Berwyn vacation rentals

We found 2,951 vacation rentals — enter your dates for availability

Discover a selection of 20 homes, 21 apartments, and other vacation rentals in Berwyn that are perfect for your trip. Whether you’re staying in a vacation home with friends, family, or even just your pets, you'll find the best amenities for hanging out with the people that matter most, such as WiFi and cable TV. Whatever you're looking for, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Berwyn

Showing deals for:Aug 7 - Aug 14

Image gallery for Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!

Living area
9.2 out of 10, Wonderful, (10 reviews)
Wonderful
(10 reviews)

Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!

Chicago

9% off
Price is $1,665
$11,654 for 7 nights
All fees included
Luxury 6BD/5BTH + Roofdeck - Downtown Chicago!

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Find out more about Berwyn

Why visit Berwyn

  • Family-friendly atmosphere: Berwyn is ideal for families, offering a welcoming environment with various activities for all ages.
  • Urban parks: Enjoy the city's parks, perfect for outdoor enthusiasts looking to relax or have fun.
  • Cultural experiences: Immerse yourself in the local culture through historic buildings and vibrant neighborhoods.
  • Cozy eateries: Savor delicious meals at charming local restaurants that reflect the city's character.
  • Diverse accommodation: Choose from a range of vacation rentals, including apartments and private homes, for a comfortable stay.

Popular types of accommodation in Berwyn

Planning a getaway to Berwyn? You're in for a treat. Explore a variety of vacation rentals that cater to your needs, including cozy apartments, spacious private homes, and modern condos. Whether you're searching for homes for rent, Berwyn apartments, or charming homes in Berwyn, you'll find the perfect place to make your stay memorable. Dive into the options and start your adventure in this vibrant Illinois community.

  • Apartments: The most sought-after lodging option in Berwyn, ideal for travelers seeking convenience and comfort during their stay.
  • Houses: A popular choice for families or groups, offering a home-like atmosphere with ample space and amenities.
  • Condos: These modern accommodations provide a blend of luxury and practicality, perfect for those wanting a stylish retreat.
  • Cottages: Charming and cozy, cottages offer a quaint escape for those looking to relax in a peaceful setting.**

Top attractions near Berwyn

Berwyn, Illinois, is a great destination for families and outdoor enthusiasts alike, offering a blend of urban parks, historic buildings, and medical centers. Visitors can immerse themselves in cultural experiences while enjoying the city’s charming atmosphere. Whether you're seeking family-friendly activities or a business-friendly environment, Berwyn has a variety of attractions to explore, making it an ideal spot for a memorable vacation.

  • Willis Tower: An iconic skyscraper offering breathtaking views of the Chicago skyline from its Skydeck, located 8 miles from Berwyn. Experience the vibrant city atmosphere and take a thrilling step onto the glass ledge, suspended over the bustling streets below.
  • Merchandise Mart: A historic building 9 miles away, known for its significant role in America's design and commerce. Explore its rich culture through art installations and events while enjoying unique shopping experiences.
  • Loyola University Medical Center: Located just 2 miles from Berwyn, this medical center combines healthcare with a family-friendly environment. Discover educational programs and community events that promote wellness and education.

Things to do recommended for couples

For a romantic getaway in Berwyn, enjoy a cozy dinner at a local bistro, explore the charming streets, or take a leisurely stroll in the stunning Proksa Park. Don't forget to catch a live show at the historic Berwyn Cultural Center for a memorable night out together.

Things to do recommended for families

Families can explore the charming Berwyn Park District, visit the historic Frank Lloyd Wright-designed homes, or enjoy a fun-filled day at the local Berwyn Recreation Center, which offers various family-friendly activities and events throughout the year.

Things to do recommended for groups

Groups visiting Berwyn can enjoy a fun day at the historic Berwyn Route 66 Museum, explore local dining spots with unique cuisine, and unwind at the scenic Proksa Park for picnics and group activities. Don't miss the vibrant local art scene for a cultural experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When planning your trip—whether you're traveling with a group, family, pets, or seeking extended stays—be sure to prioritize your preferences in the search filters. Here are some helpful booking tips for Vrbo.

  • Traveling to Berwyn with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Berwyn with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private swimming pool. Additionally, considering your distance to family-friendly attractions is a wise choice.
  • Taking your pets with you to Berwyn: For many families, a trip isn't truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Berwyn: If you're in search of vacation rentals that offer discounts for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Berwyn

Discover the charm of Berwyn, Illinois, a family-friendly city perfect for outdoor enthusiasts and urban explorers alike. From vibrant neighborhoods to nearby cities, you'll find a welcoming atmosphere that caters to both business travelers and vacationers. Enjoy the local parks, dine at cozy eateries, and soak in the natural light that enhances Berwyn's inviting vibe. Venture to nearby areas for a broader experience of friendly communities and budget-friendly options.

