Apartment holiday rentals in Ravenswood

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Top-rated apartment rentals in Ravenswood

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
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
4.95 out of 5 average rating, 110 reviews

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.

Top guest favourite
A well-maintained garden unit is framed by a neatly arranged wooden fence. A covered porch with wooden railings offers a welcoming entryway. Snow blankets the small garden at the front, and the surrounding buildings display a mix of brick and stone facades.
Flat in Uptown
4.93 out of 5 average rating, 232 reviews

Charming Apt. near Wrigley/Cubs, Ravenswood/Uptown

Welcome to our family-friendly & cozy 1-bedroom/1 bathroom apartment! We are walking distance from Wrigley Field, Montrose Beach, Andersonville restaurants, Green Mill Jazz Club, Riviera, Lincoln Square, Target and grocery. Close to Red, Purple & Brown CTA trains and 22, 78 bus lines to reach airports & top sights. Street parking is open & free (check signage!) We are a smoke-free home directly across from a school with playground in a very quiet & safe neighborhood: Ravenswood/Uptown.

Top guest favourite
A spacious living area is highlighted by a light-colored sofa adorned with various cushions. A round coffee table sits in front, complemented by a cozy armchair. The open kitchen is visible in the background, featuring modern appliances and a warm wood finish.
Flat in Edgewater Glen
4.94 out of 5 average rating, 105 reviews

1-Bedroom Apt by Andersonville & Lakefront

Spacious, sunny 1-bedroom apartment in peaceful, historic Edgewater neighborhood of Chicago. Overlooks park and is short walk from Thorndale Red Line "L" station, the beach, Whole Foods, and shops, restaurants, and bars in Andersonville. Ideal for up to 4 people, has queen-size bed in bedroom and sleeper sofa in living room. Kitchen is fully equipped with gas stove, microwave, fridge, coffee machine, and utensils. Free high-speed WiFi. Smart TV. Clean and comfortable with modern touches.

Guest favourite
A spacious living area features a light-colored sofa and a dark wood coffee table, surrounded by large windows that allow ample natural light. Decorative plants are placed around the room, and a brick fireplace adds a focal point, complemented by framed artwork on the walls.
Flat in Albany Park
4.9 out of 5 average rating, 202 reviews

Huge Pet Friendly East Albany Park Apartment

Enjoy staying in a classic Chicago 2-flat w/vintage charm and modern amenities. This sunny top floor unit has an updated kitchen & bath w/everything you need including in-unit laundry & Central Air. Experience life on the border of 2 great neighborhoods, Albany Park & Ravenswood Manor. Walk to Kedzie & Lawrence for diverse cuisine or walk to Lincoln Square. Take the Kedzie Brown Line to Lakeview & Lincoln Park. $75/pet/per stay. $25/person/night after 2 guests. Check-in/out @11am/@4pm.

Top guest favourite
A modern studio space features two cozy queen-size beds with white linens. Colorful geometric wall art enhances the ambiance, while natural light enters through a generous window. A small table and chairs occupy one corner, alongside plants adding a touch of greenery.
Flat in Lincoln Square
4.95 out of 5 average rating, 136 reviews

Bright Colorful Boho-Chic Studio in Lincoln Square

Kick back & relax in your home away from home in our modern & peaceful studio space with 15-foot ceilings in the heart of the Lincoln Square neighborhood. Featuring natural light, modern amenities & beautiful artwork, the house is impeccably clean and designed to ensure you have the best travel experience possible. Located on the popular Foster Ave close to Winnemac Park, you're only blocks away from bakeries, farm-to-table restaurants, independent coffee shops and local breweries.

Top guest favourite
A cozy living area displays a green sofa facing a TV cabinet with a flat-screen television. A round table is positioned in the center, surrounded by two ottomans. Light streams through the window, illuminating the patterned rug and creating an inviting space.
Flat in Lake View
4.97 out of 5 average rating, 428 reviews

Charming, Spacious 3BR Lakeview Apt Near Transit

This newly remodeled 3-bedroom unit with 1-bath apartment is perfect for both leisure & business travelers. Located on a safe, tree-lined street, in the Lakeview neighborhood, with a completely private entrance of it's own. We are just a 5 minute walk away from the CTA Irving Park Brown Line, which will get you downtown in less than 20min. We are also conveniently close to Wrigley Field, Lake Michigan, Bus Stops, and other great neighborhood shops, restaurants, and nightlife.

