A city skyline with modern skyscrapers, a river, and a marina.

Berwyn Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Berwyn vacation rentals

A living room with a brick fireplace, a flat-screen TV mounted above it, and a large potted plant.

1. Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP

Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
Berwyn
9.2 out of 10, Wonderful, (41 reviews)
"Beautiful clean and comfy loved my stay"
United States
Tania W.
The price is AED 281
AED 717 total
includes taxes & fees
5 Oct - 6 Oct
Classy Apt/Comfy Beds/25mins to ORD>MDW>DT>HOSP
A living room with a gray sofa, a coffee table, a TV mounted on the wall, and a wooden door.

2. Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW

Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
Berwyn
9.8 out of 10, Exceptional, (23 reviews)
"Great place to stay "
United States
Harquesha S.
The price is AED 249
AED 659 total
includes taxes & fees
13 Oct - 14 Oct
Spacious APT/Comfy Bed/Free Parking/22mins to ORD&MDW
A dining area with a table set for two, a black leather sofa, and a ceiling fan.

3. Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
10.0 out of 10, Exceptional, (33 reviews)
"Relaxing stay and safe location. Host JD provided great communication throughout the stay. Stores are nearby in case you need items for your trip. Food options are abundant in the area. 30 min drive to downtown Chicago."
United States
Cynthia M.
The price is AED 252
AED 663 total
includes taxes & fees
14 Oct - 15 Oct
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A modern living room with a sofa, coffee table, TV, and a staircase leading to an upper floor.

4. Spacious 5BR 2BA Berwyn Home

Spacious 5BR 2BA Berwyn Home
Berwyn
10.0 out of 10, Exceptional, (1 review)
"experience was good i loved it honestly "
United States
jamya w.
The price is AED 1,326
AED 2,731 total
includes taxes & fees
17 Oct - 18 Oct
Spacious 5BR 2BA Berwyn Home
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

5. Chic Suite/Mins to L Train /Laundry/Free Parking

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.4 out of 10, Exceptional, (71 reviews)
"Easy access to the Green Line."
United States
Michael
The price is AED 389
AED 908 total
includes taxes & fees
2 Nov - 3 Nov
Chic Suite/Mins to L Train /Laundry/Free Parking
A modern building with large glass windows, surrounded by a grassy area with trees and a pathway.

6. The Oak Park Loft

The Oak Park Loft
2.0 star property
Oak Park
9.4 out of 10, Exceptional, (8 reviews)
"Good location, nice neighborhood, restaurants close"
United States
Linda
The price is AED 400
AED 865 total
includes taxes & fees
28 Oct - 29 Oct
The Oak Park Loft
A glass elevator with a city view.

7. Stylish Luxe King bed w/Free Parkng near DT Oak Pk

Stylish Luxe King bed w/Free Parkng near DT Oak Pk
Oak Park
9.6 out of 10, Exceptional, (114 reviews)
"Very clean, spacious living area, and convenient location"
United States
Clara B.
The price is AED 536
AED 1,114 total
includes taxes & fees
3 Nov - 4 Nov
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

8. Cozy, Comfortable and Convenient apartment. Close to everything!

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (81 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is AED 448
AED 1,148 total
includes taxes & fees
2 Nov - 3 Nov
Cozy, Comfortable and Convenient apartment. Close to everything!
Private kitchen

9. Cozy Boho - 10 Minutes to Downtown Chicago + Arcades

Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Lawndale
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful space and convenient location. Really responsive host and super quiet neighborhood! "
United States
Jess S.
The price is AED 281
AED 797 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Boho - 10 Minutes to Downtown Chicago + Arcades
Private kitchen

10. 1BR Apartment - Walk to Shops - Downtown OAK PARK

1BR Apartment - Walk to Shops - Downtown OAK PARK
Oak Park
9.2 out of 10, Wonderful, (44 reviews)
"Great location! Enjoyed my stay!"
United States
Shannon H.
The price is AED 411
AED 934 total
includes taxes & fees
27 Oct - 28 Oct
1BR Apartment - Walk to Shops - Downtown OAK PARK
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

11. Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Maywood
7.8 out of 10, Good, (34 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is AED 545
AED 1,083 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A single-story house with a covered porch, a front door, and a small garden area.

12. Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard

Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Oak Park
10.0 out of 10, Exceptional, (4 reviews)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AED 698
AED 1,257 total
includes taxes & fees
6 Oct - 7 Oct
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
A modern dining area with a white table, chairs, and a chandelier. There is a painting on the wall and a plant on the sideboard.

13. Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill

Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Belmont Cragin
9.6 out of 10, Exceptional, (7 reviews)
"Room was nice and in a safe location."
United States
Jacob
The price is AED 207
AED 1,379 total
includes taxes & fees
6 Oct - 7 Oct
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
A two-story house with a visible front porch and a large evergreen tree in the foreground.

14. First floor of Historic Oak Park Villa, Grge:2Cars

First floor of Historic Oak Park Villa, Grge:2Cars
Oak Park
9.6 out of 10, Exceptional, (26 reviews)
"Very clean, comfortable and nicely located!"
United States
Steve P.
The price is AED 658
AED 1,283 total
includes taxes & fees
27 Oct - 28 Oct
First floor of Historic Oak Park Villa, Grge:2Cars
Thoughtful design touches — from soft textures to greenery and mirrored accents — make this space feel both serene and sophisticated.

15. Theater • Game Room • Gym • Firepit • 4BR Home

Theater • Game Room • Gym • Firepit • 4BR Home
Belmont Cragin
10.0 out of 10, Exceptional, (7 reviews)
"Great location, safe and quiet. Perfect for our family of 6!"
United States
Jason
The price is AED 281
AED 2,006 total
includes taxes & fees
5 Oct - 6 Oct
Theater • Game Room • Gym • Firepit • 4BR Home
Terrace/patio

16. At Home in Oak Park

At Home in Oak Park
3.5 star property
Oak Park
9.6 out of 10, Exceptional, (12 reviews)
"Great place, clean, and very accommodating! "
United States
Theresa
The price is AED 704
AED 1,214 total
includes taxes & fees
25 Oct - 26 Oct
At Home in Oak Park
A modern living room with a blue sofa, a patterned rug, and a television.

17. Great Area Logan Square Apt Games Pets - Sleeps 5

Great Area Logan Square Apt Games Pets - Sleeps 5
Avondale
10.0 out of 10, Exceptional, (2 reviews)
"Place was nice and clean. Great communication from the host! Would stay here again!"
United States
Deborah J.
The price is AED 264
AED 799 total
includes taxes & fees
12 Oct - 13 Oct
Great Area Logan Square Apt Games Pets - Sleeps 5
A white two-story house with a porch, steps, and a small table with chairs.

18. Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (33 reviews)
"Would stay there again"
United States
Margaret L.
The price is AED 790
AED 2,065 total
includes taxes & fees
5 Oct - 6 Oct
Oak Park Victorian by FLW Studio
A fenced tennis court with a bicycle parked nearby, surrounded by trees and a clear sky.

19. Top floor of Historic Oak Park Home /2 Car Garage

Top floor of Historic Oak Park Home /2 Car Garage
Oak Park
9.6 out of 10, Exceptional, (24 reviews)
"Our stay was wonderful. The location with parking was perfect."
United States
Joan W.
The price is AED 782
AED 1,413 total
includes taxes & fees
25 Oct - 26 Oct
Top floor of Historic Oak Park Home /2 Car Garage
A modern kitchen with white cabinets, a central island with stools, a microwave, and a refrigerator.

20. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.2 out of 10, Very good, (22 reviews)
"absolutely would stay here again. Great property and great communcation"
United States
Daniel J.
The price is AED 360
AED 907 total
includes taxes & fees
5 Oct - 6 Oct
3BR Complete and Spacious Apartment in Ideal Spot
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

River Hotel

River Hotel

10/10 Excellent
"Although the rooms are small, they are certainly livable. The view out of our window was amazing and you could see directly down the river. The staff were amazing, acknowledged you when you went in and out, and were always ready to help if you needed them. The property is extremely clean and very centralized to the downtown area. Chicago is a great walking city. I would definitely recommend this hotel and when I go back for a second time, I will stay here again."
Sally 4-night trip
Posted less than an hour ago
River Hotel

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?

Spacious 5-bedroom house with movie room, game room and more!: Visitors give good reviews to this Berwyn vacation home rental, which offers a fireplace, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Berwyn?

With 14 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 Distro Music Hall, or get outdoors into nature at a spot like Millennium Park. While in the area, you can also visit popular places like Soldier Field and Wrigley Field.

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.