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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Winnetka vacation homes

Exterior

A quiet stay while you are away

A quiet stay while you are away
Oak Park
9.8 out of 10, Exceptional, (33 reviews)
"great stay"
United States
matt R.
The price is AED 214
AED 707 total
includes taxes & fees
3 Feb - 4 Feb
A quiet stay while you are away
Exterior detail

Master qtr close to nature & easy urban facilities

Master qtr close to nature & easy urban facilities
Riverwoods
9.8 out of 10, Exceptional, (76 reviews)
"Nice , private and peaceful definitely will be back "
United States
BRANDEN J.
The price is AED 360
AED 724 total
includes taxes & fees
3 Feb - 4 Feb
Master qtr close to nature & easy urban facilities
Fridge, microwave, oven, dishwasher

20 min to O'Hare Airport, 20 min to Schamburg

20 min to O'Hare Airport, 20 min to Schamburg
Addison
10.0 out of 10, Exceptional, (2 reviews)
"Definitely recommend!"
United States
Jennifer H.
The price is AED 588
AED 1,580 total
includes taxes & fees
2 Feb - 3 Feb
20 min to O'Hare Airport, 20 min to Schamburg
Exterior detail

Oak Park Victorian by FLW Studio

Oak Park Victorian by FLW Studio
Oak Park
10.0 out of 10, Exceptional, (28 reviews)
"Great location and walkable to restaurants. "
United States
Laura B.
The price is AED 562
AED 1,766 total
includes taxes & fees
1 Feb - 2 Feb
Oak Park Victorian by FLW Studio
Interior

Vintage Urban Retreat

Vintage Urban Retreat
Oak Park
10.0 out of 10, Exceptional, (14 reviews)
"This location was very convenient, and in close proximity to both downtown Oak Park, and the greater Chicago area."
United States
Thomas P.
The price is AED 545
AED 1,772 total
includes taxes & fees
2 Feb - 3 Feb
Vintage Urban Retreat
Interior

Cozy Home by O'Hare + EV Plug

Cozy Home by O'Hare + EV Plug
Des Plaines
9.4 out of 10, Exceptional, (6 reviews)
"Charming property in a quiet neighborhood. Host were exceptionally accommodating and replied promptly with questions. Would happily stay in this home again."
United States
Michael H.
The price is AED 522
AED 1,164 total
includes taxes & fees
3 Feb - 4 Feb
Cozy Home by O'Hare + EV Plug
Smart TV, offices

North Chi retreatNavySaunaTiki BarGames

North Chi retreatNavySaunaTiki BarGames
North Chicago
9.8 out of 10, Exceptional, (20 reviews)
"Nice clean home, easy check in processes close to the base. Perfect for our stay with kids. "
United States
Thomas D.
The price is AED 459
AED 1,838 total
includes taxes & fees
22 Feb - 23 Feb
North Chi retreatNavySaunaTiki BarGames
Dining

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, (1 review)
"Sweet hosts, beautiful place, and awesome movie/game room. Definitely would stay again."
United States
Willow M.
The price is AED 567
AED 1,078 total
includes taxes & fees
2 Mar - 3 Mar
Charming 2BR Hideaway FLW District-Theater/Games/Laundry/Office/Private Backyard
Paper towels, dining tables

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
streamwood
10.0 out of 10, Exceptional, (2 reviews)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is AED 532
AED 1,328 total
includes taxes & fees
1 Feb - 2 Feb
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi
Microwave, oven, stovetop, dishwasher

Home -2 bedroom, 4k projector

Home -2 bedroom, 4k projector
Waukegan
8.8 out of 10, Excellent, (3 reviews)
"The host was so amazing! Made many accommodations to make my stay very enjoyable! The host was very responsive and available. I would recommend this home on Vrbo to anyone having to go to Great Lakes Illinois. I was able to attend my son’s Navy graduation which wasn’t far from this location. Great stay! "
United States
You Tha Truth B.
The price is AED 459
AED 989 total
includes taxes & fees
8 Feb - 9 Feb
Home -2 bedroom, 4k projector
Smart TV, books

