Vacation rentals in Berwyn
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Berwyn
Guests agree: these stays are highly rated for location, cleanliness, and more.
1920s fully updated unique open artist loft space
True artist living loft space!!! One of a kind space in a safe area of the western suburbs close to the city and easy commute to shops stores. very close to trains buses and expressways. Private parking lot. No unit above or below. Quiet and private spacious updated wide open loft. Hardwood floors throughout forced heat and ac slated steel designer bathroom.. Double oven dishwasher electric cooktop sub zero fridge microwave and toaster oven. Ceiling fans two beds. Can sleep 6 for added cost
Comfy, 1 Bedroom Apt. w/ Kitchen & Parking for 4
Enjoy our historic district three-flat w/ free parking in upscale, safe Oak Park just 3 blocks to the train, easy access to Chicago. Enjoy some tranquil time in our little eco suburban farm. Check out the gardens and visit our 6 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.
Contemporary NEW Entire Suite Berwyn/Riverside
Welcome to your private oasis! This beautifully NEW appointed 1 bd unit offers the perfect blend of modern convenience and contemporary style. Whether you’re here for a weekend getaway or an extended stay, this contemporary retreat is your perfect home base. Explore the vibrant attractions of Berwyn or the excitement of Chicago, just a short trip away. Book today to secure your stay and experience the blend of comfort and style in this chic contemporary gem. We look forward to hosting you!
Rockin' 2Bed steps to shops/food/train
This musically-inspired vintage 2 BR is perfectly placed in Oak Park and we know you'll have a rockin' vacation here. Steps to shops, cafes, train, and FL Wright home. With a cassette wall, reading nook, and many other cute touches. The apartment is a vintage brownstone with charming details, like original woodwork. Street parking available. Easy access to Chicago.The place is an older Chicago brownstone, with a lived-in feel. NO PARTIES!! Upstairs neighbors can be heard walking and moving
Chicago-Style, Vintage, Cable & NFL PASS 42-1
→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Experience vintage Chicago style living in this richly characteristic brick building, situated in a safe and quiet neighborhood. ★ Property Features: • One block away from the Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable and option to use other apps • Free Laundry Room • Free Parking
Retro Modern Bungalow | free parking | fire pit
Experience the city in style at Retro Modern Bungalow, the perfect pad for up to 4 friends. Featuring two spacious bedrooms—each with a king bed and luxury linens—a propane fire pit and a fully fenced, pup-friendly backyard. Enjoy central HVAC, speedy WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.
The Green Bungalow: Charming 1-BR apt. with patio
Situated in a residential neighborhood just outside the city limits, this lovely 2nd floor apartment is blocks from the Blue Line train and highway. Our newly renovated vintage unit has a full kitchen, hardwood floors, plenty of natural light, a backyard patio and its own private entrance. Our bungalow is walking distance to cafes, restaurants, shopping, music and nightlife. Enjoy the charm of the suburbs while having easy access to all the attractions Chicago's downtown has to offer.
Private apartment with retro vibe
December discount dates! Cozy 1 BR apartment with retro touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus brand new twin sofa bed, + 1 more twin available. EASY free street parking right by unit. Quick drive to City. Convenient to both airports, United Center and walk to Fitzgerald’s Club. Near Blue Line, restaurants, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left
Cozy guest studio, great for couples!
This unique place has a style all its own. Enjoy this beautiful, cozy guest studio with modern touches and well furnished living area, small kitchenette with mini fridge and microwave to reheat a quick bite before heading to the city, full bathroom with rainfall shower and handheld sprayer to help you relax after a long day. Flat screen TV with Xfinity streaming device so you can connect your accounts and enjoy your favorite shows and movies for a quiet stay in.
House to Relax
The whole group will enjoy easy access to everything from this centrally located place. Public transport is in front of the house, so you will get easy access to any place. Downtown Chicago is very close and shopping center is few blocks away. This place is quite big, super clean and you will have a lot space for all the family. In this place you'll find all the dishes to cook if you want. It's very close to supermarkets, restaurants and a lot different stores.
2 bedroom• 3 beds • 1 bath Apartment in Berwyn
Enjoy a stylish and elegant experience at this centrally-located private apartment On famous Route 66. Sunny, clutter free space. 2nd Floor Apt. can sleep upto 6 people. Inflatable bed added as an extra sleep option. Prepped for photo sessions of your own. •Restaurants, Auto repair shops and Walgreens are walking distance and much more. •Metra is a 10-15 minute walk. •DT Chicago is approximately 18 min from your stay. •Brookfield Zoo 15 min Away
Spacious Oasis Berwyn with Free Parking
Welcome to Spacious Oasis Berwyn! Make your stay in the area easy. Take advantage of our centralized location where most destinations are only 20 minutes away by car and public transit is less than a block away. Great food, parks, nightlife, and shopping are all within walking distance. Whatever brings you to "My Kind of Town", our oasis is sure to please with ease.
Popular amenities for Berwyn vacation rentals
Stay near Berwyn's top sights
Other great vacation rentals in Berwyn
Twin Bed in Shared Cozy Modern House
B: Spacious bedroom with private workspace.
