Holiday Rentals in Evanston, IL

410 available vacation rental offers

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Evanston, IL holiday rentals
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Best Holiday rentals and Airbnb offers 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

Cozy Private & Spacious  6-bedroom Duplex With Parking In Charming Evanston - Evanston, IL
8.8 8 reviews

Cozy Private & Spacious 6-bedroom Duplex With Parking In Charming Evanston

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.
Spacious House ~3min Walk Wrigleyfield~free Prkg - Evanston, IL
9.6 39 reviews

Spacious House ~3min Walk Wrigleyfield~free Prkg

apartment, Chicago
This Lakeview house, a short distance (less than 1.6km) from Lincoln Park, Wrigley Field, and Lake Michigan, offers easy access to Chicago's public transport network, including the Sheridan and Addison Red Line stations.
Sleeping eight guests across three bedrooms and two bathrooms, this self-catering property boasts a fully equipped kitchen, in-unit laundry, a balcony, garden, and parking, with barbecue facilities available for outdoor entertaining.
Andersonville's Secret Garden: 2 Beds, 1 Bath - Evanston, IL
9.9 188 reviews

Andersonville's Secret Garden: 2 Beds, 1 Bath

apartment, Chicago
This Chicago garden flat is situated in the Lakewood Balmoral historic district, approximately 0.32 kilometres from Andersonville's shops and restaurants, offering easy access to the CTA Red Line.
The recently renovated two-bedroom, one-bathroom apartment sleeps six guests and features a fully equipped kitchen, private garden access, shared patio and roof deck, plus use of a storage room.
Welcome To A Haven Of Happiness. - Evanston, IL
9.4 43 reviews

Welcome To A Haven Of Happiness.

apartment, Chicago
This family-friendly Chicago condo, registration number R24000120094, is situated in a peaceful neighbourhood approximately 32km from Chicago's city centre, offering easy access to public transport (CTA).
The 3-bedroom, 2-bathroom apartment sleeps 6 guests and includes a fully equipped kitchen with fridge, freezer, microwave, and dishwasher; parking is also available.

Best Evanston, IL holiday rentals with parking

Amazing Location! Spacious Duplex Getaway - Evanston, IL
10 67 reviews

Amazing Location! Spacious Duplex Getaway

apartment, Evanston
This Evanston duplex, a short walk (approximately 0.8 km) from Lake Michigan and two blocks (around 0.2 km) from the Metra and CTA stations providing easy access to Chicago, offers a convenient location near Northwestern University.
The two-floor, three-bedroom apartment sleeps six, boasting a fully equipped kitchen, multiple smart TVs, a games room with ping pong and darts, free off-street parking, and comfortable king and queen-sized beds plus extra sleeping arrangements.
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.
Florence Serenity Stay - Evanston, IL
9.8 88 reviews

Florence Serenity Stay

apartment, Evanston
This garden-level flat is located in Evanston, just 5 kilometres from Lake Michigan and its scenic path, and is close to Northwestern University.
This two-bedroom apartment can accommodate up to three guests. It features a fully equipped kitchen, free parking, a dedicated workspace, a large smart TV, and a shared washer and dryer.
The Lincoln Square Hideaway - Evanston, IL
9.8 108 reviews

The Lincoln Square Hideaway

apartment, Chicago
This Chicago apartment rental, located on the first floor in the Lincoln Square neighbourhood, offers easy access to Western Avenue and is within convenient distance of various shops and restaurants.
The two-bedroom, one-bathroom flat boasts a spacious open-plan living area with high ceilings, accommodating up to six guests and featuring amenities such as a foosball table, board games, and access to multiple streaming services.

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Best Evanston, IL holiday rentals with a balcony

Elegant Style Loft Montrose Beach Rooftop Wfh Gym - Evanston, IL
8.0 1 review

Elegant Style Loft Montrose Beach Rooftop Wfh Gym

apartment, Chicago
This Montrose, Chicago flat is a 15-minute walk from Montrose Beach, 2.9 kilometres from Wrigley Field, and within an 8-kilometre radius of downtown attractions such as the 360 Chicago Observation Deck and the Chicago Water Tower.
The 450-square-metre apartment offers one bedroom, one bathroom, sleeps two guests, and includes a fully equipped kitchen, in-unit laundry, a balcony, free Wi-Fi, and access to an on-site fitness centre and billiards table.
Cubbies Dream! Half A Block To Wrigley! You Can Feel The Excitement In The Air On Game Days! Condo - Evanston, IL
9.6 286 reviews

Cubbies Dream! Half A Block To Wrigley! You Can Feel The Excitement In The Air On Game Days! Condo

apartment, Chicago
This Wrigleyville apartment is situated a mere 0.8 kilometres from Wrigley Field and a short walk from the 'L' train, offering easy access to Chicago's iconic baseball stadium and excellent transport links.
The two-bedroom, two-bathroom flat sleeps up to six guests comfortably, features a private deck with pre-game views of Wrigley Field, and includes amenities such as a fully equipped kitchen, Wi-Fi, and pet-friendly options (one pet allowed, additional fee applies).
Flexhome Ukrainian Village  2br  Walkable + Private Balcony - Evanston, IL
10 1 review

Flexhome Ukrainian Village 2br Walkable + Private Balcony

apartment, Chicago
This West Town flat is situated on Damen Avenue, placing guests a short walk from popular BYOB restaurants featured on The Bear, grocery shops, breweries, and bars, and a brief distance from notable city attractions.
This 55 square metre flat offers two bedrooms, a bathroom, and accommodates up to 4 guests, featuring in-unit laundry, a dedicated workspace in the second bedroom, a Smart TV with Airplay, high-speed WiFi, and a Nest thermostat, with self-check-in available until 9 pm.
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.

Best Evanston, IL holiday rentals with air conditioning

New 4br Home Near Northwestern + Parking - Evanston, IL
10 15 reviews

New 4br Home Near Northwestern + Parking

apartment, Evanston
This Evanston townhouse is located in the North Shore district, a 10-minute drive from Northwestern University and a 30-minute drive from downtown Chicago.
This family-friendly residence offers air conditioning, Wi-Fi, a fully equipped kitchen with a dishwasher and microwave, laundry facilities, parking, and can accommodate up to 8 guests across 4 bedrooms.
"Serenity Of Evanston" 2 Bdr/2bath Modern Suite - Evanston, IL
9.9 189 reviews

"Serenity Of Evanston" 2 Bdr/2bath Modern Suite

apartment, Evanston
This apartment is situated in the heart of downtown Evanston, just a short walk from Northwestern University and a 15-minute train ride from Chicago city centre. It benefits from excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms and two bathrooms, comfortably accommodating up to five guests. Residents can enjoy a range of amenities including a fitness centre, outdoor swimming pool, free indoor parking, and a business centre.
Peaceful King+queen - 2br+2ba - Wfh Apt - Near: Northwestern-chicago-beach - Evanston, IL
10 2 reviews

Peaceful King+queen - 2br+2ba - Wfh Apt - Near: Northwestern-chicago-beach

apartment, Evanston
This newly refurbished flat is located in Evanston's arts district, 500 metres from the Lake Michigan shoreline and a short walk from Northwestern University.
This two-bedroom flat accommodates up to six guests, offering amenities such as a fully equipped kitchen, air conditioning, dedicated workspaces, and free street parking.
Wrigley Oasis! Steps From The Field! - 3bd 1ba - Evanston, IL
9.8 243 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.
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