Accommodations in Winnetka, IL: Compare 10+ Sites & Save

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165 Best Accommodations in Winnetka (Starting from $119)

Updated Spacious Home Near Northwestern University
Updated Spacious Home Near Northwestern University
House
Wilmette, IL, USA
2.8k from Winnetka center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms12 Guests
10.0

Exceptional

1 reviews

$242
Average price / night
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Chicago North Shore Luxury Home Vacation Rental Located in Upscale Neighborhood
Chicago North Shore Luxury Home Vacation Rental Located in Upscale Neighborhood
Villa
Wilmette, IL, 60091, United States
1.9k from Winnetka center

AC, Barbecue, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

4 Bedrooms6 Guests
New to Booking
$1095
Average price / night
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Ideal 1-Bedroom Apartment - Hartrey G
Ideal 1-Bedroom Apartment - Hartrey G
Apartment
Evanston, IL, USA
5.8k from Winnetka center

Apartments, Accommodations, Lodgings, Places to stay

1 Bedroom2 Guests
New to Booking
$232
Average price / night
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Charming, light-filled 5br Wilmette home
Charming, light-filled 5br Wilmette home
House
Wilmette, IL, 60091, United States
2.5k from Winnetka center

AC, Barbecue, Crib, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$252
Average price / night
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Walk to Train Convenient Skokie Condo!
Walk to Train Convenient Skokie Condo!
Apartment
Skokie, IL, USA
6.5k from Winnetka center

Apartments, Accommodations, Parking, Lodgings, Places to stay, Condos

1 Bedroom4 Guests
5.0

Review score

1 reviews

$192
Average price / night
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Charming 3-bedroom house with AC and WiFi in Wilmette
Charming 3-bedroom house with AC and WiFi in Wilmette
House
Wilmette, IL, 60091, United States
2.7k from Winnetka center

AC, Crib, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$205
Average price / night
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Stylish Evanston Retreat Near NU & Lakefront
Stylish Evanston Retreat Near NU & Lakefront
House
Evanston, IL, USA
6.9k from Winnetka center

Internet, Pet Friendly, Fireplace/Heating, Air Conditioner, View, Sports/Activities, Parking

1 Bedroom4 Guests
New to Booking
$392
Average price / night
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Cozy 4 Bedroom/2 Bath Cozy Home In East Glenview With Inground Pool!
Cozy 4 Bedroom/2 Bath Cozy Home In East Glenview With Inground Pool!
House
Glenview, IL, 60025, United States
2.9k from Winnetka center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms7 Guests
9.8

Exceptional

10 reviews

$383
Average price / night
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Luxury Suite at Private Beach North Shore Residence
Luxury Suite at Private Beach North Shore Residence
House
Highland Park, IL, USA
7.1k from Winnetka center

B&bs, Luxury, Cheap, Accommodations, Parking, Guest houses, Homestays, Lodgings, Vacation rentals

1 Bedroom2 Guests
9.3

Superb

3 reviews

$152
Average price / night
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Wilmette Apartment - Close to Everything!
Wilmette Apartment - Close to Everything!
Apartment
Wilmette, IL, 60091, United States
3.1k from Winnetka center

AC, Heater, Internet, Microwave, No Smoking, TV

3 Bedrooms6 Guests
New to Booking
$185
Average price / night
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Rest and Relaxation with Game Room Morton Grove IL 3 BR House
Rest and Relaxation with Game Room Morton Grove IL 3 BR House
House
IL, USA
7.1k from Winnetka center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms11 Guests
8.0

Good

1 reviews

$347
Average price / night
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Extended Stay Northbrook FHS Rental
Extended Stay Northbrook FHS Rental
House
Northbrook, IL, 60062, United States
3.7k from Winnetka center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms12 Guests
New to Booking
$365
Average price / night
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Morton Grove w Game Room & Huge Yard
Morton Grove w Game Room & Huge Yard
House
Morton Grove, IL, USA
7.1k from Winnetka center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

3 Bedrooms11 Guests
New to Booking
$723
Average price / night
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NEW! Bright Modern 3Bed 2.5Bath Evanston Home w/Parking by AllSet Turnover
NEW! Bright Modern 3Bed 2.5Bath Evanston Home w/Parking by AllSet Turnover
House
Evanston, IL, 60201, United States
4.4k from Winnetka center

AC, Heater, Internet, Microwave, No Smoking, TV

3 Bedrooms9 Guests
New to Booking
$292
Average price / night
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Pet-Friendly Family Apartment - Near NU Campus!
Pet-Friendly Family Apartment - Near NU Campus!
Apartment
Evanston, IL, USA
7.1k from Winnetka center

