Berwyn Holiday Rentals

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Check prices for these dates

Tonight
2 Dec - 3 Dec
Tomorrow
3 Dec - 4 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Holiday Rentals in Berwyn

Indoor pool
Sentral Michigan Avenue

Aparthotel in Downtown Chicago

4.0 star property
9.2 out of 10, Wonderful, (997)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
The price is HK$784
HK$1,149 total
includes taxes & fees
7 Dec - 8 Dec
Sentral Michigan Avenue
Front of property – evening/night
Level Chicago – Old Town

Aparthotel in Downtown Chicago

4.0 star property
9.0 out of 10, Wonderful, (392)
"Clean room cool staff enjoyed my stay will come stay again. "
United States
Donald
Level Chicago – Old Town
Fridge, microwave, oven, stovetop
Sun-Drenched 1BR Apartment

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (2)
"Host was very friendly and informative. Place was clean and close to lots of fun. Trains loud and busy but knew that going in. "
United States
Tyler B.
The price is HK$428
HK$1,239 total
includes taxes & fees
4 Dec - 5 Dec
Sun-Drenched 1BR Apartment
Interior
Twice as Nice: Chic 2BR Stay with Style & Space

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (14)
"Host was easy to communicate with and very thoughtful. We were in town for a concert and they gifted us with ear protection for us all. Location was great too "
United States
Tiffany N.
The price is HK$483
HK$1,420 total
includes taxes & fees
7 Dec - 8 Dec
Twice as Nice: Chic 2BR Stay with Style & Space
Business centre
Kasa River North Chicago

Aparthotel in Downtown Chicago

4.0 star property
9.4 out of 10, Exceptional, (180)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Fridge, microwave, oven, stovetop
West Loop Living – Bright 1BR

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (3)
"Pretty cool place to stay for a short trip ! Everything was close to where we were which made traveling a lot easier. Apartment is a pretty decent size I would recommend just 2-3 people. You can easily contact the host about anything and they’ll respond within a timely manner. The only down side of this place was the shower cleanliness itself. Overall, cool place not bad at all definitely a quick trip kind of thing!"
United States
Majanique M.
The price is HK$428
HK$1,239 total
includes taxes & fees
7 Dec - 8 Dec
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop
Stylish 1BR in West Loop

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (10)
"We stayed for 4th of July weekend and had a wonderful time. Property is close to coffee shops, book stores, and within walking distance of nice restaurants. Easy paid parking nearby. The apartment was clean and everything we needed"
United States
Jacob D.
The price is HK$491
HK$1,312 total
includes taxes & fees
1 Jan - 2 Jan 2026
Stylish 1BR in West Loop
Interior
Gold Coast Living: Modern Studio Unit

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (4)
"The communication was really effective and made for a smooth check in and check out process. Host was friendly and made great recommendations, 10/10 would stay again!"
United States
Seynabou
The price is HK$537
HK$1,289 total
includes taxes & fees
1 Jan - 2 Jan 2026
Gold Coast Living: Modern Studio Unit
Free WiFi, bed sheets
Chicago luxury home suites

Aparthotel in Downtown Chicago

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great service and communication throughout my entire stay. Very clean and easy to access to everything that i needed. Even though it was a short stay but had a comfortable and pleasant stay. Everything was available for me before i arrived. Thank you really. Great job."
Canada
pouya
The price is HK$1,367
HK$1,605 total
includes taxes & fees
4 Dec - 5 Dec
Chicago luxury home suites
Fridge, microwave, oven, stovetop
The One: A 1BR Stay That Feels Like Home

Apartment in Downtown Chicago

9.6 out of 10, Exceptional, (4)
"Convenient location and clean place"
United States
David S.
The price is HK$491
HK$1,312 total
includes taxes & fees
1 Jan - 2 Jan 2026
The One: A 1BR Stay That Feels Like Home
1 bedroom, WiFi, bed sheets
1BR Modern Luxe Apt with In-Unit Laundry

