Des Plaines, IL Luxury Rentals

Des Plaines Luxury Rental

House

Sleeps 24+ Luxury house Near Chicago 12 king beds

9.6

Exceptional

(4 Reviews)

11 Bedrooms 6 Baths 24 Guests 7500 ft²

US $1,747/Night 7 Nights - US $12,229

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House

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

5 Bedrooms 3 Baths 12 Guests

US $1,467/Night 7 Nights - US $10,267

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Apartment

Entire 5 bedroom spacious mansion

1 Bedroom 1 Bath 2 Guests

US $900/Night 7 Nights - US $6,300

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House

Serene & Charming 5BR Des Plaines Getaway by RedAwning

7.0

Very Good

(4 Reviews)

5 Bedrooms 3 Baths 12 Guests

US $862/Night 7 Nights - US $6,033

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House

Serene & Charming 5BR Des Plaines Getaway

5 Bedrooms 4 Baths 12 Guests

US $773/Night 7 Nights - US $5,411

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Spacious 4-bedroom house in amazing Des Plaines with WiFi, AC

Price Dropped

House

Spacious 4-bedroom house in amazing Des Plaines with WiFi, AC

9.8

Exceptional

(7 Reviews)

4 Bedrooms 2 Baths 12 Guests

US $699/Night 7 Nights - US $4,890

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House

Family fun-house w/POOL & Game Room, 5 min from Airport and Rosement attractions

9.2

Exceptional

(14 Reviews)

4 Bedrooms 2 Baths 8 Guests 2000 ft²

US $668/Night 7 Nights - US $4,675

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House

NEW Updated House~ Huge Family Room & Great Baths!

3 Bedrooms 2 Baths 12 Guests 1500 ft²

US $626/Night 7 Nights - US $4,383

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Villa

5 Star Luxury Stay Near Chicago O'hare

10.0

Exceptional

(1 Review)

3 Bedrooms 2 Baths 10 Guests 2002.09 ft²

US $624/Night 7 Nights - US $4,366

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House

Beautifully Renovated 4 bedroom/2.1 Bathroom Townhome in Des Plaines!

10.0

Exceptional

(6 Reviews)

4 Bedrooms 2 Baths 8 Guests

US $613/Night 7 Nights - US $4,289

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House

Classic Outside, Luxurious Inside – A True Surprise

10.0

Exceptional

(2 Reviews)

3 Bedrooms 2 Baths 6 Guests

US $579/Night 7 Nights - US $4,051

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Charming Retreat in the Heart of Des Plaines residence

House

Charming Retreat in the Heart of Des Plaines residence

7.0

Very Good

(4 Reviews)

3 Bedrooms 2 Baths 10 Guests 2002.09 ft²

US $568/Night 7 Nights - US $3,973

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More Top-Rated Luxury Rental in Des Plaines Area

Why Choose Rent By Owner for your Des Plaines Luxury Rental?

What makes our Luxury Rental special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Des Plaines Luxury Rental

Where are the best neighborhoods to stay in Des Plaines?

When considering where to stay in Des Plaines, Illinois, selecting a neighborhood with convenient access to local amenities can enhance your experience. The area offers a variety of charming districts that blend comfort with accessibility, making it easy to enjoy the local atmosphere while staying close to major transportation routes. Whether you prefer a quieter residential setting or a more lively neighborhood, your choice will provide a seamless base for exploring everything this welcoming community has to offer.

O'Hare

Located conveniently near the airport, this area offers easy access to both transportation hubs and a variety of upscale accommodations. Staying here ensures you are well-connected to exploring the broader Chicago region with comfort and ease.

View 52+ Rentals in O'Hare

Best Times to Visit Des Plaines

When should you plan your Luxury Rental stay?

Choosing the optimal time to vacation here can enhance your experience, as seasonal variations in the region offer unique advantages for those seeking upscale accommodations and a memorable stay in this destination.

Peak Season Highlights

Summer (June to August)

This is the most popular time to visit for warm weather and outdoor activities, making it ideal for enjoying the local amenities in comfort.

Average Temperature Daytime: 85°F - Nighttime: 65°F

Fall (September to November)

During this period, the region offers mild temperatures and beautiful foliage, perfect for exploring while avoiding peak crowds.

Average Temperature Daytime: 70°F - Nighttime: 50°F

Off-Season Highlights

Winter (December to February)

The cold months bring fewer visitors, providing a more peaceful setting to enjoy your stay with cozy indoor amenities.

Average Temperature Daytime: 35°F - Nighttime: 20°F

Early Spring (March to April)

Before the tourist season kicks into high gear, this transitional period offers quieter surroundings and more affordable rates.

Average Temperature Daytime: 50°F - Nighttime: 35°F

Weekly Weather Forecast for Des Plaines

How to Book Your Des Plaines Luxury Rental

What's our booking process?

Our platform allows you to browse a curated selection of luxury rental. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

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

Select a Rental

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

Book Online

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

Explore and book the perfect rental in Des Plaines

More Top-Rated Luxury Rental in Des Plaines Area

Common Luxury Rental Amenities

What amenities can you expect?

