Best Holiday rentals and Airbnb offers in Evanston, IL
9.7 6 reviews
Evanston, IL
01/08 – 08/08
SG$886/nighttotal: SG$6202 (7 )
Edgewater Glen 3bd Cozy Retreat Sleeps 6
3 6
apartment , Chicago
This three-bedroom flat is located in the Edgewater district of Chicago, offering convenient access to local shops, cafes, and parks within 500 meters. This accommodation includes a shared garden, in-unit laundry, and exclusive discounts on local luxury experiences as part of TheDreamRentals offer, accommodating up to six guests.
9.8 236 reviews
Evanston, IL
28/09 – 26/10
SG$226/nighttotal: SG$6328 (28 )
Quiet Cozy Ent.unit Free Parking 12 Min 2 Lake
2 2
apartment , Skokie
This newly renovated flat is situated in Skokie, within easy walking distance of shops, restaurants, grocery stores and the train station. The property has received excellent ratings for location, cleanliness and overall user experience. The apartment offers two bedrooms, each with a queen-size bed, and can comfortably accommodate up to four guests. Amenities include free Wi-Fi, laundry facilities, parking and a fully equipped kitchen.
8.4 7 reviews
Evanston, IL
10/07 – 11/07
SG$405/nightfor 1 night
Stunning & Stylish Downtown Studio - Highland Park
1 2
studio , Highland Park
This Highland Park apartment, located less than 1.6km from Highland Park Ambulatory Care Centre and Lake Michigan, and within 4.8km of Ravinia Park and Park Avenue Beach, offers easy access to public transport via Highland Park Station, a short walk away. The one-bedroom, one-bathroom flat sleeps two guests and includes a fully equipped kitchen with oven, hob, microwave and fridge, in-unit laundry, a Smart TV, and coffee/tea making facilities; enjoy nearby lake views and the Ravinia summer concert series.
9.9 30 reviews
Evanston, IL
09/09 – 16/09
SG$300/nighttotal: SG$2100 (7 )
Lovely Apartment With Parking
1 5
apartment , Chicago
This three-bedroom apartment, ideal for families or groups of up to eight, is situated in the Andersonville neighbourhood of Chicago. The top-floor flat boasts in-unit laundry, off-street parking, a recently remodelled kitchen and bathroom, and is equipped with air conditioning and internet access.
9.6 5 reviews
Evanston, IL
11/09 – 13/09
SG$1556/nighttotal: SG$3112 (2 )
Cozy Private & Spacious 6-bedroom Duplex With Parking In Charming Evanston
6 8
apartment , Evanston
This Evanston holiday home is situated 4.8km from Lake Michigan, 4.8km from Northwestern University, and within 9.6km of Montrose Beach and Loyola University Chicago, offering easy access to public transport. Sleeping sixteen guests, this six-bedroom, four-bathroom property boasts a fully equipped kitchen with dishwasher, in-house laundry facilities, free Wi-Fi, a dining area, and a terrace/balcony plus garden and parking.
9.8 53 reviews
Evanston, IL
11/09 – 13/09
SG$748/nighttotal: SG$1496 (2 )
Relaxing 3bd/2ba By Beach & Food
1 8
apartment , Chicago
This three-bedroom Chicago apartment is situated a short distance (approximately 0.16 km) from Broadway's restaurants and shops, and within walking distance of Hollywood Beach and the Lakefront Trail, offering easy access to the CTA. The self-catering property sleeps up to eight guests, features two bathrooms, on-site laundry facilities, garage parking, three bicycles, and beach essentials; it's ideal for exploring Chicago's neighbourhoods and lakefront.
9.9 300 reviews
Evanston, IL
08/10 – 12/10
SG$639/nighttotal: SG$2556 (4 )
Stylish & Comfy Gem Near Downtown~balcony~parking
1 1
apartment , Evanston
This two-bedroom apartment is located in a peaceful cul-de-sac in Evanston, just 1.6 kilometres from downtown Evanston and a 15-minute walk from the Dempster Purple line station, which provides a direct link to Chicago. The apartment has consistently received excellent ratings for its location, cleanliness and overall experience. The apartment is equipped with a well-stocked kitchen, comfortable memory foam mattresses, and a private deck, perfect for relaxing after a day exploring Evanston’s vibrant attractions. It is ideal for families or groups of up to four people and offers a private entrance with a keypad for added convenience.
8.2 35 reviews
Evanston, IL
10/07 – 11/07
SG$404/nightfor 1 night
Bright Garden Studio
1 2
studio , Evanston
This Evanston studio apartment, located in a quiet, family-friendly upper-middle-class neighbourhood with easy access to CTA bus and train lines for travel to Chicago attractions, offers a convenient base for exploring the city. The 74-square-metre (approximately 796 square feet) self-catering apartment features a sophisticated open-plan design, accommodating up to four guests and boasting amenities including a Jacuzzi, garden, and parking.
