North Chicago holiday lettings

We found 240 holiday rentals — enter your dates for availability

Discover a selection of 10 homes and other holiday rentals in North Chicago that are perfect for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll have the best amenities for spending time at your home away from home, which might include Wi-Fi and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - North Chicago

Showing deals for:28 Nov - 5 Dec

Image gallery for Charming 3-bedroom house in Grayslake

Bathroom
9.8 out of 10 rating
Exceptional
(15 reviews)

Charming 3-bedroom house in Grayslake

Grayslake, IL

8% off
Price is £2,073
£296 nightly
Includes taxes & fees
Charming 3-bedroom house in Grayslake

Find spaces that suit your style

  • 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 North Chicago

Find out more about North Chicago

Head to the friendly city of North Chicago

The lake and forests create a pretty picture of North Chicago. This welcoming and cosmopolitan city entices travellers with its shopping and restaurants. Naval Base Great Lakes and Lake Michigan are just a couple of the must-see attractions. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in North Chicago

Are you searching for top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that North Chicago has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Six Flags Great America (5.5 mi / 8.9 km)
  • Great Wolf Lodge Water Park (6.6 mi / 10.6 km)
  • Conway Farms Golf Club (7 mi / 11.2 km)
  • Chevy Chase Country Club (12.2 mi / 19.7 km)
  • Kemper Lakes Golf Club (13 mi / 20.8 km)
  • Northbrook Sports Complex (14.1 mi / 22.7 km)

Exploring the natural landscape of North Chicago

Whether you're an active traveller or just want to take in the scenery, North Chicago is a great place to spend some time outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • North Beach (2.8 mi / 4.6 km)
  • Waukegan SportsPark (6.9 mi / 11.1 km)
  • North Point Marina Beach (11.6 mi / 18.7 km)
  • Chicago Botanic Garden (12.6 mi / 20.3 km)
  • Heritage Park (13.8 mi / 22.1 km)
  • Cook Memorial Park (15.9 mi / 25.6 km)

Transport to and around North Chicago

Fly into Chicago, IL (PWK-Chicago Executive), the closest airport, located 14.7 mi (23.7 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Kenosha, WI (ENW-Kenosha Regional), which is 19.1 mi (30.7 km) away.

If you prefer train travel, make your way to North Chicago Station or North Chicago Great Lakes Station and explore the city from there.

Frequently asked questions

What is the best area to stay in North Chicago when booking a holiday rental?
When considering a holiday rental in North Chicago, Illinois, the area around the vibrant Lakeshore area is an excellent choice. This neighbourhood not only offers picturesque views of Lake Michigan but also provides easy access to several attractions that enhance your stay. One of the top highlights nearby is the stunning Illinois Beach State Park, where you can enjoy scenic trails, picnicking spots, and serene beach areas superb for relaxation or outdoor activities.

Another great spot is the Great Lakes Naval Museum, which presents a fascinating insight into naval history and the role of the Great Lakes in maritime operations. Staying in this area, you'll find a variety of holiday rental properties that cater to different preferences and budgets, making it a convenient and appealing option for visitors.

For those seeking a more urban vibe, the downtown area of North Chicago is also worth considering. It has a lively atmosphere with a selection of restaurants, shops, and cultural venues. Here, you can explore the nearby Genesee Theatre, which hosts a range of performances and events, adding to the local cultural experience. This area boasts a diverse range of rental properties, ensuring that you can find something that aligns superbly with your holiday needs.
How much does it cost to rent a holiday home in North Chicago?
Prices for holiday rentals in North Chicago 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 North Chicago 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 North Chicago holiday house rentals?
You can find great discounts on house rentals in North Chicago 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 North Chicago?
In North Chicago, holiday houses are the most popular rental option, with around 10 available throughout the area. These homes typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups. Many of these houses also feature outdoor spaces such as gardens or patios, superb for enjoying the pleasant surroundings. In addition to holiday houses, there are several apartments available, which provide a more compact living experience and often include amenities like kitchenettes and shared recreational facilities.
Are there any family house rentals in North Chicago?
In North Chicago, there are several family-friendly house rentals available, making it a suitable destination for those travelling with children. The area features neighbourhoods that provide easy access to local parks and recreational activities. Many homes boast spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can enjoy playtime.
Can I find long-stay holiday rentals in North Chicago?
A long-stay holiday rental in North Chicago 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 North Chicago?
In North Chicago, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with pets. The area offers a variety of holiday homes featuring amenities such as spacious backyards, modern kitchens, and comfortable living spaces, ideal for families or groups. Many properties come equipped with essentials like Wi-Fi, laundry facilities, and outdoor patios, superb for enjoying the fresh air.
Are there any remote work holiday rentals in North Chicago?
In North Chicago, there are several remote work holiday rentals available, with around 10 options to choose from. This area provides a convenient setting for those looking to balance work and leisure. The properties typically feature essential amenities such as reliable Wi-Fi, dedicated desks, desk chairs, and safes, ensuring that remote workers have a comfortable and secure environment to focus on their tasks. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any North Chicago holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in North Chicago 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 North Chicago?
In North Chicago, popular holiday rental amenities include complimentary Wi-Fi, fully equipped kitchens, and on-site parking options. Most rentals feature cookware, dishware, and utensils, allowing guests to prepare their own meals comfortably. Additionally, many properties come with dishwashers, making clean-up a breeze after enjoying a home-cooked meal.
When is the best time to visit North Chicago for a holiday rental?
The peak travel season in North Chicago occurs during the vibrant summer months of June to August, with July being the most popular month for visitors. This lively period attracts holidaymakers looking to enjoy the city's stunning parks, bustling waterfront, and an array of outdoor festivals that celebrate the warm weather.

