Holiday Rentals in Evanston, IL

410 available vacation rental offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Evanston, IL holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

410 Holiday rentals and Airbnb in Evanston, IL

Best family friendly Evanston, IL holiday rentals

Among the 410 accommodations in Evanston, IL, here are the 4 best family friendly rentals

Roger's Park 2 Bedroom Spacious With Free Parking - Evanston, IL
9.5 133 reviews

Roger's Park 2 Bedroom Spacious With Free Parking

apartment, Chicago
This Chicago apartment, registration number R23000097705, is located in an unspecified district; further information is required to determine its proximity to landmarks such as Millennium Park or Navy Pier.
The two-bedroom, one-bathroom flat sleeps six guests and includes a kitchen equipped with a fridge, freezer, and microwave; additional details regarding amenities and floor area are unavailable.
Historic Oak Park Home - Evanston, IL
9.2 21 reviews

Historic Oak Park Home

apartment, Oak Park
This apartment is located in the historic district of Oak Park, offering convenient access to local attractions.
This family-friendly flat provides complimentary internet, on-site parking, air conditioning, and a balcony, with a tennis court and garden also available for guests.
Apartment ∙ 3 Bedrooms ∙ 6 Guests - Evanston, IL
No reviews

Apartment ∙ 3 Bedrooms ∙ 6 Guests

apartment, Skokie
This family-friendly Skokie dwelling offers convenient access to downtown Chicago (48 kilometres), O'Hare Airport (16 kilometres), and major shopping and dining areas, with easy travel via the I-94 expressway and Metra train station.
This 3-bedroom, 2-bathroom house accommodates up to 6 guests and features a fully furnished basement with a ping pong table and cardio bicycle, two 70-inch smart 4K televisions, keyless entry, and complimentary parking.
New Fam-frndly 3 Bd 1 Bth W/ Ez Parking Near Nu - Evanston, IL
9.8 181 reviews

New Fam-frndly 3 Bd 1 Bth W/ Ez Parking Near Nu

apartment, Evanston
This newly renovated flat is located in Evanston, just 2 kilometres from the town centre and 40 kilometres from Chicago. The area is close to Northwestern University and Loyola University, making it a great choice for families or groups visiting these institutions.
The apartment sleeps up to 8 people in 6 beds, including a bunk bed with a pull-out bed and convertible sofas. The property comes with a well-equipped kitchen, a private garden, free parking, and modern amenities such as fast Wi-Fi, smart TVs, and a Bluetooth speaker.

Best Evanston, IL holiday rentals with parking

House 5bed/3bath/1parking Close To Downtown & Lake - Evanston, IL
9.8 312 reviews

House 5bed/3bath/1parking Close To Downtown & Lake

house, Chicago
This spacious home is located in a safe and convenient neighbourhood on the border of Andersonville, Edgewater, and Rogers Park, just a short distance from Little India, Loyola University, and Northwestern University. The apartment has received excellent ratings for user experience, location, and cleanliness.
The apartment has five bedrooms, two kitchens, and two dining rooms, making it perfect for families or groups. Guests can enjoy a living room, a sunroom, a garden, a fitness centre, and parking, as well as access to the internet and air conditioning.
Sleeps 7 • Huge Projector • Designated Workspace - Evanston, IL
No reviews

Sleeps 7 • Huge Projector • Designated Workspace

apartment, Chicago
This Chicago house rental is situated near Wrigleyville, approximately 18 kilometres from Chicago O'Hare International Airport and a short distance from Wrigley Field.
The 92-square-metre property offers two bedrooms, one bathroom, sleeps thirteen guests, and includes a fully equipped kitchen, in-unit laundry, a projector, and free Wi-Fi.
Charming, Sunny Apartment With Backyard Garden - Evanston, IL
9.9 548 reviews

