Berwyn Vacation Home Rentals from CA $140: Search Top Private Vacation Homes for Rent

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Our top choices for Berwyn vacation homes

A modern living room with a sofa, coffee table, TV, and a staircase leading to an upper floor.

1. Spacious 5BR 2BA Berwyn Home

Berwyn

jamya w.

CA $995 total

includes taxes & fees

Nov 14 - Nov 15

A living room with a sectional sofa, a glass coffee table, a fireplace, and a flat-screen TV mounted on the wall.

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

Maywood

Carl T.

CA $407 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with white cabinets, a central island, stainless steel appliances, and a ceiling fan.

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

Forest Park

LEM R.

CA $653 total

includes taxes & fees

Nov 16 - Nov 17

A cozy outdoor seating area with Adirondack chairs around a fire pit, string lights overhead, and a house in the background.

4. Firepit • Game Room • Theater • Gym • Sleeps 18

Austin

Adrian Cesar C.

CA $1,313 total

includes taxes & fees

Nov 16 - Nov 17

A single-story house with a covered porch, a front door, and a small garden area.

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

Oak Park

Willow M.

CA $574 total

includes taxes & fees

Dec 1 - Dec 2

A modern living room with a grey sofa, a wooden coffee table, a green sofa, and a large window with curtains.

6. Spacious 2BR • Full Basement w/Fireplace • Coffee Bar • Pets OK• Gam...

Brookfield

Steve H.

CA $628 total

includes taxes & fees

Nov 15 - Nov 16

A garage with a white door, brick pillars, and a car parked inside.

7. Bright & Spacious Oak Park Getaway 2BR, 1.5BA + Covered Garage Parking

Oak Park

CA $516 total

includes taxes & fees

Nov 15 - Nov 16

A white two-story house with a porch, steps, and a small table with chairs.

8. Oak Park Victorian by FLW Studio

Oak Park

Margaret L.

CA $811 total

includes taxes & fees

Dec 10 - Dec 11

A marble countertop with a cheese platter, grapes, nuts, and a bottle of wine.

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

Belmont Cragin

Rhiannon

CA $652 total

includes taxes & fees

Nov 11 - Nov 12

10. Vibrant House, Walk to Train, Game Room

Brookfield

Chasity D.

CA $1,010 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Belmont Cragin

Jason

CA $785 total

includes taxes & fees

Nov 11 - Nov 12

A modern kitchen with stainless steel appliances, wooden cabinets, and a tiled backsplash.

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

Westchester

"We had a great time at this property while our family explored Chicago. We found everything about the property was awesome for our family. Sitting outside with coffee in the morning was fantastic. Quiet neighborhood and very close to grocery store. We would stay there again. If we had to make any recommendations it would be that the living room could use more seating as we were five adults and had to use kitchen chairs for all to have a seat. I would also consider new sofa downstairs. It sits...

Stephen K.

CA $677 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with dark cabinets, stainless steel appliances, and a patterned tile backsplash.

13. 5-minute walk to the largest old school arcade in America! Family friendly.

Brookfield

Ryan S.

CA $791 total

includes taxes & fees

Nov 16 - Nov 17

A dining table with a bottle of wine, two glasses, a vase with white flowers, and a cheese board with fruits.

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

Portage Park

Anonymous traveller

CA $1,215 total

includes taxes & fees

Nov 11 - Nov 12

A spacious bedroom with a large bed, a desk, and a chair.

15. Westchester House | Sleeps 10 | Near Chicago & Parks | Close to Restaurants & Easy Local Transport Access | Long private driveway

Westchester

Jenny W.

CA $1,045 total

includes taxes & fees

Nov 16 - Nov 17

A dining area with a glass-top table, beige upholstered chairs, a patterned rug, and a chandelier.

16. LUXE 3 BR, 2 BA + Hot Tub

Elmhurst

Anonymous traveller

CA $500 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with grey cabinets, stainless steel appliances, and a central island with bar stools.

17. Luxury Home, 7 miles to Downtown Chicago, 5 Beds, Near O'Hare Airport

Belmont Cragin

CA $833 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with a large bed, dark curtains, a ceiling fan, and a bedside lamp.

18. Back Unit Patio, Balcony, Yard, Smart TVs, W/D

Westmont

Kelly K.

