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

Berwyn Holiday Rentals

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Check prices for these dates

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

Our top choices for Berwyn holiday 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 S$302
includes taxes & fees
28 Oct - 29 Oct
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 S$378
includes taxes & fees
27 Oct - 28 Oct
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 S$608
includes taxes & fees
14 Oct - 15 Oct
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, (1,368 reviews)
"Perfect location to stay at if attending the bears games !"
United States
Jacob
The price is S$235
includes taxes & fees
10 Nov - 11 Nov
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, (63 reviews)
"Location is perfect"
United States
Mary
The price is S$349
includes taxes & fees
1 Nov - 2 Nov
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, (63 reviews)
"We had a great stay! Perfect location for cubs games and hanging out in wrigleyville."
United States
Kate
The price is S$239
includes taxes & fees
3 Nov - 4 Nov
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, (540 reviews)
"Great location, very clean, loved the gym and cafe!"
United States
Kerry
The price is S$448
includes taxes & fees
2 Nov - 3 Nov
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, (285 reviews)
"Really helpful staff, really nice rooms."
United States
Archita
The price is S$336
includes taxes & fees
12 Nov - 13 Nov
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, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is S$423
includes taxes & fees
27 Oct - 28 Oct
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
The price is S$517
includes taxes & fees
18 Oct - 19 Oct
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 Wade

The Wade

10/10 Excellent
"Will definitely book again"
Brittney 2-night trip
Posted 5 hours ago
The Wade

Frequently asked questions

Are there holiday rentals in Berwyn?

Yes, there are holiday rentals close to the most popular sights in Berwyn, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals are there in Berwyn?

With 14 Expedia holiday rentals, you're guaranteed 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 such as Soldier Field and Wrigley Field.

What’s a holiday rental in Berwyn like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Berwyn. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for families.