Charming, Sunny Apartment With Backyard Garden

apartment, Evanston
This apartment is situated in Evanston's Main and Chicago Ave. shopping district, just 1.6 kilometres from Lake Michigan, 3.2 kilometres from Northwestern University, and 1.6 kilometres from Chicago. The property has received excellent ratings for location, cleanliness, and user experience.
The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. It features a fully equipped kitchen, a private garden, a shared laundry facility, and a convenient 24-hour self check-in and check-out system.
Executively Appointed Condo, W/resort Amenities, Ind Gar, Pool, Gym+ Biz Lounge - Evanston, IL
9.9 185 reviews

Executively Appointed Condo, W/resort Amenities, Ind Gar, Pool, Gym+ Biz Lounge

apartment, Evanston
This apartment is located in downtown Evanston, a short walk from Northwestern University, Loyola University, and Kellogg School of Management, and a short train ride from Chicago. It has excellent user, location and cleanliness ratings.
This one-bedroom apartment sleeps up to four guests and features a modern kitchen, a comfortable living area, and a private balcony. Amenities include a swimming pool, a fitness centre, a garden, and a terrace, perfect for enjoying the Evanston sunshine.

Frequently asked questions about holiday rentals in Evanston, IL

  • What are the top family-friendly attractions in Evanston, IL?

    The Evanston Ecology Center is a great place for kids to learn about nature, with interactive exhibits and outdoor trails. The Mitchell Museum of the Americas, with its diverse collection of art and artefacts, is also a popular choice for families. And for some outdoor fun, head to Lighthouse Park, a picturesque spot with a playground and walking paths.
  • What are the best Airbnb and holiday rentals in Evanston, IL?

  • When is the best time to book a vacation rental in Evanston, IL?

    To avoid peak season prices and crowds, consider booking your vacation rental in the shoulder seasons, April-May or September-October. You'll still enjoy pleasant weather and fewer crowds. If you plan to attend a specific event, book well in advance.
  • What are the most popular Airbnbs in Evanston, IL?

  • What events or festivals should visitors check out in and around Evanston, IL?

    Evanston hosts the Evanston Arts Festival in the summer, showcasing local artists and live music. The Evanston Farmers Market is a great place to find fresh produce and local crafts. And if you're looking for a larger event, the Chicago Air and Water Show takes place nearby in August.
  • What are the best holiday rentals with a pool in Evanston, IL?

  • What are the best restaurants with local dishes in Evanston, IL?

    For a taste of Chicago-style pizza, try Lou Malnati's Pizzeria. If you're looking for something more casual, head to The Purple Pig for their famous charcuterie and tapas. For a fine dining experience, try The Evanston Restaurant, known for its innovative and seasonal menus.
  • What are the best rentals for families and kids in Evanston, IL?

  • What are the best walking or cycling routes in Evanston, IL?

    The lakefront path is a popular choice for walking and cycling, offering stunning views of Lake Michigan. For a more scenic route, try the Evanston Green Bay Trail, which runs along the Chicago River. And for a longer ride, explore the North Shore Bike Path, which connects Evanston to Chicago.
  • What are the best rentals or Airbnbs with a jacuzzi in Evanston, IL?

  • Are there pet-friendly attractions in Evanston, IL?

    Yes, many parks in Evanston are pet-friendly, including Lighthouse Park and the Evanston Ecology Center. You can also find pet-friendly restaurants and cafes in the downtown area.
  • What are the benefits of choosing a vacation rental in Evanston, IL?

    Vacation rentals often offer more space and privacy than hotels, and you can enjoy the comforts of home while on holiday. You can also save money on dining out by cooking your own meals. And many rentals are pet-friendly, making them a great choice for families with furry companions.

Popular destinations

Best Evanston, IL holiday rentals with a balcony

Artistic Loft Rooftop  | 13 Mins Dt | 4 Mins Lake - Evanston, IL
10 59 reviews

Artistic Loft Rooftop | 13 Mins Dt | 4 Mins Lake

apartment, Chicago
This Uptown Chicago flat is situated near Montrose Beach, a 1.4km walk from the Argyle Red Line station and within easy reach of several car parks.
The one-bedroom apartment sleeps two, features a fully equipped kitchen with dishwasher, in-unit laundry, a rooftop terrace with city views, and is close to the Aragon Ballroom and Riviera Theatre.
The Hotel & Athletic Club At Midtown - Evanston, IL
8.9 1367 reviews

