Wilmette holiday rentals

We found 839 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Wilmette to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, including Wi-Fi and parking. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Wilmette

Showing deals for:25 Dec - 1 Jan

Private kitchen
Cozy Home
Room
Interior
Exceptional
(12 reviews)

Spacious 4BR Near O’Hare & Rosemont Sleeps 8 / 2 Kitchens / Free Parking

Chicago

7% off
AU$4,847
for 7 nights, 1 home
AU$692 per night
includes taxes & fees
Spacious 4BR Near O’Hare & Rosemont Sleeps 8 / 2 Kitchens / Free Parking
Private kitchen
Living area
Living area
Dining
Exceptional
(57 reviews)

Cozy two bedroom close to Wrigley Field

Chicago

15% off
AU$4,833
for 7 nights, 1 apartment
AU$690 per night
includes taxes & fees
Cozy two bedroom close to Wrigley Field
Interior
Interior
Living area
Private kitchen
Wonderful
(91 reviews)

Chic, Cozy home, by Blue Line Train Stop + Free parking

Chicago

5% off
AU$1,881
for 7 nights, 1 apartment
AU$269 per night
includes taxes & fees
Chic, Cozy home, by Blue Line Train Stop + Free parking
Room
Living area
Games room
Lobby
Exceptional
(9 reviews)

Elite 4BR Art Deco suite. Garage included.

Chicago

7% off
AU$10,645
for 7 nights, 1 apartment
AU$1,521 per night
includes taxes & fees
Elite 4BR Art Deco suite. Garage included.
Interior
Neighborhood Photo
Room
Private kitchen
Exceptional
(38 reviews)

Cozy 2-Bedroom Apartment | Close to Wrigley

Chicago

9% off
AU$4,094
for 7 nights, 1 apartment
AU$585 per night
includes taxes & fees
Cozy 2-Bedroom Apartment | Close to Wrigley
Exterior detail
Interior
Interior
Private kitchen
Exceptional
(22 reviews)

Modern 2BR Near Loyola & Lake Michigan

Chicago

7% off
AU$2,454
for 7 nights, 1 apartment
AU$351 per night
includes taxes & fees
Modern 2BR Near Loyola & Lake Michigan
Bathroom
Interior
Living area
Room
Exceptional
(21 reviews)

Chicago Bear Den

Chicago

7% off
AU$2,447
for 7 nights, 1 apartment
AU$350 per night
includes taxes & fees
Chicago Bear Den
Room
Interior
Living area
Interior
Very good
(21 reviews)

Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.

Chicago

7% off
AU$2,220
for 7 nights, 1 apartment
AU$317 per night
includes taxes & fees
Rogers Park Cozy 1 bd, 1 bath unit. Gated parking.
Kitchen with expandable eat-in dining
Your home away from home in a beautiful garden setting
Relax on the spacious balcony overlooking our quiet residential street.
Living Room with a view, and balcony door
Exceptional
(263 reviews)

Remodeled, spacious and bright apartment — near Loyola, beach & subway

Chicago

7% off
AU$4,254
for 7 nights, 1 apartment
AU$608 per night
includes taxes & fees
Remodeled, spacious and bright apartment — near Loyola, beach & subway
Interior
Living area
Outdoor dining
Room
Exceptional
(10 reviews)

3BR Art Deco retreat with garage.

Chicago

7% off
AU$9,899
for 7 nights, 1 apartment
AU$1,414 per night
includes taxes & fees
3BR Art Deco retreat with garage.
Interior
Living area
Private kitchen
Room
Wonderful
(153 reviews)

Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!

Chicago

7% off
AU$3,015
for 7 nights, 1 apartment
AU$431 per night
includes taxes & fees
Walk to Wrigley/ Boystown -Chicago 3BR/2Ba Duplex-paid parking available!
Private kitchen
Exterior
Private kitchen
Room
Wonderful
(14 reviews)

Expertly designed 2BR Art Deco sanctuary.

