
Vacation rentals in Berwyn
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Top-rated vacation rentals in Berwyn
Guests agree: these stays are highly rated for location, cleanliness, and more.

Betty BnB
Free admission to The World's Smallest Betty White Museum! Oh, and a comfortable king-sized bed in a newly updated studio apartment. Centrally located in Oak Park, close to cafes and transit. Quiet, friendly neighborhood with ample street parking and a pub across the street. This is a basement unit with a kitchenette (NO STOVE/OVEN), cozy TV room, desk nook, and full bathroom. The bed is king-sized and has a firm mattress. The floors slope and there's no thermostat, but it's cute + welcoming

Retro Modern Bungalow | fire pit | free parking
Experience the city in style at our 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.

Private apartment with retro vibe
Gunderson Getaway is a cosy 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 alone.

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.

Clean & Cozy, Near, Train w/ Parking, Sleeps 4
Escape to an enchanting garden studio nestled in Oak Park's famous historic district. Discover our private urban farm with full gardens and 6 cheerful hens. Stroll to charming stores, cafes, and restaurants, or hop the nearby "L" for effortless Chicago adventures. Free parking, easy airport access. This serene, non-smoking studio with a kitchenette requires no check-out chores. No parties, 4 guests max. Booking age, 25 or at least one 5 ⭐️ review. Visit profile for more units.

A Little Slice of Heaven in Oak Park, IL
A private space with a fun vintage vibe. Located several blocks from the El and the Eisenhower, it’s really easy to access the city. It also includes free off-street parking which is a must. The space is located in my basement and has a private entrance. I do live in the house above so you will hear some noises including my dog - but we do try to be quiet. The space includes a bedroom, spacious living area and an updated bathroom. Please contact me with any questions

Beautiful Bungalow, Near Downtown Chicago
Beautiful, cozy, vintage home in a centrally located quiet neighborhood. Close to downtown Chicago, O'Hare and Midway Airports as well as many attractions, museums and great places to eat. This home includes High Speed Wifi, Full Kitchen, Full washer/dryer, tv's with streaming and a game loft full of board games and game consoles for all guests to enjoy. Contactless check-in and check-out with keyless entry. 3 Bedrooms, 4 queen beds, 1.5 baths. Sleeps 8 guests total.

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

Chic Retreat in Historic Victorian House-Park Free
This historic Queen Anne home built in 1889 is in the heart of Oak Park. Centrally located and within walking distance to all tourist attractions, public transportation, great restaurants, boutiques and grocery stores. It’s the perfect base for exploring Oak Park and Chicago Perfect for long-term stays. We kindly ask that you read our full listing description and our house rules prior to booking.

Like a Treehouse!
If you're coming to Illinois for any medical procedure that's no longer available in your home state, reach out to us about discounts. You'll feel like you're in a tree house in our 850 sq ft coach house, above our workshop/garage, behind our home in historic Forest Park, right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

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.

Cheerful Remodel Prime Location
Relax in this newly remodeled and beautifully decorated apartment while recharging from a long day of sightseeing in the big city! If you have a car, great, we have parking! If not, awesome, we are a block from the Green Line train to downtown! With a 5 minute walk to Whole Foods, Trader Joes, and downtown Oak Park, you can't get a better location than this!
Popular amenities for Berwyn places to stay
Stay near Berwyn's top sights
Other great vacation rentals in Berwyn

A Quiet Stay While You Are Away Oak Park

Chicago Buddha's Abode

Comfy One Bed Apartment in Forest Park

1920s fully updated unique open artist loft space

NEW Jade Haven in Berwyn/Riverside

Private Garden APT/ Cozy/Warm

Cozy Vintage Chicago-Style, 1 bed with Cable 40-1

House to Relax
When is the best time to visit Berwyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,387 ZAR | R1,473 ZAR | R1,524 ZAR | R1,559 ZAR | R1,953 ZAR | R2,038 ZAR | R2,192 ZAR | R2,072 ZAR | R1,884 ZAR | R1,747 ZAR | R1,610 ZAR | R1,541 ZAR |
| 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
Are there house rentals with a dedicated workspace in Berwyn?
Yes! Work meets play with ease at over 20 house rentals in Berwyn featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Berwyn?
Experience the best of Berwyn with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Berwyn have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Berwyn. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Berwyn have wifi?
Absolutely! We offer over 60 apartment rentals with wifi in Berwyn. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly apartment rentals in Berwyn?
Four-legged friends are welcome in Berwyn. Choose from more than 10 apartment rentals for guests traveling with pets.
What are the most popular amenities for House Rentals in Berwyn?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 30 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 R171 ZAR 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Berwyn vacation rentals include wi-fi 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!
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- Lincoln Park
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- Navy Pier
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- The Field Museum
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- Willis Tower
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- The 606




