Darien vacation rentals

We found 295 vacation rentals — enter your dates for availability

Discover a selection of 7 homes and other vacation rentals in Darien that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the amenities you need and want for your stay, such as parking and air conditioning. No matter what you're looking for, you're sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Darien

Showing deals for:Oct 10 - Oct 17
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Find out more about Darien

Why visit Darien

  1. Family-friendly activities: Darien offers numerous attractions suitable for all ages, making it a great destination for families.
  2. Outdoor adventures: Explore the scenic urban parks and enjoy the natural beauty that surrounds the area.
  3. Charming neighborhoods: Visit nearby Clarendon Hills for a taste of quaint suburban life.
  4. Proximity to Chicago: Venture into the vibrant city of Chicago for urban experiences, dining, and entertainment.
  5. Diverse accommodations: Choose from cozy apartments to spacious homes that cater to various travel needs.

Popular types of accommodation in Darien

If you're exploring vacation rentals in Darien, you're in the right place! Our platform offers a variety of accommodations to suit your needs, including apart hotels, cozy apartments, and houses. Whether you're searching for homes to rent in Darien or looking for the best rental listings in Darien, IL, we provide transparent information to help you find the perfect spot for your getaway.

  • Apartments: The top choice for vacationers in Darien, offering comfortable living spaces with convenient amenities.
  • Houses: A popular option for families and groups, these homes provide a cozy and private atmosphere for your stay.
  • Condos: Ideal for those seeking a blend of luxury and convenience, condos in Darien are well-equipped for a relaxing vacation.
  • Cottages: Charming and quaint, cottages offer a serene getaway for couples or small families.
  • Caravan Parks: Perfect for adventure seekers, these parks provide a unique camping experience with essential facilities.**

Top attractions in Darien

Darien, Illinois, is a fantastic destination for family-friendly, outdoor, and city vacations. With popular attractions like urban parks, event venues, and modern colleges, there's something for everyone. Whether you're seeking cultural experiences or fun family activities, you can explore local points of interest or request tours to view beautiful houses in the area. Enjoy your trip as you discover all that Darien has to offer!

  1. McCormick Place: This premier convention center, located 20 miles from Darien, offers a dynamic atmosphere for business events and conferences. With its expansive exhibition halls and state-of-the-art facilities, it’s a hub of innovation and networking.
  2. Michigan Avenue: Situated 21 miles away, Michigan Avenue is a bustling street known for its vibrant city vibes, featuring iconic shops, restaurants, and stunning architecture. It’s a perfect place for shopping and soaking in the urban energy.
  3. Morton Arboretum: Just 6 miles from Darien, this beautiful arboretum provides a serene outdoor experience with diverse plant collections, walking trails, and family-friendly activities, making it ideal for nature lovers.

Things to do recommended for couples

For a romantic getaway in Darien, enjoy a concert at Hollywood Casino Amphitheatre, just 18 miles away. For fun, try mini-golf at Space Golf, 12 miles away. Indulge in luxury at the Broken Arrow Golf Club, also 12 miles away. Perfect for couples seeking adventure and relaxation!

Things to do recommended for families

During your family vacation in Darien, enjoy a day of sports at the United Center, relax at Veterans Memorial Park, or embrace adventure at Galloping Ghost arcade. Each location offers unique experiences tailored for family fun, ensuring memorable moments for everyone!

Things to do recommended for groups

Groups visiting Darien can shop at the Oakbrook Center Mall for a vibrant experience, tee off at Cog Hill Golf & Country Club for some outdoor fun, or savor local selections at the Downers Grove Wine Shop, all just a short drive away.

What do I need to keep in mind when booking a vacation in Darien

If you're planning to travel with a group, family, or pets, or if you're interested in extended stays, be sure to prioritize your search accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Darien with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Darien with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Darien: For many families, a vacation wouldn’t feel complete without their beloved pets. If that resonates with you, explore Vrbo listings that welcome furry companions. Many pet-friendly properties offer amenities like feeding bowls and cozy beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Darien: If you’re in search of vacation rentals offering discounts for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Darien

Darien, Illinois, offers an ideal blend of family-friendly activities and outdoor adventures. Explore the charming neighborhoods like Clarendon Hills or venture into nearby Chicago for a taste of urban life. Whether you're seeking a cozy suburban home or a vibrant city apartment, you'll find a welcoming atmosphere filled with friendly people. Experience the perfect vacation vibe that caters to all ages, making it a wonderful destination for families and romantics alike.

  • Chicago: Located 20 miles from Darien, Chicago is a vibrant city known for its rich cultural scene and diverse experiences. Travelers flock to the Windy City for family outings, outdoor adventures, and urban exploration. The bustling downtown area features iconic shopping districts, world-class theaters, and renowned entertainment venues. Visitors can marvel at landmarks like the magnificent stadiums and sports facilities, while enjoying the lively atmosphere in various tourist precincts. Whether you're indulging in deep-dish pizza or taking an architectural boat tour along the Chicago River, there’s something for everyone in this dynamic metropolis.
  • Willowbrook: Just 2 miles away from Darien, Willowbrook offers a cozy suburban charm perfect for family visits and outdoor activities. This quaint city features a variety of shopping areas and theaters, making it an ideal spot for casual outings. The local shopping mall centers provide ample opportunities for retail therapy, while nearby parks offer serene green spaces for relaxation and recreation. The community's friendly vibe combined with its accessible amenities makes Willowbrook an inviting destination for tourists seeking a laid-back experience.
  • Westmont: Situated 3 miles from Darien, Westmont is a welcoming city that combines family-friendly activities with urban conveniences. With several shopping centers and mall areas, visitors can enjoy a delightful retail experience. The city's proximity to parks and sports facilities makes it a great location for outdoor enthusiasts. Westmont's charming atmosphere and easy access to local attractions ensure a pleasant travel experience, perfect for those looking to explore the best of the suburbs.

Best time to go to Darien

If you're planning a trip to Darien, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January23.9°F (-4.5°C)Light RainMostly CloudySlightly LowSlightly Low
February26.1°F (-3.3°C)Light RainMostly CloudyAverageSlightly Low
March38.5°F (3.6°C)Light RainMostly CloudyAverageAverage
April48.4°F (9.1°C)Light RainMostly CloudySlightly HighAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageSlightly High
June70.2°F (21.2°C)Light RainMostly SunnySlightly HighSlightly High
July74.3°F (23.5°C)Light RainMostly SunnySlightly HighAverage
August73.2°F (22.9°C)Light RainMostly SunnyAverageAverage
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October54.1°F (12.3°C)Light RainMostly SunnyAverageSlightly High
November41.0°F (5.0°C)Light RainMostly SunnySlightly LowAverage
December31.5°F (-0.3°C)Light RainMostly CloudySlightly LowSlightly Low

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Keep in mind that being flexible with your travel dates can lead to significant savings, as prices can vary. Additionally, opting for a longer stay often allows for even greater discounts. To discover the perfect Vrbo property that fits your budget, utilize our filters to narrow down options by price, location, and type of vacation rental.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ on the full booking amount. Being the organizer has its perks! Enroll in our OneKey rewards program to unlock exclusive savings for members and earn OneKeyCash™ on eligible stays. Sign up today and begin your journey to savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly platform for planning your journeys, allowing you to easily create new trips, resume from where you last stopped, or view and arrange your travel plans. Here, you can find your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

The picturesque setting of Darien is ready to explore

The area's temples and monuments are just a few of the reasons to vacation in Darien. Renowned for its shopping, restaurants and basketball games, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Darien

Do you want to discover things to do while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Darien has to offer. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Cog Hill Golf & Country Club (5.4 mi / 8.7 km)
  • Oak Brook Golf Course (6.8 mi / 10.9 km)
  • Galloping Ghost (7.7 mi / 12.4 km)
  • Bolingbrook Golf Club (10.6 mi / 17.1 km)
  • Orland Park Sportsplex (11 mi / 17.7 km)
  • Cantigny Golf Club (11.6 mi / 18.6 km)

Exploring the natural landscape of Darien

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Darien is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Ty Warner Park (4.6 mi / 7.4 km)
  • Morton Arboretum (6.2 mi / 9.9 km)
  • Riverwalk Park (9.5 mi / 15.3 km)
  • Centennial Beach (9.6 mi / 15.4 km)
  • Lake Katherine Nature Center (10 mi / 16 km)
  • Centennial Park (11.2 mi / 18 km)

Traveling to and around Darien

The nearest airport is in Chicago Midway Airport (MDW), located 12.3 mi (19.8 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Chicago O'Hare Intl. Airport (ORD), which is 16.2 mi (26.1 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Darien?
Different things affect what you'll pay for a vacation rental in Darien, such as the season, length of stay and type of property. Still, all of our vacation homes have one thing in common --- unbeatable value. Just enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Darien?
When you travel and the style and size of the property will influence the cost of your beachside stay. Click on your Darien travel dates to see your options on Vrbo. Did someone just say "hot tub"? Use our filters to select the features and amenities you want in your vacation home.
What are popular rental amenities in Darien?
When it comes to rental amenities that guests prefer in Darien, video games, an oven and WiFi rank highest. With Vrbo vacation rentals, you'll discover options to suit your style and taste, whether you're planning to get away with your partner, family members or even pets.
What are the top attractions for families in Darien?
National Shrine of St. Therese will keep the kids occupied during your Darien vacation. This family-friendly attraction is located near the center.
How old do you have to be to rent a vacation rental in Darien?
The minimum age allowed can differ across properties on Vrbo, so look at the rules of the vacation rental in Darien you're considering. But usually, it's 16, 18 or 21.
How long can I rent a vacation rental in Darien for?
The amount of time you can rent a Darien vacation rental for is up to each property. Just tap in your preferred travel dates to view available options that offer extended stays. They have all you need to make your extended break more comfortable such as kitchens and yards. Some Vrbo vacation properties may also offer weekly or monthly discounts, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Darien?
Whether you're eyeing off one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to score some amazing deals and discounts on Vrbo. From mini stays to extended vacations, we've got you covered for your next Darien escape.

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