Best Vacation Homes in Darien
3 Guests
2 Bedrooms
1 Bathroom
Couples Retreat
Apartment
- Pool
- Pet Friendly
- Internet
US $219/Night
For 7 Nights US $1,536
215.28 ft²
12 Guests
120 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Pool
- Pet Friendly
US $73/Night
For 7 Nights US $512
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $132/Night
For 7 Nights US $923
8 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $583/Night
For 7 Nights US $4,080
222.97 ft²
13 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Parking
US $146/Night
For 7 Nights US $1,020
1800 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $718/Night
For 7 Nights US $5,027
8 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $400/Night
For 7 Nights US $2,797
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Parking
US $202/Night
For 7 Nights US $1,413
Darien Luxury Rentals
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $477/Night
For 7 Nights US $3,339
8 Guests
3 Bedrooms
2 Bathrooms
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $384/Night
For 7 Nights US $2,687
10 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $356/Night
For 7 Nights US $2,490
2000 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $353/Night
For 7 Nights US $2,471
10 Guests
5 Bedrooms
3 Bathrooms
Pet Friendly
House
- Pet Friendly
- Air Conditioner
- Internet
US $353/Night
For 7 Nights US $2,471
8 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $307/Night
For 7 Nights US $2,147
4 Guests
3 Bedrooms
1 Bathroom
Pet Friendly
House
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $279/Night
For 7 Nights US $1,950
5 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $241/Night
For 7 Nights US $1,688
Darien Pet Friendly Vacation Rentals
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $230/Night
For 7 Nights US $1,610
279.86 ft²
9 Bathrooms
Family Friendly
Hotel
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $81/Night
For 7 Nights US $565
1 Bathroom
Family Friendly
Hotel
- Pet Friendly
- Parking
- Air Conditioner
US $69/Night
For 7 Nights US $480
1000 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
US $210/Night
For 7 Nights US $1,467
US $95/Night
For 7 Nights US $665
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $1,211/Night
For 7 Nights US $8,478
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
US $363/Night
For 7 Nights US $2,538
9 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $430/Night
For 7 Nights US $3,011
Darien Large Vacation Homes
1800 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $626/Night
For 7 Nights US $4,385
2200 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $435/Night
For 7 Nights US $3,042
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Parking
- Internet
US $340/Night
For 7 Nights US $2,377
11 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Air Conditioner
- Child Friendly
- Laundry
US $307/Night
For 7 Nights US $2,149
15 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
US $199/Night
For 7 Nights US $1,393
1800 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $439/Night
For 7 Nights US $3,074
2200 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $427/Night
For 7 Nights US $2,986
12 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Pet Friendly
- Kitchen
- Air Conditioner
US $399/Night
For 7 Nights US $2,793
Why Choose Rent By Owner for your Darien 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 Darien
When should you plan your Vacation Rentals stay?
Choosing the ideal time to visit here depends on your preferences for weather and activities, allowing you to enjoy the region's best experiences when seasonal conditions align with your vacation plans.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences warm weather, making it perfect for outdoor activities and enjoying local parks. Expect higher demand for vacation rentals as travelers flock here for a sunny getaway.
Average Temperature Daytime: around 80°F - Nighttime: about 60°F
Fall (September to November)
Early fall is a popular time to visit due to the vibrant foliage and comfortable temperatures, drawing visitors who want to explore the region's scenic beauty. Vacation rentals tend to book quickly during this colorful season.
Average Temperature Daytime: approximately 70°F - Nighttime: roughly 50°F
Off-Season Highlights
Winter (December to February)
The colder months see fewer visitors, making it ideal if you prefer a quieter stay. While temperatures drop, this period offers a peaceful atmosphere for those seeking relaxation away from crowds.
Average Temperature Daytime: around 35°F - Nighttime: near 20°F
Spring (March to May)
As the region transitions into warmer weather, the early spring presents fewer tourists. This is a good time to find more available vacation rentals while enjoying the gradual bloom of nature.
Average Temperature Daytime: about 55°F - Nighttime: roughly 35°F
Weekly Weather Forecast for Darien
How to Book Your Darien 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 Darien
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 space with a patio or deck ideal for relaxing and dining al fresco.
- Benefit from lush, well-maintained gardens that enhance your outdoor experience.
- Take advantage of outdoor grilling facilities to prepare meals while enjoying the fresh air.
- Relax by a private or community swimming pool during warmer months.
- Make use of extensive yard space perfect for outdoor activities or playing sports.
- Stay active with access to nearby walking or biking trails that showcase the area's natural beauty.
- Utilize outdoor seating areas designed for social gatherings or quiet evenings under the stars.
Top Attractions Around Darien
What attractions are nearby?
During your stay, you'll have the opportunity to explore nearby parks, recreational areas, and local attractions that showcase the charm and natural beauty of the region surrounding Darien, Illinois.
Family Activities
- Darien Sportsplex: Enjoy family-friendly ice skating, hockey, and indoor sports activities suitable for all ages in this versatile recreation center.
- Darien Community Park: Spend quality time outdoors with playgrounds, picnic areas, and walking trails that offer a relaxing environment for everyone in the family.
- Hidden Lakes Park: Explore scenic nature trails, wildlife viewing spots, and lakeside fun at this peaceful park ideal for outdoor adventures.
- Theatre at the Center: Experience engaging live performances and family-oriented shows that make cultural outings both entertaining and educational for visitors staying nearby.
Adult Activities
- Shopping at the Darien Commons: You can enjoy a variety of retail stores and dining options at this popular shopping center near your vacation rental.
- Exploring Seven Bridges Park: This scenic park offers walking trails, fishing spots, and outdoor activities, perfect for relaxing days in the region.
- Visiting the Tivoli Theatre: Experience live entertainment and movies in a historic venue that adds a touch of local charm to your stay here.
- Pursuing outdoor recreation on the Illinois Prairie Path: Delight in cycling or walking along this scenic trail that showcases the natural beauty of the area.
Other Places to Stay in Darien, IL
Downers Grove Township
National Shrine of St. Therese
Darien Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Dining and Shopping: Take the time to discover this area's unique restaurants and retail outlets to enhance your overall experience during your stay.
- Plan Outdoor Activities: Utilize nearby parks and recreational areas to enjoy outdoor pursuits that allow you to soak in the natural beauty of the region.
- Check for Seasonal Events: Stay informed about local festivals or events happening here, which can add a memorable touch to your visit.
- Choose Convenient Accommodation: Select vacation rentals in the area that provide easy access to key attractions and amenities to maximize your comfort and convenience.
Transportation Options
- Metra Railroad Service: You can rely on the Metra train system to conveniently connect you from Darien to Chicago and surrounding suburbs, making it an efficient transportation option for exploring the region.
- Local Bus Services: Various bus routes operate within the area, providing accessible public transportation that helps you navigate Darien and nearby communities with ease.
- Taxi and Rideshare Services: Rideshare companies and local taxis offer flexible and quick transport options, ideal for traveling around here without the hassle of parking or public transit schedules.
- Major Highways and Road Access: Well-connected highways such as Interstate 55 and Illinois Route 83 make driving your own vehicle a convenient way to explore the region at your own pace.
Local Customs Options
- Traditional American Celebrations: Participating in local festivities like Independence Day parades offers a glimpse into the community spirit of this region.
- Community Gatherings and Events: Engaging in neighborhood events reflect the welcoming nature and strong sense of togetherness here.
- Dining Etiquette at Local Eateries: Respect for casual dining customs such as tipping and polite conversation helps you connect with residents and enjoy authentic experiences.
- Respect for Nature and Outdoor Spaces: Observing proper outdoor etiquette, including litter disposal and quiet recreation, contributes to preserving the area's natural beauty.
Darien Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Darien?
There are a lot of options in Darien. If you plan on staying in the Darien area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Darien:
- Luxury 4-bedroom home in beautiful Willowbrook Forest Preserve area with AC WiFi
- Modern Spacious 4BR Home Near Chicago Sleeps 10 Family & Pets Friendly
- Darien Delight - Single Level Ranch
- Entire Residential home
- Willowbrook Gem 3-bedroom house with AC, WiFi, next to Forest Preserve
- Exceptional Willowbrook retreat
- Remodeled SFR w/fireplace, super close to main highways and Chicago
- Modern Chicago Getaway
- The Champagne Lodge & Luxury Suites
- Delta Hotels by Marriott Chicago Willowbrook
2. Which vacation homes in Darien are best for families?
If you are looking for a family-friendly vacation home in Darien, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Darien:
3. How many Rentbyowner vacation rentals are available in Darien?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 54 in the Darien 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 Darien.
4. What is the cancellation policy for vacation rentals in Darien, Illinois?
The cancellation policy varies by property. It’s important to review the specific rental listing for details on cancellations, refunds, and any applicable fees before booking.
5. How do I confirm my reservation for a vacation rental in Darien?
Once you select your preferred property, follow the booking process outlined in the listing. Confirmation is typically sent via email once your payment and details are successfully processed.
6. Are there any additional fees associated with staying at a vacation rental in Darien, Illinois?
Additional fees such as cleaning fees, service charges, or security deposits may apply depending on the property. These details are usually listed clearly in the property description, so be sure to review them before finalizing your reservation.
7. What amenities can I expect from vacation rentals in this area?
Amenities vary by property but often include essentials like Wi-Fi, parking, and fully equipped kitchens. You can find detailed information about available amenities in each listing to ensure they meet your needs.
8. How close are vacation rentals in Darien to local attractions and transportation options?
Many properties are conveniently located near key transportation routes and local amenities in the region. Specific proximity details are provided in each listing to help you choose a location that suits your travel plans.
Darien Top Rated Vacation Rentals
US $89/Night
For 7 Nights US $621
