedrooms 2 Baths 10 Guests 2002.09 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $568/Night 7 Nights - US $3,973
House
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $224/Night 7 Nights - US $1,565
star-icons-4
House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1097.92 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $444/Night 7 Nights - US $3,111
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
3 Bedrooms 1 Bath 7 Guests 1250 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $462/Night 7 Nights - US $3,234
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $370/Night 7 Nights - US $2,588
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $316/Night 7 Nights - US $2,212
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 8 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $278/Night 7 Nights - US $1,945

Des Plaines Large Vacation Homes

House
Map-icon
like-icon9.8
Exceptional
(21 Reviews)
4 Bedrooms 2 Baths 10 Guests 1700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $328/Night 7 Nights - US $2,299
star-icons-4
House
Map-icon
4 Bedrooms 1 Bath 10 Guests 1603.82 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $384/Night 7 Nights - US $2,690
House
Map-icon
like-icon9.6
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $397/Night 7 Nights - US $2,778
Villa
Map-icon
1 Bedroom 4 Baths 10 Guests 2002.09 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $349/Night 7 Nights - US $2,442
House
Map-icon
like-icon9.0
Exceptional
(4 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $446/Night 7 Nights - US $3,125
House
Map-icon
like-icon8.8
Fabulous
(5 Reviews)
4 Bedrooms 1 Bath 10 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $446/Night 7 Nights - US $3,119
Villa
Map-icon
like-icon8.2
Excellent
(15 Reviews)
3 Bedrooms 1 Bath 10 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $425/Night 7 Nights - US $2,977
House
Map-icon
4 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $411/Night 7 Nights - US $2,876

Discover & compare premier experiences around Chicago

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Des Plaines Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Des Plaines

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region’s mild seasons when the weather is ideal for exploring and enjoying your chosen vacation rentals in this welcoming destination.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather, making it an ideal time for outdoor activities and exploring local events in Des Plaines, Illinois.

Average Temperature Daytime: around 80-85°F - Nighttime: about 60-65°F
autumn
Fall (September to November)

Autumn brings mild temperatures and colorful foliage, providing a pleasant atmosphere for sightseeing and enjoying the region’s natural beauty during this peak season.

Average Temperature Daytime: approximately 70-75°F - Nighttime: roughly 45-50°F

Off-Season Highlights

image
Winter (December to February)

The winter months bring colder weather, which can be perfect for those seeking quieter times and lower rates while enjoying the peaceful winter scenery here.

Average Temperature Daytime: around 30-40°F - Nighttime: near 20-25°F
image
Spring (March to May)

Early spring offers mild temperatures and fewer visitors, providing a more relaxed experience while exploring the region’s scenic spots as nature begins to bloom.

Average Temperature Daytime: about 50-60°F - Nighttime: roughly 35-45°F

Weekly Weather Forecast for Des Plaines

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor seating areas such as patios or decks where you can relax and dine al fresco.
  • Take advantage of landscaped gardens or yard spaces perfect for outdoor activities or gatherings.
  • Make use of private or shared grills to prepare meals during your stay in this inviting destination.
  • Experience the convenience of parking facilities that allow easy access to your rental and nearby attractions.
  • Benefit from outdoor lighting that enhances safety and ambiance for evening relaxation.
  • Explore open lawns or green spaces available for recreation, children’s play, or picnics.
  • Utilize swimming pools or hot tubs often featured in properties here for a refreshing outdoor escape.
image
image

Family Activities

  • Estates of Des Plaines: Explore this expansive park, offering scenic walking trails, playgrounds, and picnic areas perfect for family outings in the area.
  • The Children's Museum in Des Plaines: Engage your kids with hands-on exhibits and interactive activities that inspire learning and fun here in the region.
  • Des Plaines History Center: Discover local history through engaging displays and artifacts, making it an educational stop suitable for all ages in this destination.
  • Lake Park: Spend quality time by the water at this peaceful park featuring playgrounds, sports facilities, and beautiful scenery to enjoy as a family in the area.
image

Adult Activities

  • Golfing at Concordia University Golf Course: Enjoy a relaxing day on the greens at this scenic course, perfect for couples or groups looking to unwind in the area.
  • Exploring the Des Plaines History Center: Discover local history and culture through engaging exhibits that offer insight into the region's rich heritage.
  • Walking along the Des Plaines River Trail: Experience a peaceful outdoor adventure with scenic views ideal for walking, biking, or birdwatching near your stay.
  • Visiting the Rosemont Theatre: Catch live performances and entertainment at this popular venue, conveniently located close to the heart of the region.