Apartment in Downtown Chicago

10.0 out of 10, Exceptional, (1)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$491
HK$1,312 total
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Modern Luxe Apt with In-Unit Laundry
4 bedrooms, iron/ironing board, travel cot, WiFi
Modern West Loop Gem-City Views & Prime Location 3

Apartment in Downtown Chicago

2.0 star property
10.0 out of 10, Exceptional, (1)
"The host communicated everything very well. The short videos sent giving info about all the things you'd need to know were super helpful!"
United States
Laurie A.
The price is HK$1,034
HK$1,392 total
includes taxes & fees
18 Dec - 19 Dec
Modern West Loop Gem-City Views & Prime Location 3
Interior
Your Chicago get Away

Apartment in Downtown Chicago

8.4 out of 10, Very good, (8)
"Clean, fun space and responsive host! Loved the views from our room!"
United States
Tyler C.
The price is HK$1,654
HK$3,382 total
includes taxes & fees
11 Dec - 12 Dec
Your Chicago get Away
TV, offices
Bright & Cozy 1BR Near UChicago

Apartment in Hyde Park

10.0 out of 10, Exceptional, (2)
"This apartment is a very basic rental unit – – had what we needed for our three nights stay, and we were very pleased. Great value for the money."
United States
Alan F.
The price is HK$428
HK$1,239 total
includes taxes & fees
4 Dec - 5 Dec
Bright & Cozy 1BR Near UChicago
Fridge, microwave, oven, stovetop
South Loop Rooftop With In and Out Parking 3

Apartment in Downtown Chicago

8.6 out of 10, Excellent, (4)
"Modern and stylish apartment in a great location. Lots of extra thoughtful touches made it a great stay. "
Australia
Angela M.
The price is HK$1,503
HK$3,335 total
includes taxes & fees
19 Dec - 20 Dec
South Loop Rooftop With In and Out Parking 3
Living area
Downtown Chicago Stay with Free In & Out Parking 6

Apartment in Downtown Chicago

2.0 star property
Downtown Chicago Stay with Free In & Out Parking 6
Fridge, microwave, oven, stovetop
River North Rooftop With In and Out Parking 1

Apartment in Downtown Chicago

9.0 out of 10, Wonderful, (2)
"Awesome location, great place would definitely recommend will hopefully return"
United States
lucas c.
The price is HK$802
HK$2,416 total
includes taxes & fees
7 Dec - 8 Dec
River North Rooftop With In and Out Parking 1
Private kitchen
Spacious 3-bedroom apartment near downtown, FREE PARKING

Apartment in Near West Side

9.4 out of 10, Exceptional, (8)
"Nice place to stay. Good communication with the owner."
United States
Ryan
The price is HK$452
HK$2,613 total
includes taxes & fees
8 Dec - 9 Dec
Spacious 3-bedroom apartment near downtown, FREE PARKING
Exterior
Chicago Third Floor Studio by 747 Lofts

Aparthotel in West Town

2.0 star property
9.6 out of 10, Exceptional, (5)
"Cute little studio that was clean. There was a nice size kitchen and was close to our activities in the West loop of Chicago. There was also assistance with parking located in the lofts."
United States
Jennifer
The price is HK$501
HK$1,755 total
includes taxes & fees
7 Dec - 8 Dec
Chicago Third Floor Studio by 747 Lofts
Iron/ironing board, travel cot, WiFi, bed sheets
Modern Studio Near UChicago

Apartment in Hyde Park

9.4 out of 10, Exceptional, (10)
"Clean room and convenient location! "
United States
Gabriela
The price is HK$467
HK$1,206 total
includes taxes & fees
8 Dec - 9 Dec
Modern Studio Near UChicago
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

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"3 day business trip. Hotel is a great location to dow,town. Easy walk to great restaurants and stores"
Tom 3-night trip
Posted 1 day ago
Hilton Chicago/Magnificent Mile Suites

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 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.

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

LakeHouse: This holiday home rental outside of Berwyn is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Berwyn?

With 21 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 Madison Street Theatre, or get outdoors into nature at a spot like Millennium Park. While in the area, you can also visit popular places such as Michigan Avenue 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.