
Apartment vacation rentals in Berwyn
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Top-rated apartment rentals in Berwyn
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Walk to Oak Park from Our Sunny Turn of the Century Apt
Soak up the vintage charm of this apartment dating back to 1908. This newly remodeled space is an elegant retreat, featuring 10-foot ceilings, local art treasures, and plush linens. A relaxing outdoor lounge area awaits after a busy day exploring. Pets are welcome on a case by case basis (contact host). The space is a charming two bedroom, one bathroom first-floor unit in a two unit historic home built in 1908. The apartment combines historic details with modern conveniences such as central heat and air, a dishwasher and washing machine and dryer access. The Monroe House is a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 25 minute train ride away. The condo includes additional amenities such as: •Smart TV for watching any account may you have (Netflix, Hulu etc...) •Central Air conditioning •Front and back porches for your enjoyment •Washer and dryer on site Just to the east lies historic Oak Park, and an array of attractions such as: •Brookfield Zoo •Chicago Architecture Foundation •Ernest Hemmingway Museum and Birthplace •Frank Lloyd Wright Home and Studio •Frank Llyod Wright’s Unity Temple •Oak Park Conservatory After taking in the local attractions, Chicago is only a train ride away, and it offers such noteworthy experiences as: •Shedd Aquarium •Architecture River Cruise •Skydeck Chicago •Navy Pier •The Field Museum •John Hancock Observatory •Adler Planetarium •Art Institute of Chicago •The Museum of Science and Industry You will have access to the entire unit and the basement so you can use the washing machine and dryer. We also have a back patio with a chiminea, patio table that seats 6, and a grill/smoker. You are welcome to use the backyard at anytime during your stay. We live in the top unit and are as available as you need. That being said, we very much respect your privacy and will not be checking in with you in person unless you request it. It is located in the Madison district, with acclaimed restaurants, pubs, and unique boutiques. Downtown Chicago is a 25-minute train ride away. The local brewery across the street offers delicious beers and creative meals for the whole family. We have a parking pad located behind our building. You can fit two cars on your side of the parking pad if they are parked in tandem. Some street parking is also available. We are located .4 miles from the CTA Blue Line train - Forest Park Stop. It is about a 6 - 10 minute walk from the flat. You can also take an Uber/Lyft into the city. It is about a 15 - 25 minute ride and it costs between $15 and $25. We are located about one mile from the Metra Station (Union Pacific West) and CTA Green Line - Oak Park Stop. Third bed is a queen sleeper sofa. We provide sheets and blankets for the sleeper sofa. You can smoke in the backyard. An ashtray is provided.

Bright & Gorgeous- 5* Location- Queen Beds - Pkg
Leave your worries behind at this peaceful, secure retreat with plenty of space to relax. 2nd-FLOOR DUPLEX UP to THE 3rd FLOOR. Just a 15-minute drive to/from downtown. Easily walk to everything: -Groceries, sushi, coffee shop, brewery -Nightlife, live music, and great food - Playgrounds, parks, public pool, & tennis courts Enjoy all the comforts of home in a charming, urban-suburban mix. - Only 1.5 blocks to the Oak Park Av. CTA "L" Blue Line stop & I-290 Housebroken dogs welcome.

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

City-Accessible Basement Retreat
Discover a perfect mix of small-town charm and city life in this cozy basement unit. Situated just a 7-minute walk from the train station, downtown Chicago is easily accessible for work/leisure. The neighborhood is a treasure trove of local restaurants, bars, and stores, ensuring you're never far from what you need. A convenient gas station/store is right behind your home for quick needs. Ideal for a simple, connected lifestyle with the city’s pulse at your doorstep. Your urban retreat awaits!

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! (Yes, I truly needed to add the “no glitter” rule! (You can only imagine!)

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.

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.

Studio Apartment in Oak Park
Nestled in Oak Park's historic district, this charming studio apartment is within walking distance of cafes, shops, restaurants, a movie theater, and the CTA/Metra for city and suburban excursions. Featuring a comfortable queen-sized bed, a newly updated full bathroom, and a kitchenette, it sits mere steps from Ernest Hemingway's childhood home and a few blocks from Frank Lloyd Wright's residence and studio. Enjoy the serenity of this historic home and its hidden garden oasis.

Chicago-Style, Vintage, Cable & NFL PASS 42-1
→ Introducing our newly renovated and furnished apartment unit nestled in the charming Oak Park Art District. Richly characteristic brick building, Chicago style, situated in a safe and quiet neighborhood. ★ Property Features: • One block away: Oak Park Art District • Vintage Chicago style brick building • Safe, quiet neighborhood • Newly renovated and furnished • Smart TV with Cable • Free Laundry Room • Free Parking for short stays, long stays limit spots please confirm.

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.

Train ride to Chicago, welcome home
The garden apartment is small but mighty! It features a full kitchen and bathroom and a laundry facility onsite. You can walk 10 minutes to the blue line to Chicago. Large yard with an outdoor cabana and seating areas. Close to park and grocery store. Please make sure you are accurate on your guest count, do not put one guest when there will be 3 (for example). Welcome to my slice of heaven in Forest Park!

Enjoy the Chicago | Modern 2 Bedroom Apartment
This is a unique and spacious two-bedroom apartment with high ceilings, a large kitchen and living room, offering everything you might need, along with a convenient work area. Each bedroom is equipped with TVs. In the living room, there's a 65" OLED TV for a cinema experience. Easy access to the highway and just 20 minutes from downtown Chicago. Our neighborhood is safe and quiet.
Popular amenities for Berwyn apartment rentals
Weekly apartment rentals

Artful Abode: Cozy & Stylish Stay

Apartment in Chicago Area

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

Cozy Garden Unit with Private Entrance

Cozy 2BR |Near Downtown Chicago Sleeps 7 +Parking

House to Relax

Historic 5BR Berwyn Home with Modern Comforts

Treetop Oasis With Parking Walk To Town & Train
Private apartment rentals

2 BDRM Quiet Berwyn Apt w/ Free Garage

De-Lima Quaters: Ideal For All Groups

The Lantern: Ultimate 2 Bed Forest Park Escape!

2BR | Free Parking | Near Midway & SeatGeek

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

Spacious, Renovated Suburban 2-Bed Near Chicago

Friendly Rock ’n’ Roll Retreat

Charming 1-Bedroom in Worth, IL
Apartment rentals with a hot tub

Private Room/Bath 20min to O'Hare Pool/Full Gym

Jacuzzi , private master bath and master bedroom

Luxurious Condo at lakeshore

Executive Retreat Gym Sauna Whirlpool Steam Shower
When is the best time to visit Berwyn?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$17,777 GYD | G$19,032 GYD | G$20,495 GYD | G$18,613 GYD | G$22,587 GYD | G$24,051 GYD | G$25,097 GYD | G$24,260 GYD | G$22,169 GYD | G$22,169 GYD | G$20,495 GYD | G$20,914 GYD |
| 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 apartment rentals in Berwyn

Total vacation rentals
Explore 70 vacation rentals in Berwyn

Nightly prices starting at
Berwyn vacation rentals start at G$6,274 GYD per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Berwyn vacation rentals include wi-fi 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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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach





