Best Vacation Homes in Oakton
New
House
1 Bedroom
2 Baths
8 Guests
Parking
Kitchen
Air Conditioner
Internet
US $456/Night
7 Nights - US $3,189
House
10.0(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
9.4(1856 Reviews)
1 Bath
Breakfast- Parking
Pool- Kitchen
US $155/Night
7 Nights - US $1,085
New
House
1 Bedroom
2 Baths
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $403/Night
7 Nights - US $2,824
Villa
10.0(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
10.0(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $177/Night
7 Nights - US $1,238
House
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $294/Night
7 Nights - US $2,061
Apartment
9.8(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $221/Night
7 Nights - US $1,545
Oakton Luxury Rentals
House
9.8(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
5 Bedrooms
4 Baths
12 Guests
- Parking
- Air Conditioner
- Internet
Child Friendly
US $1,031/Night
7 Nights - US $7,216
Apartment
1 Bedroom
1 Bath
2 Guests
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $900/Night
7 Nights - US $6,300
House
7.0(4 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $773/Night
7 Nights - US $5,410
Hotel
4 Baths
- Parking
- Kitchen
- Air Conditioner
- Internet
US $653/Night
7 Nights - US $4,568
Hotel
4 Baths
- Parking
- Kitchen
- Air Conditioner
- Internet
US $653/Night
7 Nights - US $4,568
House
9.0(4 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Internet
Pet Friendly- Child Friendly
US $615/Night
7 Nights - US $4,306
House
7.0(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
Oakton Pet Friendly Vacation Rentals
Apartment
9.4(6 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $211/Night
7 Nights - US $1,478
House
3 Bedrooms
2 Baths
6 Guests
1097.92 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $444/Night
7 Nights - US $3,111
Hotel
9.2(1193 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $174/Night
7 Nights - US $1,220
Apartment
8.8(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Parking
- Kitchen
- Internet
- Pet Friendly
US $229/Night
7 Nights - US $1,602
House
4 Bedrooms
1 Bath
10 Guests
1603.82 ft²
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $384/Night
7 Nights - US $2,690
Apartment
8.0(21 Reviews)
2 Bedrooms
1 Bath
8 Guests
900 ft²
Oceanfront- Parking
Ocean View- Balcony/Terrace
US $363/Night
7 Nights - US $2,539
House
10.0(18 Reviews)
3 Bedrooms
1 Bath
7 Guests
1250 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $403/Night
7 Nights - US $2,821
House
10.0(7 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
US $429/Night
7 Nights - US $3,005
Oakton Large Vacation Homes
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $396/Night
7 Nights - US $2,771
Villa
1 Bedroom
4 Baths
10 Guests
2002.09 ft²
- Parking
- Balcony/Terrace
- View
- Air Conditioner
US $349/Night
7 Nights - US $2,442
House
10.0(2 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
US $284/Night
7 Nights - US $1,985
House
9.8(21 Reviews)
4 Bedrooms
2 Baths
10 Guests
1700 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $308/Night
7 Nights - US $2,153
House
9.8(11 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $502/Night
7 Nights - US $3,514
House
9.6(13 Reviews)
3 Bedrooms
2 Baths
10 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $398/Night
7 Nights - US $2,786
Villa
8.2(15 Reviews)
3 Bedrooms
1 Bath
10 Guests
2000 ft²
- Parking
- Kitchen
- Internet
- Pet Friendly
US $425/Night
7 Nights - US $2,977
House
8.0(6 Reviews)
4 Bedrooms
1 Bath
10 Guests
1600 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $446/Night
7 Nights - US $3,119
Why Choose Rent By Owner for your Oakton Vacation Rental Homes?
What makes our Vacation Rentals 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.
Best Times to Visit Oakton
When should you plan your Vacation Rentals stay?
Determining the ideal time to visit here can enhance your experience, as seasonal trends and local events in Oakton, Des Plaines, Illinois, influence the region’s welcoming atmosphere and availability of exceptional vacation rentals.
Peak Season Highlights
Summer (June to August)
During the warm summer months, this area experiences increased travel activity as visitors enjoy outdoor activities and local events.
Average Temperature Daytime: around 85°F - Nighttime: approximately 65°F
Fall (September to November)
Autumn brings a pleasant climate ideal for exploring the region's natural beauty and engaging in seasonal attractions.
Average Temperature Daytime: roughly 70°F - Nighttime: about 50°F
Off-Season Highlights
Winter (December to February)
The winter season sees a slowdown in tourism, offering a quieter stay with fewer crowds and cozy atmosphere.
Average Temperature Daytime: around 35°F - Nighttime: close to 20°F
Spring (March to May)
Early spring marks a shoulder season with moderate temperatures and fewer visitors, perfect for a peaceful getaway.
Average Temperature Daytime: approximately 55°F - Nighttime: around 35°F
Weekly Weather Forecast for Oakton
How to Book Your Oakton Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Oakton
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals 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 a private outdoor patio or deck to relax and unwind amidst the natural surroundings.
- Take advantage of spacious yards perfect for outdoor dining, picnics, or recreational activities.
- Make use of well-maintained gardens or landscaped areas that provide a peaceful retreat within the region.
- Benefit from access to outdoor grilling facilities, ideal for preparing meals during your stay.
- Experience outdoor furniture such as loungers and umbrellas to enhance your comfort while enjoying the fresh air.
- If available, dip into a shared or private swimming pool, perfect for cooling off on warm days in this area.
- Utilize nearby walking trails, parks, or outdoor spaces that are often part of the vacation rental community here.
Top Attractions Around Oakton
What attractions are nearby?
In this area, you can enjoy a variety of outdoor activities, cultural experiences, and local dining options just minutes from your vacation rentals in Oakton, Des Plaines.
Family Activities
- Des Plaines Riverwalk: You can enjoy a leisurely stroll or family picnic along this scenic riverwalk, offering tranquil views and outdoor relaxation in the area.
- Fountain Square Park: This charming park provides a safe space for children to play, while families can appreciate the peaceful surroundings and community atmosphere.
- Des Plaines History Center: Explore local history through engaging exhibits and activities that are perfect for family members curious about the region’s past.
- Golf at O'Hare Glenview Golf Course: Tee off with the family at this accessible golf course nearby, suitable for players of all ages and skill levels seeking outdoor fun.
Adult Activities
- Golf at the Des Plaines Golf Course: Enjoy a relaxing day on the links by playing a round at this popular golf course in the local area.
- Visit the Des Plaines History Center: Dive into the region's past through engaging exhibits and historical collections housed nearby.
- Explore the Illinois Railway Museum: Discover vintage trains and interactive displays at one of the largest railway museums in the nation, just a short drive away.
- Dine at local restaurants in Oakton: Savor diverse culinary experiences at the area's recommended eateries, perfect for unwinding after a day of exploring.
Oakton Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Research local attractions and dining options to maximize your time and experience in this destination.
- Choose the Right Vacation Rental: Select a property that offers convenient access to key spots in the region, enhancing your overall stay.
- Explore the Neighborhood: Take a walk around to discover hidden gems and get a feel for the area's unique charm during your visit.
- Check Local Events and Festivals: Align your trip with community events to immerse yourself in the local culture and festivities here.
Transportation Options
- Metra Rail Service: You can conveniently access the region's commuter rail network, offering direct travel to downtown Chicago and surrounding suburbs from nearby stations.
- Bus Services: Local bus options provide affordable transportation within this area, making it easy to reach popular destinations and nearby neighborhoods.
- Taxi and Ride-Sharing Services: Taxis and ride-sharing apps like Uber and Lyft operate extensively here, allowing you to travel comfortably throughout the area at your own pace.
- Car Rentals: Renting a vehicle is a flexible option for exploring beyond the immediate vicinity, giving you the freedom to visit attractions around the region on your schedule.
Local Customs Options
- Respect for Local Traditions: You’ll find that engaging with community customs in this area reflects a genuine appreciation for local traditions and history.
- Community Festivals and Events: Participating in seasonal festivals offers an authentic way to experience the region’s vibrant culture and lively neighborhood spirit.
- Dining Etiquette: When dining out, observing local manners and culinary customs ensures a respectful and immersive experience of the area's diverse food scene.
- Environmental Awareness: The community emphasizes environmentally friendly practices, encouraging visitors to be mindful of sustainability during their stay.
Oakton Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Oakton?
There are a lot of options in Oakton. If you plan on staying in the Oakton area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Oakton:
- 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
- Spacious Room w/Kitchenette & Complimentary Breakfast | Free Airport Shuttle
- 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
- Cozy Home near airport O’Hare
2. How many vacation rentals have private pools in Oakton?
There are 9 vacation rentals with private pools near Oakton. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Oakton are best for families?
If you are looking for a family-friendly vacation home in Oakton, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oakton:
4. How many Rentbyowner vacation rentals are available in Oakton?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 182 in the Oakton 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 Oakton.
5. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary by listing, so you should review the specific terms outlined in the property's description or contact the owner directly to understand the applicable policy before booking.
6. How do I confirm availability and secure my stay at a vacation rental here?
Availability can be checked online through the listing, and once you select your dates, you can proceed with the reservation process. For any questions, reaching out to the property owner can help ensure your booking is confirmed.
7. Are there any specific check-in or check-out requirements for rentals in this area?
Check-in and check-out details are provided in each listing, including any special instructions. It’s best to verify these details prior to confirming your reservation to ensure a smooth arrival and departure.
8. What amenities are generally included in vacation rentals around here?
Amenities typically listed include essentials like Wi-Fi, parking, and kitchen facilities. To see what is available at a particular property, review the listing carefully or contact the owner for clarification.
9. Is it safe to book vacation rentals in this destination, and how can I ensure a trustworthy experience?
Trustworthy bookings are facilitated through verified listings and direct communication with owners. Be sure to read reviews, review the property description thoroughly, and communicate directly with the host to guarantee a reliable stay.
Oakton Top Rated Vacation Rentals
Hotel
10.0(4 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $183/Night
7 Nights - US $1,284
Hotel
9.4(1108 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $158/Night
7 Nights - US $1,106
House
9.4(16 Reviews)
4 Bedrooms
2 Baths
8 Guests
2000 ft²
Private Pool- Parking
- Pool
- Ocean View
US $557/Night
7 Nights - US $3,899
Hotel
9.2(1007 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $235/Night
7 Nights - US $1,644
Hotel
9.2(1003 Reviews)
1 Bath
- Hot Tub
- Breakfast
- Parking
- Pool
US $158/Night
7 Nights - US $1,104
Hotel
9.0(3024 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Balcony/Terrace
US $164/Night
7 Nights - US $1,145
Hotel
8.8(3093 Reviews)
6 Baths
279.86 ft²
- Private Pool
- Breakfast
- Parking
- Pool
US $129/Night
7 Nights - US $902
Hotel
8.8(1910 Reviews)
1 Bath
- Breakfast
- Parking
- Pool
- Kitchen
US $168/Night
7 Nights - US $1,173
