A city skyline with modern skyscrapers, a river, and a marina.

Berwyn Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Berwyn vacation rentals

A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

1. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.4 out of 10, Exceptional, (8 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is P11,185
P19,806 total
includes taxes & fees
Oct 27 - Oct 28
The Oak Park Loft
A spacious living room with a grand piano, a comfortable sofa, and a dining area with a chandelier.

2. Historic Oak Park Home

Historic Oak Park Home
2.0 star property
Oak Park
8.8 out of 10, Excellent, (6 reviews)
"The owner was awesome. Convenient parking and beautiful area! Will definitely make a reservation again."
United States
Janette
The price is P11,293
P19,929 total
includes taxes & fees
Oct 27 - Oct 28
Historic Oak Park Home
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

3. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is P15,218
P29,860 total
includes taxes & fees
Oct 28 - Oct 29
Classic Forest Park Foursquare < 1 Mi to Blue Line
A modern building with the name 'SENIORAL' prominently displayed on the facade.

4. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,374 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is P9,029
P10,599 total
includes taxes & fees
Nov 9 - Nov 10
Sentral Michigan Avenue
Lake

5. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (68 reviews)
"First time staying there and we absolutely loved our stay. We will definitely be going back."
United States
Iliana
The price is P11,256
P16,527 total
includes taxes & fees
Nov 9 - Nov 10
Kasa Lake Shore Chicago
A modern living room with a fireplace, a dining area with a wooden table and chairs, and a kitchen with a white railing.

6. Wrigleyville Suites

Wrigleyville Suites
2.0 star property
Lakeview
7.6 out of 10, Good, (64 reviews)
"terrible experience i need my money back, I cant check in at all please give me back my money"
United States
Jainul
The price is P10,074
P11,826 total
includes taxes & fees
Nov 3 - Nov 4
Wrigleyville Suites
A modern kitchen with a large island, bar stools, and a city view.

7. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (541 reviews)
"Great location, very clean, loved the gym and cafe!"
United States
Kerry
The price is P16,244
P20,624 total
includes taxes & fees
Nov 1 - Nov 2
Level Chicago – Old Town
A spacious hotel lobby with a high ceiling, chandeliers, and a bar area.

8. The Gem Museum Suites

The Gem Museum Suites
3.5 star property
Downtown Evanston
9.4 out of 10, Exceptional, (288 reviews)
"Very charming hotel we really enjoyed having breakfast in the morning and ability to have a bottle of wine with dinner at Knight and our bag was very comfortable and nice having the ability to open the window and have some fresh air all in all very charming"
United States
Kathleen
The price is P14,439
P16,530 total
includes taxes & fees
Oct 30 - Oct 31
The Gem Museum Suites
Terrace/patio

9. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (13 reviews)
"The apartment was clean and had everything we needed for a comfortable stay. Highly recommended!"
Italy
Marco
The price is P13,393
P22,315 total
includes taxes & fees
Oct 29 - Oct 30
At Home in Oak Park
A building with a white exterior and a tree with white blossoms in front.

10. Historic Oak Park Residence

Historic Oak Park Residence
2.0 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"The house is in an amazing neighborhood, easy access to subway, extremely clean and great follow-up and follow through communication with owner!"
United States
Ann-Marie
Historic Oak Park Residence
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.
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Top Berwyn Hotel Reviews

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

8/10 Good
"My sister and I went on a trip to Chicago for 3 days. Our stay was quite nice. Everythin went as planned. The price of the room with all the extras was exceptional. We are treated to a beautiful breakfast every morning. Each of us got a free drink each night and we got a dinner credit for each night. We went to the Sky lounge which is just lovely and had our drinks and some really good bar food. The bartender Cade was so nice and helpful. We really enjoyed our time. Our was a little worn and dated, but it was comfortable and clean and quiet..,"
Nellie 3-night trip
Posted 3 hours ago
The Chicago Hotel Collection - Magnificent Mile

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.

How many vacation rentals are there in Berwyn?

With 14 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 Distro Music Hall, or get outdoors into nature at a spot like Millennium Park. While in the area, you can also visit popular places like Soldier Field and Wrigley Field.

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.