Basement Private Studio Room
Lakefront Room, basement, Safest Neighborhood
A1- Next to the train & Downtown
Bungalow Beautiful
Garden Room - King Bed, Sofa Bed, 1 Block to Train
7B4ih3 Cozy Night's Stay near Downtown Chicago
When is the best time to visit Berwyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $111 CAD | $118 CAD | $122 CAD | $124 CAD | $156 CAD | $163 CAD | $175 CAD | $165 CAD | $150 CAD | $139 CAD | $128 CAD | $123 CAD |
| Avg. temp | -3 °C | -1 °C | 4 °C | 10 °C | 16 °C | 22 °C | 25 °C | 24 °C | 20 °C | 13 °C | 6 °C | 0 °C |
Frequently Asked Questions
What are the best places to stay in Berwyn?
Berwyn has family homes, cozy bungalows, and apartments suited for groups, solo travelers, and families. Staying near the Depot District can make it easy to explore local dining and shops in a vibrant neighborhood.
What are the best things to do in Berwyn with kids?
Families often enjoy playful afternoons at community parks, visiting local libraries for children’s activities, and attending seasonal cultural events around town. Art workshops and family-friendly cafés are also frequently suggested.
What are some of the best things to do in Berwyn?
Explore Berwyn’s Depot District for public art, dining, and shops, and enjoy local parks for outdoor relaxation. The city has vibrant community events and a growing arts scene worth experiencing.
How is the weather in Berwyn?
Berwyn has cold winters around 19–33°F (-7–0°C) and warm summers reaching 68–85°F (20–29°C). Pack layers for spring and autumn, which bring mild temperatures and occasional rain.
When is the best time to visit Berwyn?
Late spring through early autumn is often recommended for mild weather, outdoor activities, and local festivals. Winter is quieter, with chilly temperatures suited for indoor experiences.
What are the best places to visit in Berwyn?
Berwyn has vibrant public murals in the Depot District, community parks for relaxing outdoors, and a variety of galleries that highlight local creativity. The area is known for independent shops, neighborhood coffee spots, and historic architecture throughout the community.
What are some hiking trails in Berwyn?
Berwyn has walking paths in neighborhood parks for leisurely strolls, and wooded trails can be found in nearby forest preserves. Local residents often enjoy exploring these green spaces throughout the year.
What are some family activities we can do in Berwyn?
Explore playgrounds and community centers for hands-on activities, enjoy story hours at the Berwyn Public Library, and visit kid-friendly local eateries. Seasonal events invite families to connect with Berwyn’s welcoming community.
What are some of the best day trip ideas from Berwyn?
Many visitors explore nearby forest preserves for nature walks, visit museums in the surrounding area, or experience the vibrant city life of Chicago. Botanical gardens and historic neighborhoods around Berwyn are frequently suggested.
Are there any pet friendly accommodations available in Berwyn?
Berwyn has pet-friendly stays, especially in residential neighborhoods and private homes. Look for listings that welcome pets and provide easy access to parks for walks.
What are some local tips for visiting Berwyn?
Consider exploring Berwyn on foot to discover public murals and independent shops in the Depot District. Local farmers’ markets and street festivals are a great way to experience the area’s community vibe.
What is Berwyn known for?
Berwyn is known for its historic Route 66 ties, lively Depot District, and a tradition of community events. Public art and mid-century architecture add distinctive character to the city’s landscape.
What are the best hidden gems to explore in Berwyn?
Discover smaller art galleries, quirky vintage shops, and locally owned cafés tucked around the Depot District. The city’s public murals and community theater performances are also frequently suggested for visitors looking for unique experiences.
What are the best foods to try in Berwyn?
Berwyn has locally rooted flavors including classic Chicago-style pizza, diverse Latin American and Eastern European dishes, and casual diners serving community favorites. Bakeries in town are known for sweet pastries and fresh bread.
What should I bring for a trip to Berwyn?
Pack comfortable walking shoes for exploring neighborhoods, layers for variable temperatures, and rain gear in spring and autumn. Having a reusable water bottle and sun protection is also often recommended.
What is the nightlife in Berwyn like?
Berwyn has laid-back lounges, locally owned bars, and venues hosting live bands or community performances. The Depot District is known for its vibrant nightlife scene with casual eateries and music events.
What are the most popular events or festivals in Berwyn?
Berwyn hosts music festivals, art fairs, and community parades, often centered around the Depot District and public parks. Summer block parties and seasonal celebrations draw neighbors and visitors together throughout the year.
Are there family friendly vacation rentals in Berwyn?
Berwyn has vacation rentals suited for families, such as spacious homes and apartments near parks and playgrounds. Many hosts provide amenities like full kitchens and child-friendly spaces to make group stays comfortable.
Quick stats about vacation rentals in Berwyn
Total vacation rentals
Explore 120 vacation rentals in Berwyn
Nightly prices starting at
Berwyn vacation rentals start at $14 CAD per night before taxes and fees
Verified guest reviews
Over 7,050 verified reviews to help you choose
Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities
Pet-friendly vacation rentals
Find 30 rentals that welcome pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
110 of Berwyn vacation rentals include wifi access
Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Berwyn rentals
4.8 Average rating
Berwyn stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Chicago Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Indianapolis Vacation rentals
- Southern Indiana Vacation rentals
- Detroit Vacation rentals
- St. Louis Vacation rentals
- Columbus Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Navy Pier
- Six Flags Great America
- 875 North Michigan Avenue
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Oak Street Beach
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- The Beverly Country Club
- Museum of Science and Industry
- Brookfield Zoo
- Wilmot Mountain Ski Resort
- Willis Tower
- Illinois Beach State Park
- Washington Park Zoo
- The 606