CA $411 total

includes taxes & fees

Dec 1 - Dec 2

A modern living room with a grey sofa, a blue bench, and a white door leading to another room.

19. Super Sleek large Tiny house by Westmont Metra large enclosed yard and parking.

Westmont

Tomas R.

CA $367 total

includes taxes & fees

Nov 22 - Nov 23

A modern living room with a staircase, a sofa, a coffee table, and a view of the outdoors.

20. Near ORD & Rosemont • Game Room • Sleeps 10

Bensenville

"Shalini, the host was great to work with. We received quick response to all our questions both before and after the booking. The property was impeccably clean and all the accommodations where in top notch shape. The game room was a big hit with our younger group. The main floor was great for lounging or watching TV and the kitchen was a spacious space for preparing meals and planning out our itinerary.The upstairs bedrooms were comfortable and spacious with plenty of closet space with a bunk...

JEFF L.

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Learn more about Berwyn

The Spindle (Car Kabob) is a testament to the town's quirky, creative spirit. Snap a photo of this stack of cars perched atop a tall steel spindle. Check out the Berwyn Route 66 Sign paying homage to the legendary Route 66. Enjoy the enchanting butterfly garden nestled within Proksa Park. Cool off in the spray pool at shady Pryce Park.

See all hotels in Berwyn

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

Top reviews in Berwyn

A rooftop lounge with a city view, featuring a sofa, tables, and a fire feature.

Hyatt House Chicago/West Loop-Fulton Market

Downtown Chicago

10/10 Excellent

Allison

A modern hotel lobby with a long blue sofa, numbered cushions, and hanging planters.

Hilton Vacation Club Hotel Blake Chicago

Downtown Chicago

10/10 Excellent

This hotel is in a very convenient spot in Downtown Chicago. It's less than 4 minutes walking from Lasalle Station (blue line),Harrison Station (red line), and several bus lines. That means you can reach all the city's attractions quite easily. The staff was welcoming, professional, and always ready to help. The hotel itself is simple but beautiful and clean (the lobby and sitting area are both really nice). The room was cozy with a great view. Absolutely every corner of the room and the...

Alexandre

A modern interior with a geometric light wall, a staircase, and hanging crystal chandeliers.

Hampton Inn & Suites Chicago Downtown

Downtown Chicago

10/10 Excellent

Steve

An outdoor rooftop lounge with seating, planters, and a view of surrounding high-rise buildings.

Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

10/10 Excellent

Sally

An outdoor seating area with tables and chairs, a planter with greenery, and a large brick structure in the background.

Sable at Navy Pier Chicago, Curio Collection by Hilton

Downtown Chicago

10/10 Excellent

Bonnie

A cityscape at dusk with high-rise buildings, including a Hilton hotel.

Hilton Chicago/Magnificent Mile Suites

Downtown Chicago

10/10 Excellent

Lauren

Hilton Garden Inn Chicago Central Loop

Downtown Chicago

10/10 Excellent

Ali

A hotel lobby with a bar area, a chandelier, and a reception desk.

Residence Inn Chicago Downtown/Loop

Downtown Chicago

10/10 Excellent

Leisha

A rooftop terrace with outdoor seating, a pergola, and a view of surrounding high-rise buildings.

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Downtown Chicago

10/10 Excellent

The overall hotel experience was great. Good location for restaurants and about a 20min walk to downtown. Front line staff were not very helpful with recommendations - the 2 that we spoke to on different days did not help much but that is what Google is for. Room was clean and spacious. There was a full sized fridge, dishwasher and stove - which was great since we had an infant with us. The bed was a little soft for out liking but it was a king bed with lots of room to move. The one thing...

Achal

A person relaxing on a sofa with a window view of a building, a table with a glass of wine, and a vase with flowers.

L7 CHICAGO by LOTTE HOTELS

Downtown Chicago

10/10 Excellent

Making people feel special must be their superpower because I was pleasantly surprised by a special gift I received for my birthday. The staff was always courteous, helpful and friendly. I loved that the lobby where they had a few games you could play but was so relaxing and quiet that there were several people just sitting around and chatting. It's proximity to the L had its pros and cons. The only con being the noise but it was so minimal that you only heard it while sitting on the window...

Lillian