Holiday Rentals in Evanston

410 available vacation rental offers

7 nights
2
1
  • tripcom
  • booking
  • airbnb
  • tripadvisor
  • klook
  • agoda
  • expedia
  • hotelscom
  • hotelscombined
  • eztravel
  • makemytrip
  • rakutentravel
Evanston holiday rentals
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

Evanston holiday rentals: compare the best deals

Best family friendly Evanston holiday rentals

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

Haus Of Hues: Mdrn Bright Peaceful Private Apt - Evanston
9.6 25 reviews

Haus Of Hues: Mdrn Bright Peaceful Private Apt

apartment, Evanston
This three-bedroom Evanston apartment, ideal for families, is situated approximately 4.8km from Lake Michigan and Northwestern University, offering easy access to Montrose Beach and Loyola University Chicago (9.6km away).
The 3-bathroom property sleeps eight guests and features a fully equipped kitchen with dishwasher, in-unit laundry, a Smart TV, and access to barbecue grills; nearby public transport links include Main Street and South Boulevard Metro stations (within a 20-minute walk).
2br Wrigleyville Apt  Free Parking, Office, Fire Pit & Outdoor Space - Evanston
9.6 4 reviews

2br Wrigleyville Apt Free Parking, Office, Fire Pit & Outdoor Space

apartment, Chicago
This Wrigleyville apartment, steps from Wrigley Field and a short walk (approximately 1.6km) to Logan Square, offers easy access to Chicago's public transport network.
The two-bedroom, one-bathroom flat sleeps four, features a fully equipped kitchen with modern appliances, a private backyard with fire pit, and two dedicated workspaces with high-speed Wi-Fi; free street parking is also available.
Roscoe Village- Only Steps To Cute Shops & Dining! Sleeps 4-6 - Evanston
10 103 reviews

Roscoe Village- Only Steps To Cute Shops & Dining! Sleeps 4-6

apartment, Chicago
This Roscoe Village flat is situated in Chicago's North Center district, offering convenient access to the Chicago Theatre, Art Institute of Chicago, Michigan Avenue, State Street, Wrigley Field, and the United Center, all within a few kilometres.
This 111 square metre dwelling accommodates up to six guests across two bedrooms, a den, and a pull-out sofa, and features a well-equipped kitchen, air conditioning, parking, and is close to opportunities for motor boating, sailing, fishing, and cycling.
Remodeled Boho Avondale Getaway - Sleeps 6 - Evanston
No reviews

Remodeled Boho Avondale Getaway - Sleeps 6

apartment, Chicago
This 65 square meter garden flat is situated in Chicago's Avondale district, a developing area approximately 15 minutes by public transport from the city centre.
The property offers a modern boho-style decor, accommodates up to six guests with two queen beds, a sleeper sofa, and two twin air mattresses, and includes an in-unit washer/dryer, free street parking, and a shared garden, with entertainment provided by a classic arcade machine and wall-mounted games.

Best Evanston holiday rentals with parking

Sunny Lincoln Sq 3br 1bt Condo In A+ Neighborhood - Evanston
10 1 review

Sunny Lincoln Sq 3br 1bt Condo In A+ Neighborhood

apartment, Chicago
This three-bedroom flat in Chicago's Lincoln Square district offers a prime location, situated just 160 metres from the Brown Line CTA for easy access to the city and within close proximity to local parks, shops and cafes.
The accommodation features a private garage, smart check-in, a fully equipped chef’s kitchen, a dedicated workspace, large smart televisions in each room, and a private fenced patio, accommodating up to six guests with fast Wi-Fi throughout.
Live By Lake Michigan Ground Floor - Evanston
8.0 2 reviews

Live By Lake Michigan Ground Floor

apartment, Evanston
This ground-floor apartment in Evanston's Historic District offers convenient proximity to Northwestern University, Whole Foods, Trader Joe's, and Starbucks.
The two-bedroom, one-bathroom flat sleeps four guests and includes a full kitchen with dishwasher, microwave, and gas stove, plus on-site parking (at an extra weekly cost).
Simple & Furnished 1br Apartment - Evanston
9.2 41 reviews

Simple & Furnished 1br Apartment

apartment, Chicago
This furnished one-bedroom flat is located a short distance from Chicago's central business district, offering convenient access to its landmarks.
This pet-friendly accommodation provides Wi-Fi, a kitchen with a fridge and microwave, air conditioning, and parking, accommodating up to three guests.
Sleeps 6 | Spacious 2br | Walk To Dining & Transit - Evanston
No reviews

Sleeps 6 | Spacious 2br | Walk To Dining & Transit

apartment, Chicago
This two-bedroom flat offers convenient access to Chicago, located 1.3 kilometres from Loyola University's Lake Shore Campus, 3.2 kilometres east of Lake Michigan's beaches, and a 20-minute drive from the city centre.
This fully furnished property accommodates up to six guests and includes a kitchen with a fridge, freezer, microwave, and dishwasher, as well as air conditioning, internet, and one reserved parking space.

