Apartment holiday rentals in Skokie

The living area features a spacious sectional sofa and a coffee table at its center. A TV is positioned against a light-colored wall, while a dining space can be seen in the background with a small table and chairs. Natural light is welcomed through multiple windows.

4.95 out of 5 average rating, 284 reviews

Stylish & Comfy Gem near Downtown~Balcony~Parking

My 2nd floor, 2 BD/1BA home sits in a quiet cul-de-sac, about 1 mi from downtown Evanston. A 15-min walk to the Dempster Purple line station, which brings you right into Chicago. Northwestern and Loyola are nearby for a visit too! The area has wonderful lakeside parks and beaches, so no matter the time of year, you'll appreciate the natural beauty! Grocery stores, coffee shops, and restaurants are within walking distance as well. -Electric Fireplace -Fully Equipped Kitchen -Queen Sized Bedrooms

4.94 out of 5 average rating, 109 reviews

A modern living area features a grey sectional sofa and a light-colored armchair positioned around a soft area rug. Two windows allow natural light to enter, and wall art decorates the walls. Steps lead to an upper level, contributing to an open and inviting layout.

Flat in Avondale

Best Deal in Chicago | Great Food & Free Parking

Clean & modern Avondale apt close to Blue Line, perfect for urban explorers! Stylish decor, comfy bed, and a cozy ambiance await. Explore nearby cafes, bars, and boutiques, or hop on the train for downtown adventures. Easy to access & great neighborhood. Easy permit parking (free passes provided) on street allows for the ability to drive or take public transportation wherever you want to explore. Avondale has been voted one of the best neighborhoods in Chicago! Come see what the fuss is about.

4.96 out of 5 average rating, 103 reviews

The living room features a cozy seating arrangement with two dark chairs and a sofa, set around a central table. A decorative rug adds warmth to the wooden flooring. Natural light floods in through large windows, while a ceiling fan enhances airflow in the space.

Flat in Norwood Park

Spacious and Cozy 3BR Apt Near ORD / Metra

Welcome to our charming and cozy apartment. This apartment is designed to be your home away from home in Chicago. From the moment you step inside you will be captivated by the tasteful decor and attention to detail. The apartment is located in a great neighborhood close to public transit and highways. Also, you will find plenty of restaurants, cafes, shop, and entertainment options nearby. Our apartment offers a comfortable and inviting atmosphere perfect for your next vacation or business trip.

4.94 out of 5 average rating, 157 reviews

Vintage sunlit 2.5 BR apt. Perfect for families!

Welcome to the spacious, sunny 2nd floor full apartment of our 1920's home! While we live downstairs, the whole upstairs space is yours. Living room, dining room, kitchen w/ DW, full bath, 2 BR, charming sitting room w/ electric FP. Perfect for up to 4 guests. The vintage kitchen is well supplied inc. Keurig & pods. LR has sofa-bed, love seat, games & 50" ROKU smart TV to connect to streaming services. Kid stuff inc. pk & play Easy 18 min walk for trains to city, 5 min drive to lake. Wifi

A modern kitchen and dining area are presented, featuring a sleek island with bar stools and a dining table with six chairs. Natural light is provided by large windows, and contemporary fixtures enhance the space's functionality and design.

4.9 out of 5 average rating, 143 reviews

New 3bd/1.5 bth Apt w/private prkg

A perfect hideaway! This quiet, secluded unit is nestled in lush greenery within walkng dist (1.5M) to NWU. Enjoy our renowned restaurants and theaters, plus easy access to downtown Chgo’s many attractions via the Metra; Sleeps up to 7 guests, with 2 queen beds, 2 single beds, and an 8-foot couch in Liv rm; Ultra-modern kitchen equipped with everything; Dedicated parking space in rear of the bldng; free high-speed Wi-Fi is included. Host lives nearby and responds promptly to any inquiries

A light-filled living room features a comfortable beige sofa with an accent pillow and a light throw. Adjacent windows allow natural light to stream in, highlighting the wooden flooring and decorative area rug. A small side table holds a lamp, contributing to the calm atmosphere.

