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

Berwyn Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Berwyn vacation rentals

A dining area with a table set for two, a black leather sofa, and a ceiling fan.

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

Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
Berwyn
9.8 out of 10, Exceptional, (35 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 CA $101
CA $247 total
includes taxes & fees
Nov 16 - Nov 17
Private Parking/Comfy Bed/25mins to ORD>MDW>DT>HOSP
A modern building with a brick facade, large windows, and a central entrance area.

2. 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, (115 reviews)
"Excellent communication from the host, we also appreciated their modern, organized and clean home."
United States
Robin D.
The price is CA $129
CA $316 total
includes taxes & fees
Nov 17 - Nov 18
Stylish Luxe King bed w/Free Parkng near DT Oak Pk
A modern living room with a grey sofa, white and patterned cushions, a round coffee table, and a ceiling fan.

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

Chic Suite/Mins to L Train /Laundry/Free Parking
Oak Park
9.6 out of 10, Exceptional, (75 reviews)
"Had an amazing stay and would definitely book again!"
United States
Makenna
The price is CA $121
CA $299 total
includes taxes & fees
Nov 17 - Nov 18
Chic Suite/Mins to L Train /Laundry/Free Parking
A compact kitchen with dark wood cabinets, stainless steel appliances, and a dining area with a wooden table and chairs.

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

Cozy, Comfortable and Convenient apartment. Close to everything!
Oak Park
9.8 out of 10, Exceptional, (82 reviews)
"Excellent place to stay!"
United States
Alicia K.
The price is CA $151
CA $379 total
includes taxes & fees
Nov 10 - Nov 11
Cozy, Comfortable and Convenient apartment. Close to everything!
A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

5. Classic Forest Park Foursquare < 1 Mi to Blue Line

Classic Forest Park Foursquare < 1 Mi to Blue Line
3.0 star property
Forest Park
The price is CA $339
CA $666 total
includes taxes & fees
Nov 9 - Nov 10
Classic Forest Park Foursquare < 1 Mi to Blue Line
A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

6. 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, (35 reviews)
"Very nice home with basement bar. Host was very accommodating."
United States
Carl T.
The price is CA $208
CA $404 total
includes taxes & fees
Nov 16 - Nov 17
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
A white two-story house with a porch, steps, and a small table with chairs.

7. 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 CA $363
CA $834 total
includes taxes & fees
Nov 10 - Nov 11
Oak Park Victorian by FLW Studio
A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

8. Vibrant House, Walk to Train, Game Room

Vibrant House, Walk to Train, Game Room
Brookfield
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful place to stay!"
United States
Chasity D.
The price is CA $328
CA $901 total
includes taxes & fees
Nov 9 - Nov 10
Vibrant House, Walk to Train, Game Room
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.

9. 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 CA $113
CA $549 total
includes taxes & fees
Nov 11 - Nov 12
Sleeps7 • 2BR • Coffee Station • Backyard w/ Grill
Step into a bright, airy space where comfort and style flow seamlessly from the cozy living area into a chic dining room. Whether you're curled up on the sectional with a blanket and coffee or gathering around the modern wood table for a meal with fr

10. 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 CA $205
CA $828 total
includes taxes & fees
Nov 9 - Nov 10
Theater • Game Room • Gym • Firepit • 4BR Home
A covered porch with wooden beams, a bench, and a potted plant.

11. ❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square

❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
Logan Square
9.8 out of 10, Exceptional, (50 reviews)
"The place was super clean, comfortable, and in a great location! Walkable to bars, restaurants, and coffee shops. I would stay here again!"
United States
Austen W.
❤️ Lowest Rates! Fun & Stylish 3BR in Logan Square
A modern building with the name 'SENIORAL' prominently displayed on the facade.

12. Sentral Michigan Avenue

Sentral Michigan Avenue
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,405 reviews)
"10/10 2nd time staying here!"
United States
Rosa
The price is CA $178
CA $209 total
includes taxes & fees
Dec 8 - Dec 9
Sentral Michigan Avenue
A modern living room with a white sofa, a white armchair, and a floor lamp.

