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Best Vacation rentals and Airbnb offers in Skokie, IL
9.6 155 reviews
Skokie, IL
06/25 – 07/02
$154/nighttotal: $1078 (7 )
Entire Place - Free Parking, Train Station, O'hare
1 3
apartment , Chicago
This studio apartment is ideally situated in the heart of Jefferson Park, within walking distance of the park and public transportation for easy access to downtown Chicago (17 miles) and other landmarks. The studio has received excellent ratings for its location, cleanliness, and user experience. The studio apartment has a Euro-lounger convertible sofa that accommodates up to 3 guests. It features a fully equipped kitchen with premium appliances, granite countertops, and a Jacuzzi jet bathtub. The building is safe and secure with surveillance cameras and offers access to coin laundry machines for added convenience.
8.8 57 reviews
Skokie, IL
06/27 – 07/04
$388/nighttotal: $2716 (7 )
Charming Contemporary Family Home
3 5
apartment , Glenview
This Glenview apartment is conveniently located just a 16-minute drive from Chicago O'Hare International Airport and a 32-minute drive from downtown Chicago, making it a great choice for travelers looking for a peaceful retreat near the city. The apartment has excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay. This 3-bedroom apartment can comfortably accommodate up to 6 guests and features a spacious living room with a cozy fireplace and a well-equipped kitchen with modern appliances. Guests can enjoy the serene backyard oasis, relax on the outdoor furniture, and take advantage of amenities like a washer and dryer, a yoga mat, and a gas grill.
9.6 176 reviews
Skokie, IL
06/27 – 07/04
$543/nighttotal: $3801 (7 )
Stunning 6 Br Home * Chicago * Centrally Located
1 5
apartment , Chicago
This 6-bedroom luxury apartment in Chicago's family-friendly Albany Park neighborhood offers a peaceful and welcoming atmosphere, while being just 25 minutes from downtown and 15 minutes from Wrigley Field and O'Hare Airport. With excellent user, location, and cleanliness ratings, this apartment guarantees a comfortable and convenient stay. The apartment boasts spacious common areas, a fully equipped chef's kitchen, and six comfortable bedrooms accommodating up to 12 guests. Guests can enjoy amenities such as Smart TVs, Sonos speakers, Alexa, stocked bathrooms, and a two-car garage.
9.9 306 reviews
Skokie, IL
06/27 – 07/04
$442/nighttotal: $3094 (7 )
Historic Oasis In The Middle Of Everything.
1 5
apartment , Chicago
This apartment is located in Sheridan Park, a historic district just a short walk from several popular neighborhoods like Uptown, Andersonville, and Wrigleyville, offering easy access to a variety of dining, shopping, and entertainment options. The apartment has excellent user, location, and cleanliness ratings. The apartment has three bedrooms and can accommodate up to six guests. It offers a private deck, a dedicated parking space, a washer and dryer, and central air conditioning, making it comfortable and convenient for travelers.
10 3 reviews
Skokie, IL
06/27 – 07/04
$393/nighttotal: $2751 (7 )
Chicago 3br On A Budget
1 5
apartment , Chicago
This Rogers Park townhome rental is conveniently located near Loyola and Northwestern Universities, and close to St. Francis and Swedish Hospitals, providing easy access to public transportation. The three-bedroom, one-bathroom unit sleeps five, features a full kitchen with a fridge and microwave, in-unit laundry, a Jacuzzi, a garden, parking, and high-speed Wi-Fi; enjoy nearby international markets, restaurants, and bars.
9.8 236 reviews
Skokie, IL
06/27 – 07/04
$219/nighttotal: $1533 (7 )
Quiet Cozy Ent.unit Free Parking 12 Min 2 Lake
2 2
apartment , Skokie
This newly renovated two-bedroom apartment is located in Skokie, within walking distance of shops, restaurants, grocery stores, and the train station. It's rated excellent for location, cleanliness, and user experience. This Skokie apartment comfortably accommodates four guests in its two bedrooms and one bathroom. Guests will enjoy a fully furnished space with modern appliances, a smart TV, free Wi-Fi, and a convenient washer and dryer.