9.6 75 reviews
Evanston, IL
10/07 – 11/07
SG$804/nightfor 1 night
Explore Chicago: Stylish 2br, 1 Block To El Train & Close To Wrigley
2 2
apartment , Chicago
This two-bedroom apartment is situated in the North Center neighbourhood of Chicago, just a short distance from Lake Michigan and Millennium Park. The area is known for its lively atmosphere and proximity to various attractions. The flat is ideal for families or groups of up to six people and features a fully equipped kitchen, a comfortable living space, and a bathroom. Amenities include air conditioning, a spa, and internet access, as well as towels, dishes, and utensils.
9.2 7 reviews
Evanston, IL
02/07 – 03/07
SG$338/nightfor 1 night
Trendy & Comfy Studio Unit
1 2
studio , Chicago
This Portage Park studio apartment is conveniently located near the Blue Line, offering easy access to Chicago's city centre and O'Hare International Airport, approximately 32km away. The self-catering unit features a queen-sized bed, a fully equipped kitchen with dishwasher, a smart TV, and accommodates two guests, with local cafes, restaurants and shops within walking distance.
This three-storey townhouse is situated in Skokie, Illinois, near downtown Skokie, Emily Oaks Nature Centre, and a playground, offering convenient access to local amenities. The 3-bedroom, 2.5-bathroom property sleeps up to 8 guests and features a fully equipped kitchen, in-unit laundry, a finished basement with a pool table, multiple Smart TVs, and designated parking, plus free on-street parking.
Evanston, IL
10/07 – 11/07
SG$225/nightfor 1 night
Perfectly Located Apartment!
1 2
apartment , Skokie
This three-bedroom flat is situated in Skokie, a suburb north of Chicago, just 10km from the city centre and within easy reach of the Skokie Swift train line. The surrounding area is quiet and safe, with plenty of parks and green spaces nearby. The flat is spacious and comfortably accommodates up to four guests. It features a fully equipped kitchen, air conditioning, parking and a private balcony, perfect for relaxing after a day exploring the local area.
Best family friendly Evanston, IL holiday rentals
Among the 314 accommodations in Evanston, IL, here are the 4 best family friendly rentals
9.7 24 reviews
Evanston, IL
09/09 – 16/09
SG$729/nighttotal: SG$5103 (7 )
Evanston Home Steps From Nu Campus
3 5
apartment , Evanston
This three-bedroom apartment is conveniently located in Evanston, just a short walk from Northwestern University and close to train lines to Chicago. It is also within easy reach of Lighthouse Beach, offering a peaceful setting near the vibrant city. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The apartment can comfortably accommodate up to six guests and features a spacious kitchen with a microwave oven, a garden, and parking. It also boasts a garage with bikes available for exploring the surrounding area and a bright, comfortable interior with a casual and relaxed style.
10 13 reviews
Evanston, IL
28/09 – 26/10
SG$742/nighttotal: SG$20776 (28 )
4 Bedrooms, 6 Beds, 2 Full Baths, And Open Basement Loft
4 2
apartment , Skokie
This Skokie apartment, ideally located for exploring Chicago's attractions, offers convenient access to The Glen Club and Montrose Harbour, though precise distances aren't provided. Sleeping up to ten guests, this four-bedroom, two-bathroom dwelling boasts a fully equipped kitchen, open basement loft, and amenities including an ironing board and hairdryer; its proximity to Wrigley Field and the United Centre makes it perfect for sporting event attendees.
10 414 reviews
Evanston, IL
30/06 – 03/07
SG$542/nighttotal: SG$1626 (3 )
Luxury Loyola 3 Bedroom, 2 Bath, Near Subway And Beach
3 2
apartment , Chicago
This apartment is located in the Rogers Park neighbourhood, just a short walk from Hartigan Beach and the Loyola Red Line "L" station, making it easy to explore Chicago's attractions. Guests have consistently rated it excellent for location, cleanliness, and overall experience. The three-bedroom property offers ample space for up to six guests, spanning 139 square metres. It features modern amenities including a fully equipped kitchen, a private balcony, a heated back porch, and a Jacuzzi, ensuring a comfortable and enjoyable stay.