Chicago

7% off
AU$4,367
for 7 nights, 1 apartment
AU$624 per night
includes taxes & fees
Expertly designed 2BR Art Deco sanctuary.

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    Enjoy full kitchens, laundry, pools, gardens and more

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Delight in the lakeside landscape of Wilmette

The lake and beaches create a pretty picture of Wilmette. This city's sporting events, shopping and restaurants draw many visitors. Wrigley Field and Navy Pier are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Wilmette

Are you hoping to find attractions to see in the city? Venture out of your cosy holiday rental and experience everything that makes Wilmette a one-of-a-kind holiday spot. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • The Glen Club (5.5 mi / 8.9 km)
  • Lincoln Park Zoo (11.4 mi / 18.4 km)
  • Chevy Chase Country Club (11.7 mi / 18.8 km)
  • LEGOLAND® Discovery Center (16.1 mi / 25.9 km)
  • Adagio Teas (1.6 mi / 2.6 km)
  • Northbrook Sports Complex (7.3 mi / 11.8 km)

Exploring the natural landscape of Wilmette

Whether you're an active traveller or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Wilmette. Here are some of the area’s most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (14.1 mi / 22.6 km)
  • Grant Park (14.7 mi / 23.7 km)
  • Chicago Botanic Garden (6.1 mi / 9.9 km)
  • Portage Park (8.4 mi / 13.5 km)
  • Montrose Beach (8.5 mi / 13.7 km)
  • Lincoln Park (9.8 mi / 15.8 km)

Transport to and around Wilmette

The nearest airport is in Chicago, IL (PWK-Chicago Executive), located 9.6 mi (15.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Chicago O'Hare International Airport (ORD), which is 11.4 mi (18.4 km) away.

If you'd rather travel by train, the main station is Wilmette Station. Catch a ride on the metro at Linden Station to easily navigate the city.