Skokie, IL
06/25 – 07/02
$297/nighttotal: $2079 (7 )
Charming 3br Home With 2 Parking Spot, Near Transit & Shopping,
3 3
apartment , Skokie
This Skokie apartment is situated a short walk from Old Orchard Mall, local restaurants, and public transportation, providing convenient access to Chicago attractions like Wrigley Field and the United Center. This 3-bedroom, 1-bathroom dwelling accommodates up to 8 guests, featuring two living rooms, a fully equipped kitchen, in-unit laundry, and free parking for two vehicles, with proximity to the North Shore Center for the Performing Arts.
10 3 reviews
Skokie, IL
06/27 – 07/04
$399/nighttotal: $2793 (7 )
Spacioussss 3 Br Queens 10 Min To O'hare
1 5
apartment , Norridge
This Norridge apartment offers a convenient location near Starbucks and various restaurants, steps from a bus stop, and a short 10-minute drive to O'Hare International Airport. This 3-bedroom, 1-bathroom unit sleeps 8 guests and includes amenities such as air conditioning, internet access, and a fully equipped kitchen.
9.6 23 reviews
Skokie, IL
06/27 – 07/04
$201/nighttotal: $1407 (7 )
Lovely 1br Apt W/ Wifi | Peaceful & Central Stay
1 2
apartment , Skokie
This Skokie apartment rental is conveniently located near the Skokie Northshore Sculpture Park and Devonshire Park, offering easy access to walking trails, green spaces, and local amenities. The one-bedroom, one-bathroom unit sleeps two guests and features a fully equipped kitchen with washer/dryer, a king-size bed, high-speed WiFi, a flat-screen TV, and complimentary toiletries.
8.7 3 reviews
Skokie, IL
06/27 – 07/04
$432/nighttotal: $3024 (7 )
Charming Contemporary Family Home
3 5
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.
10 4 reviews
Skokie, IL
06/27 – 07/04
$368/nighttotal: $2576 (7 )
The Mayfair Charm
1 5
apartment , Chicago
This centrally located apartment in Chicago offers easy access to major downtown landmarks and attractions, with public transportation just a short walk away for exploring the wider city. This accommodation is equipped with internet, a kitchen, and air conditioning, and can host up to 6 guests with 1 bathroom.
8.7 23 reviews
Skokie, IL
06/25 – 07/02
$216/nighttotal: $1512 (7 )
Comfy & Flattering Northside Chi
1 3
apartment , Chicago
This spacious Chicago garden apartment is conveniently located near O'Hare International Airport, a 10-minute drive away, and a 20-minute drive from downtown Chicago. This 2-bedroom, 1-bathroom rental boasts a fully equipped kitchen with a freezer, microwave, and dishwasher, accommodating up to 4 guests and offering easy street parking, plus access to a shared backyard.
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.
9.7 78 reviews
Skokie, IL
07/04 – 07/18
$382/nighttotal: $5348 (14 )
Luxe Duplex-king Beds-gym-huge Backyard-game Room
1 5
apartment , Chicago
This 3-bedroom, 3-bathroom apartment is conveniently located on the Northwest side of Chicago, offering easy access to downtown and Rosemont, while being situated in a peaceful neighborhood. Guests consistently rate the apartment, location, and cleanliness as excellent. This spacious home comfortably accommodates up to 7 guests and features a modern layout with an open-concept living area. Enjoy a fully equipped kitchen, a private gym, a large fenced-in backyard, and smart home technology, including high-speed internet and smart TVs in every room.
Skokie, IL
06/25 – 07/02
$571/nighttotal: $3997 (7 )
Parisian Inspired Escape - Close To Town & Nu
2 3
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.
9.9 81 reviews
Skokie, IL
06/25 – 07/02
$617/nighttotal: $4319 (7 )
Culinary Dream - Pizza Oven/bbq/smoker
1 3
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.