  • Chicago: As a bustling metropolis, Chicago offers an array of experiences for visitors. Located a short distance from Berwyn, this vibrant city is known for its rich cultural scene and outdoor activities. Families can explore iconic attractions like Millennium Park and the Art Institute of Chicago, while sports enthusiasts can catch a game at one of the many stadiums. Shopping enthusiasts will find plenty of options along the Magnificent Mile, and theater lovers can enjoy world-class performances in the historic Loop area. With its stunning skyline and diverse neighborhoods, Chicago is an essential stop for any traveler.
  • North Riverside: Just 2 miles from Berwyn, North Riverside is a charming city that caters to families and business travelers alike. This community is home to the popular North Riverside Park Mall, where visitors can indulge in shopping and dining experiences. The city also boasts a lively theater scene, making it an excellent spot for entertainment. Notable landmarks like the historic gate arch and various monuments add to the city's character, providing a glimpse into its rich history. North Riverside's welcoming atmosphere makes it a convenient and enjoyable destination.
  • Stickney: Located in close proximity to Berwyn, Stickney is a quaint village that attracts families and outdoor enthusiasts. The village offers recreational areas perfect for leisurely walks or family outings, while educational facilities like modern colleges provide opportunities for local engagement. Visitors can enjoy events at the arena entertainment facilities or explore nearby sports stadiums. Stickney's community-oriented vibe, combined with its accessible attractions, makes it a great place to relax and unwind during your vacation.

Best time to go to Berwyn

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.0°F (-3.9°C)Light RainMostly CloudySlightly LowSlightly Low
February26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
March38.1°F (3.4°C)Light RainMostly CloudyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
June69.1°F (20.6°C)Light RainMostly SunnySlightly HighSlightly High
July74.3°F (23.5°C)Light RainMostly SunnySlightly HighSlightly High
August73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
September67.3°F (19.6°C)Light RainMostly SunnySlightly HighAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November41.9°F (5.5°C)Light RainMostly SunnySlightly LowAverage
December32.4°F (0.2°C)Light RainMostly CloudyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being open to adjusting your travel dates can significantly help, as prices tend to vary. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers an easy-to-use platform for planning your travels. You can start new trips, continue from where you paused, or organize your existing plans all in one place. Your saved or booked properties will be neatly categorized under Potential, Upcoming, or Current Trips for your convenience. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The lively area of Berwyn awaits your stay

Come and experience Berwyn and its live music, churches and art galleries. Renowned for its shopping, restaurants and chocolate shops, this city welcomes all visitors. McCormick Place and Wrigley Field are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Berwyn

Are you searching for attractions to see in the area? Venture out of your vacation home and experience everything that makes Berwyn a fun spot to vacation. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Galloping Ghost (3.9 mi / 6.4 km)
  • Dave & Buster's (9 mi / 14.6 km)
  • Lincoln Park Zoo (9.6 mi / 15.4 km)
  • The Dome at the Parkway Bank Sports Complex (9.9 mi / 16 km)
  • Cog Hill Golf & Country Club (14.8 mi / 23.8 km)
  • Pirates Cove Childrens Theme Park (15.4 mi / 24.8 km)

Exploring the natural features in Berwyn

Whether you're an outdoor enthusiast or just want to take in the scenery, Berwyn is a great place to get out in nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Grant Park (9 mi / 14.6 km)
  • Millennium Park (9.1 mi / 14.6 km)
  • Garfield Park (4.5 mi / 7.2 km)
  • Garfield Park Conservatory (4.6 mi / 7.5 km)
  • Anna and Frederick Douglass Park (4.9 mi / 7.9 km)
  • Humboldt Park (6 mi / 9.7 km)

Traveling to and around Berwyn

The nearest airport is in Chicago Midway Airport (MDW), located 5.1 mi (8.2 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Chicago O'Hare Intl. Airport (ORD), which is 10.4 mi (16.8 km) away.

If you prefer to travel by train, Berwyn LaVergne Station, Berwyn Station and Berwyn Harlem Avenue Station are the main stations in the city.

Frequently asked questions

What is the best area to stay in Berwyn, Illinois, United States of America when booking a vacation rental?
When considering a vacation rental in Berwyn, Illinois, a popular area to stay is near the historic downtown district. This vibrant neighborhood offers a charming atmosphere with a mix of local shops, cafes, and eateries that showcase the community's unique character. One of the top attractions in this area is the Berwyn Route 66 Museum, which provides fascinating insights into the iconic highway's history and its connection to the town. Additionally, Thronson Park nearby offers a lovely green space for relaxation and recreation.