Frequently asked questions about holiday rentals in Evanston

  • What should a first-time visitor not miss in Evanston, IL?

    For a first-time visit, you can't go wrong with the Northwestern University campus, which is beautiful and has lots of interesting architecture. You should also check out the Evanston History Center to learn about the city's past. And, of course, no trip to Evanston is complete without a stroll along the lakefront.
  • What are the best Airbnb and vacation rentals in Evanston?

  • Which neighborhood in Evanston, IL should you consider for a vacation rental?

    The best area for a vacation rental depends on your preferences. If you want to be close to the lakefront and all the action, then the downtown area is ideal. If you prefer a quieter neighbourhood with easy access to parks and green spaces, then consider the Central Street area.
  • What are the most popular Airbnbs in Evanston?

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

    The Evanston Ecology Center is a great place for kids to learn about nature, and the Grosse Pointe Lighthouse is a fun spot for a family day out. The beaches are always a hit with families, especially the one at Lighthouse Park.
  • What are the best vacation rentals with a pool in Evanston?

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

    The best time to book a vacation rental in Evanston is during the shoulder seasons, in spring or autumn. The weather is still pleasant, but the crowds are smaller and prices are often lower. You can also find good deals during the winter months, but be aware that some attractions may be closed.
  • What are the best rentals for families and kids in Evanston?

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

    Evanston has a vibrant arts scene with events throughout the year. The Evanston Arts Festival in June is a great one, and the Evanston Farmers Market is a popular spot for local produce and crafts. The Chicago area also has many festivals, like the Taste of Chicago, just a short train ride away.
  • What are the best rentals or Airbnbs with a jacuzzi in Evanston?

  • What are the best budget-friendly activities in Evanston, IL?

    Evanston has lots of free activities. You can spend a day at the lakefront, explore the many parks, or take a walk through the Northwestern University campus. The Evanston Public Library is a great place to relax and read, and they often have free events and programs.
  • What are the best restaurants with local dishes in Evanston, IL?

    For local dishes, head to The Evanstonian, a restaurant with a menu that celebrates the city's history and culture. If you're looking for something more casual, try The Mustard Seed, a popular spot for sandwiches and salads. For something unique, visit the Evanston Farmers Market for fresh, local produce.
  • What are the best walking or cycling routes in Evanston, IL?

    The lakefront path is a great option for a leisurely walk or bike ride. It stretches for miles and offers stunning views of Lake Michigan. If you're looking for a more challenging ride, try the North Shore Bike Path, which winds its way through the suburbs.
  • Are there pet-friendly attractions in Evanston, IL?

    Many parks in Evanston are dog-friendly, including Lighthouse Park and the lakefront path. The Evanston Ecology Center also welcomes well-behaved dogs on leashes.
  • What are the benefits of choosing a vacation rental in Evanston, IL?

    Vacation rentals offer more space and privacy than hotels, and you can often find rentals with amenities that are not available in hotels. They can also be more affordable, especially if you are travelling with a group.
  • What are the top sports attractions and facilities in Evanston, IL?

    Evanston is home to Northwestern University, which has a strong athletic program. You can catch a Wildcats football game at Ryan Field or a basketball game at Welsh-Ryan Arena. The city also has several public parks with sports facilities, including tennis courts, baseball fields, and playgrounds.