Apartments, Cheap, Accommodations, Parking, Spa, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$282
Average price / night
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Townhome on the West Fork River - 3br, 3ba, Art-filled home
Townhome on the West Fork River - 3br, 3ba, Art-filled home
House
Glenview, IL, 60025, United States
4.8k from Winnetka center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$309
Average price / night
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Modern 2 Beds Apt close Downtown
Modern 2 Beds Apt close Downtown
Apartment
Evanston, IL, USA
7.2k from Winnetka center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$237
Average price / night
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Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood
Kitschy House on a Quiet Tree Lined Street in Upscale Evanston Neighborhood
House
Evanston, IL, 60201, United States
5.2k from Winnetka center

AC, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

15 reviews

$218
Average price / night
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Family Apartment with Deck and Yard Near Northwestern
Family Apartment with Deck and Yard Near Northwestern
Apartment
Evanston, IL, USA
7.2k from Winnetka center

Apartments, Cheap, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Family

2 Bedrooms6 Guests
9.4

Superb

8 reviews

$119
Average price / night
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Entire home, close to highway, serene neighborhood
Entire home, close to highway, serene neighborhood
House
Northbrook, IL, 60062, United States
5.3k from Winnetka center

AC, Dryer, Heater, Internet, Laundry, No Smoking, TV, Washer

3 Bedrooms6 Guests
New to Booking
$206
Average price / night
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2 Mi to Northwestern Updated Home with Game Room!
2 Mi to Northwestern Updated Home with Game Room!
House
Evanston, IL, USA
7.3k from Winnetka center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$393
Average price / night
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1 Mi to Metra: Estate w/ Theater, Game Room & More
1 Mi to Metra: Estate w/ Theater, Game Room & More
House
Northbrook, IL, 60062, United States
5.4k from Winnetka center

AC, Balcony, Barbecue, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Kitchen

4 Bedrooms8 Guests
New to Booking
$1264
Average price / night
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In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge.
In \"The Glen\" Business District. Free Breakfast. Indoor Pool. Studio at Staybridge.
Apartment
Glenview, IL, 60026, United States
5.5k from Winnetka center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

9.0

Fabulous

2 reviews

$174
Average price / night
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Gorgeous 15BD & 5.5BR House w/Ninja Gym - Skokie!
Gorgeous 15BD & 5.5BR House w/Ninja Gym - Skokie!
House
Skokie, IL, 60076, United States
5.6k from Winnetka center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

7 Bedrooms18 Guests
8.6

Fabulous

8 reviews

$1633
Average price / night
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3BR 1.5Bath 2Car Parking Skokie Apt Near Chicago-Evanston
3BR 1.5Bath 2Car Parking Skokie Apt Near Chicago-Evanston
Apartment
Skokie, IL, 60077, United States
5.6k from Winnetka center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms6 Guests
New to Booking
$179
Average price / night
Check Availability
Cozy Studio w/ Breakfast | Business Center & Pool
Cozy Studio w/ Breakfast | Business Center & Pool
Apartment
Glenview, IL, 60026, United States
5.7k from Winnetka center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

New to Booking
$241
Average price / night
Check Availability
Accessible Suite | Kitchen, Free Breakfast & Pool
Accessible Suite | Kitchen, Free Breakfast & Pool
Apartment
Glenview, IL, 60026, United States
5.7k from Winnetka center

AC, Barbecue, Breakfast Included, Dryer, Elevator, Free Parking, Heater, Internet, Kitchen

1 Bedroom2 Guests
New to Booking
$193
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Accommodations in Winnetka.

Winnetka Accommodations on the Map

Frequently Asked Questions

You can explore 165 verified accommodations in Winnetka, including hotels, vacation rentals, resorts, and boutique stays. This variety makes it easier to choose the option that best fits your travel style and budget.

Accommodation prices in Winnetka vary based on property type, location, and travel dates. Rates typically start from around $119 per night, with higher prices for premium properties and peak travel periods.

Hotels are ideal for convenience and short stays, while vacation rentals offer more space and privacy. Resorts are suitable for all-inclusive experiences, and boutique properties provide a more unique and personalized stay in Winnetka.

Yes, Winnetka offers many family-friendly options, including large vacation rentals and hotels with suites or connecting rooms. Currently, 42 listings in Winnetka are well-suited for families and group travel.

Booking 30 to 60 days in advance is generally recommended for the best availability and pricing. For peak travel seasons or major events in Winnetka, booking several months ahead can help secure your preferred property.

Accommodations in Winnetka commonly include amenities such as Fireplace/Heating, Internet, and Wellness Facilities. Availability may vary depending on the type of property you choose.

Yes, some accommodations in Winnetka focus on sustainable practices such as energy efficiency and reduced environmental impact. You can filter listings to find options that align with your preferences in Winnetka.