Holiday Rentals in Skokie, IL

127 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Skokie, IL holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

127 Holiday rentals and Airbnb in Skokie, IL

Best family friendly Skokie, IL holiday rentals

Among the 127 accommodations in Skokie, IL, here are the 4 best family friendly rentals

The Hotel & Athletic Club At Midtown - Skokie, IL
9.0 1120 reviews
Skokie, IL
27/06 – 04/07
384 €/nighttotal: 2688 € (7 )

The Hotel & Athletic Club At Midtown

1 2
resort , Chicago
The Hotel & Athletic Club at Midtown is conveniently located in Chicago's Midtown neighbourhood, just a short distance from popular attractions like Wrigley Field, Lincoln Park Zoo, and United Center. The hotel consistently receives high ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The hotel offers a range of comfortable and modern rooms, each equipped with amenities such as air conditioning, flat-screen TVs, and private bathrooms. Guests have access to a wide array of facilities including indoor and outdoor swimming pools, a spa, a fitness centre, tennis courts, and a variety of fitness classes, making it a great choice for those seeking a wellness-focused getaway.
Parisian Inspired Escape - Close To Town & Nu - Skokie, IL
10 1 review
Skokie, IL
27/06 – 04/07
499 €/nighttotal: 3493 € (7 )

Parisian Inspired Escape - Close To Town & Nu

2 2
apartment , Evanston
This two-bedroom flat is located in Evanston's Church & Dodge district, 800 metres from Downtown Evanston and less than 1.6 kilometres from Northwestern University.
This family-friendly property offers a gourmet kitchen, a lower-level family room with a movie screen, an office space, a sunny patio, and is close to Lake Michigan for water activities and Michigan Avenue for shopping.
Modern Clean Private Entry Apartment  Free Street Parking  Washer & Dryer - Skokie, IL
10 6 reviews
Skokie, IL
25/06 – 02/07
315 €/nighttotal: 2205 € (7 )

Modern Clean Private Entry Apartment Free Street Parking Washer & Dryer

1 3
apartment , Chicago
This Chicago West Ridge apartment, a short 6.4km drive from Lake Michigan and a 16km drive from Wrigley Field, offers convenient access to key attractions.
The one-bedroom, one-bathroom flat sleeps six guests and includes free Wi-Fi, on-site parking, and essential amenities such as a refrigerator, coffee maker, and Smart TV; nearby cultural attractions include the Art Institute of Chicago and the Field Museum of Natural History.
Beautiful & Cozy 2bd/1b Near Ohare & Metra (Md-w) - Skokie, IL
9.7 100 reviews
Skokie, IL
27/06 – 04/07
243 €/nighttotal: 1701 € (7 )

Beautiful & Cozy 2bd/1b Near Ohare & Metra (Md-w)

2 2
apartment , Chicago
This Elmwood Park apartment is located just 1.4 km from the Frank Lloyd Wright Historic District and 2.4 km from the Ernest Hemingway Museum and House, offering easy access to these popular attractions. The apartment consistently receives excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The flat has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a fully equipped kitchen, a private garden, and a terrace, providing everything you need for a relaxing and enjoyable stay.

Best Skokie, IL holiday rentals with parking

Luxury King Sleep Number Historic Location - Skokie, IL
Skokie, IL
04/07 – 18/07
229 €/nighttotal: 3206 € (14 )

Luxury King Sleep Number Historic Location

2 5
house , Elmwood Park
This Elmwood Park holiday home is situated approximately 8km from O'Hare International Airport and within 16-18km of Chicago attractions including the United Center, Lincoln Park Zoo, and Wrigley Field.
This two-bedroom property boasts a 600 square metre floor area, sleeps seven guests, and includes a fully equipped kitchen, garden, Wi-Fi, and in-unit laundry facilities.
Top Rated W/free Street Parking+ 2 King Beds 1 Single +In Unit-laundry +1.5 Bath - Skokie, IL
10 2 reviews
Skokie, IL
04/07 – 18/07
346 €/nighttotal: 4844 € (14 )

Top Rated W/free Street Parking+ 2 King Beds 1 Single +In Unit-laundry +1.5 Bath

3 5
apartment , Dunning
This newly renovated Scandinavian-inspired flat is located in Dunning, Chicago, offering convenient access to cultural sites like the Chicago History Museum and Chicago Theatre, as well as landmarks such as the Merchandise Mart and Cloud Gate.
This first-floor residence provides accommodation for up to five guests, featuring three bedrooms, private in-unit laundry, fast WiFi, smart TVs, and a large eat-in kitchen, with exclusive access through a private garage entrance.
"Hope Of Evanston" 180°view, 2bdr +2bath Urban Luxury - Skokie, IL
10 21 reviews
Skokie, IL
25/06 – 02/07
533 €/nighttotal: 3731 € (7 )

"Hope Of Evanston" 180°view, 2bdr +2bath Urban Luxury

2 3
apartment , Evanston
This Evanston apartment is situated 2.1km from Lake Michigan and Northwestern University, a short walk from Davis Metro Station and Evanston Davis Street Station.
This two-bedroom, two-bathroom dwelling sleeps five guests and boasts a private balcony, in-unit fireplace, fully equipped kitchen, and access to a swimming pool and fitness centre; free Wi-Fi is also provided.
Queen Bed Non-smoking - Skokie, IL
Skokie, IL
27/06 – 04/07
85 €/nighttotal: 595 € (7 )

Queen Bed Non-smoking

1 1
apartment , Chicago
This Chicago North Shore flat is located 12 kilometres from Chicago O'Hare International Airport and within driving distance of Loyola University Chicago, Wrigley Field, and Lincoln Park Zoo.
This one-bedroom flat offers accommodation for two guests, featuring a Queen bed, dining table, microwave, refrigerator, private bathroom with complimentary toiletries, and free WiFi, with on-site private parking also provided at no extra cost.