Des Plaines Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the area's diverse culinary scene to enjoy authentic cuisine and experience the region’s hospitality during your stay.
  • Plan outdoor activities: Utilize nearby parks and outdoor spaces to relax and engage in recreational pursuits that showcase the natural beauty of this destination.
  • Discover convenient transportation: Familiarize yourself with public transit or rental services to effortlessly explore the region without hassle.
  • Book early for popular amenities: Secure your preferred vacation rentals well in advance to ensure a comfortable and convenient visit here, especially during peak seasons.

Transportation Options

  • O'Hare International Airport: As a major airport hub in the region, it offers extensive domestic and international flights, making travel to this destination convenient for visitors arriving by plane.
  • Metra Commuter Rail Service: The nearby Metra stations provide reliable rail connections to downtown Chicago and other key areas, ideal for exploring the broader region without driving.
  • Local Bus Transit: Public bus routes serve the area and connect travelers to various parts of the city and suburbs, offering an affordable transportation option.
  • Rental Car Services: Numerous rental agencies operate nearby, giving you the flexibility to explore at your own pace during your stay here.

Local Customs Options

  • Celebrating Local Heritage: You can experience the region's pride through community festivals that highlight Des Plaines' history and cultural traditions.
  • Respect for Nature: Outdoor activities like parks and trails emphasize the area's commitment to environmental preservation, offering peaceful spots for relaxation.
  • Local Culinary Customs: The region boasts a diverse culinary scene where trying local eateries provides insight into Des Plaines' unique flavors and hospitality.
  • Community Events: Participating in neighborhood gatherings and seasonal celebrations allows you to immerse yourself in the area's friendly and welcoming atmosphere.

Des Plaines Vacation Rental Frequently Asked Questions

2. Which vacation homes in Des Plaines are best for families?

If you are looking for a family-friendly vacation home in Des Plaines, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Des Plaines:

3. How many Rentbyowner vacation rentals are available in Des Plaines?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 102 in the Des Plaines area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Des Plaines. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so it's important to review the specific terms provided by the property owner. You can find details on the booking page or contact the host directly for clarification.

5. How do I confirm and secure my reservation in this destination?

Reservations are confirmed through the booking platform once you complete the payment process. Make sure to carefully review the booking details and reach out to the host if any questions arise before finalizing your reservation.

6. Are there any additional fees or charges I should be aware of when booking?

Additional fees such as cleaning, service charges, or local taxes may apply depending on the property. The total cost, including all fees, will be displayed during the booking process for clarity.

7. What amenities are typically included with vacation rentals here?

Most listings include essential amenities such as Wi-Fi, kitchen facilities, and parking. To ensure the property meets your needs, review the detailed amenities listed on each property’s page before booking.

8. Is there a minimum stay requirement for vacation rentals in this region?

Minimum stay requirements vary by property, often depending on the season or listing policies. Check the specific rental details or contact the host to confirm the length of stay permitted.

Des Plaines Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.2
Exceptional
(985 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $144/Night 7 Nights - US $1,010
star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(1009 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $156/Night 7 Nights - US $1,092
star-icons-3
Hotel
Map-icon
like-icon8.8
Fabulous
(3093 Reviews)
6 Baths 279.86 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $129/Night 7 Nights - US $902
star-icons-3
Hotel
Map-icon
like-icon8.7
Fabulous
(568 Reviews)
1 Bath
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $169/Night 7 Nights - US $1,184
star-icons-3
Hotel
Map-icon
like-icon8.7
Fabulous
(430 Reviews)
1 Bath 345.64 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $282/Night 7 Nights - US $1,976
star-icons-3
Hotel
Map-icon
like-icon8.4
Excellent
(1004 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
US $163/Night 7 Nights - US $1,141
star-icons-3
Hotel
Map-icon
like-icon8.1
Excellent
(167 Reviews)
5 Baths 358.8 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $164/Night 7 Nights - US $1,146
Hotel
Map-icon
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $77/Night 7 Nights - US $541