Berwyn Holiday Rentals

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Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Berwyn holiday rentals

Fridge, microwave, oven, stovetop

Spacious 5-bedroom bungalow with AC, WiFi in welcoming Berwyn

Spacious 5-bedroom bungalow with AC, WiFi in welcoming Berwyn
Berwyn
10.0 out of 10, Exceptional, (2 reviews)
"We had an excellent stay. Our host was responsive & accommodated an extremely early check-in request for us. This helped tremendously. Instructions were clear to get in & the home was spacious & clean. The location was great & easily accessible to restaurants. We would stay here again. "
United States
Sarah H.
Spacious 5-bedroom bungalow with AC, WiFi in welcoming Berwyn
Smart TV

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 HK$637
HK$2,047 total
includes taxes & fees
11 May - 12 May
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
TV, offices

Sunlit 1BR Apartment | Warm & Welcoming Space

Sunlit 1BR Apartment | Warm & Welcoming Space
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"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$885
HK$1,778 total
includes taxes & fees
29 Apr - 30 Apr
Sunlit 1BR Apartment | Warm & Welcoming Space
TV, offices

Modern Comfort: 1BR Unit w/ Laundry

Modern Comfort: 1BR Unit w/ Laundry
Downtown Chicago
8.8 out of 10, Excellent, (18 reviews)
"Great location, apt well equipped and host very responsive. Wonderful stay. "
United States
Gina G.
The price is HK$885
HK$1,788 total
includes taxes & fees
23 Apr - 24 Apr
Modern Comfort: 1BR Unit w/ Laundry
Interior

River North Rooftop With In and Out Parking 3

River North Rooftop With In and Out Parking 3
Downtown Chicago
9.6 out of 10, Exceptional, (5 reviews)
"We had a very comfortable stay here. The hosts are exceptionally communicative and helpful. Loved having a place to park my car, and the hosts set it up so my license plate was recognized at the gate so that parking was free. The unit was very clean and spacious. Note, the kitchen does not have pots or pans to cook, so plan on eating out!"
United States
Jennifer M.
The price is HK$1,253
HK$3,557 total
includes taxes & fees
29 Apr - 30 Apr
River North Rooftop With In and Out Parking 3
Property grounds

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
9.6 out of 10, Exceptional, (24 reviews)
"I had a fun stay "
United States
Jusu K.
The price is HK$980
HK$1,404 total
includes taxes & fees
22 Apr - 23 Apr
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
Desk, iron/ironing board, travel cot, WiFi

Chic Studio in the Heart of the Gold Coast

Chic Studio in the Heart of the Gold Coast
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"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$1,034
HK$1,932 total
includes taxes & fees
21 May - 22 May
Chic Studio in the Heart of the Gold Coast
Interior

Modern West Loop Gem-City Views & Prime Location 3

Modern West Loop Gem-City Views & Prime Location 3
Downtown Chicago
10.0 out of 10, Exceptional, (5 reviews)
"Loved the place 4 bedroom & 4 bathrooms was ideal for our stayGreat locationLoved the well stocked convenience store a block away "
United States
Tina Y.
The price is HK$1,441
HK$4,794 total
includes taxes & fees
20 May - 21 May
Modern West Loop Gem-City Views & Prime Location 3
Fridge, microwave, oven, stovetop

River North Private Deck With In and Out Parking

River North Private Deck With In and Out Parking
Downtown Chicago
9.6 out of 10, Exceptional, (8 reviews)
"Excellent location, very clean, spacious."
United States
John David K.
The price is HK$2,428
HK$5,415 total
includes taxes & fees
26 Apr - 27 Apr
River North Private Deck With In and Out Parking
Iron/ironing board, travel cot, WiFi, bed sheets