Superhost
A light-filled living area features large windows with green curtains and a view of the courtyard. A comfortable sofa with decorative cushions is positioned next to a wooden coffee table, which holds a book and a small plant. A TV is set on a stylish console.
Flat in Lincoln Square
4.85 out of 5 average rating, 388 reviews

Renovated Designer Flat in Heart of Lincoln Square

Kick back with a fresh coffee and enjoy the designer touches of this renovated apartment, including marble worktops, wood floors and 1920s exposed brickwork. There are great courtyard views, while the memory foam mattress and super-sized sofa add real comfort. Lincoln Square is a quaint, family-friendly neighborhood. There's abundant German influence here, and great shops, restaurants, and bars line Lincoln Avenue. Downtown is 20 mins by train. Wrigley Field is close too.

Top guest favourite
A living area features a modern gray sofa adorned with decorative cushions, accompanied by a glass coffee table. A light-colored area rug softens the floor, while large windows provide natural light. A nearby dining table with matching chairs complements the space.
Flat in North Center
4.89 out of 5 average rating, 146 reviews

Garden Oasis

Stay in this beautifully remodeled 2-bedroom garden apartment on a peaceful, tree-lined street. Two open loft-style bedrooms, luxurious bath with heated floors, and rain shower offer a relaxing retreat. Enjoy a modern kitchen, Wi-Fi, in-unit washer/dryer, and guest-controlled thermostat. Just 0.3 miles to the train, close to restaurants, bars, and Wrigley Field. Ideal for a stylish, comfortable, and convenient Chicago stay!

Top guest favourite
A two-flat brick building is set in a green and landscaped area, featuring large windows that allow natural light inside. A set of stairs leads up to the main entrance, which is flanked by plants and outdoor greenery.
Flat in Lincoln Square
4.94 out of 5 average rating, 146 reviews

Beautiful, sunny 2nd floor 3BR/1BA w free parking

Sunny second floor 3Br/1Ba apartment in the tree-lined, walkable neighborhood of Lincoln Square. Updated apartment with original woodwork offers easy access to Wrigley Field (7 el stops), Lake Michigan beaches, and downtown Chicago. Free parking space included, close to Western brown line el station and Lincoln Square's many restaurants and shops. Old Town School of Folk Music is a 5-minute walk. 2 miles to beaches.

Top guest favourite
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
4.95 out of 5 average rating, 409 reviews

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

Light-filled, comfy 2-bed 1-bath apartment on a quiet, tree-lined street in Lincoln Square on Chicago's north side. Spacious kitchen stocked with essentials, washer/dryer, and your own private porch. Walk to cute local shops, cafes, grocery stores and the Rockwell brown line stop. Pet and kid-friendly (in one of the city's most family-friendly areas). Street parking is free, easy and doesn't require a permit.

Top guest favourite
The living area is furnished with a striped sofa and a colorful accent chair, complemented by a small side table and a lamp. A neat dresser and a glimpse of the kitchen area are visible. A green area rug enhances the cozy atmosphere.
Flat in Lincoln Square
4.79 out of 5 average rating, 313 reviews

Cozy Garden-Subterranean Apartment

JAN-FEB Special, check out lower then average prices. Our cozy Lincoln Square one bedroom apartment sleeps 2, has a fully furnished kitchen, and is close to Lincoln square shops and great restaurants/carry-out. Ample street parking & close to public transportation. Entrance to the apartment at back of building. Sorry no pets, we both have allergies and my husband has asthma and cannot tolerate pet dander.

Guest favourite
A cozy sleeping area features a spacious bed adorned with white linens and decorative pillows in soft yellows and grays. Two bedside tables with lamps provide warm illumination, while a small clock is visible on one side. Natural light filters in through a nearby window.
Flat in Lincoln Square
4.89 out of 5 average rating, 309 reviews

Stylish & Modern 2 Bedroom Lincoln Square Condo

Unwind in our apartment with an open-plan design and refined feel. The cozy, contemporary boutique space features elegant furnishings and decor, as well as rustic touches throughout. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea! General Policies: Guest Age Policy – Guests aged 18-24 may book on an exception basis.

Popular amenities for Ravenswood apartment rentals

When is the best time to visit Ravenswood?

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Avg. price$113 SGD$114 SGD$145 SGD$146 SGD$156 SGD$166 SGD$163 SGD$164 SGD$138 SGD$147 SGD$135 SGD$113 SGD
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Quick stats about flat rentals in Ravenswood

  • Total holiday rentals

    Explore 70 holiday rentals in Ravenswood

  • Nightly prices starting at

    Ravenswood holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 6,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    70 of Ravenswood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ravenswood rentals

  • 4.8 Average rating

    Ravenswood stays are highly rated by guests – averaging 4.8 out of 5!

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