
Apartment holiday rentals in Berwyn
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Top-rated apartment rentals in Berwyn
Guests agree: these apartments are highly rated for location, cleanliness and more.

1 bedroom garden apartment in Forest Park
Unique private garden apartment in our single family residence. Great location approximately 8 miles directly west of downtown Chicago. Close to shopping, dining, entertainment and public transportation to the city. One bedroom & best for 2 people but could sleep 3 ($50 fee) for short stays. It's important to note that this is a garden/ground/lower level apartment. The ceilings are relatively low at 6.5'. This would not be the best space for tall people. Free parking in front of the house.

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 very spacious 2nd floor. Apt. Can sleep upto 6 ppl. Inflatable bed added for 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 18 min •Brookfield Zoo 15 min Away •Midway Airport 15 min •O’Hare Airport 30 min •Mall 10 min •Loyola Hospital

Sunny 1 bedroom apartment 1 block from restaurants
This sunny second floor apartment perched in an 1890’s farmhouse offers traditional charm with many contemporary touches. It showcases a variety of original art. Located on a quiet street but just steps away from restaurants, bars and shops, off-street parking is included. Two nearby trains provide easy access to downtown Chicago and O’Hare Airport. An enclosed porch directly off the kitchen overlooks a beautiful prairie garden. You can relax on the backyard patio with gas grill and fire pit.

Circle Back Modern Apartment
Sit on your leafy private patio and enjoy your coffee before heading out to the city- or wind down at the end of the day with a cold beer. Steps to coffee shops, neighborhood pubs, and the Blue Line train this beautifully updated and decorated apartment is the perfect landing pad for your Chicago adventure. FREE off-street parking, free in-unit laundry, a cute coffee station- basically every amenity we could think of! This will be the place you want to stay every time you visit Chicago.

Home in Forest Park downstairs.
Enjoy a private ground floor apartment which is centrally-located with easy access , to the city. You will have a functional kitchen, laundry facility outside your back door and fast internet. Forest Park is located about 20 minutes from downtown Chicago and about 30 minutes from O’Hara international airport. You are within walking distance of many boutiques, restaurants, parks and also public transportation. Please make a note that there will be a $30 per guest fee if more than four.

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.

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

Cheerful Oak Park Apartment
Welcome to our lovely space, located above a unique piano restoration shop. Spacious and relaxing, with plenty to enjoy staying in, and 5-minutes walking distance to cafes, grocery, bars, restaurants, and more. The apartment is down the street from a Botanic Garden, and there is a nice arts district nearby. Easily accessible to downtown Oak Park and Chicago with nearby public transportation and expressway (downtown Chicago is about 25-35 min. drive, 35-45 min. by train).

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy
Enjoy a fully renovated first-floor 2-bedroom apartment on a peaceful, tree-lined street. Clean, modern, and designed for comfort and tranquility. Steps from dining and shopping, with easy access to the Metra, CTA Pink Line, and direct bus to Midway. Downtown Chicago is 20 minutes away; the United Center and Soldier Field just 15 minutes. A stylish, private retreat combining luxury, comfort, and convenience. Along with a designated parking spot on property.

Private apartment with retro vibe
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

The Cosmopolitan Unit
Feel like you traveled all around the world by visiting our Cosmopolitan Unit. Each bedroom is inspired by different city from all around the globe. 3 bedroom apartment with fully equipped kitchen. Fast wi-fi and TV in each bedroom. For those who enjoy working out while on vacation, we even have a Peloton bike. This second floor apartment is located within 15-20 min drive from downtown Chicago. Public transportation and restaurants within walking distance.

Mid-Century Charm. Near Chicago. Low Cleaning Fee!
Step back in time a bit with our charming 2nd floor walk-up in a quiet, safe suburb. Parking included on-site. Vintage, welcoming vibe. We're a 20-30 minute drive to downtown Chicago (depending on traffic). The unit is on the 2nd Floor and is separate from the rest of the house (we live on the 1st floor). 1 Dedicated Guest Parking spot (included). Additional Free Parking is available. Great wifi. 3-season back porch. Record Player (Real Vinyl!)
Popular amenities for Berwyn apartment rentals
Weekly apartment rentals

2 BDRM Quiet Berwyn Apt w/ Free Garage

Guest Favorite Stay in Oak Park| In Unit Laundry

Serene 1-Bedroom Suite in Oak Park (Free Parking!)

Spacious Westchester Duplex for Group & Family

Cozy Garden Unit with Private Entrance

Treetop New Reno Sleeps 5 • Parking • Near Chicago

Historic 5BR Berwyn Home with Modern Comforts

Luxurious apartment in great central location!
Private apartment rentals

Designer Garden Unit in Bridgeport

Cozy apartment, Maywood. Non-smoking

Well-Equipped 2BR Unit with Parking

Apartment in Chicago Area

Clean and Comfy Updated Apt in Convenient Location

2 bd/1 bth Cozy Guest Suite w/ Free Parking & W/D

2nd Floor Apartment in the Heart of Oak Park

LIVN Millennium Park Downtown Chicago 1 BR
Apartment rentals with a hot tub

Super Paradise+65 Amenities*Downtown 15 Min

The Aerial Oasis (Indoor Pool • Fitness Center)

Skyline Oasis: City & Lake Views

33rd-Floor Penthouse with Breathtaking Views

Level One Bedroom Suite | Fulton Market

Spacious 1BR | 1 Garage Parking | Nightlife nearby

Belmont Pleasures - hot tub / arcade gaming room

420 friendly apt with 2 queens,1 full,1 twin bed
When is the best time to visit Berwyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $97 SGD | $97 SGD | $111 SGD | $114 SGD | $138 SGD | $147 SGD | $153 SGD | $148 SGD | $135 SGD | $135 SGD | $125 SGD | $128 SGD |
| 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 |
Quick stats about flat rentals in Berwyn

Total holiday rentals
Explore 70 holiday rentals in Berwyn

Nightly prices starting at
Berwyn holiday rentals start at $38 SGD per night before taxes and fees

Verified guest reviews
Over 4,740 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
70 of Berwyn holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Berwyn rentals

4.8 Average rating
Berwyn stays are highly rated by guests – averaging 4.8 out of 5!
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- House rentals Berwyn
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- Rentals with a patio Berwyn
- Pet-friendly rentals Berwyn
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Chicago River Walk
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- University of Chicago
- Wilmot Mountain Ski Resort
- Garfield Park Conservatory
- Frank Lloyd Wright Home and Studio
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower




