Holiday Rentals in Evanston, IL

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Evanston, IL holiday rentals
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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

Evanston 2br 2bth 1 Blk To Beach - Evanston, IL
10 114 reviews

Evanston 2br 2bth 1 Blk To Beach

apartment, Evanston
This Evanston apartment is located just 0.16 kilometers from Lake Michigan and South Boulevard Beach.
The two-bedroom, two-bathroom flat sleeps four, boasts a sunroom, fully equipped kitchen with modern appliances including a gas stove and double oven, and provides beach gear (four Tommy Bahama chairs, umbrella, table, and buggy) and four bikes for guest use.
Remodeled Splendid Flat In Bucktown +Back Porch, Ranked Guest Favorite! Pets Ok! - Evanston, IL
9.8 15 reviews

Remodeled Splendid Flat In Bucktown +Back Porch, Ranked Guest Favorite! Pets Ok!

apartment, Chicago
This Bucktown apartment in Chicago offers easy access to public transport, being a 0.8km walk from Chicago Clybourn Station and within 5km of attractions such as the United Centre, Lake Michigan, Wrigley Field, and Michigan Avenue.
The two-bedroom property sleeps six, features a fully equipped kitchen, private patio, garden access, and free Wi-Fi; housekeeping is available on request.
Wrigley Oasis! Steps From The Field! - 3bd 1ba - Evanston, IL
9.8 241 reviews

Wrigley Oasis! Steps From The Field! - 3bd 1ba

apartment, Chicago
This apartment is located in the Lakeview neighbourhood of Chicago, just 0.5km from Wrigley Field and a short drive from Montrose Beach, making it ideal for exploring the city's vibrant atmosphere and attractions. It has excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This three-bedroom flat with one bathroom is 111 square metres in size and can accommodate up to six guests. It comes with a fully equipped kitchen, a terrace, a garden, a spa, and parking, as well as air conditioning and free Wi-Fi, making it perfect for families or groups travelling to Chicago.
Luxury House 4-bed 2.5-bath Near Chicago Downtown - Evanston, IL
9.9 171 reviews

Luxury House 4-bed 2.5-bath Near Chicago Downtown

apartment, Chicago
This spacious house is located in North Park, a safe and convenient neighbourhood with restaurants, supermarkets, and parks within walking distance, and is about 16km from O'Hare Airport. The property has excellent user, location, and cleanliness ratings, making it a great choice for travellers.
This 3000 square metre home has 6 bedrooms, although only 4 are available for guests, and features an open kitchen, living room, and dining room. Guests can enjoy a private garden, modern amenities such as a laundry room and multiple bathrooms, and convenient access to public transport.

Best Evanston, IL holiday rentals with parking

South Evanston Apartment - Two Bur Oaks - Evanston, IL
10 79 reviews

South Evanston Apartment - Two Bur Oaks

apartment, Evanston
This basement flat is located in a friendly neighbourhood in Evanston, just 2.4 kilometres west of Lake Michigan and 1.6 kilometres from the CTA and Metra train stations. The flat has received excellent ratings for location, cleanliness and user experience.
The flat has one bedroom, one bathroom, and can accommodate up to two guests. It comes with a fully equipped kitchen, a private patio, a shared laundry room, and access to a bonfire pit in the garden.
Spacious North Chicago Sanctuary - Evanston, IL
9.7 66 reviews

Spacious North Chicago Sanctuary

apartment, Chicago
This two-bedroom Chicago apartment is situated on the North Side, within easy walking distance of local cafes and shops and offering convenient access to Chicago's public transport network.
The self-catering flat sleeps four guests and features a fully equipped kitchen with microwave, high-speed Wi-Fi, air conditioning, parking, and a smart TV; nearby attractions and activities are easily accessible via public transport.
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.
Cozy Guesthouse Near Nu - Next To Lee Street Beach - Evanston, IL
9.8 145 reviews

Cozy Guesthouse Near Nu - Next To Lee Street Beach

house, Evanston
This self-contained studio apartment is situated in a peaceful neighbourhood in south-east Evanston, just 300 metres from Lee Street Beach and a 10-minute walk from the centre of Evanston, Northwestern University and the Main Street El train and Metra stop. The studio apartment is fully equipped with a living room, kitchen, bedroom and bathroom, and can accommodate up to four guests.