Popular destinations

Best Evanston holiday rentals with a balcony

Lincoln Park Single Family Home (4bdrm 3.5 Bth)-2 Car Garage 4200sqft Sleeps 24 - Evanston
9.8 314 reviews

Lincoln Park Single Family Home (4bdrm 3.5 Bth)-2 Car Garage 4200sqft Sleeps 24

apartment, Chicago
This spacious house in Lincoln Park is ideally located just 15 blocks from Wrigley Field, 5 blocks from the Kennedy Expressway, and 6 blocks from the EL, making it easy to explore the city. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
This four-bedroom home spans 390 square metres and comfortably accommodates up to 24 guests. The house offers a range of amenities, including a private garage, a fully equipped kitchen, a jacuzzi, a terrace, a garden, and a spa, ensuring a relaxing and enjoyable stay.
Top Rated W/free Street Parking+ 2 King Beds 1 Single +In Unit-laundry +1.5 Bath - Evanston
10 5 reviews

Top Rated W/free Street Parking+ 2 King Beds 1 Single +In Unit-laundry +1.5 Bath

apartment, Dunning
This newly renovated Scandinavian-inspired flat is located in Dunning, Chicago, offering convenient access to cultural sites like the Chicago History Museum and Chicago Theatre, as well as landmarks such as the Merchandise Mart and Cloud Gate.
This first-floor residence provides accommodation for up to five guests, featuring three bedrooms, private in-unit laundry, fast WiFi, smart TVs, and a large eat-in kitchen, with exclusive access through a private garage entrance.
Magic Factory Loft 3east 4 Bd/4 Ba Families Groups - Evanston
10 154 reviews

Magic Factory Loft 3east 4 Bd/4 Ba Families Groups

apartment, Chicago
This spacious Chicago apartment, ideal for large groups, boasts four bedrooms, four bathrooms, and sleeps up to 14 comfortably; its precise location within the city is undisclosed, but its central position offers easy access to Chicago's many attractions without needing a car.
The 160 square metre property features a fully equipped chef's kitchen, a terrace, garden, parking (fee applies, reservation required), and provides access to board games and a smart TV; amenities include Wi-Fi, air conditioning, and a dishwasher.
Spacious Oak Park Home, 11 Mi To Downtown Chicago! - Evanston
No reviews

Spacious Oak Park Home, 11 Mi To Downtown Chicago!

house, Oak Park
Vacation house to rent. Your accommodation will be located in Oak Park.
Services and facilities include free parking, a fridge and a washing machine.

Best Evanston holiday rentals with air conditioning

1/2 Mile To Nu, 5min Walk To Lake, Swim Spa Pool - Evanston
10 3 reviews

1/2 Mile To Nu, 5min Walk To Lake, Swim Spa Pool

apartment, Evanston
This lakeside Evanston apartment, near Lincoln Park Conservatory and Lincoln Park Zoo, offers stunning views and easy access to Chicago's cultural attractions, including the Chicago Theatre and Art Institute, via car or public transport.
This five-bedroom, four-bathroom dwelling boasts a spacious 204 square metre floor area, a private swimming pool, and accommodates up to nine guests, complete with a fully equipped kitchen, high-speed Wi-Fi, and in-unit laundry facilities.
Modern Apt W Private Entrance Washer Dryer Free Parking - Evanston
9.3 6 reviews

Modern Apt W Private Entrance Washer Dryer Free Parking

apartment, Chicago
This Chicago basement flat is located approximately 5.6km from Loyola University Chicago, 10.3km from Wrigley Field, and 17.7km from downtown attractions including the United Centre and the Museum of Contemporary Art.
The 46 square metre self-contained apartment features one bedroom, one bathroom, sleeps up to 11 guests, and includes free Wi-Fi, air conditioning, parking, and all linen.
Spacious Backyard And Modern Amenities - Charming Evanston Retreat - Evanston
No reviews

Spacious Backyard And Modern Amenities - Charming Evanston Retreat

house, Evanston
This furnished Evanston residence is located in a sought-after residential area, 0.5 kilometres from downtown Evanston and 1.2 kilometres from Northwestern University, offering easy access to Lake Michigan.
This two-bedroom property accommodates up to four guests and features a fully equipped kitchen, high-speed Wi-Fi, Smart TVs, and laundry facilities, with nearby attractions including the Ladd Arboretum (200 metres) and the Charles G. Dawes House (0.5 kilometres).
Luxe Home 20 Min From Downtown Chicago ,Heated Indoor Pool, Spa Bath, Tree House - Evanston
8.8 10 reviews

Luxe Home 20 Min From Downtown Chicago ,Heated Indoor Pool, Spa Bath, Tree House

apartment, Skokie
This Skokie treehouse rental, a 7-minute (11 km) drive from Lake Michigan and a 12-minute (19 km) drive from Wrigley Field, offers convenient access to Chicago's attractions.
Sleeping up to nine guests, this four-bedroom, five-bathroom property boasts a fully equipped kitchen with dishwasher and microwave, a swimming pool, jacuzzi, Wi-Fi, and on-site parking.
©2026 cozycozy.com