9.8 30 reviews
Evanston, IL
01/08 – 08/08
SG$2459/nighttotal: SG$17213 (7 )
Wicker Park Haven. 3-levels. 11beds.10min Walk To Train. Rooftop+spa Bath+garage
5 6
apartment , Chicago
This train is located in the West Town neighbourhood of Chicago, just 800 metres from Humboldt Park and 1.3 kilometres from Milwaukee Avenue. It has been rated excellent by previous guests. The train offers 372 square metres of space with five bedrooms, four bathrooms, and a capacity of 20 guests. Amenities include a fully equipped kitchen, a hot tub, a garden, a terrace, parking, and Wi-Fi.
Best Evanston, IL holiday rentals with parking
10 2 reviews
Evanston, IL
11/09 – 13/09
SG$1097/nighttotal: SG$2194 (2 )
Family-friendly 4br Skokie Home - Garage
4 8
apartment , Skokie
This Skokie flat is situated 7 kilometres from Lake Michigan and 13 kilometres from Wrigley Field. This 4-bedroom, 2-bathroom apartment accommodates up to 10 guests and includes a fully equipped kitchen, Wi-Fi, and air conditioning.
Evanston, IL
01/08 – 08/08
SG$746/nighttotal: SG$5222 (7 )
Flexhome Wicker Park Stylish 2br Sleeps 6
2 6
apartment , Chicago
This West Town flat offers convenient access to Chicago's attractions, situated a mere 800 metres from Humboldt Park and a 5-minute drive to State Street. This two-bedroom, one-bathroom residence accommodates up to five guests and is just a 3-minute drive from the United Center, with Damen and Division metro stations within a 13-minute and 15-minute walk respectively for exploring Michigan Avenue, Navy Pier, Millennium Park, and the Museum of Science and Industry.
10 1 review
Evanston, IL
09/09 – 16/09
SG$932/nighttotal: SG$6524 (7 )
Spacious 4br Near Northwestern With King Beds + Crib
4 5
apartment , Evanston
This Evanston flat offers excellent proximity to Northwestern University, a mere 10-minute journey, and convenient access to downtown Chicago. This family-friendly property accommodates up to eight guests, featuring four bedrooms, two bathrooms, a fully equipped kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and in-unit laundry facilities.
8.0 1 review
Evanston, IL
02/07 – 03/07
SG$1396/nightfor 1 night
Arcade Theater Gym Office Sleeps 15
7 2
apartment , Chicago
This spacious flat is located in Chicago's Portage Park district, offering access to Lake Michigan and Millennium Park, approximately 10 kilometres away, with Michigan Avenue and Navy Pier also within a moderate distance. This 231 square metre residence accommodates up to 15 guests across seven bedrooms and three bathrooms, featuring a fully equipped kitchen, an arcade room, a private cinema, a home gym, and on-site laundry facilities, with pets welcome.
Frequently asked questions about holiday rentals in Evanston, IL
What are the top family-friendly attractions in Evanston, IL?
The Grosse Pointe Lighthouse, the Evanston Ecology Center, and the Mitchell Museum are all excellent choices for families. The Evanston Public Library also has a fantastic children's section.
What are the best Airbnb and vacation rentals in Evanston, IL?
When is the best time to book a vacation rental in Evanston, IL?
Booking in advance is always recommended, especially during peak seasons like summer and autumn when the weather is good and there are many events happening.
What are the most popular Airbnbs in Evanston, IL?
What events or festivals should visitors check out in and around Evanston, IL?
The Evanston Farmers Market is a popular weekly event, and the Evanston Art Center hosts various exhibitions and events throughout the year. The Taste of Evanston food festival is a must-visit for foodies.
What are the best vacation rentals with a pool in Evanston, IL?
What are the best budget-friendly activities in Evanston, IL?
A walk or bike ride along the lakefront path is free and offers stunning views. You can also visit the free exhibits at the Evanston History Center or browse the shops at the Evanston Farmers Market.
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 both walking and cycling, offering beautiful views of Lake Michigan. The Evanston Green Bay Trail is another great option for a scenic bike ride.
What are the best rentals or Airbnbs with a jacuzzi in Evanston, IL?
Are there pet-friendly attractions in Evanston, IL?
Many parks and green spaces in Evanston are pet-friendly, including Lighthouse Beach and the Evanston Ecology Center. Check individual websites for specific rules.
What are the benefits of choosing a vacation rental in Evanston, IL?
Vacation rentals offer more space and privacy compared to hotels, often with kitchens and laundry facilities. You can also find rentals in different neighbourhoods to suit your preferences.
What are the top sports attractions and facilities in Evanston, IL?
Northwestern University has a strong athletic program, with the Wildcats competing in various sports. The Welsh-Ryan Arena is home to the men's basketball team, and Ryan Field is the football stadium.
This two-bedroom flat is situated in the Norwood Park/Edison Park neighbourhood of Chicago, a quiet area located 12 kilometres from Loyola University Chicago and 15 kilometres from Wrigley Field. The 85 square metre property can accommodate up to four guests and features a fully equipped kitchen, a patio, a garden, and outdoor play equipment, ideal for families with children.
