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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Guest favorite

Loft in Forest Park

4.96 out of 5 average rating, 463 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.

Dec 9 – 16

$110 per night

Guest favorite

Home in Berwyn

4.92 out of 5 average rating, 237 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.

Sep 5 – 12

$82 per night

Guest favorite

Guest suite in Oak Park

4.89 out of 5 average rating, 402 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.

Dec 7 – 14

$101 per night

Guest favorite

Guest suite in Chicago

4.98 out of 5 average rating, 111 reviews

Gorgeous Studio 15 Minutes From Ohare!

Private, cozy and spacious studio apartment. This wonderful apartment is clean and ready to be your home away from home in Chicago! Full kitchen and bath! Spacious Backyard! Free Parking! On a beautiful treelined street in the Dunning neighborhood. Great for couples & business travelers! Close to great restaurants and parks, Rosemont Convention Center (10 minutes), O’ Hare Aiport (15 minutes), Downtown (35-45minutes). *Travel times are non rush hour and can increase depending on time/events*

Sep 13 – 20

$77 per night

Guest favorite

Apartment in Berwyn

4.92 out of 5 average rating, 148 reviews

Friendly Rock ’n’ Roll Retreat

Get creative in this music-inspired getaway above the iconic Friendly Music Community. Co-hosted by the 2021 #1 Top Host in Illinois. 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.

Jan 3 – 10

$91 per night

Guest favorite

Apartment in Berwyn

4.87 out of 5 average rating, 137 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.

Jul 10 – 17

$87 per night

Guest favorite

Apartment in Berwyn

4.99 out of 5 average rating, 252 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.

Apr 2 – 9

$136 per night

Guest favorite

Apartment in Cicero

4.98 out of 5 average rating, 201 reviews

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

Quiet city side street. Walking distance to dozens of restaurants and stores. Walking distance to Public Transportation including Metra train, CTA Pink line, Direct CTA Bus to Midway Airport. You will be a short 20-minute drive to Downtown Chicago, 15 minutes to United Center or Soldier Field. Perfect for the quick getaway, the night before your flight, or even the long work assignment. Relax on the Patio with a fire pit and grill.

Mar 21 – 28

$106 per night

Guest favorite

Apartment in Forest Park

5.0 out of 5 average rating, 217 reviews

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 (with "The Mayberriest Downtown!"- Chicago Magazine), right next to Oak Park. Just 8 miles west of Downtown Chicago, convenient to I-290 and the Blue Line train.

Oct 14 – 21

$98 per night

Guest favorite

Apartment in Oak Park

4.88 out of 5 average rating, 128 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. 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.

Feb 25 – Mar 4

$85 per night

Guest favorite

Apartment in Berwyn

4.92 out of 5 average rating, 200 reviews

“Dream slice of urban homesteading.”

The perfect jumping off point for exploring Chicago, we are located in hidden gem Berwyn, just 2 blocks from the train station. Child-friendly, free parking & hot tub. Our home is also the site of a micro-flower farm, with pocket forest, native garden, fruit trees and kids play house. Our first floor apartment also has a crib, high chair, bunkbeds and free street parking.

Jan 11 – 18

$115 per night

Guest favorite

Apartment in Oak Park

4.86 out of 5 average rating, 247 reviews

Cosmopolitan Nest in Oak Park North Side

Whether visiting Oak Park's historic district or exploring the Windy City for the renowned museums and its nightlife, we welcome you into our home. You are guaranteed a peaceful stay in your own apartment with private entrance on the first floor in our single family home. We are a professional family who maintain a quiet residence. CTA public transportation just steps away.

Oct 3 – 10

$66 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Berwyn places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Berwyn's top sights

Lalo's Restaurant4 locals recommend

FitzGerald's62 locals recommend

MacNeal Hospital4 locals recommend

Cigars & Stripes BBQ Lounge3 locals recommend

Salerno's Pizza of Oak Park8 locals recommend

Lavergne's Tavern6 locals recommend

Other great vacation rentals in Berwyn

Guest favorite

Apartment in Forest Park

4.85 out of 5 average rating, 110 reviews

Home away from home downstairs

Jan 3 – 10

$101 per night

Guest favorite

Apartment in Forest Park

4.95 out of 5 average rating, 238 reviews

Mid-Century Charm. Near Chicago. Low Cleaning Fee!