Another great option is the area surrounding the Berwyn Metra station, which provides easy access to downtown Chicago for those looking to explore the city's attractions. This neighborhood is also close to some delightful dining options and local events, making it a convenient spot for visitors.
How much does it cost to rent a vacation home in Berwyn?
Prices for vacation rentals in Berwyn vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Berwyn to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Berwyn vacation house rentals?
You can find great discounts on house rentals in Berwyn on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Berwyn?
In Berwyn, vacation houses are the most popular type of rental accommodation, with around 20 available throughout the city. These houses typically offer spacious layouts, including multiple bedrooms, fully equipped kitchens, and outdoor spaces like yards or patios, making them ideal for families or groups seeking comfort and privacy. Additionally, there are approximately 15 apartments available, which provide a more compact option for solo travelers or couples. These apartments usually feature essential amenities such as kitchen facilities and cozy living areas. While there are several condos in the area, they are less common compared to houses and apartments.
Are there any family house rentals in Berwyn?
In Berwyn, Illinois, there is a good selection of family-friendly house rentals—around 31 available for visitors. The neighborhood offers a blend of residential charm and proximity to local attractions. Many homes showcase spacious living areas, full kitchens for family meals, and outdoor spaces where children can enjoy playtime. Common amenities include air conditioning and Wi-Fi, ensuring a comfortable stay.

Families can explore nearby parks, such as Proksa Park, which features playgrounds and picnic areas, great for outdoor activities. Additionally, Berwyn's vibrant community is highlighted by its diverse dining options and local shops, providing a delightful experience for visitors seeking both relaxation and adventure. See all family-friendly rentals in Berwyn.
Can I find long-stay vacation rentals in Berwyn?
A long-stay vacation rental in Berwyn is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Berwyn?
In Berwyn, there are several pet-friendly house rentals available, providing a comfortable stay for travelers with furry companions. Many of these vacation homes come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can enjoy some fresh air.

The neighborhood itself has a friendly setting with parks nearby, giving pet owners the chance to take their dogs for walks or enjoy some time outdoors. Additionally, Berwyn features various pet-friendly cafes and local shops, ideal for those traveling with pets. See all pet-friendly rentals in Berwyn.
Are there any remote work vacation rentals in Berwyn?
In Berwyn, Illinois, there are numerous remote work-friendly vacation rentals available, with around 32 options to choose from. These accommodations typically feature essential amenities such as high-speed internet, complimentary Wi-Fi, and dedicated workspaces with desks and chairs, making them ideal for those who need to balance work and relaxation. Many properties also provide comfortable living areas and fully equipped kitchens, allowing for a cozy feel during your stay.

Located conveniently near the vibrant downtown area, travelers can enjoy easy access to local shops, restaurants, and parks, providing a great blend of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Berwyn vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Berwyn with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Berwyn?
In Berwyn, popular vacation rental amenities include kitchens, which allow guests to prepare their own meals, along with essential appliances like blenders and coffee/tea makers for convenience. Many rentals also feature onsite parking, making it easy for travelers with vehicles. Additionally, a desk is commonly available, suiting those who may need a workspace during their stay.
When is the best time to visit Berwyn for a vacation rental?
The best time to book a vacation rental in Berwyn is during the summer, particularly in July. This month marks the peak season, attracting visitors eager to enjoy the vibrant local culture and community events. With warm temperatures typically ranging from the mid-70s to low 90s Fahrenheit, July offers great weather for outdoor activities, including exploring nearby parks and attending local festivals.

As you roam through Berwyn, you'll find an array of attractions that cater to a variety of interests. The city's charming architecture, particularly the historic buildings along Roosevelt Road, creates a delightful backdrop for leisurely strolls. Additionally, the summer months are ideal for enjoying outdoor dining at local restaurants, where you can savor delicious cuisine in the pleasant weather.

For those who prefer a quieter experience or are looking for more budget-friendly options, consider visiting in October. This month provides a lovely autumn atmosphere with cooler temperatures and the opportunity to witness the beautiful changing leaves in the area. Exploring Berwyn's parks during this time offers a different yet equally enjoyable experience, allowing for peaceful walks and a chance to connect with nature.

Ultimately, the best time to visit Berwyn depends on your preferences for activities and ambiance.
How early should I book a Berwyn vacation rental?
Book your Berwyn vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Berwyn, Illinois, United States of America?
In Berwyn, visitors can enjoy a mix of cultural and recreational attractions. The historic Depot District is a highlight, featuring charming shops, restaurants, and the iconic Berwyn train station. The area often hosts events and festivals that showcase local art and music, making it a vibrant spot to explore.

For those interested in outdoor activities, the numerous parks in Berwyn offer green spaces for picnicking, walking, and sports. Specifically, Proksa Park features a pond, walking trails, and playgrounds, superb for a family day out. Additionally, the nearby Morton Arboretum, although a short drive away, presents a stunning natural landscape ideal for hiking and enjoying the beauty of nature.

The Berwyn Cultural Center is also noteworthy, providing community events and art exhibits, while the local theaters, such as the 16th Street Theater, offer a range of performances that reflect the area's artistic spirit.
Can I change or cancel my Berwyn home rental booking on Vrbo?
To find Berwyn vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Berwyn vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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