Skokie, IL
06/25 – 07/02
$663/nighttotal: $4641 (7 )
The Avondale Retreat
3 3
apartment , Chicago
The Avondale Retreat apartment is located in Chicago's Avondale neighborhood, approximately 5-7 miles from attractions such as Lincoln Park Zoo, Wrigley Field, and the United Center, easily accessible by public transportation. This 2400-square-foot, one-bedroom dwelling in Chicago boasts two bathrooms, accommodates up to 15 guests, and features a fully equipped kitchen, private balcony with garden views, free Wi-Fi, and parking.
Best Skokie, IL vacation rentals with parking
8.2 5 reviews
Skokie, IL
06/27 – 07/04
$660/nighttotal: $4620 (7 )
Exquisite Rogers Park 1 Bedroom, 1 Bath Apartment Near Evanston
2 5
apartment , Chicago
This Rogers Park, Chicago rental is conveniently located 2.2 miles from Loyola University Chicago and offers easy access to public transportation, Lincoln Park Zoo (7.5 miles away), and Wrigley Field (5.3 miles away). This 1000-square-foot one-bedroom, one-bathroom apartment features free Wi-Fi, private parking, a fully equipped kitchen, and a flat-screen TV with streaming services, comfortably accommodating two guests.
9.6 12 reviews
Skokie, IL
06/27 – 07/04
$568/nighttotal: $3976 (7 )
Fulton Market / Noble Square Free Parking, Laundry, 2.5 Miles To Mag Mile!
2 5
apartment , Chicago
This West Town Chicago apartment boasts easy access to the Blue Line, placing you within walking distance of Wicker Park and a short ride from the Magnificent Mile, United Center, and other major attractions. The 900-square-foot rental features two bedrooms (one with a full-size bunk bed and trundle), one bathroom, sleeps six, includes in-unit laundry, and offers a fully equipped kitchen with a Keurig coffee maker.
9.7 98 reviews
Skokie, IL
06/27 – 07/04
$281/nighttotal: $1967 (7 )
Beautiful & Cozy 2bd/1b Near Ohare & Metra (Md-w)
2 2
apartment , Elmwood Park
This Elmwood Park apartment is conveniently located just over 2 miles from the Frank Lloyd Wright Historic District and 3.8 miles from the Ernest Hemingway Museum and House, offering easy access to these popular attractions. The apartment consistently receives excellent ratings for its location, cleanliness, and overall experience. This two-bedroom, one-bathroom dwelling comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a private fenced yard, a terrace or balcony, and access to a fitness center, garden, and parking.
10 11 reviews
Skokie, IL
06/27 – 07/04
$1408/nighttotal: $9856 (7 )
Family Friendly, Lovely 6 Bd Retreat W/ Game Room, Back Deck & Bar
6 2
apartment , Chicago
This spacious six-bedroom, three-bathroom apartment in Chicago's peaceful Jefferson Park neighborhood is a short distance from downtown and O'Hare International Airport. With an excellent user rating, this 3200-square-foot apartment comfortably accommodates up to 16 guests. The apartment features a speakeasy-style basement with a full bar, game room, and retro popcorn machine. There's also a large back deck with a grill, fire table, and picnic table, as well as multiple dedicated workspaces for remote work. The modern and spacious decor includes beautiful art and lush plants throughout, and high-quality mattresses, pillows, and linens ensure a restful night's sleep.
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 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?
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.
8.6 9 reviews
Skokie, IL
06/25 – 07/02
$893/nighttotal: $6251 (7 )
Wrigley 2br, 1ba With Free Parking
2 3
apartment , Chicago
This apartment is located in Chicago’s Wrigleyville neighborhood, just a short walk from Wrigley Field and a few miles from Lincoln Park Zoo. The area is known for its lively atmosphere, with plenty of bars and restaurants to explore. This 2-bedroom apartment offers 1250 square feet of space and comfortably accommodates up to 11 guests. The apartment features a fully equipped kitchen, a private patio with an outdoor fireplace, free parking, and other modern amenities for a comfortable and enjoyable stay.
