Berwyn Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Berwyn holiday rentals

Smart TV

Condo in Stickney

Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
9.0 out of 10, Wonderful, (2 reviews)
"100% recommend "
United States
Ana Maria I.
The price is HK$850
HK$2,295 total
includes taxes & fees
5 Mar - 6 Mar
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
Living area

Apartment in Berwyn

Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi
The price is HK$937
HK$1,336 total
includes taxes & fees
3 Apr - 4 Apr
Charming 1-bedroom apartment in brilliant Berwyn with AC, WiFi
Indoor pool

Aparthotel in Downtown Chicago

Sentral Michigan Avenue
4.0 star property
9.2 out of 10, Wonderful, (1,098 reviews)
"Best full kitchen multi-room family lodging"
United States
Lee
The price is HK$922
HK$1,312 total
includes taxes & fees
5 Mar - 6 Mar
Sentral Michigan Avenue
Full-sized fridge, microwave, oven, stovetop

Aparthotel in Downtown Chicago

Level Chicago – Old Town
4.0 star property
9.0 out of 10, Wonderful, (436 reviews)
"Clean, nice amenities and great staff."
United States
Sydnee
Level Chicago – Old Town
Dining room

Aparthotel in Downtown Chicago

Kasa Magnificent Mile Chicago
4.0 star property
9.4 out of 10, Exceptional, (705 reviews)
"Perfect location and very clean! "
United States
Latoya
Kasa Magnificent Mile Chicago
2 bedrooms

Apartment in Oak Park

The Oak Park Loft
2.0 star property
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is HK$1,065
HK$2,086 total
includes taxes & fees
5 Mar - 6 Mar
The Oak Park Loft
Interior

Apartment in Downtown Chicago

River North Rooftop With In and Out Parking 3
9.6 out of 10, Exceptional, (4 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$1,358
HK$3,251 total
includes taxes & fees
9 Mar - 10 Mar
River North Rooftop With In and Out Parking 3
Exterior

Apartment in Near North Side

Spacious 4BR Central Apartment w/ Skyline Views
10.0 out of 10, Exceptional, (9 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is HK$5,456
HK$9,535 total
includes taxes & fees
11 Mar - 12 Mar
Spacious 4BR Central Apartment w/ Skyline Views
TV, offices

Apartment in Downtown Chicago

Modern Comfort: 1BR Unit w/ Laundry
9.2 out of 10, Wonderful, (15 reviews)
"Great host comfortable bed close to restaurants and parks"
United States
Alana C.
The price is HK$882
HK$1,801 total
includes taxes & fees
5 Mar - 6 Mar
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Apartment in Downtown Chicago

Sun-Drenched 1BR Apartment
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$882
HK$1,801 total
includes taxes & fees
5 Mar - 6 Mar
Sun-Drenched 1BR Apartment
Fridge, microwave, oven, stovetop

Apartment in Downtown Chicago

Sleek 1BR Apartment w/ In-unit Laundry
10.0 out of 10, Exceptional, (1 review)
"I was a little hesitant since I didn’t see any reviews, and was bit nervous. However, all that was put to rest when we arrived. Everything was as described and the photos were accurate. It was clean and minimalistic. Nice space for two for a week. Having the full kitchen was great. About 15 min walk to the brown line and 25 to the blue Line and not a lot of restaurants close by is about the only complaint. Bed could have been more comfortable too."
United States
Anonymous traveller
The price is HK$882
HK$1,772 total
includes taxes & fees
18 Mar - 19 Mar
Sleek 1BR Apartment w/ In-unit Laundry
Interior

Apartment in Oak Park

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
9.6 out of 10, Exceptional, (98 reviews)
"Cozy place, host was very helpful and responded quickly to all my concerns. I would definitely stay there again. "
United States
Deborah R.
The price is HK$1,033
HK$2,245 total
includes taxes & fees
5 Mar - 6 Mar
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Interior

Apartment in Oak Park

Spacious, lovely 2bed 1bath with free parking
9.6 out of 10, Exceptional, (20 reviews)
"Very nice place and neighborhood."
United States
Charles R.
The price is HK$1,229
HK$2,846 total
includes taxes & fees
5 Mar - 6 Mar
Spacious, lovely 2bed 1bath with free parking
Interior

Holiday Home in Oak Park

Chic 3bed 2bath Home with free parking close to United Center
9.8 out of 10, Exceptional, (18 reviews)
"Plenty of space for my family and loved the onsite free parking, that was helpful because we drove everywhere, just a 30 min drive into the heart of the city"
United States
Jessica T.
The price is HK$1,756
HK$5,325 total
includes taxes & fees
9 Mar - 10 Mar
Chic 3bed 2bath Home with free parking close to United Center
Lounge

Aparthotel in Downtown Chicago

Kasa River North Chicago
4.0 star property
9.4 out of 10, Exceptional, (185 reviews)
"Awesome stay "
United States
Sally
Kasa River North Chicago
Property grounds

Holiday Home in Robertsdale

Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
9.6 out of 10, Exceptional, (21 reviews)
"I had a fun stay "
United States
Jusu K.
The price is HK$1,117
HK$1,557 total
includes taxes & fees
9 Mar - 10 Mar
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
TV

Condo in Lakeview

Wrigley Field All Star Suite 3 Bedrooms 2 Bath
9.4 out of 10, Exceptional, (22 reviews)
"Everything was excellent. Highly recommended!!!"
United States
Donald S.
The price is HK$2,958
HK$7,378 total
includes taxes & fees
5 Mar - 6 Mar
Wrigley Field All Star Suite 3 Bedrooms 2 Bath
Fridge, microwave, oven, stovetop

Apartment in Oak Park

Cozy, Comfortable and Convenient apartment. Close to everything!
9.8 out of 10, Exceptional, (73 reviews)
"Apartment is as advertised. Nicely stocked, large, clean, comfortable, nice natural light, quiet, great location, full size appliances, easy access. "
United States
Susan G.
The price is HK$843
HK$2,314 total
includes taxes & fees
9 Mar - 10 Mar
Cozy, Comfortable and Convenient apartment. Close to everything!
Paper towels

Condo in Elk Grove Village

Just remodeled apartment close to airport and mall
10.0 out of 10, Exceptional, (15 reviews)
"Very nice place to stay in secure neighborhood "
United States
Christina F.
The price is HK$1,054
HK$1,979 total
includes taxes & fees
6 Mar - 7 Mar
Just remodeled apartment close to airport and mall
1 bedroom, iron/ironing board, travel cot, WiFi

Apartment in Downtown Chicago

West Loop Living – Bright 1BR
10.0 out of 10, Exceptional, (7 reviews)
"Well-outfitted, nice apartment. Nearby (walkable) Jewel-Osco grocery, restaurants, and pay-parking. Moderate noise from nearby Chicago "L" Green Line."
United States
Jeffrey
The price is HK$882
HK$1,801 total
includes taxes & fees
5 Mar - 6 Mar
West Loop Living – Bright 1BR
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

Eurostars Magnificent Mile

Eurostars Magnificent Mile

10/10 Excellent
"Clean and comfortable great staff!"
Ashley 2-night trip
Posted 22 hours ago
Eurostars 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 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?

Wrigley Field/Lakeview -Entire Home- Large Groups!: This holiday home rental outside of Berwyn is located on a lake, and has a fireplace, a patio 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. Kick off your shoes and enjoy yourself with a garden and 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 Grant 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.