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups

Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Schaumburg
10.0 out of 10, Exceptional, (6 reviews)
"Super comfy for families and the nicest host. "
United States
Anonymous traveler
The price is AED 1,243
AED 1,943 total
includes taxes & fees
2 Feb - 3 Feb
Schaumburg Modern 4BR Farmhouse w/ Private Master & Sleeps 9. Families & groups
Fridge, microwave, oven, stovetop

4BR Near Woodfield Mall & Metra | LCP Collection

4BR Near Woodfield Mall & Metra | LCP Collection
Schaumburg
8.4 out of 10, Very Good, (5 reviews)
"Home was perfect for us with two kids. Beds were comfortable and a nice quiet location."
United States
Randy G.
The price is AED 650
AED 1,858 total
includes taxes & fees
1 Feb - 2 Feb
4BR Near Woodfield Mall & Metra | LCP Collection
TV

Relaxing Lake Zurich 3BR + Patio | LCP Collection

Relaxing Lake Zurich 3BR + Patio | LCP Collection
Lake Zurich
8.8 out of 10, Excellent, (6 reviews)
"This was by far the cleanest VRBO we have rented. The location was perfect for our visit. The fully fenced yard was great for our dogs. The host promptly responded to questions I had prior to and during our stay. "
United States
diana w.
The price is AED 639
AED 1,620 total
includes taxes & fees
1 Feb - 2 Feb
Relaxing Lake Zurich 3BR + Patio | LCP Collection
Smart TV

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
8.0 out of 10, Very Good, (21 reviews)
"Very nice place "
United States
Elliot H.
The price is AED 545
AED 1,102 total
includes taxes & fees
9 Feb - 10 Feb
Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed
Interior

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard

PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Arlington Heights
9.0 out of 10, Wonderful, (6 reviews)
"Everything was as described. House was very spacious and comfortable. This was a work trip but it was a nice place to relax in the evening. Enjoyed the back yard and grilling out for dinner. Would definitely stay here again. Kevin "
United States
James b.
The price is AED 528
AED 1,453 total
includes taxes & fees
1 Feb - 2 Feb
PROMO 10% WEEKLY 15% MONTHLY DISCOUNT 2-Car Garage Cal King Bed Fenced Yard
Terrace/patio

Sleeps 18 • 7BR • Gym • Game Room • Theater

Sleeps 18 • 7BR • Gym • Game Room • Theater
Austin
6.0 out of 10, (1 review)
"Ok place to fit large families if no other option available. Not suitable for kids with allergies as there are some opportunities in the cleanness and maintenance of the property.The communication were ok for reserving but very limited during the stay.The floor os severely damaged as well."
United States
Adrian Cesar C.
The price is AED 401
AED 3,162 total
includes taxes & fees
2 Feb - 3 Feb
Sleeps 18 • 7BR • Gym • Game Room • Theater
Bar (on property)

Huge 4BR w/ Yard | Sleeps 8 | LCP Collection

Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Des Plaines
9.0 out of 10, Wonderful, (10 reviews)
"Nice place, quiwr neighborhood."
United States
Kurt B.
The price is AED 801
AED 1,831 total
includes taxes & fees
1 Feb - 2 Feb
Huge 4BR w/ Yard | Sleeps 8 | LCP Collection
Private kitchen

Your Next Vacation Home

Your Next Vacation Home
Oakton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
Lukose K.
The price is AED 512
AED 1,063 total
includes taxes & fees
1 Feb - 2 Feb
Your Next Vacation Home
Exterior

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!

Near Chicago and O’Hare +Fenced yard +Game room+New Bath!
Schaumburg
9.6 out of 10, Exceptional, (33 reviews)
"We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. "
United States
Mary M.
The price is AED 652
AED 1,495 total
includes taxes & fees
5 Feb - 6 Feb
Near Chicago and O’Hare +Fenced yard +Game room+New Bath!
Fridge, microwave, oven, stovetop

Big Family Home with 4 King Beds

Big Family Home with 4 King Beds
Elmhurst
10.0 out of 10, Exceptional, (2 reviews)
"The host did an excellent job of allowing a most pleasurable experience. Syed was very communicative and responsive. The property is just as advertised and we enjoyed ourselves immensely. We will be back!"
United States
Dennis H.
Big Family Home with 4 King Beds
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 Winnetka Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Awesome location"
Ted 1-night trip
Posted 13 hours ago
Congress Plaza Hotel