Skokie, IL
06/27 – 07/04
$407/nighttotal: $2849 (7 )
Home Away From Home Unit.
3 2
apartment , Chicago
This 3-bedroom, 2-bathroom condo in Chicago's West Town neighborhood is located 1 mile from Millennium Park and Lake Michigan, and within 2 miles of the Field Museum of Natural History and the Museum of Science and Industry. This residence accommodates up to 6 guests and offers amenities such as internet, air conditioning, a balcony, and parking, with convenient access to the United Center and Wrigley Field.
Skokie, IL
06/25 – 07/02
$458/nighttotal: $3206 (7 )
Modern 3br Apartment Near North Ave Shops
3 3
apartment , Chicago
This 3-bedroom, 2-bathroom apartment is located at the intersection of Chicago's Old Town, Lincoln Park, and Clybourn Corridor neighborhoods, offering immediate access to the New City shopping plaza and being minutes from the Second City Theater and the North Branch Trail leading to the lakefront. This spacious 970 sq ft residence accommodates up to 8 guests with three king suites and an additional queen floor mattress, featuring a fully-equipped kitchen with stainless steel appliances, high-speed internet, air conditioning, and spectacular city views through large windows.
Skokie, IL
06/25 – 07/02
$201/nighttotal: $1407 (7 )
1br Near O'hare Balcony Workspace
1 3
apartment , Chicago
This pet-friendly apartment in Cook County, Chicago, is located in the vicinity of O'Hare Airport and major highways, providing easy access to Allstate Arena and Norridge Park District. This 600-square-foot dwelling offers one bedroom and one bathroom, accommodates up to three guests, and features a private balcony, a full kitchen with dining space for four, a dedicated workspace, and in-unit laundry, with private parking for one vehicle.
Best Skokie, IL vacation rentals with air conditioning
9.0 4 reviews
Skokie, IL
06/27 – 07/04
$386/nighttotal: $2702 (7 )
Townhouse In Rogers Park
1 5
apartment , Chicago
This three-bedroom townhouse in a peaceful Chicago neighborhood offers easy access to beaches, restaurants, parks, and shopping, all within a 10-minute commute. The fully furnished 3-bedroom, 1-bathroom property sleeps 5 guests and includes air conditioning, Wi-Fi, a full kitchen, and a private patio; registration number R24000118072 confirms compliance with local regulations.
9.8 60 reviews
Skokie, IL
06/25 – 07/02
$292/nighttotal: $2044 (7 )
Norwood Nook – 2br Near O’hare & Metra
1 3
apartment , Chicago
This Norwood Park apartment rental is ideally located near O'Hare International Airport (5 miles), the Norwood Park Metra station (0.5 miles), and Lutheran General Hospital (4.7 miles), offering easy access to both public transportation and major attractions. This two-bedroom, one-bathroom unit sleeps four guests and features a fully equipped kitchen with quartz countertops, a work-from-home-friendly desk, blackout curtains, keypad entry, and on-site parking.
10 41 reviews
Skokie, IL
07/04 – 07/18
$289/nighttotal: $4046 (14 )
Old Irving Charm
1 5
apartment , Chicago
This two-bedroom, one-bathroom apartment rental in Chicago's Montrose neighborhood is a 5-minute walk from the Montrose Blue Line station, providing easy access to downtown and a short drive to Millennium Park and O'Hare International Airport. The unit sleeps five, features a kitchen with a refrigerator and microwave, air conditioning, and a garden, and is conveniently located near Old Irving Brewing Co.
8.8 5 reviews
Skokie, IL
07/04 – 07/18
$265/nighttotal: $3710 (14 )
Fully Furnished Rental In Old Town - 2 Beds - Unit 2r
2 5
apartment , Chicago
This Near North Side Chicago apartment is a short walk from Lincoln Park Zoo, Lake Michigan, and Michigan Avenue, offering convenient access to Sedgwick and Clark-Division public transportation stations. This 950-square-foot rental boasts two bedrooms, one bathroom, sleeps four guests, and includes a fully equipped kitchen, in-unit laundry, and internet access.