4.97 out of 5 average rating, 537 reviews

Charming, Sunny Apartment with Backyard Garden

House of the Blue Doors Enjoy staying with us in this spacious 1st floor flat. Furnished by the resident designer in tasteful neutrals, original curated artwork, one of a kind furniture and accent pieces. Sip morning coffee or a glass of wine in the sunlit kitchen or front porch, fire up the backyard grill for a barbecue. Soak in the award winning Chicago ceramic artist designed and made floor in the bathroom. Close to Northwestern, Chicago, Lake Michigan, everything Evanston offers.

A bright bedroom features a spacious bed with neutral bedding and two towels neatly placed on top. Framed artwork adorns the walls above the bed, complemented by stylish lamps on each side. Large windows allow natural light to fill the room, enhancing the airy atmosphere.

4.94 out of 5 average rating, 174 reviews

Cozy Neighborhood Escape | Near NU-Chicago-Beaches

This is a beautiful, newly renovated apartment that is cozy and contemporary! This unit is located in Evanston’s arts district, surrounded by local shops, tree lined streets, and is a short distance to restaurants, the lakefront, and Northwestern University. Evanston is a suburb just north of Chicago with easy access to the city either by car or public transit. This apartment sleeps up to 4 people and is a 1 bedroom, 1 bath with a sofa sleeper. Don’t miss out. Book Now!

The exterior of a three-unit building features a blend of brick and stone elements, with large windows providing ample natural light. A well-maintained lawn includes shrubs and small trees, complemented by a walkway leading to a blue door beneath a covered entryway.

4.98 out of 5 average rating, 114 reviews

3 BR Evanston Apt near Chicago

3 Miles to Northwestern and 2.5 to Loyola Universities. Enjoy local shopping, entertainment & restaurants in Evanston. Walk, bike or drive to Lake Michigan's beautiful beaches. CTA to Chicago nearby. Two BRs with king beds and a third BR with a full. LR has turntable, records, Netflix, Max, Disney+, Hulu... Enjoy a ping pong table and puzzles. Work space in two bedrooms. Kitchen has a stove, oven, microwave, coffee maker, and toaster. Free off-street parking.

A comfortable living room features a blue sectional sofa adorned with soft throws, paired with a wooden coffee table. Natural light enters through large windows, highlighting a stylish armchair and an entertainment unit beneath a mounted TV.

4.9 out of 5 average rating, 118 reviews

New renovation|1BR|Stylish|Modern|Next to the Lake

Experience the best of Evanston in our cozy 1BR/1BA apartment near Lake Michigan. Enjoy a fully equipped kitchen, a comfortable bedroom with a queen-sized bed, and a clean bathroom. Explore the nearby beaches, stroll along the lakefront path, and discover the vibrant downtown area with its shops and restaurants. Easy access to public transportation allows you to explore downtown Chicago. Book your stay now for a memorable Evanston getaway!

A charming two-story house features a yellow exterior with white trim and a covered porch. Hanging plants adorn the porch, while lush greenery and well-kept landscaping surround the property. A pathway leads to the front steps, framed by stone accents and garden plants.

4.98 out of 5 average rating, 134 reviews

Charming one bedroom apartment

Downtown Evanston. Cozy quiet area. Lovely studio 1-bedroom apartment. Ideal for a couple or business travelers. One queen size bed. TV & WiFi, microwave, AC & dishwasher. Free off-street parking. Close walk to Northwestern U, Lake Michigan, several supermarkets & many restaurants. Minutes to Metra, Davis & Dempster CTA stations. About 40 minutes to downtown Chicago on CTA Purple Express & less time on Metra. Non-smoking.

