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Berwyn places to stay

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Top-rated places to stay in Berwyn

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Loft in Forest Park

4.96 out of 5 average rating, 485 reviews

Walk to Oak Park from a Bright Madison Street Loft

Crowned "The best in neighborhood dining" according to a 2008 Chicago Tribune readers poll, the variety of Forest Park restaurants offer something for everyone. The unit is a charming two bedroom, two bath loft a stone’s throw from historic Oak Park and just three blocks from the CTA Blue Line making downtown Chicago a 20 minute train ride away. The condo includes additional amenities such as: - Elevator in building •Secure front and back entrances. •One assigned parking spot in the back of the building. •Full kitchen with stainless steel appliances (stove, dishwasher, refrigerator), cookware, and dinnerware. •Granite countertops. •Two full bathrooms. The master bathroom includes a Jacuzzi tub. •Two full bedrooms. Both have queen sized beds. •Smart TV with cable access and access to Netflix. •Central Air conditioning •Working fireplace •Balcony with a view of downtown Chicago's skyline •Washer and dryer in unit. Just to the east lies historic Oak Park, which offers 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 soaking up some attractions in Oak Park, Chicago is only a short twenty minute 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 The loft and both doors to our building have key-less entry pads. We will email you your personal entry code along with check in instructions a couple days before your arrival. Each guest is given their own personal code. Codes are programmed the day of check in and deleted shortly after check out. We are as available as you need. Centrally positioned in the Madison Street shopping and dining district, the loft is conveniently surrounded by local eateries and pubs within minutes of downtown Chicago and the United Center, and just blocks from the CTA blue line. We are located half a mile from the L - Blue Line. We are the Forest Park Stop on the blue line. The blue line will take you into the city. It is about an 8 to 10 minute walk from the loft. An Uber/Lyft ride into the city ranges from $15 to $25 and takes around 15 to 20 minutes. We are one mile from the Metra train line (Union Pacific - West). The Metra dead ends into Union Station. There are a number of Metra lines that take you to surrounding suburbs. We are also one mile from the Green Line - Oak Park Stop. The Green Line is another line on the L. The third bed is a queen sleeper sofa. There is a strict no smoking policy in our building. You can not smoke on the balcony - it will result in a $500 fine. The neighborhood is vibrant in the summer and sound can travel into the unit.

Rental unit in Berwyn

4.86 out of 5 average rating, 177 reviews

Wifi, work from home, spacious, clean, W/D

Chicago has been voted Best Big City in the U.S. by for a historic 6 years in a row! Our space offers things like fast wifi, a comfortable workspace, and/or is suitable for children, our cleaning lady is immaculate. This is a Spacious, LARGE 2 bedroom 1 bathroom unit with assigned parking space, in the heart of Berwyn and in a safe multicultural neighborhood. Snacks, water, soft drinks and coffee. THIS APARTMENT has been professionally painted and has newer Close to Costco, markets and takeout.

Rental unit in Oak Park

4.88 out of 5 average rating, 149 reviews

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 footsteps - but I do try to be quiet. The space includes a bedroom, living area and a bathroom. Space is great if you are in town to work or for fun! Please contact me with any questions.

Rental unit in Berwyn

4.91 out of 5 average rating, 325 reviews

Private apartment with retro vibe

Gunderson Getaway is a cosy one BR apartment with some retro style touches in Berwyn a block from Oak Park. 2nd floor private apartment. Wifi, cable, premium channels. Full kitchen. Queen bed plus sofa & extra single bed 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, groceries, great bakery. NO smoking, candles or glitter! Pets MUST be pre-approved and never left alone.

Guest suite in Oak Park

4.9 out of 5 average rating, 450 reviews

Entire upstairs in Arts and Crafts Oak Park home

You have the use of the entire upstairs (with a separate, lockable private entrance) and bicycles. With two bedrooms, bathroom and a common area with a futon, table, fridge, microwave, coffee maker and kettle, it is flexible for individuals, couples, families or small groups. Free overnight parking. We're a quick walk to the CTA Blue line, coffee shops and restaurants, parks, musical venues, the Oak Park Arts District, and a quick drive to downtown. Our home is cozy, in a friendly neighborhood.

Home in Berwyn

4.99 out of 5 average rating, 113 reviews

Retro Modern Bungalow— fire pit + free parking

Experience the city in style at Retro Modern Bungalow. The perfect crash pad for up to four friends and two pups. Featuring two spacious bedrooms, each w/ a king bed + luxury linens, a propane fire pit and a fully fenced backyard. Enjoy central HVAC, hi-speed 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.

Rental unit in Forest Park

4.99 out of 5 average rating, 139 reviews

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.

Rental unit in Cicero

4.98 out of 5 average rating, 269 reviews

COZY 2Bdr Apt near MDW, Dwtn, United Ctr, Sox, Hwy

Located on a tranquil city side street, this property is walking distance to numerous restaurants and stores. Enjoy easy access to public transportation, including Metra train, CTA Pink Line, and a direct CTA bus to Midway Airport. Downtown Chicago is a mere 20-minute drive away, with the United Center and Soldier Field just 15 minutes away. Ideal for a quick getaway, an overnight stay before your flight, or an extended work assignment. Unwind on the patio, complete with a fire pit and grill.

Rental unit in Berwyn

4.88 out of 5 average rating, 184 reviews

Friendly Rock ’n’ Roll Retreat

Get creative in this music-inspired getaway above the iconic Friendly Music Community. Co-hosted by the <a href="https://news.airbnb.com/the-number-one-new-host-in-each-us-state/">2021 #1 Top Host in Illinois</a>. Explore the many instruments in the funky retreat, enjoy local live music in the bar, relax in the Coffee Lounge, take a music lesson at the Friendly Music School. Nearby: Frank Lloyd Wright Home/Studio, Birthplace of Ernest Hemingway, easy train to downtown Chicago and Mag Mile.

Rental unit in Forest Park

4.97 out of 5 average rating, 116 reviews

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 and best for 2 people but could sleep 3 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. Street parking in front of the house.

Rental unit in Berwyn

4.9 out of 5 average rating, 221 reviews

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.

Rental unit in Berwyn

4.99 out of 5 average rating, 267 reviews

Berwyn Betty Apartment

New to the market- this completely renovated apartment sits atop our Bath and Body workshop. Our small business began in our home 8 years ago and in 2016 it became too big to stay there. We bought this run down corner store building that sits on a double lot on a neighborhood street in south Berwyn. Over the next year, we completely renovated the building. The first floor is the home to our e-commerce business. The second floor was built with the traveller's needs in mind.

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Popular amenities for Berwyn places to stay

Laptop-friendly workspace

Air conditioning

Stay near Berwyn's top sights

FitzGerald's62 locals recommend

Buzz Cafe37 locals recommend

Oak Park Conservatory35 locals recommend

Walmart Supercenter32 locals recommend

SEN Sushi Bar27 locals recommend

Bodhi Thai Bistro25 locals recommend

Other great vacation rentals in Berwyn

Rental unit in Forest Park

4.87 out of 5 average rating, 78 reviews

City-Accessible Basement Retreat

Rental unit in Summit

4.96 out of 5 average rating, 71 reviews

2BR Apartment Near Chicago

Rental unit in Cicero

4.92 out of 5 average rating, 37 reviews

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

Home in Berwyn

4.87 out of 5 average rating, 15 reviews

European Custom Built Home 2 Bedrooms

Rental unit in Lyons

5 out of 5 average rating, 34 reviews

Beautiful & Private, 1bdrm, 1bath w/washer & dryer

Rental unit in Oak Park

4.97 out of 5 average rating, 92 reviews

Cheerful Oak Park Apartment

Rental unit in Berwyn

5 out of 5 average rating, 16 reviews

Sweet Home Chicago!

Condo in Berwyn

4.92 out of 5 average rating, 98 reviews

3-bedroom flat in Chicagoland’s Berwyn

Quick stats about vacation rentals in Berwyn

Total rentals
100 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
5.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace

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 20 house rentals with air conditioning in Berwyn. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Berwyn have wifi?
Absolutely! We offer over 30 house 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 Apartment Rentals in Berwyn?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 50 homes with air conditioning, over 50 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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