During this time, temperatures often reach the mid to high 20s Celsius, creating superb conditions for sightseeing and outdoor activities. You can explore the scenic Lakefront Trail, visit the iconic Navy Pier, or take in a concert at one of the many venues throughout the city. The atmosphere is filled with energy, making it an ideal time for those who thrive on the buzz of a busy holiday destination.

For travellers seeking a more budget-friendly option, consider planning your visit in December. While it's outside the peak season, this month offers a unique charm with festive holiday decorations and a chance to experience winter activities. You can enjoy leisurely strolls through the city's beautifully lit streets, visit local holiday markets, and partake in seasonal events that capture the spirit of the season.
How early should I book a North Chicago holiday rental?
Book your North Chicago 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 North Chicago?
In North Chicago, visitors can explore a variety of attractions that highlight both nature and culture. The area is close to the scenic shores of Lake Michigan, where travellers can enjoy beaches and waterfront parks. Nearby, the Great Lakes Naval Station offers a glimpse into military life with its historical significance and occasional public events.

The city is also home to the stunning North Point Marina, which is great for boating enthusiasts and offers lovely views of the lake. For those interested in wildlife, the nearby Illinois Beach State Park features hiking trails and opportunities for birdwatching, making it an excellent spot for outdoor activities.
Can I change or cancel my North Chicago home rental booking on Vrbo?
To find North Chicago 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the North Chicago 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.

More Holiday Rentals ideas

Copernicus Center Holiday Rentals
Standard Link for Copernicus Center
Schaumburg Holiday Rentals
Standard Link for Schaumburg
Park Ridge Holiday Rentals
Standard Link for Park Ridge
Bartlett Holiday Rentals
Standard Link for Bartlett
Barrington Holiday Rentals
Standard Link for Barrington
Mundelein Holiday Rentals
Standard Link for Mundelein
Wilmette Holiday Rentals
Standard Link for Wilmette
Elmhurst Holiday Rentals
Standard Link for Elmhurst
Evanston Holiday Rentals
Standard Link for Evanston
Wrigley Field Holiday Rentals
Standard Link for Wrigley Field
Palatine Holiday Rentals
Standard Link for Palatine
Naperville Holiday Rentals
Standard Link for Naperville
Oak Park Holiday Rentals
Standard Link for Oak Park
Brookfield Holiday Rentals
Standard Link for Brookfield
Thornton Junction Holiday Rentals
Standard Link for Thornton Junction
Glenview Holiday Rentals
Standard Link for Glenview
Chicago Holiday Rentals
Standard Link for Chicago
Hyde Park Hair Salon Holiday Rentals
Standard Link for Hyde Park Hair Salon
Roosevelt University Holiday Rentals
Standard Link for Roosevelt University
Kathy Osterman Beach Holiday Rentals
Standard Link for Kathy Osterman Beach
Winnetka Holiday Rentals
Standard Link for Winnetka
Lincolnshire Holiday Rentals
Standard Link for Lincolnshire
Marina City Holiday Rentals
Standard Link for Marina City
DePaul University-Lincoln Park Holiday Rentals
Standard Link for DePaul University-Lincoln Park
Chase Tower Holiday Rentals
Standard Link for Chase Tower
Rosemont Holiday Rentals
Standard Link for Rosemont

People also search for

Beach holiday rentals in Chicago
Standard Link for Chicago
Chicago Apartments
Standard Link for Chicago
Lake holiday rentals in Chicago
Standard Link for Chicago
Chicago Cabin Rentals
Standard Link for Chicago