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Check prices for these dates

Next weekend
Jun 27 - Jun 29
In two weeks
Jul 4 - Jul 6
In one month
Jul 18 - Jul 20
In two months
Aug 15 - Aug 17

Condo Rentals in Winnetka

Wrigleyville Inn, Beautiful Modern 1 Bedroom, Steps from Wrigley Field
Exterior

Wrigleyville Inn, Beautiful Modern 1 Bedroom, Steps from Wrigley Field

9.4 out of 10, Exceptional, (11)
"Really great unit. The location is amazing, the unit itself is clean, organized, and laid out perfectly. Plenty of room. Check in was efficient and easy. I would recommend this unit."
$547 nightly
The price is $667
Jun 18 - Jun 19
Total includes taxes and fees
Wrigleyville Inn, Beautiful Modern 1 Bedroom, Steps from Wrigley Field
Wrigleyville Inn AllStar Unit
Exterior

Wrigleyville Inn AllStar Unit

9.4 out of 10, Exceptional, (18)
"Enjoyed a dinner party with friends Place was perfect Management helpful "
$768 nightly
The price is $937
Jun 29 - Jun 30
Total includes taxes and fees
Wrigleyville Inn AllStar Unit
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Fridge, microwave, oven, stovetop

The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9

9.8 out of 10, Exceptional, (20)
"We had a great experience. We would stay here again!"
$879 nightly
The price is $1,073
Jul 7 - Jul 8
Total includes taxes and fees
The Inn at Wrigleyville, Beautiful New 4 Bedroom Sleeps 9
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
Fridge, microwave, oven, stovetop

Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building

9.0 out of 10, Wonderful, (13)
"The apartment is literally across the street from the ballpark. Very clean, easy to check in, big space, everything we needed was there, couldn't have asked for more."
$879 nightly
The price is $1,073
Jul 7 - Jul 8
Total includes taxes and fees
Featured on the Travel Channel, 4 Bedroom 2 Bath in Wrigley Rooftop Building
Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
Fridge, microwave, oven, stovetop

Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9

9.8 out of 10, Exceptional, (16)
"Would definitely stay there again "
$1,004 nightly
The price is $1,224
Jun 17 - Jun 18
Total includes taxes and fees
Gorgeous 4 Bedroom with Pool Table steps from Wrigley Field Sleeps 9
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
Exterior

Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!

9.6 out of 10, Exceptional, (22)
"The whole trip was so awesome but the room was so perfect. Being lifelong Cubs fans it was amazing to open the blinds and see wrigley field right there. Thank you so much for letting us have early arrival. It really was needed. We will check on using this property in the future."
$879 nightly
The price is $1,073
Jul 7 - Jul 8
Total includes taxes and fees
Across From Wrigley Field, Beautiful New 4 Bedroom Featured On Travel Channel!
Chic Urban Retreat Near Wrigley Field w/Parking
Miscellaneous

Chic Urban Retreat Near Wrigley Field w/Parking

10.0 out of 10, Exceptional, (21)
"The property was nice. It had everything we needed, close to a store, restaurants and the train. "
$451 nightly
The price is $457
Jun 17 - Jun 18
Total includes taxes and fees
Chic Urban Retreat Near Wrigley Field w/Parking
NEW! Modern, Spacious 3BR Apt Minutes to Downtown!
Interior

NEW! Modern, Spacious 3BR Apt Minutes to Downtown!

$485 nightly
The price is $691
Jul 1 - Jul 2
Total includes taxes and fees
NEW! Modern, Spacious 3BR Apt Minutes to Downtown!
Cozy Wicker Park Home with Movie Room
TV, fireplace, books, offices

Cozy Wicker Park Home with Movie Room

9.8 out of 10, Exceptional, (9)
"Great stay!! I think the 7 bed is a little misleading but overall was a great space with 5 beds for a group. Great location and vibe."
$889 nightly
The price is $1,076
Jun 29 - Jun 30
Total includes taxes and fees
Cozy Wicker Park Home with Movie Room
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Fridge, microwave, oven, stovetop

MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking

9.6 out of 10, Exceptional, (24)
"Great location near Northwestern University. Plenty of on street parking for our group. Good communication with owner."
$427 nightly
The price is $459
Jun 23 - Jun 24
Total includes taxes and fees
MDRN Kid-Friendly Apt|Charming|Private|Sunny|Fast Wi-Fi| Parking
Huge Projector and Designated Workspace - Near Wrigley!
2 bedrooms, desk, iron/ironing board, free WiFi

Huge Projector and Designated Workspace - Near Wrigley!

$309 nightly
The price is $361
Jul 16 - Jul 17
Total includes taxes and fees
Huge Projector and Designated Workspace - Near Wrigley!
Chic Suite/Mins to L Train /Laundry/Free Parking
Miscellaneous

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

9.6 out of 10, Exceptional, (45)
"This was the perfect place for my boyfriend and I to stay for our little 48 hour trip. Every thing was perfectly explained in detail and that helped so much because we got there later at night. It is right outside the city and has great options located all around as well. I will recommend this place to anyone traveling to the Chicago area. "
$189 nightly
The price is $205
Jun 23 - Jun 24
Total includes taxes and fees
Chic Suite/Mins to L Train /Laundry/Free Parking
Spacious & Comfortable 3 Bedrooms + Bonus Room
Desk, iron/ironing board, free WiFi, bed sheets

Spacious & Comfortable 3 Bedrooms + Bonus Room

$495 nightly
The price is $500
Jun 18 - Jun 19
Total includes taxes and fees
Spacious & Comfortable 3 Bedrooms + Bonus Room
Cozy Forest Park Condo!
Living area

Cozy Forest Park Condo!

$389 nightly
The price is $393
Jun 18 - Jun 19
Total includes taxes and fees
Cozy Forest Park Condo!
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Exterior

1 Bedroom | Free Breakfast Buffet, Indoor Pool

2.0 star property
$224 nightly
The price is $249
Jun 29 - Jun 30
Total includes taxes and fees
1 Bedroom | Free Breakfast Buffet, Indoor Pool
Just remodeled apartment close to airport and mall
Private kitchen

Just remodeled apartment close to airport and mall

10.0 out of 10, Exceptional, (11)
"The location was great for my purposes, nice apartment, great neighborhood and close to the airport."
$237 nightly
The price is $239
Jun 29 - Jun 30
Total includes taxes and fees
Just remodeled apartment close to airport and mall
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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Frequently asked questions

How much do condos in Winnetka cost?
Condos in Winnetka range from $361 to $1,073 per night. This will give you lots of room for your entire crew at a price that won’t stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Winnetka?
Choose from 229 condos in Winnetka. Whether you’re traveling with the family or organizing a weekend break with your buddies, Expedia can help you find the right space for your whole crew.
Why book your condo in Winnetka with Expedia?
Expedia will help you find your ideal condo in Winnetka. After a luxury escape? Make the most of our filters to search for properties that have a 5-star rating. If you’re sticking to a budget, select how much you want to spend and then browse our fabulous options. We’ll help you find the right place whatever your vacation looks like.