Frequently asked questions about holiday rentals in Skokie, IL

Destinations nearby

Best Skokie, IL holiday rentals with a balcony

2 Bed Apt W/ Office, Free Parking, Near Wrigley - Skokie, IL
9.4 138 reviews
Skokie, IL
25/06 – 02/07
613 €/nighttotal: 4291 € (7 )

2 Bed Apt W/ Office, Free Parking, Near Wrigley

2 3
apartment , Chicago
This two-bedroom Chicago apartment is situated near Wrigleyville, a 15-minute walk from Wrigley Field, and within a 4.8-8 km radius of Lincoln Park Zoo, Water Tower Place, and the United Centre.
The 111 square metre flat offers a fully equipped kitchen, free parking, and amenities including a fireplace and patio, sleeping up to four guests comfortably.
Modern 3br Apartment Near North Ave Shops - Skokie, IL
Skokie, IL
25/06 – 02/07
396 €/nighttotal: 2772 € (7 )

Modern 3br Apartment Near North Ave Shops

3 3
apartment , Chicago
This spacious three-bedroom flat is situated in Chicago's Old Town/Lincoln Park/Clybourn Corridor area, placing you a short walk from the Second City Theatre and a few kilometres from Lincoln Park Zoo and the lakefront via the North Branch Trail.
This 90-square-metre residence accommodates up to eight guests with three bedrooms, two bathrooms, a fully equipped kitchen featuring stainless steel appliances, and in-unit laundry facilities, all offering city views and individually controlled air conditioning.
Home Away From Home Unit. - Skokie, IL
Skokie, IL
25/06 – 02/07
372 €/nighttotal: 2604 € (7 )

Home Away From Home Unit.

3 3
apartment , Chicago
This three-bedroom flat is located in Chicago's West Town district, placing it 4.8 kilometres from Millennium Park and 4.2 kilometres from Lake Michigan, with the Field Museum of Natural History and the Museum of Science and Industry also within easy reach.
This residence offers accommodation for up to six guests and includes internet, air conditioning, a balcony, and parking, providing a comfortable base for exploring attractions such as the United Center and Wrigley Field.
Stunning 2 Floor Apt With Rooftop - View Of Loop! - Skokie, IL
9.4 353 reviews
Skokie, IL
25/06 – 02/07
491 €/nighttotal: 3437 € (7 )

Stunning 2 Floor Apt With Rooftop - View Of Loop!

3 3
apartment , Chicago
This Noble Square/West Town duplex apartment is ideally situated within walking distance of many Chicago attractions.
This spacious 149-square-metre (1600 sq ft) three-bedroom, two-and-a-half-bathroom property boasts a rooftop deck with city skyline views, a private backyard, and accommodates up to twelve guests, featuring a fully equipped kitchen, in-unit laundry, and on-site management.

Best Skokie, IL holiday rentals with air conditioning

Comfy & Flattering Northside Chi - Skokie, IL
8.7 23 reviews
Skokie, IL
27/06 – 04/07
173 €/nighttotal: 1211 € (7 )

Comfy & Flattering Northside Chi

1 2
apartment , Chicago
This spacious garden flat is situated in a residential neighbourhood near O'Hare International Airport (approximately 16km away) and 32km from Chicago's city centre.
The two-bedroom, one-bathroom dwelling sleeps four guests and includes a fully equipped kitchen with freezer, microwave, and dishwasher, plus air conditioning, parking, internet access, and a shared backyard; it's newly remodelled.
Bright & Modern 4br Skokie Retreat - Skokie, IL
9.6 15 reviews
Skokie, IL
27/06 – 04/07
390 €/nighttotal: 2730 € (7 )

Bright & Modern 4br Skokie Retreat

4 2
apartment , Skokie
This Skokie flat offers a prime location in a quiet residential area, providing convenient access to local shops and eateries, with Chicago only a short journey away.
This spacious, four-bedroom, two-bathroom apartment accommodates up to eight guests and features a fully equipped kitchen, in-unit laundry, high-speed Wi-Fi, and a two-car garage with EV charging.
Free Parking+20 Min To Downtown Chicago - Skokie, IL
Skokie, IL
27/06 – 04/07
203 €/nighttotal: 1421 € (7 )

Free Parking+20 Min To Downtown Chicago

2 2
apartment , Oak Park
This two-bedroom, two-bathroom flat in Oak Park offers excellent access to the Frank Lloyd Wright Historic District, a mere 5-minute walk away, and is conveniently situated 400 metres from Ridgeland metro station for straightforward travel to Chicago's Millennium Park (14-minute drive) and Grant Park (15-minute drive).
This accommodation for up to six guests provides Wi-Fi, air conditioning, and essential amenities, with easy access to public transport and attractions such as the United Centre (10-minute drive) and Michigan Avenue.
Charming 3br Home With 2 Parking Spot, Near Transit & Shopping, - Skokie, IL
Skokie, IL
04/07 – 18/07
592 €/nighttotal: 8288 € (14 )

Charming 3br Home With 2 Parking Spot, Near Transit & Shopping,

3 5
house , Skokie
This Skokie detached house is situated 11.9 kilometres from Loyola University Chicago and 15.1 kilometres from Wrigley Field, with Water Tower Chicago and 360 Chicago both 22.5 kilometres away.
This family-friendly property offers 3 bedrooms, air conditioning, free Wi-Fi, and parking, with a floor area of 139 square metres and capacity for 13 guests.
©2026 cozycozy.com