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Skokie, IL vacation rentals
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Best Vacation rentals and Airbnb offers in Skokie, IL

Top Vacation Rentals for Families in Skokie, IL

Make family travel to Skokie, IL seamless with spacious vacation rentals located just minutes from top city attractions.

Parisian Inspired Escape - Close To Town & Nu - Skokie, IL
10 1 review
Skokie, IL
06/27 – 07/04
$579/nighttotal: $4053 (7 )

Parisian Inspired Escape - Close To Town & Nu

2 2
apartment , Evanston
This 2-bedroom rental unit is located in Evanston's Church & Dodge neighborhood, a half-mile from Downtown Evanston and less than a mile from Northwestern University.
This family-friendly apartment accommodates up to six guests and features a gourmet kitchen, a family room with a movie screen, an office, a patio, and is close to the beach, Lake Michigan, and various water and cycling activities.
Large 2-bedroom With Huge Roof Deck View Of Chicago Skyline - Skokie, IL
8.3 6 reviews
Skokie, IL
06/25 – 07/02
$471/nighttotal: $3297 (7 )

Large 2-bedroom With Huge Roof Deck View Of Chicago Skyline

2 3
apartment , Chicago
This two-bedroom apartment is located in Chicago's Wrigleyville neighborhood, just 2.5 miles from Wrigley Field, home of the Chicago Cubs.
The 1,350 square-foot apartment features a fully equipped kitchen, a spacious living room, two bathrooms, and a rooftop deck with stunning views of the Chicago skyline, comfortably accommodating up to seven guests.
Welcoming 3-bedroom House In Vibrant Chicago - Skokie, IL
10 1 review
Skokie, IL
06/27 – 07/04
$830/nighttotal: $5810 (7 )

Welcoming 3-bedroom House In Vibrant Chicago

3 1
apartment , Chicago
This 3-bedroom, 2-bathroom condo in Chicago's Ukrainian Village is located within walking distance of the United Center and offers free street parking.
This family-friendly apartment accommodates up to 8 guests and features a kitchen with a fridge, microwave, and dishwasher, plus air conditioning and a private patio.
Lincolnwood Rental - Skokie, IL
10 2 reviews
Skokie, IL
06/27 – 07/04
$606/nighttotal: $4242 (7 )

Lincolnwood Rental

3 5
apartment , Lincolnwood
This 3-bedroom, 2-bathroom house is located in Lincolnwood, just 20 minutes from O'Hare Airport and 18 minutes from downtown Chicago, making it a convenient base for exploring the city. The quiet neighborhood offers a peaceful retreat after a day of sightseeing.
The spacious home comfortably accommodates up to 8 guests with a variety of amenities for a comfortable stay. Enjoy a fully equipped kitchen, a game room with a pool table, and entertainment options like multiple TVs, board games, and a classic arcade cabinet.

Best Skokie, IL vacation rentals with parking

Charming Contemporary Family Home - Skokie, IL
8.7 3 reviews
Skokie, IL
06/27 – 07/04
$433/nighttotal: $3031 (7 )

Charming Contemporary Family Home

3 3
house , Glenview
This Glenview house is conveniently located just 12 miles from Loyola University Chicago and 14 miles from Wrigley Field, offering easy access to both the city's attractions and the peaceful suburban environment. This property has received very good ratings for location, cleanliness, and overall user experience.
This 3-bedroom home comfortably sleeps 6 guests and provides 1190 square feet of living space. The house includes modern amenities like air conditioning, free Wi-Fi, a fully equipped kitchen, and a private patio, making it perfect for families or groups looking for a relaxing and comfortable stay.
3br With Private Entrance - Garden Unit - Skokie, IL
9.4 11 reviews
Skokie, IL
06/25 – 07/02
$233/nighttotal: $1631 (7 )

3br With Private Entrance - Garden Unit

3 3
apartment , Chicago
This 3-bedroom Logan Square garden condo offers a private entrance and is steps from Palmer Square Park, a 10-minute Blue Line ride from downtown Chicago.
The unit features a fully equipped kitchen, self check-in, sleeps 5 guests comfortably, and includes amenities such as Wi-Fi, streaming TV, and fresh linens.
Rogers Park Cozy 1 Bd, 1 Bath Unit. Gated Parking. - Skokie, IL
9.1 35 reviews
Skokie, IL
06/27 – 07/04
$235/nighttotal: $1645 (7 )

Rogers Park Cozy 1 Bd, 1 Bath Unit. Gated Parking.

