Skokie holiday lettings

We found 2,150 holiday rentals — enter your dates for availability

Discover a selection of 27 homes, 13 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:29 May - 5 Jun

Image gallery for Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Interior
9.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

Chicago

7% off
Price is £12,420
for 7 nights, 1 home
£1,774 per night
includes taxes & fees
Gilded Age Gold Coast Mansion with Parking, Deck, Fireplaces

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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)
  • The Dome at the Parkway Bank Sports Complex (7.7 mi / 12.3 km)
  • Northbrook Sports Complex (8.3 mi / 13.3 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)

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 best area to stay in Skokie when booking a holiday rental?
When considering a holiday rental in Skokie, Illinois, a popular area to stay is near the downtown district. This vibrant neighbourhood offers a range of properties, making it an ideal choice for visitors seeking convenience and accessibility. Here, you'll find a delightful mix of shops, restaurants, and cafes, great for enjoying local cuisine and culture.

Another appealing area is around the North Shore Centre for the Performing Arts, which not only provides a fantastic venue for various performances but also places you near the scenic Skokie Lagoons. These lagoons are great for outdoor activities like walking, biking, or simply enjoying a picnic by the water.
How much does it cost to rent a holiday home in Skokie?
Prices for holiday rentals in Skokie vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Skokie to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Skokie holiday house rentals?
You can find great discounts on house rentals in Skokie on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Skokie?
In Skokie, holiday houses are the most popular type of holiday rental, with approximately 100 available across the area. These properties often feature multiple bedrooms, spacious living areas, and fully equipped kitchens, making them ideal for families or groups seeking a homely atmosphere. Many holiday houses also include outdoor spaces, such as gardens or patios, where guests can relax. Additionally, there are around 48 apartments for those preferring a more compact living arrangement, typically equipped with modern amenities. A few condos and cottages are also scattered throughout Skokie, providing additional options for travellers.
Are there any family house rentals in Skokie?
In Skokie, Illinois, families will find a variety of holiday rentals—there are 16 available throughout the area. This suburb offers spacious properties that cater to groups, often featuring multiple bedrooms and ample living space for everyone to unwind. Many homes include fully equipped kitchens, allowing for family meals, and some even have outdoor patios or gardens where children can play.

The locale is conveniently situated near parks, such as the popular Niles West Park, which offers playgrounds and sports facilities. Additionally, visitors can enjoy nearby attractions like the Skokie Northshore Sculpture Park, superb for a leisurely stroll and appreciating art in an outdoor setting.
Can I rent a holiday home with a pool or hot tub in Skokie?
In Skokie, there are several holiday homes available for rent that feature pools and hot tubs. This suburban area, located just north of Chicago, offers a variety of neighbourhoods where these properties can be found, including the family-friendly areas near Skokie Northshore Sculpture Park and the vibrant downtown section.

Travellers can expect amenities such as private pools, inviting hot tubs, and spacious outdoor areas for relaxation. Many rentals also come with fully equipped kitchens, allowing guests to prepare meals at their convenience. Some properties may feature additional luxuries like outdoor dining spaces and well-maintained gardens, making them great for family gatherings or get-togethers with friends.
Can I find long-stay holiday rentals in Skokie?
A long-stay holiday rental in Skokie is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Skokie?
In Skokie, there are several pet-friendly house rentals available, with around 17 options to choose from. Many of these properties come equipped with modern amenities such as spacious gardens, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups travelling with pets.

Skokie is home to several parks that are great for pet owners, including the expansive Emily Oaks Nature Centre, which features walking trails and natural habitats for outdoor exploration. Additionally, the nearby Skokie Northshore Sculpture Park offers picturesque paths for leisurely strolls with pets, as well as a unique outdoor art experience.
Are there any remote work holiday rentals in Skokie?
In Skokie, Illinois, there are numerous options for remote work holiday rentals, with around 156 available throughout the area. This suburb of Chicago offers a convenient setting for those looking to combine work and leisure. Many properties are equipped with amenities tailored for remote work, including high-speed internet and dedicated office spaces, ensuring a productive environment.

Travellers can expect a variety of accommodations, from modern apartments to spacious homes, often featuring comfortable living areas, full kitchens for meal preparation, and Wi-Fi access. Skokie is also home to several parks, shopping centres, and dining options, providing a pleasant atmosphere for both work and relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Skokie holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Skokie with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Skokie?
In Skokie, popular rental amenities primarily include kitchens, which allow guests to prepare their own meals, along with coffee and tea makers for that essential morning boost. Many properties also offer onsite parking, making it convenient for those travelling by car. Additionally, rentals often permit pets, accommodating travellers who wish to bring their furry companions along. Service animals are also welcomed, ensuring a comfortable stay for all guests.
When is the best time to visit Skokie for a holiday rental?
The peak season for visiting Skokie is during the summer months of June to August, with July being the most popular month for holiday rentals. This vibrant time of year invites travellers to take advantage of the warm weather while exploring local parks, enjoying outdoor festivals, and indulging in the diverse culinary scene that Skokie has to offer.

With temperatures typically ranging from the mid-teens to the low 30s Celsius, visitors can comfortably enjoy outdoor activities such as picnics in central parks or leisurely strolls along the area's scenic walking paths. The lively option during these months also means you'll have easy access to community events and entertainment options, making it a great time to immerse yourself in local culture.

If you're considering a more budget-friendly option, the low season in December presents an opportunity to experience Skokie's charm during the festive season. While temperatures can drop to around freezing, this month offers a unique perspective on the area, with holiday lights and decorations creating a warm and inviting atmosphere.

Ultimately, the best time to book a holiday rental in Skokie depends on your preference for vibrant summer activities or the quieter, festive charm of winter.
How early should I book a Skokie holiday rental?
Book your Skokie holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Skokie?
In Skokie, visitors can enjoy a variety of attractions that highlight both culture and nature. The Skokie Northshore Sculpture Park is a popular outdoor space that features a stunning collection of sculptures along the greenbelt, superb for a leisurely stroll. The park runs alongside the North Shore Channel and provides beautiful views, making it a great spot for outdoor enthusiasts.

Another key attraction is the Skokie Theatre, which hosts a range of performances and events, providing insight into the local arts scene. For families, the Skokie Public Library is a significant community hub, offering various programmes and activities for all ages, along with a well-stocked collection that reflects the community's diverse interests.

Additionally, the nearby Old Orchard Shopping Centre offers a mix of shopping, dining, and entertainment options, making it a popular destination for both locals and visitors. For those interested in history, the Skokie Heritage Museum provides insight into the town's past and its cultural evolution.
Can I change or cancel my Skokie home rental booking on Vrbo?
To find Skokie holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Skokie holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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