10 2 reviews
Evanston, IL
28/09 – 26/10
SG$1239/nighttotal: SG$34692 (28 )
Chic Vintage Stay W/ Private Balcony Walk To Argyle Redline, Lake, Dining
2 2
apartment , Chicago
This Uptown Chicago flat is ideally situated near the Aragon Ballroom (a short 1.8 km walk) and the Riviera Theatre (1.6 km away), with easy access to the Argyle and Berwyn 'L' train stations (800m to both). The 93 square metre property sleeps six, boasting two bedrooms, one bathroom, a fully equipped kitchen including a dishwasher, and a terrace; nearby laundry facilities and a range of outdoor pursuits are also available.
9.8 193 reviews
Evanston, IL
30/06 – 03/07
SG$582/nighttotal: SG$1746 (3 )
Walk To Wrigley Field/monthly Discounts Available
3 2
apartment , Chicago
This apartment is located in Lakeview, a lively neighbourhood just a short walk from Wrigley Field and across the street from the Metro, with easy access to the city's attractions. It has been highly rated by previous guests for its comfortable accommodation and excellent location. The apartment has three bedrooms and one bathroom, comfortably accommodating up to six guests. The kitchen is equipped with a fridge, microwave oven, and dishwasher, and the property also offers a terrace/balcony, garden, parking, and air conditioning.
10 1 review
Evanston, IL
27/06 – 03/07
SG$1843/nighttotal: SG$11058 (6 )
1 Mi To Metra: Estate W/ Theater, Game Room & More
4 2
apartment , Northbrook
This Northbrook holiday let is situated 3.2 kilometres from Glen Town Centre, offering convenient access to local shopping plazas, the Northbrook Metra Station for Chicago transit, and attractions such as the Chicago Botanic Garden. This expansive 864 square metre residence accommodates up to eight guests, featuring four bedrooms, seven bathrooms, a home cinema, a games room with a pool table, a dedicated children's play area, a private home gym, and a large garden with outdoor seating and a fire pit.
Best Evanston, IL holiday rentals with air conditioning
10 18 reviews
Evanston, IL
09/09 – 16/09
SG$437/nighttotal: SG$3059 (7 )
1910 Charming Flat - Walk To Beach & Loyola!
1 5
apartment , Chicago
This three-bedroom Chicago flat, situated in a residential neighbourhood three blocks (0.5 km) from Lake Michigan and one block (0.2 km) from the ‘el’ train, offers easy access to Wrigleyville and the city centre within an 18-minute transit ride. The 3-bathroom apartment sleeps eight guests and features a fully equipped kitchen, Apple TV, Netflix, a sunroom, and parking permits; nearby activities include exploring Lake Michigan's shores.
8.6 24 reviews
Evanston, IL
28/09 – 26/10
SG$427/nighttotal: SG$11956 (28 )
Enjoy Evanston! Slow Down After A Busy Day Sight Seeing - Walking Distance From Public Transportation By Allset Turnover
2 2
apartment , Evanston
This apartment is located in Evanston, a short walk from Lake Michigan and Northwestern University, making it ideal for exploring the area. The property has excellent ratings for location, cleanliness and user experience. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. It boasts a range of amenities including a fully equipped kitchen, a private balcony, and parking.
Evanston, IL
26/06 – 28/06
SG$1766/nighttotal: SG$3532 (2 )
Walk To The Beach • Private Office • 5br
5 7
apartment , Chicago
This Chicago flat offers easy access to the city centre, situated just steps from the Red Line station, providing convenient public transport links to downtown attractions. This five-bedroom, two-bathroom accommodation comfortably sleeps thirteen guests, featuring a fully equipped kitchen, a dedicated office space, a 65-inch Smart TV with board games, and family-friendly amenities, with free driveway parking for two cars and shared laundry facilities on site.
10 53 reviews
Evanston, IL
11/09 – 13/09
SG$1295/nighttotal: SG$2590 (2 )
5br/3ba/3tv's/prkg4-5cars/13ppl
1 8
apartment , Chicago
This spacious five-bedroom, three-bathroom house is situated in Jefferson Park, Chicago, approximately 16 kilometres northwest of the city centre, offering easy access to public transport links and major airports such as O'Hare International Airport (14.5 km) and Midway International Airport (30.5 km). The 311-square-metre property sleeps up to 13 guests, boasting a large games room with air hockey, a pool table, cornhole, and foosball, plus modern amenities including heated floors, a reverse osmosis water system, and a private garden with BBQ grills; discounted weekday rates are available.