Cozy Charm Studio Apt in Chicago

Cozy Charm Studio Apt in Chicago
Hyde Park
10.0 out of 10, Exceptional, (7 reviews)
"Room was clean, check in was easy, and the owner was very communicative."
United States
David
The price is HK$587
HK$1,351 total
includes taxes & fees
26 Apr - 27 Apr
Cozy Charm Studio Apt in Chicago
1 bedroom, iron/ironing board, travel cot, WiFi

West Loop Living – Bright 1BR

West Loop Living – Bright 1BR
Downtown Chicago
9.8 out of 10, Exceptional, (10 reviews)
"Great spot next to the green line train a few restaurants and a Starbucks right up the street I will book again for sure "
United States
2k G.
The price is HK$1,276
HK$2,333 total
includes taxes & fees
26 Apr - 27 Apr
West Loop Living – Bright 1BR
Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (36 reviews)
"It's a very comfortable house! Every thing you need was there. A very comfortable bed, a television that works. Everything you needed was there and Jay was very happy to get you set up. I will definitely come back again, hopefully when the weather is nicer! "
United States
Fred D.
The price is HK$979
HK$2,178 total
includes taxes & fees
23 Apr - 24 Apr
A quiet stay while you are away
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,135 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is HK$1,125
HK$1,550 total
includes taxes & fees
26 Apr - 27 Apr
Sentral Michigan Avenue
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (14 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$1,018
HK$3,373 total
includes taxes & fees
26 Apr - 27 Apr
Spacious 4BR Central Apartment w/ Skyline Views
TV, offices

Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
9.2 out of 10, Wonderful, (19 reviews)
"Very cozy, amenities in great condition."
United States
Kaitlin T.
The price is HK$736
HK$1,721 total
includes taxes & fees
23 Apr - 24 Apr
Cozy & Furnished 2BR Unit
Fridge, microwave, oven, stovetop

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

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Worth
9.4 out of 10, Exceptional, (60 reviews)
"Home was exactly what we were needing fir our stay. Host was responsive and timely. "
United States
Stephanie H.
The price is HK$1,253
HK$2,644 total
includes taxes & fees
27 Apr - 28 Apr
*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi
Interior

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 HK$1,057
HK$3,421 total
includes taxes & fees
27 Apr - 28 Apr
Premium Urban 4BR - Perfect Mix of Comfort & Location
TV, offices

Chicago-Themed 1BR in a Central Spot near Downtown

Chicago-Themed 1BR in a Central Spot near Downtown
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean spacious great location easy to get everywhere "
United States
Melissa M.
The price is HK$932
HK$1,843 total
includes taxes & fees
27 Apr - 28 Apr
Chicago-Themed 1BR in a Central Spot near Downtown
Room

LIVN West Loop Chicago King Studio

LIVN West Loop Chicago King Studio
Downtown Chicago
10.0 out of 10, Exceptional, (1 review)
"Clean and easy experience. Didn’t love the mattress but overall enjoyed all other aspects of our stay! Would stay again! "
United States
Natalie C.
The price is HK$1,190
HK$1,600 total
includes taxes & fees
10 May - 11 May
LIVN West Loop Chicago King Studio
Property grounds

2-bedroom apartment just 2 minutes drive to Wrigley Field

2-bedroom apartment just 2 minutes drive to Wrigley Field
North Center
9.6 out of 10, Exceptional, (67 reviews)
"Nice property, great location, super helpful host!"
United States
Carin O.
The price is HK$1,050
HK$2,542 total
includes taxes & fees
26 Apr - 27 Apr
2-bedroom apartment just 2 minutes drive to Wrigley Field
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

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"What a fantastic hotel. Walking distance to so much of downtown. The staff were polite and helpful, the room was great! My wife says “this is where we are staying when we come to Chicago from now on.”"
Kevin 1-night trip
Posted 5 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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?

HUGE 1700 sqft 3bd West Loop Penthouse w/ Balcony: This holiday home rental outside of Berwyn is located in the city centre, and has a balcony, an arcade/games room 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.

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 Grant Park. While in the area, you can also visit popular places such as Wrigley Field and Navy Pier.

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.