Berwyn Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Berwyn vacation 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, (3 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.
The price is ￥36,705
￥59,714 total
includes taxes & fees
May 19 - May 20
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 ￥17,060
￥46,575 total
includes taxes & fees
May 12 - May 13
Stylish 2-Bedroom Condo – Easy Drive to Downtown Chicago & Midway Airport
Indoor pool

Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,146 reviews)
"Clean spacious my go to vacation spot all year around "
United States
xavier
The price is ￥23,836
￥32,578 total
includes taxes & fees
May 25 - May 26
Sentral Michigan Avenue
Dining room

Kasa Magnificent Mile Chicago

Kasa Magnificent Mile Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (745 reviews)
"Our stay was very nice. It was comfortable & clean."
United States
Jill
The price is ￥22,469
￥35,593 total
includes taxes & fees
May 3 - May 4
Kasa Magnificent Mile Chicago
Full-size fridge, microwave, oven, stovetop

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (471 reviews)
"Very clean and nice place"
United States
Hector
The price is ￥35,482
￥45,525 total
includes taxes & fees
May 27 - May 28
Level Chicago – Old Town
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 ￥20,836
￥40,400 total
includes taxes & fees
May 3 - May 4
Modern Comfort: 1BR Unit w/ Laundry
TV, offices

Modern West Loop Gem-City Views & Prime Location 6

Modern West Loop Gem-City Views & Prime Location 6
Downtown Chicago
10.0 out of 10, Exceptional, (21 reviews)
"Everything was walking distance and had everything needed for a comfortable stay "
United States
Daniel
The price is ￥57,181
￥135,538 total
includes taxes & fees
May 13 - May 14
Modern West Loop Gem-City Views & Prime Location 6
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 ￥42,142
￥96,287 total
includes taxes & fees
May 26 - May 27
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 ￥22,418
￥31,426 total
includes taxes & fees
May 3 - May 4
Charming 3-BR home on a cobblestone street near the Lake Michigan waterfront.
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 ￥26,476
￥48,363 total
includes taxes & fees
May 26 - May 27
Sunlit 1BR Apartment | Warm & Welcoming Space
Design Apartment, Private Bathroom (The Oak Park Loft) | Exterior

The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
10.0 out of 10, Exceptional, (5 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is ￥25,252
￥46,304 total
includes taxes & fees
May 9 - May 10
The Oak Park Loft
TV, offices

LIVN Millennium Park Downtown Chicago 2BR

LIVN Millennium Park Downtown Chicago 2BR
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"Excellent location... Very cleaned....it is perfect"
United States
Granada
The price is ￥36,897
￥48,552 total
includes taxes & fees
May 7 - May 8
LIVN Millennium Park Downtown Chicago 2BR
TV, offices

Downtown Chicago Stay with Free In & Out Parking 4

Downtown Chicago Stay with Free In & Out Parking 4
Downtown Chicago
9.6 out of 10, Exceptional, (4 reviews)
"Our stay was wonderful. The views were fantastic. The apartment was centrally located so we were able to walk to restaurants, museums, and theaters. We bookmarked this location for future stays."
United States
Renae S.
The price is ￥110,132
￥191,204 total
includes taxes & fees
May 17 - May 18
Downtown Chicago Stay with Free In & Out Parking 4
Lounge

Kasa River North Chicago

Kasa River North Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (191 reviews)
"Having a kitchen is great."
United States
Mark
The price is ￥36,155
￥57,153 total
includes taxes & fees
May 19 - May 20
Kasa River North Chicago
Exterior

Spacious 4BR Central Apartment w/ Skyline Views

Spacious 4BR Central Apartment w/ Skyline Views
Near North Side
10.0 out of 10, Exceptional, (16 reviews)
"Great location, comfortable room, welcoming host."
United States
Treseanne A.
The price is ￥28,199
￥79,262 total
includes taxes & fees
May 20 - May 21
Spacious 4BR Central Apartment w/ Skyline Views
TV, offices

LIVN West Loop Chicago 2 BR City View

LIVN West Loop Chicago 2 BR City View
Downtown Chicago
10.0 out of 10, Exceptional, (2 reviews)
"We spent most of this trip discussing our NEXT trip - this stay was one of the simplest, easiest, and most satisfying we've ever experienced with a short-term rental. Hands-down will stay again!Unit incredibly clean, close proximity to the areas we needed to be in, and the host was next-level communicative and kind! Thank you for making it so easy for us!"
United States
Stephanie G.
The price is ￥37,996
￥50,032 total
includes taxes & fees
May 7 - May 8
LIVN West Loop Chicago 2 BR City View
1 bedroom, iron/ironing board, travel crib, 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 ￥26,476
￥48,363 total
includes taxes & fees
May 26 - May 27
West Loop Living – Bright 1BR
Fridge, microwave, oven, stovetop

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!

PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Westchester
9.8 out of 10, Exceptional, (20 reviews)
"Great location and the place was immaculate. Host was very nice."
United States
Carl M.
The price is ￥27,964
￥68,967 total
includes taxes & fees
May 4 - May 5
PROMO 10% WEEKLY AND 15% MONTHLY! Jacuzzi, King Beds, Easy Access to DT Chicago!
Interior

Modern Aesthetic 2BR in Evanston Near the Beach

Modern Aesthetic 2BR in Evanston Near the Beach
South Evanston
8.6 out of 10, Excellent, (27 reviews)
"Amazing location. Completely thrilled with our choice of this beautiful place. Thank you!"
United States
Emily M.
The price is ￥42,393
￥74,401 total
includes taxes & fees
May 22 - May 23
Modern Aesthetic 2BR in Evanston Near the Beach
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (29 reviews)
"A cute house with lots of amenities and great location! "
United States
Christie P.
The price is ￥34,121
￥88,741 total
includes taxes & fees
May 4 - May 5
Oak Park Victorian by FLW Studio
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

Crowne Plaza Chicago West Loop by IHG

Crowne Plaza Chicago West Loop by IHG

10/10 Excellent
"Great staff, expensive parking not included in bill apparently "
Christian 1-night trip
Posted 1 hour ago
Crowne Plaza Chicago West Loop by IHG

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
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  • 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 vacation rentals in Berwyn?

Yes, we offer vacation rentals near the most popular attractions in Berwyn, or you can choose a secluded option if you'd like a relaxing place to 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 vacation rentals that Berwyn has to offer?

ENVITAE Hotel, 4BR Luxury Modern Apartments: This vacation home rental outside of Berwyn is located in the city center and offers a barbecue grill, air-conditioning, and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Berwyn?

With 20 Expedia vacation rentals, you're sure 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 like Wrigley Field and Navy Pier.

What’s a vacation rental in Berwyn like?

A vacation rental is a private property where you can stay for short or long periods in Berwyn. Vacation rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular choice for small groups.