The Hotel & Athletic Club At Midtown

resort, Chicago
The Hotel & Athletic Club at Midtown is conveniently located in Chicago's Midtown neighbourhood, just a short distance from popular attractions like Wrigley Field, Lincoln Park Zoo, and United Center. The hotel consistently receives high ratings for its cleanliness, location, and overall experience, making it a popular choice for travellers.
The hotel offers a range of comfortable and modern rooms, each equipped with amenities such as air conditioning, flat-screen TVs, and private bathrooms. Guests have access to a wide array of facilities including indoor and outdoor swimming pools, a spa, a fitness centre, tennis courts, and a variety of fitness classes, making it a great choice for those seeking a wellness-focused getaway.
Irving Park Updated Vintage Top Unit 2-flat - Evanston, IL
9.5 64 reviews

Irving Park Updated Vintage Top Unit 2-flat

apartment, Chicago
This Chicago apartment rental is situated in the Irving Park/Avondale neighbourhood, approximately 5.5 km from Wrigley Field and 8.5 km from Lincoln Park Zoo.
The 93-square-metre one-bedroom, one-bathroom flat sleeps up to 10 guests and offers free Wi-Fi, air conditioning, parking, and is pet-friendly.
"Joy Of Evanston" 1bdr, King Exec Suite, Pool+gym - Evanston, IL
10 17 reviews

"Joy Of Evanston" 1bdr, King Exec Suite, Pool+gym

apartment, Evanston
This family-friendly apartment is located in Evanston, close to the river and within a 3km radius of Northwestern University and Lake Michigan. It has received excellent reviews from previous guests.
This one-bedroom flat offers 70 square metres of space and can accommodate up to four guests. It features a well-equipped kitchen, a private balcony, a swimming pool, a fitness centre, and free parking, making it ideal for families and groups looking for a comfortable and convenient stay.

Best Evanston, IL holiday rentals with air conditioning

Private Garden Apartment Gated Free Parking - Evanston, IL
9.8 195 reviews

Private Garden Apartment Gated Free Parking

apartment, Chicago
This one-bedroom flat is situated in a peaceful residential area of Chicago, just a short distance from the city's main attractions. It has consistently received excellent ratings for its cleanliness, location, and overall experience.
The self-contained flat comfortably accommodates two guests and features a separate bedroom, living room, office, and bathroom. Guests can enjoy modern amenities including a mini-fridge, coffee/tea station, and mini-oven, as well as a private parking space and a friendly dog named Zoe residing in the main house.
Luxe Indoor Pool Tree House Minutes To Chicago - Evanston, IL
10 3 reviews

Luxe Indoor Pool Tree House Minutes To Chicago

apartment, Skokie
This Skokie flat is situated a short walk from Emily Oaks Nature Centre and Skokie Water Park, with the subway providing a 32-kilometre journey to downtown Chicago.
This residence offers four bedrooms, four bathrooms, a capacity for eight guests, an indoor heated swimming pool, a jacuzzi, and a unique treehouse for outdoor enjoyment.
Elegantly Designed 1br Right Next To Beach - Evanston, IL
9.6 152 reviews

Elegantly Designed 1br Right Next To Beach

apartment, Evanston
This Evanston flat is situated near South Boulevard Beach, a short 0.48 km walk away, offering easy access to Lake Michigan's walking paths.
The one-bedroom, one-bathroom apartment sleeps two guests and boasts a modern kitchen with stainless steel appliances, a dishwasher, and ample storage, plus air conditioning, parking, and excellent Wi-Fi.
2br Coach House W/ Patio + Parking | Evanston - Evanston, IL
9.4 45 reviews

2br Coach House W/ Patio + Parking | Evanston

apartment, Evanston
This two-bedroom flat in Evanston offers convenient access to Northwestern University and Downtown Evanston, situated within 500 metres of Lake Michigan.
Guests can enjoy a fully equipped kitchen, air conditioning, private parking, and a 4K Smart TV, with pets welcome in this family-friendly accommodation.
©2026 cozycozy.com