Frequently asked questions

What is the best area to stay in Wilmette when booking a holiday rental?
When considering a holiday rental in Wilmette, Illinois, the area around the village centre is particularly appealing. This neighbourhood offers a charming suburban atmosphere with a variety of local shops, cafes, and restaurants, making it a convenient base for visitors. One of the standout attractions nearby is the beautiful Gillson Park, which provides access to lovely Lake Michigan beaches and scenic walking trails. Additionally, the historic Wilmette Theatre adds a touch of cultural charm, showcasing a range of films and performances.Another delightful option is the area close to the Baha'i House of Worship, an architectural marvel that is not only a significant religious site but also features stunning gardens that are great for a peaceful stroll. The village tends to have a good number of holiday rental properties, suiting different preferences and budgets, ensuring that visitors can find accommodation that suits their needs while enjoying the local attractions and community feel.
What is the most popular type of holiday rental accomodation in Wilmette?
In Wilmette, holiday houses are a popular choice, with several options available throughout the area. These rentals typically feature spacious living areas, fully equipped kitchens, and multiple bedrooms, making them ideal for families or groups. Many of these homes also come with outdoor spaces such as gardens or patios, allowing guests to enjoy the pleasant weather while taking in the local surroundings. Villas are another option in Wilmette, providing a more luxurious experience with amenities that may include private pools and upscale furnishings.
Are there any family house rentals in Wilmette?
In Wilmette, Illinois, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The neighbourhoods here are characterised by their charming residential streets and proximity to local parks, ensuring plenty of outdoor activities for families. Many homes offer spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play safely.Visitors can explore nearby attractions such as the picturesque Gillson Park, which features a beach along Lake Michigan, picnic areas, and playgrounds. Additionally, the local community is home to historic sites and a variety of dining options that cater to all tastes.
Are there pet-friendly house rentals in Wilmette?
In Wilmette, there are several pet-friendly house rentals available, making it a welcoming destination for travellers with furry companions. The neighbourhood offers a variety of holiday homes equipped with modern amenities such as spacious kitchens, comfortable living areas, and private outdoor spaces, superb for enjoying the fresh air with your pet.Wilmette is conveniently located near beautiful parks, including the expansive Gillson Park, which features walking trails, picnic areas, and access to Lake Michigan. This park is ideal for dog walks and outdoor activities, providing a great environment for both pets and their owners. The nearby Wilmette Harbour also offers scenic views and opportunities for leisurely strolls along the waterfront.
Are there any remote work holiday rentals in Wilmette?
In Wilmette, Illinois, there are several holiday rentals suitable for remote work. Many of these properties come equipped with amenities such as high-speed Wi-Fi and designated workspaces, ensuring a comfortable and productive environment. The town itself offers a charming atmosphere, with easy access to local parks and the scenic shoreline along Lake Michigan.Travellers can enjoy the convenience of nearby cafes and restaurants, which provide additional options for a change of scenery during work hours. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Wilmette?
In Wilmette, holiday rentals often feature a range of popular amenities that enhance the guest experience. Many properties include outdoor spaces such as decks or patios, great for enjoying the pleasant Illinois weather. A fireplace is a common feature, providing a warm and inviting atmosphere, especially during cooler months. Additionally, guests can expect porches or lanais, which offer a lovely spot to relax with a book or a morning coffee.Most rentals come equipped with a kitchen, allowing travellers to prepare their meals easily, and many even provide a blender for those who enjoy making smoothies or other refreshments.
When is the best time to visit Wilmette for a holiday rental?
The best time to book a holiday rental in Wilmette is during the peak season from May to July, with July being the most popular month. This vibrant period attracts families and outdoor enthusiasts alike, as the warm weather creates superb conditions for exploring the area's beautiful parks and scenic Lake Michigan shoreline.With average temperatures ranging from 20 to 30 degrees Celsius, visitors can enjoy a variety of activities, including hiking, biking, and relaxing on the beach. The bustling atmosphere during this time is filled with local events, festivals, and outdoor concerts, making it an ideal setting for creating memorable experiences.For those looking for a more budget-friendly option, consider visiting in December, when the holiday spirit brings a charming, festive atmosphere to Wilmette. While it may be colder (with temperatures often hovering around freezing), this quieter season offers a unique opportunity to enjoy the town's holiday decorations and local winter activities.Ultimately, your choice of when to visit Wilmette will depend on whether you prefer the lively summer months filled with action or the tranquil charm of winter festivities.
What are the top attractions in Wilmette?
In Wilmette, visitors can enjoy several attractions that highlight the charm of this suburban area. One of the key highlights is the Baha'i House of Worship, a stunning architectural marvel set in beautifully landscaped gardens, making it a peaceful spot for reflection and appreciation of its intricate design.The Wilmette Harbour, located along the shores of Lake Michigan, offers picturesque views and recreational opportunities, including boating and fishing. Nearby, Gillson Park features sandy beaches, picnic areas, and walking trails, ideal for a day outdoors with family or friends.Moreover, the Wilmette Theatre serves as a local cultural hub, showcasing independent films and community events, while the vibrant downtown area boasts a variety of shops, cafes, and restaurants, superb for experiencing local cuisine and culture.
Are all fees included in the Wilmette holiday homes prices shown on Stayz?
Stayz 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.
Are there any Wilmette holiday homes with parking?
Stayz offers a wide selection of holiday homes in Wilmette 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 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.
Are there any discounts for Wilmette holiday homes?
You can find great discounts on holiday homes in Wilmette on Stayz, 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.
Can I change or cancel my Wilmette holiday home booking on Stayz?
To find Wilmette holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Wilmette?
A long-stay holiday home in Wilmette 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Wilmette holiday home?
Book your Wilmette holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Wilmette?
Prices for holiday homes in Wilmette 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Wilmette to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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