4.95 out of 5 average rating, 152 reviews

A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

Flat in Lake View

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

4.89 out of 5 average rating, 697 reviews

A spacious living area is visible, featuring a comfortable seating arrangement with two sofas and a round coffee table. A large television is positioned on a stand across from the seating. The kitchen area, accessible through an open entry, showcases modern appliances and dining seating.

Flat in Skokie

Cozy Garden Unit in Quiet Neighborhood

A cozy garden unit in the heart of skokie, off of a quiet residential street with plenty of street parking. Just a mile away from the Skokie-Dempster Yellow line train that leads to downtown Chicago, and within a mile from Old Orchard Mall and plenty of great eateries such as: Chick-fil-A, Portillo's, Culver's, Oberwies, Kaufman's Bagel, and more. 15 minutes away from Evanston and the Beautiful Lake Michigan shoreline!

Popular amenities for Skokie apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

5 out of 5 average rating, 80 reviews

A modern kitchen and living area are showcased within an open-concept space. The kitchen features stainless steel appliances and a large island with seating for three. The cozy living area includes comfortable seating and a low wooden coffee table, complemented by warm wooden flooring.

Flat in Chicago

Brand New 1-BR Apt: Deluxe Comfort w/ Spa Bathroom

4.91 out of 5 average rating, 125 reviews

A dining nook features a round table surrounded by modern seating options, including a sculptural chair and a wicker chair. A soft pendant light hangs above, illuminating a decorative bowl at the center. A colorful piece of wall art adds a vibrant touch to the textured wallpaper.

Flat in Lake View

The Shingle Life • Vintage 1BR Near Wrigley

4.89 out of 5 average rating, 81 reviews

A well-lit bedroom is furnished with a spacious bed draped in crisp white linens. Two windows provide natural light, and a small desk with a black chair is positioned against one wall. Art pieces add a touch of character to the neutral-toned space.

Flat in Skokie

Charming 2 bed/1 bath apt- walk 2 train/store/rest

4.94 out of 5 average rating, 177 reviews

The living area is furnished with a gray sofa adorned with patterned cushions, positioned next to a natural wood coffee table. A potted plant and a decorative mirror enhance the space. Two windows allow natural light to brighten the room.

Flat in Lower West Side

Cute, Clean, Cozy Apartment in Pilsen

4.99 out of 5 average rating, 264 reviews

Flat in Lower West Side

Simple, Comfortable Pilsen Apt w/ Artistic Touches

5 out of 5 average rating, 11 reviews

Flat in Skokie

3BR 2Car Driveway Parking

4.87 out of 5 average rating, 563 reviews

A cozy studio apartment features a comfortable bed with a bright yellow coverlet, positioned next to two windows with sheer coverings. A wooden dresser and a minimalist side table with a lamp are present. A patterned area rug adds texture to the warm-toned wood floor.

Flat in Logan Square

Logan Square Studio

4.93 out of 5 average rating, 467 reviews

A gated entryway is visible, featuring a wooden fence painted in a neutral tone. The gate is partially open, leading into a green space lined with trees and plants. The house entrance is seen in the background, with a clear sky above.

Flat in Edgewater

Ravenswood Guest House Annex

Private apartment rentals

4.95 out of 5 average rating, 409 reviews

A bright living area is presented with a patterned armchair and a cozy sofa adorned with a colorful throw. A wooden coffee table is positioned in front, while a window with sheer curtains frames the view of the outdoor porch area.

Flat in Lincoln Square

Bright family-friendly Lincoln Square 2-bed 1-bath

4.92 out of 5 average rating, 48 reviews

A green door with two circular brass handles and a sign reading 'THE SHOP' is set against a vibrant blue brick wall. The wall showcases its texture with a smooth finish. An electrical outlet is visible to the left of the door.

Flat in Wilmette

The Shop - Trendy Studio in the heart of Wilmette

4.97 out of 5 average rating, 473 reviews

Flat in Logan Square

King Bed, Huge Spa Shower, Dining Destination

Superhost

A cozy living room features a light-colored sofa and an accent chair with a geometric pattern. A round wooden coffee table is placed in the center, surrounded by a textured area rug. Natural light flows through the large windows, softly illuminating the space.