1 2
apartment , Chicago
This one-bedroom apartment is located in Chicago's Rogers Park neighborhood, just a short drive from the Howard station, which provides easy access to the Red, Yellow, and Purple lines. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This cozy rental features a separate living room, a spacious kitchen, and a dedicated workspace, perfect for relaxing or working. Enjoy free gated parking, air conditioning, and the convenience of having a fridge and microwave oven, all while accommodating up to two guests.
Cozy 1-bedroom House In Tranquil Skokie With Parking - Skokie, IL
8.0 1 review
Skokie, IL
07/04 – 07/18
$231/nighttotal: $3234 (14 )

Cozy 1-bedroom House In Tranquil Skokie With Parking

1 5
apartment , Skokie
This Skokie studio apartment provides easy access to Old Orchard Mall, dining options, the CTA Yellow Line for public transit, and major roads leading to downtown Chicago.
This private, sun-filled unit accommodates up to six guests with a queen bed, sofa bed, and an air mattress, featuring a modern kitchen, high-speed Wi-Fi, and two dedicated parking spots, located near Glen Club and within reach of Lake Michigan and Clark Street Beach.

Frequently Asked Questions about vacation rentals in Skokie, IL

  • What are the top family-friendly attractions in Skokie, IL?

    The Skokie Park District offers a variety of family-friendly attractions, including the Skokie Lagoon, Oakton Park, and West Skokie Park. The Skokie Public Library also has a number of programs and events for families, such as story time and craft classes.
  • What are the best Airbnb and vacation rentals in Skokie, IL?

  • When is the best time to book a vacation rental in Skokie, IL?

    The best time to book a vacation rental in Skokie is during the shoulder seasons, from April to May and September to October. The weather is still pleasant during these months, and the crowds are smaller. You'll also find better deals on rental rates.
  • What are the most popular Airbnbs in Skokie, IL?

  • What are the best budget-friendly activities in Skokie, IL?

    Skokie has a lot of free activities, including walking or biking around the Skokie Lagoon, visiting the Skokie Public Library, and enjoying the parks. There are also several free concerts and events throughout the year.
  • What are the best vacation rentals with a pool in Skokie, IL?

  • What are the best restaurants with local dishes in Skokie, IL?

    Skokie has a diverse culinary scene, but some local favorites include The Skokie Inn, a classic diner serving American comfort food, and La Fiesta, a Mexican restaurant known for its authentic dishes.
  • What are the best rentals for families and kids in Skokie, IL?

  • What are the best walking or cycling routes in Skokie, IL?

    The Skokie Lagoon Trail is a popular walking and cycling route. It's a 3.5-mile paved trail that winds around the lagoon. There are also several other trails in the area, including the North Shore Channel Trail and the Skokie Valley Trail.
  • What are the best rentals or Airbnbs with a jacuzzi in Skokie, IL?

    Quiet And Welcoming House and Chateau Coco are the best vacation rentals or Airbnb with a jacuzzi in Skokie, IL.

  • Are there pet-friendly attractions in Skokie, IL?

    Many of Skokie's parks are pet-friendly, including Oakton Park and West Skokie Park. You can also bring your furry friend to the Skokie Lagoon, but be sure to keep them on a leash.
  • What are the benefits of choosing a vacation rental in Skokie, IL?

    Vacation rentals in Skokie offer more space and privacy than hotels. They also often come with amenities that are not typically found in hotels, such as kitchens and laundry facilities.
  • What are the top sports attractions and facilities in Skokie, IL?

    The Skokie Park District offers a variety of sports facilities, including Oakton Park and West Skokie Park. There are also several golf courses in the area, such as the Skokie Country Club.

Destinations nearby

Best Vacation Rentals with Balconies in Skokie, IL

Wake up to breathtaking views at these Skokie, IL vacation rentals with balconies, perfect for your morning coffee.

Chic River North Retreat: Luxe Suites, Stunning Views, Steps From Chicago Life! - Skokie, IL
9.0 2 reviews
Skokie, IL
06/27 – 07/04
$1164/nighttotal: $8148 (7 )

Chic River North Retreat: Luxe Suites, Stunning Views, Steps From Chicago Life!

