Skokie holiday lettings

We found 2,098 holiday rentals — enter your dates for availability

Discover a selection of 22 homes, 11 apartments and other holiday rentals in Skokie that are perfect for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, such as air conditioning and Wi-Fi. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Skokie

Showing deals for:14 Nov - 21 Nov
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Skokie

Find out more about Skokie

Why visit Skokie

  • Family-friendly attractions: Skokie offers numerous activities suitable for families, ensuring fun for all ages.
  • Vibrant downtown: Explore a lively downtown area filled with diverse shops and eateries.
  • Picturesque neighbourhoods: Enjoy leisurely strolls through charming communities rich in friendly faces.
  • Beautiful parks and beaches: Relax in urban parks and nearby beautiful beaches for outdoor enjoyment.
  • Variety of accommodations: Choose from cosy apartments to spacious rental properties for a comfortable stay.

Popular types of accommodation in Skokie

If you're planning a getaway to Skokie, the next step is selecting the perfect accommodation. Discover the most sought-after options, including apartments, private holiday homes, and condos. Whether you're searching for a cosy apartment in Skokie or spacious rental properties, you'll find a variety of available apartments to suit your needs. Enjoy a delightful stay in this charming area with all the comforts of home.

  • Apartments: The most sought-after lodging option in Skokie, offering convenience and comfort for your stay.
  • Houses: A popular choice for families and groups, providing spacious living areas and home-like amenities.
  • Condos: A well-liked accommodation type, ideal for those seeking modern amenities and a community feel.
  • Cottages: A charming option for a quaint retreat, perfect for a relaxing getaway in Skokie.**

Top attractions near Skokie

Skokie, Illinois, is an ideal destination for families and those seeking a blend of city life and outdoor activities. Visitors can enjoy beautiful beaches, explore modern colleges and universities, and relax in urban parks. The area offers a rich cultural experience, making it perfect for family outings. Don't miss the local sights to fully appreciate what Skokie has to offer during your holiday.

  • Northwestern University: A prestigious institution boasting modern architecture and vibrant city vibes, this university offers visitors a glimpse into academic life and stunning campus landscapes, just 2.5km from Skokie.
  • Donald E. Stephens Convention Center: This expansive event and conference venue, located 4.3km away, is perfect for business gatherings and exhibitions, reflecting a professional atmosphere with state-of-the-art facilities.
  • Baha'i House of Worship: A serene temple showcasing exquisite architecture and spiritual tranquillity, this cultural landmark, situated 2.5km from Skokie, invites reflection and appreciation of diverse beliefs.

Things to do recommended for couples

For a romantic getaway in Skokie, consider an evening at the Aragon Ballroom for live music, a medieval dining experience at Schaumburg Medieval Times, or a visit to Valentino Vineyards for wine tasting in a charming setting. Each offers a unique atmosphere perfect for couples.

Things to do recommended for families

During your family vacation in Skokie, enjoy a day of excitement at Sky High Sports Niles, only 1.9km away, for thrilling adventures. Visit the Norridge Park District, 3.7km away, for relaxation, and catch a game at the iconic Wrigley Field, just 4.3km from Skokie.

Things to do recommended for groups

Experience a captivating show at Rosemont Theatre, only 4.3km from Skokie, or indulge in retail therapy at the Fashion Outlets of Chicago, situated 5.0km away. For a local touch, visit Schaefer's Wines and Liquors right in Skokie for a delightful selection.

What do I need to keep in mind when booking a vacation in 'Skokie

Regardless of whether you are travelling with a group, as a family, with pets, or seeking extended stays, be sure to filter according to your key priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Skokie with a group: Think about how many bedrooms you'll require, along with additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily apply filters for all of these options and more on Vrbo.
  • Traveling to Skokie with young kids: Traveling with young children can present its difficulties. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Skokie: For many, a family holiday wouldn’t be the same without their furry companion by their side. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Skokie: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Skokie

Skokie, Illinois, offers a delightful blend of family-friendly attractions and urban charm. Explore the vibrant downtown Skokie, where you'll find a variety of shops and eateries. The village is rich in friendly people and picturesque neighbourhoods, perfect for leisurely strolls. Nearby, experience the warmth of the community in sunny Skokie, making it an ideal base for your adventures in this charming region.

  • Lincolnwood: Situated a mere 1.2km from Skokie, Lincolnwood is a delightful city that offers a family-friendly atmosphere and a variety of outdoor experiences. Visitors can enjoy a range of activities including educational programmes, theatrical performances, and music concerts. The city's notable attractions include a modern college university and a sports facility stadium, making it an ideal spot for those who appreciate both culture and sport. The charming neighbourhoods and parks provide ample opportunities for leisurely strolls and family outings.
  • Evanston: Located 1.9km from Skokie, Evanston is a vibrant city that boasts a rich blend of urban life and outdoor activities. Known for its bustling shopping areas and cultural events, it attracts families and city enthusiasts alike. Key highlights include a prestigious modern college university and a range of music concerts that showcase local talent. Evanston's waterfront parks offer picturesque views and recreational activities, making it a perfect destination for those looking to combine a city vibe with relaxation by the lake.
  • Morton Grove: Just 1.2km away from Skokie, Morton Grove is a welcoming city that caters to families and outdoor lovers. The community is known for its educational facilities, local theatre productions, and shopping areas that provide a great mix of leisure and culture. Attractions such as a modern college university and a sports facility stadium add to the appeal, offering exciting events and activities. With its friendly atmosphere and well-maintained parks, Morton Grove is an excellent choice for a memorable family outing.

Best time to go to Skokie

If you're planning a trip to Skokie, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.2°F (-3.8°C)Light RainMostly CloudySlightly LowSlightly Low
February26.4°F (-3.1°C)Light RainMostly CloudyAverageSlightly Low
March36.7°F (2.6°C)Light RainMostly CloudyAverageSlightly Low
April45.3°F (7.4°C)Light RainMostly CloudySlightly HighAverage
May56.5°F (13.6°C)Light RainMostly SunnyAverageAverage
June66.9°F (19.4°C)Light RainMostly SunnySlightly HighSlightly High
July73.2°F (22.9°C)Light RainMostly SunnySlightly HighSlightly High
August72.9°F (22.7°C)Light RainMostly SunnyAverageSlightly High
September66.7°F (19.3°C)Light RainMostly SunnyAverageAverage
October54.5°F (12.5°C)Light RainMostly SunnyAverageAverage
November41.9°F (5.5°C)Light RainMostly SunnySlightly LowAverage
December32.5°F (0.3°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Are you keen to save on your next holiday? Being flexible with your travel dates can make a real difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a handy platform for planning your journeys, allowing you to start new trips, continue from where you last stopped, or organise your travel arrangements. You can view the properties you’ve saved or booked, neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of Skokie awaits your stay

The gardens and other outdoor surroundings create an inviting atmosphere in Skokie. This welcoming city is known for its shopping, restaurants and sporting events. Wrigley Field and Michigan Avenue are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Skokie

Are you searching for top things to see and do while you're in town? Venture out of your cosy holiday rental and experience everything that makes Skokie a fun spot to go on holiday. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • The Glen Club (6 mi / 9.6 km)
  • Lincoln Park Zoo (9.5 mi / 15.3 km)
  • Dave & Buster's (10.7 mi / 17.2 km)
  • Chevy Chase Country Club (12.6 mi / 20.2 km)
  • LEGOLAND® Discovery Center (15 mi / 24.2 km)
  • Conway Farms Golf Club (15.8 mi / 25.4 km)

Exploring the natural landscape of Skokie

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Skokie. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (12 mi / 19.3 km)
  • Grant Park (12.6 mi / 20.3 km)
  • North Shore Beach Park (4.8 mi / 7.7 km)
  • Portage Park (5.5 mi / 8.8 km)
  • Kathy Osterman Beach (5.6 mi / 9 km)
  • Montrose Beach (7 mi / 11.2 km)