Flat in Chicago

4.84 out of 5 average rating, 61 reviews

cozy grand studio 2nd floor/near lake/public tran.

A spacious living room is highlighted by large windows allowing natural light to fill the space. A cozy green couch and two blue chairs are arranged around a wooden coffee table, while a decorative area rug adds warmth. A fireplace is set against a stone backdrop.

4.99 out of 5 average rating, 157 reviews

Spacious 3 bdrm apt. near NU + Chicago + lake.

4.95 out of 5 average rating, 244 reviews

A light-filled dining area features a wooden table surrounded by four chairs. A plush sofa is positioned nearby, offering a cozy option for relaxation. Large windows dressed in navy curtains provide a view of the outside, contributing to an open and inviting feel.

Flat in Jefferson Park

Entire 1st Floor Apt near O'Hare/ORD & Blue Line

4.93 out of 5 average rating, 83 reviews

A charming garden unit is situated within a light-colored, two-story building, framed by a white picket fence. The entrance is marked by a set of steps leading to a spacious porch, where seating may be present. Nearby trees and greenery accentuate the inviting exterior.

Flat in Albany Park

Montrose Gardens

A two-story farmhouse stands among mature trees, featuring a front porch with steps leading to the entrance. The exterior showcases light gray siding and white-framed windows, while planted greenery surrounds the home, creating a serene residential setting.

4.89 out of 5 average rating, 335 reviews

Ashland Ice Cream House

Apartment rentals with a hot tub

4.85 out of 5 average rating, 112 reviews

A modern living area features a light-colored sofa adorned with decorative pillows, set against large floor-to-ceiling windows that offer views of the city skyline. A textured area rug defines the space, while a coffee table displays artfully arranged decorative items. A dining table with black chairs completes the setting.

Flat in West Loop

Top Floor Views + Central Comfort

4.97 out of 5 average rating, 34 reviews

A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.

Flat in Fulton Market

Skyline Oasis: City & Lake Views

5 out of 5 average rating, 6 reviews

A spacious living area is characterized by large, comfortable leather sofas arranged around a glass coffee table. A modern entertainment center with a television is visible, showcasing a serene beach scene. The room features hardwood floors and abundant natural light from windows.

Flat in West Town

Modern 4BR West Town Duplex | Best for LongStays

4.96 out of 5 average rating, 46 reviews

A decorative lantern with a warm, flickering candle sits on a wooden table in the foreground. In the background, a black sofa is paired with light-colored throw pillows, while framed black-and-white photographs adorn the walls. Soft lighting from hanging fixtures creates a cozy ambiance.

Flat in Wicker Park

Chic 1 BR in Wicker Parl|1 FREE Garage Parking

4.95 out of 5 average rating, 155 reviews

The game room features a red-themed layout filled with arcade machines, a pool table, and foosball. A variety of classic games are showcased, providing a fun atmosphere for guests. Bright lighting illuminates the room, inviting enjoyable gaming experiences.

Flat in Dunning

Belmont Pleasures - hot tub / arcade gaming room

4.86 out of 5 average rating, 503 reviews

An open and spacious living area features a white sectional sofa and unique cow print coffee table. The dining space is equipped with round chairs, and a modern kitchen is visible in the background. Light streams through frosted glass block windows, enhancing the airy atmosphere.

Flat in Humboldt Park

Checkerboard Studio, Private Outdoor Hot Tub, Yard

4.93 out of 5 average rating, 14 reviews

A spacious living area features a sectional sofa with a modern design, paired with a coffee table. Large windows offer expansive city views, while a patterned rug adds warmth. Decorative elements include a glass bar cart and various art pieces, contributing to a contemporary ambiance.

Flat in South Loop

Modern 2BR South Loop Apt, McCormick & Wintrust