Jul 13 – 20

$122 per night

Guest favorite

Home in Forest Park

4.91 out of 5 average rating, 222 reviews

Charming dog friendly 2-Bath Bungalow Near Chicago

Jun 20 – 27

$129 per night

Guest favorite

Townhouse in Oak Park

4.98 out of 5 average rating, 140 reviews

Lovely Central Oak Park TH w/parking & on Green el

Sep 16 – 23

$155 per night

Superhost

Apartment in Oak Park

4.84 out of 5 average rating, 493 reviews

Sunny Jumbo Studio NO cleaning fee!

Nov 5 – 12

$108 per night

Superhost

Apartment in Berwyn

4.85 out of 5 average rating, 114 reviews

2 bd/1 bth Berwyn Apt 20 mins frm Chgo

Jun 17 – 24

$155 per night

Guest favorite

Tiny home in Burr Ridge

4.92 out of 5 average rating, 239 reviews

Less is more! Pet friendly Tiny Home near Chicago!

Sep 29 – Oct 6

$111 per night

Guest favorite

Apartment in Oak Park

4.97 out of 5 average rating, 163 reviews

Chic Retreat in Historic Victorian House-Park Free

Jul 7 – 14

$138 per night

Show all

Other great vacation rentals in Berwyn

Guest favorite

Home in Berwyn

5.0 out of 5 average rating, 75 reviews

Retro Modern Bungalow | free parking | pets ok

Nov 12 – 19

$114 per night

Guest favorite

Condo in Berwyn

4.89 out of 5 average rating, 65 reviews

Picturesque Apartment in Berwyn

Dec 14 – 21

$118 per night

Guest favorite

Condo in Berwyn

4.93 out of 5 average rating, 74 reviews

3-bedroom flat in Chicagoland’s Berwyn

Nov 8 – 15

$129 per night

Guest favorite

Apartment in Lyons

5.0 out of 5 average rating, 17 reviews

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

Oct 9 – 16

$98 per night

Guest favorite

Apartment in Forest Park

4.99 out of 5 average rating, 88 reviews

Sunny 1 bedroom apartment 1 block from restaurants

Nov 6 – 13

$103 per night

Guest favorite

Apartment in Oak Park

5.0 out of 5 average rating, 65 reviews

Cheerful Oak Park Apartment

Aug 12 – 19

$124 per night

Guest favorite

Guesthouse in Oak Park

4.99 out of 5 average rating, 72 reviews

Stylish Coachhouse in lovely Oak Park!

Apr 20 – 27

$115 per night

Guest favorite

Apartment in Forest Park

4.87 out of 5 average rating, 15 reviews

City-Accessible Basement Retreat

Dec 20 – 27

$77 per night

Show all

Quick stats about vacation rentals in Berwyn

Total rentals
90 properties
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
5.5K reviews
Nightly prices starting at
$10 before taxes and fees

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Berwyn?
Yes! Work meets play with ease at over 10 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 apartment rentals in Berwyn?
Experience the best of Berwyn with our apartment rentals, starting at about $10 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 20 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 House Rentals in Berwyn?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Berwyn places to stay

Top-rated places to stay in Berwyn

Vacation rentals for every style

Apartments

Houses

Hotels

Popular amenities for Berwyn places to stay

Stay near Berwyn's top sights

Other great vacation rentals in Berwyn

Apartment in Forest Park

Apartment in Forest Park

Home in Forest Park

Townhouse in Oak Park

Apartment in Oak Park

Apartment in Berwyn

Tiny home in Burr Ridge

Apartment in Oak Park

Other great vacation rentals in Berwyn

Home in Berwyn

Condo in Berwyn

Condo in Berwyn

Apartment in Lyons

Apartment in Forest Park

Apartment in Oak Park

Guesthouse in Oak Park

Apartment in Forest Park

Quick stats about vacation rentals in Berwyn

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Are there house rentals with a dedicated workspace in Berwyn?

How much does it cost to stay in apartment rentals in Berwyn?

Do house rentals in Berwyn have air conditioning?

Do house rentals in Berwyn have wifi?

Are there pet-friendly apartment rentals in Berwyn?

What are the most popular amenities for House Rentals in Berwyn?

Destinations to explore