Aerial panorama of Chicago, Illinois skyline at sunset. Chicago is the most populous city in the U.S. state of Illinois and in the Midwestern United States.

Berwyn Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Berwyn vacation rentals

Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport

Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
Stickney
9.0 out of 10, Wonderful, (2 reviews)
"100% recommend "
United States
Ana Maria I.
The price is ¥19,222
¥49,377 total
includes taxes & fees
Jun 22 - Jun 23
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport

Chicago Third Floor Studio by 747 Lofts

Chicago Third Floor Studio by 747 Lofts
2.0 star property
West Town
9.8 out of 10, Exceptional, (7 reviews)
"Clean, easy to check in, all the household items you’d expect"
United States
Jason
The price is ¥21,696
¥51,719 total
includes taxes & fees
Jun 18 - Jun 19
Chicago Third Floor Studio by 747 Lofts

River North Rooftop With In and Out Parking 1

River North Rooftop With In and Out Parking 1
Downtown Chicago
9.8 out of 10, Exceptional, (6 reviews)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is ¥36,072
¥77,861 total
includes taxes & fees
Jul 15 - Jul 16
River North Rooftop With In and Out Parking 1

3BR Luxury Suite w/Gym and Balcony

3BR Luxury Suite w/Gym and Balcony
Downtown Chicago
9.4 out of 10, Exceptional, (30 reviews)
"A wonderful place to stay and everything was so perfect! Could not recommend staying here enough! "
United States
Cassidy L.
The price is ¥57,266
¥119,760 total
includes taxes & fees
Jul 1 - Jul 2
3BR Luxury Suite w/Gym and Balcony

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (20 reviews)
"Great place! The location is perfect. The apartment was comfortable for 5 people. Love the king beds in each room.It was clean and the staff was very helpful.Would definitely stay here again!"
United States
valerie h.
The price is ¥53,705
¥114,767 total
includes taxes & fees
Jun 18 - Jun 19
Spacious 4BR Central Apartment w/ Skyline Views

River North Rooftop With In and Out Parking 5

River North Rooftop With In and Out Parking 5
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"Everything was amazing, property was even better than expected"
United States
Jacob
The price is ¥45,210
¥91,510 total
includes taxes & fees
Jul 9 - Jul 10
River North Rooftop With In and Out Parking 5

Modern West Loop Gem-City Views & Prime Location 4

Modern West Loop Gem-City Views & Prime Location 4
Downtown Chicago
10.0 out of 10, Exceptional, (9 reviews)
"Amazing accommodation"
United States
Jiri N.
The price is ¥83,734
¥171,639 total
includes taxes & fees
Jul 2 - Jul 3
Modern West Loop Gem-City Views & Prime Location 4

LIVN West Loop Chicago Queen Superior Studio

LIVN West Loop Chicago Queen Superior Studio
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"The service was top notch at this property. The hosts were super responsive and professional. The location was incredible. Loved being able to cook in the apartment. The apartment was newly renovated and very urban chic. "
United States
Michelle R.
The price is ¥33,667
¥45,263 total
includes taxes & fees
Jun 21 - Jun 22
LIVN West Loop Chicago Queen Superior Studio

The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (137 reviews)
"Perfect place to stay!"
United States
Anton
The price is ¥27,023
¥30,936 total
includes taxes & fees
Jun 22 - Jun 23
The Gem Museum Suites

South Loop Rooftop With In and Out Parking 2

South Loop Rooftop With In and Out Parking 2
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay! Parking was easy and secure. The building was super clean and had lots of amenities. Host was very responsive to messages and very accommodating to our last minute schedule changes. "
United States
Kara V.
The price is ¥60,280
¥121,288 total
includes taxes & fees
Jul 17 - Jul 18
South Loop Rooftop With In and Out Parking 2

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.6 out of 10, Exceptional, (62 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
The price is ¥30,621
¥64,623 total
includes taxes & fees
Jul 9 - Jul 10
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is ¥68,136
¥91,467 total
includes taxes & fees
Jun 21 - Jun 22
LIVN Millennium Park Downtown Chicago 2BR

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (6 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ¥28,487
¥50,425 total
includes taxes & fees
Jun 30 - Jul 1
The Oak Park Loft

Premium Urban 4BR - Perfect Mix of Comfort & Location

Premium Urban 4BR - Perfect Mix of Comfort & Location
Near North Side
10.0 out of 10, Exceptional, (1 review)
"Nice place, clean property, great views "
United States
Zach L.
The price is ¥87,103
¥161,524 total
includes taxes & fees
Jul 9 - Jul 10
Premium Urban 4BR - Perfect Mix of Comfort & Location

Gold Coast Hideaway | Vintage & Inviting Studio

Gold Coast Hideaway | Vintage & Inviting Studio
Downtown Chicago
The price is ¥22,284
¥40,865 total
includes taxes & fees
Jul 6 - Jul 7
Gold Coast Hideaway | Vintage & Inviting Studio

Downtown Chicago Stay with Free In & Out Parking 3

Downtown Chicago Stay with Free In & Out Parking 3
Downtown Chicago
10.0 out of 10, Exceptional, (7 reviews)
"Perfect Stay!"
United States
Miyauna G.
The price is ¥37,996
¥90,624 total
includes taxes & fees
Jun 21 - Jun 22
Downtown Chicago Stay with Free In & Out Parking 3

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is ¥55,245
¥102,861 total
includes taxes & fees
Jun 22 - Jun 23
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Robertsdale
9.8 out of 10, Exceptional, (27 reviews)
"I had a fun stay "
United States
Jusu K.
The price is ¥25,842
¥35,592 total
includes taxes & fees
Jun 28 - Jun 29
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.

Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago
Edgewater
9.6 out of 10, Exceptional, (82 reviews)
"Great stay i loved it"
United States
Cedes W.
The price is ¥19,490
¥33,948 total
includes taxes & fees
Jul 5 - Jul 6
Cozy studio in Andersonville Chicago

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,191 reviews)
"Great location"
United States
JAVIER
The price is ¥28,481
¥38,140 total
includes taxes & fees
Jul 7 - Jul 8
Sentral Michigan Avenue
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Berwyn Hotel Reviews

Find out more about Berwyn

Search for holiday rentals in Berwyn on Expedia! You can easily find your home rentals, villas, holiday apartments in Berwyn using one of the methods below:

  • View our selection of featured holiday rentals in Berwyn
  • Use the map to find apartments and other holiday homes in the Berwyn neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Berwyn while they last

Look no further and take a look at our great range of rental properties in Berwyn!

Frequently asked questions

Are there vacation rentals in Berwyn?

Yes, we offer vacation rentals near the most popular attractions in Berwyn, or you can choose a secluded option if you'd like a relaxing place to stay. Berwyn is known for its live music and churches. Make sure you have time to check out the shopping and restaurants during your trip.

What are some of the best vacation rentals that Berwyn has to offer?

4BR Modern Urban Escape, Walk to Zoo, Lakefront & Red Line: This vacation home rental outside of Berwyn is located in the city center and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Berwyn?

With 19 Expedia vacation rentals, you're sure to find just the right place for your Berwyn stay.

What’s there to see and do in Berwyn?

Enjoy the area's cultural attractions such as Madison Street Theatre, or get outdoors into nature at a spot like Grant Park. While in the area, you can also visit popular places like Soldier Field and Michigan Avenue.

What’s a vacation rental in Berwyn like?

A vacation rental is a private property where you can stay for short or long periods in Berwyn. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.