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

Secret Gallery On The Park - 2bd/1ba - Evanston, IL
10 3 reviews

Secret Gallery On The Park - 2bd/1ba

apartment, Chicago
This three-bedroom Chicago apartment, ideal for families or groups of up to eight, is located in the Gallery District, a short walk from Oak Street Beach and the 'L' train, offering easy access to the John Hancock Center and Willis Tower.
The two-level dwelling boasts two upgraded kitchens and bathrooms, a private patio, Roku access, complimentary Wi-Fi, and is within easy reach of shops and a grocery store.
Only Urban Beach House In Chicago - Evanston, IL
9.6 68 reviews

Only Urban Beach House In Chicago

apartment, Chicago
This Chicago beach house is located in the Rogers Park neighbourhood, just a short walk from Lake Michigan and Loyola Park, offering a peaceful escape from the hustle and bustle of the city. The property has received excellent reviews from previous guests, highlighting its comfortable and convenient features.
The house has four bedrooms and three bathrooms, comfortably accommodating up to eight guests. It boasts a fully equipped kitchen, a spacious garden with a fire pit, and a fitness room, ensuring a relaxing and enjoyable stay for families and groups.
Spacious Modern 3br  Topfloor + Parking - Evanston, IL
10 9 reviews

Spacious Modern 3br Topfloor + Parking

apartment, Chicago
This Edgewater Glen flat in Chicago offers a rare private deck and shared garden with a fire pit, located just 800 metres from Lake Michigan beaches and a 15-minute Red Line journey to the city centre.
This newly renovated 140 square metre residence accommodates up to five guests and features three bedrooms, a fully equipped kitchen, individual climate control in each room, and private garage parking with EV charging.
"Hope Of Evanston" 180°view, 2bdr +2bath Urban Luxury - Evanston, IL
10 21 reviews

"Hope Of Evanston" 180°view, 2bdr +2bath Urban Luxury

apartment, Evanston
This Evanston apartment is situated 2.1km from Lake Michigan and Northwestern University, a short walk from Davis Metro Station and Evanston Davis Street Station.
This two-bedroom, two-bathroom dwelling sleeps five guests and boasts a private balcony, in-unit fireplace, fully equipped kitchen, and access to a swimming pool and fitness centre; free Wi-Fi is also provided.

Best Evanston, IL holiday rentals with air conditioning

Huge, Sunny 3 Bed/2 Bth Apt, Free Parking, Near Nu - Evanston, IL
9.9 48 reviews

Huge, Sunny 3 Bed/2 Bth Apt, Free Parking, Near Nu

apartment, Evanston
This spacious 1600 sq ft flat is centrally located in Evanston, approximately 1.6 kilometres from Northwestern University and a short distance from Lake Michigan, parks, and trails.
This pet-friendly one-bedroom flat offers a fully equipped kitchen, two bathrooms, two private offices, air conditioning, and in-unit laundry, with access to a garden and 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.
2 Mi To Northwestern: Updated Home W/ Game Room! - Evanston, IL
9.9 29 reviews

2 Mi To Northwestern: Updated Home W/ Game Room!

apartment, Evanston
This Evanston holiday home is situated near Northwestern University, approximately 3.2km from the Purple Line, providing easy access to both downtown Chicago and Lake Michigan.
The three-bedroom property, sleeping eight guests, boasts a fully equipped kitchen, in-home gym, dedicated games room with foosball and dartboard, and driveway parking for four cars, plus additional street parking.
23 Art House, 
A Distinctively Different Dwelling - Evanston, IL
9.1 30 reviews

23 Art House, A Distinctively Different Dwelling

apartment, Wilmette
This three-bedroom house is situated on a quiet cul-de-sac just off Highway 94 in Wilmette, within easy reach of the shops and restaurants on the main road.
The property features a spacious outdoor area with a gas grill, perfect for al fresco dining, and boasts modern amenities including renovated bathrooms and a kitchen with granite and marble finishes.
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