Transport options to and around Skokie

The nearest airport is in Chicago O'Hare International Airport (ORD), located 9.2 mi (14.8 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Chicago, IL (PWK-Chicago Executive), which is 10 mi (16 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Skokie?
According to our research, condos are the most sought-after type of property in Skokie. But of course, everyone's idea of the perfect stay isn't going to be the same. Vrbo has holiday rentals with every size, shape and budget in mind, so you're bound to find your perfect match.
How much does it cost to rent a holiday rental in Skokie?
Length of stay, property type and time of year are some of the conditions that can affect the price of a holiday home. Simply click on your travel dates to find your dream escape. From cosy chalets to expansive villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in Skokie?
When you travel and the style and size of the property will influence how much you'll pay for your beachside escape. Put in your Skokie travel dates to see all your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use the filters to pick the amenities and features you want.
Are there pet-friendly holiday rentals in Skokie?
Pack a suitcase and a bone for your pooch because Skokie has nine stays that roll out the welcome mat to doggie guests. Let your four-legged buddy have fun with the family at one of our pet-friendly holiday rentals on Vrbo. Simply enter your dates then check the "Pets allowed" filter box.
Can I rent a house with a pool in Skokie?
Dig out your swimsuit and inflatable unicorn, because there are two houses with a private pool in Skokie. Kick back at one of these terrific holiday rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Skokie?
When it comes to rental amenities that people are on the lookout for in Skokie, a barbecue grill, a firepit and a swimming pool rank the highest. With Vrbo holiday homes, you'll find options to match your style and taste, whether you're going on a holiday with friends, relatives or even pets.
Are there large group holiday rentals in Skokie?
Yes, there are two properties in Skokie that can sleep five or more guests. From family get-togethers to events like birthday parties, these stays have ample room to hang out with your favourite people.
Are there holiday rentals in Skokie that welcome kids?
Skokie has nine family-friendly holiday homes. And discovering a stay that welcomes children is a cinch with our "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also enjoy access to perks and conveniences like extra bedrooms, kitchens and yards.
What are the top attractions for families in Skokie?
There are lots of fabulous things to see and do with the family in Skokie, such as:

  • Parkway Bank Park Entertainment District
  • Montrose Beach
  • Kohl Childrens Museum

Are there one-bedroom holiday rentals in Skokie?
Yes, Skokie has two one-bedroom rentals available. Often positioned in prime spots because of their compact size, a one-bedroom property is ideal if you're getting away with your partner or a pal. And with comforts such as kitchens and more privacy than a standard hotel, you'll be able to kick back while discovering this terrific destination.
Can I find two-bedroom holiday rentals in Skokie?
Skokie has five two-bedroom holiday properties to select from. Find a holiday home with all the comfort and space you're looking for at a price that's hard to resist on Vrbo.
Are there holiday rentals with WiFi in Skokie?
Pick from five holiday rentals with WiFi in Skokie. If you want to disconnect from the world during your trip, but still need to be connected to the internet, these getaways have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find holiday rentals with air conditioning in Skokie?
Skokie has nine holiday rentals where you'll be able to relax and recharge in air-conditioned comfort. To find a property on Vrbo with this perk, enter your desired travel dates and use the handy filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday rental in Skokie?
The minimum age can differ across properties on Vrbo, so be sure to check the rules of the holiday rental in Skokie you're considering. But typically, it's 16, 18 or 21.
How long can I rent a holiday rental in Skokie for?
The amount of time you can book a Skokie holiday home for depends on the property. Simply enter your travel dates to browse options offering extended stays. They include all you need to make your extended trip more convenient and enjoyable, such as kitchens and laundries. Some Vrbo holiday rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.

More Holiday Rentals ideas

People also search for