2 2
apartment , Chicago
This Level River North two-bedroom apartment rental in Chicago's River North neighborhood is minutes from the Magnificent Mile and across the river from the Loop.
The 870-square-foot suite sleeps six, features two bathrooms, a fully equipped kitchen, in-unit laundry, a balcony, and access to a swimming pool and sauna.
Enjoy Evanston! Slow Down After A Busy Day Sight Seeing - Walking Distance From Public Transportation By Allset Turnover - Skokie, IL
8.6 24 reviews
Skokie, IL
06/27 – 07/04
$366/nighttotal: $2562 (7 )

Enjoy Evanston! Slow Down After A Busy Day Sight Seeing - Walking Distance From Public Transportation By Allset Turnover

2 2
apartment , Evanston
This Evanston rental is conveniently located near Northwestern University, Lake Michigan, and public transportation. Guests consistently rate the apartment excellent for its cleanliness, location, and overall experience.
The two-bedroom apartment comfortably sleeps four guests. Amenities include a fully equipped kitchen, a balcony, parking, and a smoke-free environment.
Peaceful Cozy Beach View| 13 Mins Dt | 4 Mins Lake - Skokie, IL
9.2 15 reviews
Skokie, IL
06/27 – 07/04
$468/nighttotal: $3276 (7 )

Peaceful Cozy Beach View| 13 Mins Dt | 4 Mins Lake

1 2
apartment , Chicago
This Uptown Chicago apartment rental is conveniently located near Montrose Beach, a 9-minute walk from the Argyle Red Line station, offering easy access to public transportation and popular attractions like the Aragon Ballroom and Riviera Theatre. This one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen, in-unit laundry, a rooftop deck with city views, and access to an on-site fitness center.
1 Mi To Metra: Estate W/ Theater, Game Room & More - Skokie, IL
10 1 review
Skokie, IL
06/25 – 07/02
$1423/nighttotal: $9961 (7 )

1 Mi To Metra: Estate W/ Theater, Game Room & More

4 3
apartment , Northbrook
This 9,500 sq ft luxury house in Northbrook is located 1 mile from the Metra station for Chicago access, close to shopping and dining, and a short drive to the Botanic Garden.
This spacious vacation rental accommodates 8 guests with 4 bedrooms, 7 bathrooms, a home theater, game room, home gym, and extensive outdoor entertainment including a backyard with a trampoline and fire pit.

Best Skokie, IL vacation rentals with air conditioning

2br Near Ohare Oak Park Coffee Nook - Skokie, IL
Skokie, IL
07/04 – 07/18
$199/nighttotal: $2786 (14 )

2br Near Ohare Oak Park Coffee Nook

2 5
apartment , Elmwood Park
This Elmwood Park condo rental is conveniently located near O'Hare International Airport (5 miles) and within a 9-11 mile radius of Chicago attractions such as the United Center, Lincoln Park Zoo, Wrigley Field, and 360 Chicago.
This 5,380-square-foot apartment sleeps 10 guests and features two bedrooms, one bathroom, a fully equipped kitchen, in-unit laundry, free Wi-Fi, a garden, and proximity to major Chicago attractions.
Culinary Dream - Pizza Oven/bbq/smoker - Skokie, IL
9.9 81 reviews
Skokie, IL
06/27 – 07/04
$613/nighttotal: $4291 (7 )

Culinary Dream - Pizza Oven/bbq/smoker

1 2
apartment , Skokie
This Skokie apartment is located in a quiet and safe neighborhood, just a short drive from downtown Chicago and the North Shore. The apartment has consistently received excellent ratings for its cleanliness, location, and overall experience.
The apartment has three bedrooms and two bathrooms, allowing for a comfortable stay for up to ten guests. It features a modern kitchen with high-end appliances, a spacious living area, and a private driveway with ample parking.
Spacious 3br Rogers Park Town House Budget-friendly - Skokie, IL
8.0 3 reviews
Skokie, IL
06/27 – 07/04
$441/nighttotal: $3087 (7 )

Spacious 3br Rogers Park Town House Budget-friendly

3 5
apartment , Chicago
This West Ridge Chicago townhome offers easy access to attractions like the Chicago Theatre, Art Institute of Chicago, Michigan Avenue, Navy Pier, Wrigley Field, and the United Center, though precise distances aren't provided.
The three-bedroom, one-bathroom rental sleeps five guests comfortably, featuring one queen bed and two twin beds, air conditioning, Wi-Fi, and a relaxing bathtub.
Magnificent 3 Bedroom - Perfect Chicago Getaway! - Skokie, IL
9.4 71 reviews
Skokie, IL
07/04 – 07/18
$267/nighttotal: $3738 (14 )

Magnificent 3 Bedroom - Perfect Chicago Getaway!

3 5
apartment , Chicago
This three-bedroom Chicago apartment boasts a central location, offering easy access to numerous attractions.
The 3-bedroom, 1-bathroom unit sleeps 6, features a fully equipped kitchen with dishwasher and washer/dryer, and includes parking.
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