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
Fridge, microwave, oven, stovetop

Aparthotel in Near North Side

Modern 2BR Retreat Near Old Town & Lincoln Park
9.8 out of 10, Exceptional, (10 reviews)
"Great stay! "
United States
Aimee B.
Modern 2BR Retreat Near Old Town & Lincoln Park
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
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
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
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
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
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
Exterior

Holiday Home in Oak Park

A quiet stay while you are away
9.8 out of 10, Exceptional, (34 reviews)
"Everything was very comfortable and Jay did a great job of showing the house. I would definitely come back again"
United States
Fred D.
The price is HK$737
HK$1,872 total
includes taxes & fees
10 Mar - 11 Mar
A quiet stay while you are away
Desk, iron/ironing board, travel cot, WiFi

Apartment in Downtown Chicago

Chic Studio in the Heart of the Gold Coast
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay at this Vrbo! The home was spotless, cozy, and exactly as described. The host was friendly, responsive, and made everything easy from check-in to check-out. We would absolutely stay here again. Highly recommend!"
United States
Brianna K.
The price is HK$882
HK$1,713 total
includes taxes & fees
8 Mar - 9 Mar
Chic Studio in the Heart of the Gold Coast
Interior

Apartment in Northlake

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
10.0 out of 10, Exceptional, (4 reviews)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is HK$741
HK$960 total
includes taxes & fees
10 Mar - 11 Mar
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
1 bedroom, WiFi, bed sheets

Apartment in Downtown Chicago

1BR Modern Luxe Apt with In-Unit Laundry
10.0 out of 10, Exceptional, (1 review)
"Great experience for me and my wife I would definitely come back "
United States
ShowtimeFam1
The price is HK$882
HK$1,801 total
includes taxes & fees
5 Mar - 6 Mar
1BR Modern Luxe Apt with In-Unit Laundry
TV

Apartment in Lincoln Square

Nice 1BR Spot, Unwind & Relax
9.8 out of 10, Exceptional, (27 reviews)
"Very clean & cozy! Conveniently located by great shopping & restaurants!"
United States
SHERI C.
The price is HK$539
HK$1,370 total
includes taxes & fees
11 Mar - 12 Mar
Nice 1BR Spot, Unwind & Relax
TV, offices

Apartment in Lincoln Square

Homey 1BR Space Apartment
9.8 out of 10, Exceptional, (14 reviews)
"Clean and great location"
United States
Margo M.
The price is HK$539
HK$1,370 total
includes taxes & fees
8 Mar - 9 Mar
Homey 1BR Space Apartment
TV, offices

Apartment in Rogers Park

Ideal 2BR Getaway Close to Attractions
8.4 out of 10, Very good, (7 reviews)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
The price is HK$679
HK$1,671 total
includes taxes & fees
5 Mar - 6 Mar
Ideal 2BR Getaway Close to Attractions
1 bedroom, iron/ironing board, travel cot, WiFi

Apartment in Irving Park

Charming Sunlit 1BR Apartment
9.2 out of 10, Wonderful, (12 reviews)
"Host was very attentive and answered all of our questions. It was very cozy and exactly as pictured."
United States
Brandon M.
The price is HK$539
HK$1,370 total
includes taxes & fees
5 Mar - 6 Mar
Charming Sunlit 1BR Apartment
2 bedrooms, iron/ironing board, travel cot, WiFi

Apartment in Portage Park

Homey 2BR Apt w/ Parking
9.4 out of 10, Exceptional, (9 reviews)
"The location was ideal for us and had a grocery store, a Starbucks and CVS close by . The neighborhood was safe for walking around . Beds comfortable and whole place was very clean . I would stay here again . "
United States
Sharlene T.
The price is HK$585
HK$1,542 total
includes taxes & fees
5 Mar - 6 Mar
Homey 2BR Apt w/ Parking
Outdoor dining

Apartment in Edgewater

Relaxing Chicago Studio
10.0 out of 10, Exceptional, (52 reviews)
"Easy to find, great location, very clean and cozy"
United States
Riley R.
The price is HK$585
HK$1,348 total
includes taxes & fees
11 Mar - 12 Mar
Relaxing Chicago Studio
Property grounds

Apartment in Downers Grove

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
9.6 out of 10, Exceptional, (32 reviews)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is HK$568
HK$975 total
includes taxes & fees
11 Mar - 12 Mar
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Fridge, microwave, oven, stovetop

Apartment in Lawndale

Cozy Boho Chicago - 10 Minutes to Downtown Chicago
10.0 out of 10, Exceptional, (8 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
Cozy Boho Chicago - 10 Minutes to Downtown Chicago
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

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

10/10 Excellent
"Front desk clerk were lovely and helpful "
NYRVA 4-night trip
Posted 3 hours ago
Aloft Chicago Mag 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.