13. Game Room • Fire-pit • Playground • Gym • Billiard

Game Room • Fire-pit • Playground • Gym • Billiard
Belmont Cragin
9.6 out of 10, Exceptional, (5 reviews)
"Everyone was super happy with the house and the location."
United States
Rhiannon
The price is CA $156
CA $657 total
includes taxes & fees
Nov 9 - Nov 10
Game Room • Fire-pit • Playground • Gym • Billiard
A modern living room with a sofa, a TV, and a dining area with stools.

14. 3BR Complete and Spacious Apartment in Ideal Spot

3BR Complete and Spacious Apartment in Ideal Spot
West Town
8.4 out of 10, Very good, (24 reviews)
"My wife and I stayed here when we came to town for a concert at the united center. We actually walked to the venue and it was about 45 mins, a lovely walk. It was a very convenient location, lovely apartment, and the host communicated very well. Check in and out was easy. Great neighborhood. Would definitely stay here again."
United States
Francis
The price is CA $113
CA $295 total
includes taxes & fees
Nov 8 - Nov 9
3BR Complete and Spacious Apartment in Ideal Spot
A modern living room with a sofa, a round coffee table, and a dining area with a table and chairs.

15. Kasa Lake Shore Chicago

Kasa Lake Shore Chicago
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (84 reviews)
"The bathroom was really clean. The beds were really comfortable"
United States
Jair
The price is CA $209
CA $332 total
includes taxes & fees
Nov 22 - Nov 23
Kasa Lake Shore Chicago
A modern living room with a blue sofa, a patterned rug, and a television.

16. 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 CA $84
CA $259 total
includes taxes & fees
Nov 9 - Nov 10
Great Area Logan Square Apt Games Pets - Sleeps 5
A modern kitchen with a large island, bar stools, and a city view.

17. Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (558 reviews)
"Super clean and friendly staff! Would definitely stay here again"
United States
Robert Edward
The price is CA $238
CA $314 total
includes taxes & fees
Nov 23 - Nov 24
Level Chicago – Old Town
A modern living room with teal sofas, a coffee table, and a TV.

18. Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
Northlake
10.0 out of 10, Exceptional, (26 reviews)
"The room was very clean, and the host was timely with communications. The couches and bed were so comfy!"
United States
Kaitlyn W.
The price is CA $210
CA $234 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking
A dining table with a bottle of wine, two glasses, a vase with white flowers, and a cheese board with fruits.

19. Sleeps 18 • 8BR • Game Room • Gym • Theater

Sleeps 18 • 8BR • Game Room • Gym • Theater
Portage Park
10.0 out of 10, Exceptional, (10 reviews)
"Wonderful night, boys loved the arcade area."
United States
Anonymous traveller
The price is CA $213
CA $1,213 total
includes taxes & fees
Nov 17 - Nov 18
Sleeps 18 • 8BR • Game Room • Gym • Theater
A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

20. LUXE 3 BR, 2 BA + Hot Tub

LUXE 3 BR, 2 BA + Hot Tub
Elmhurst
8.6 out of 10, Excellent, (64 reviews)
"We had a wonderful stay"
United States
Anonymous traveller
The price is CA $252
CA $474 total
includes taxes & fees
Nov 9 - Nov 10
LUXE 3 BR, 2 BA + Hot Tub
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Berwyn Hotel Reviews

River Hotel

River Hotel

10/10 Excellent
"The room was really clean and put together. The location is great, close to Michigan Ave and the river. Lots of restaurants and shops nearby, and Millennium Park is a quick 10 min walk!"
Brandi 1-night trip
Posted 2 hours ago
River Hotel

Find out more about Berwyn

Everything you need to know about Berwyn vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Berwyn vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Berwyn vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Berwyn vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Berwyn. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Berwyn vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Berwyn vacation rentals we have selected for you start as low as CA $106 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Berwyn rentals

At Expedia, we put the best Berwyn vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Berwyn rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Berwyn vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Berwyn. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.