Our Luxury Rental are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 private outdoor patios or decks, perfect for relaxing while taking in the fresh air.
Take advantage of spacious yards or gardens to host outdoor gatherings or unwind in nature.
Make use of outdoor grills or barbecues to prepare meals and enjoy al fresco dining.
Relax by a private swimming pool or hot tub, ideal for unwinding after exploring the region.
Benefit from well-maintained walking or biking trails adjacent to the property for outdoor activities.
Utilize outdoor furniture sets for lounging or entertaining guests in the pleasant weather.
Experience scenic views from balconies or verandas that highlight the area's natural beauty.

Top Attractions Around Des Plaines

What attractions are nearby?

Discover a variety of nearby activities in Des Plaines, Illinois, that allow you to explore the vibrant local culture and enjoy outdoor adventures just minutes from your luxury rental, ensuring your stay here is both engaging and relaxing.

Family Activities

Des Plaines Riverwalk Enjoy a leisurely family stroll along the scenic riverwalk, offering picturesque views and outdoor spaces ideal for relaxing outings.
Bowling at Bowlero Spend quality time together in a fun atmosphere at this popular bowling alley, perfect for entertaining children and adults alike.
O'Hare Family Fun Center Engage in an array of arcade games, laser tag, and indoor playgrounds that make it an exciting destination for young visitors seeking active entertainment.
Des Plaines History Center Explore local history through engaging exhibits and interactive displays, providing an educational experience for curious minds in the region.

Adult Activities

Golfing at The Glen Club: Enjoy a sophisticated round of golf at this prestigious course, renowned for its meticulously maintained fairways and scenic views, perfect for relaxation and socializing.
Wine Tasting Experiences: Discover the region’s local wineries offering tastings that highlight the area's vibrant wine culture, ideal for an elegant afternoon outing.
Fine Dining in Downtown Des Plaines: Indulge in exceptional culinary experiences at upscale restaurants in the city center, featuring diverse cuisines and refined atmospheres.
Spa and Wellness Centers: Rejuvenate your senses with luxurious spa treatments and wellness services available within the area, providing a perfect escape for relaxation and pampering.

Other Places to Stay in Des Plaines, IL

Arndt Park

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Oakton

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Rivers Casino

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Apache Park

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Lake Park

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Norma

Explore 143 Properties

McDonald's Museum

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AMITA Health Holy Family Medical Center Des Plaines

Explore 112 Properties

Holy Family Hospital

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Holy Family

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More Places to Stay Near Des Plaines

Des Plaines Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead Secure your preferred luxury rental well in advance to enjoy the best options and avoid last-minute stress in this destination.
Explore Local Dining Take the time to sample the region's culinary scene by visiting highly-rated restaurants near your accommodation for a genuine taste of local flavor.
Utilize Transportation Options Make use of the area's convenient transportation services or car rentals to easily visit nearby attractions and explore more comfortably.
Discover Hidden Gems Engage with local guides or community resources to uncover lesser-known spots that offer authentic experiences in this part of Illinois.

Transportation Options

O'Hare International Airport: This major airport offers convenient domestic and international flights, making it an ideal gateway for seamless travel to and from the area.
Public Transit – Metra and Pace Buses: The regional transit systems provide reliable options for navigating local destinations and connecting to downtown Chicago from here.
Taxi and Rideshare Services: Professional taxi companies and rideshare apps like Uber and Lyft offer flexible transportation options within the region, ensuring comfortable travel between your luxury rental and key points of interest.
Car Rentals: On-site car rental agencies give you the freedom to explore the surrounding region at your own pace, perfectly complementing your stay in this destination.

Local Customs Options

Respect for Local Traditions: Visitors often observe the region’s customs of politeness and community-mindedness, enhancing your experience when engaging with locals during your stay.
Celebration of Regional Festivals: Participating in or observing local festivals is a cherished tradition here that offers a glimpse into the area's cultural heritage and vibrant community spirit.
Emphasis on Hospitality The area’s friendly approach to hospitality ensures that guests feel welcomed and valued, making your luxury rental stay even more memorable.
Preservation of Historical Heritage: Respect for the region's historical sites and traditions is customary, reflecting a deep appreciation for its unique past and cultural identity.

Des Plaines Luxury Rental Frequently Asked Questions

1. What are the top Luxury Rentals in Des Plaines?

There are a lot of options in Des Plaines. If you plan on staying in the Des Plaines area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Luxury Rentals in Des Plaines:

2. How many Luxury Rentals are available in Des Plaines?

Currently, the total number of properties listed by RBO in 2026 is over 105 in the Des Plaines area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Luxury Rentals in Des Plaines. 

3. What is the cancellation policy for luxury rentals in Des Plaines, Illinois?

Cancellation policies vary depending on the specific listing. To understand the terms and any applicable fees, please review the rental’s detailed policy or contact the owner directly before booking.

4. Are there any additional fees I should be aware of when booking a luxury rental here?

Additional fees such as cleaning or service charges may apply and are specified in each listing. For clarity on all costs involved, review the listing details or reach out to the host.

5. How do I ensure my reservation is secure for a luxury rental in this area?

Secure your booking by using the official booking platform to confirm your reservation. Always verify the listing details and communicate through the platform to ensure safety and authenticity.

6. What amenities are typically included with luxury rentals in this region?

Amenities can vary, but most high-end properties offer features like modern kitchens, private outdoor spaces, parking, and high-speed internet. Specific details are listed in each property description, so review them carefully.

7. Who should I contact if I have questions during my stay at a luxury rental here?

For any inquiries or assistance during your stay, contact the property owner or manager directly through the communication channels provided in your booking confirmation.