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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Top Guest favourite
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.
Apartment in Chicago
4.99 out of 5 average rating, 106 reviews

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

Why stay anywhere when you can experience luxury during your travels. This brand new 1-BR apartment was designed with a touch of elegance and offers amenities to make your experience not just satisfying, but memorable. At your finger tips is a full kitchen; luxury bathroom with enormous walk-in shower; separate bedroom w/ queen bed (extra day bed in living room to sleep 3 total); garage parking; garden access; cozy workspace; 2-Smart TVs; bicycle; ample storage for longer stays; WIFI; and more.

Guest favourite
A modern living area features a white sofa complemented by textured cushions and a glass coffee table. Soft light illuminates the space, which includes contemporary art pieces and stylish furniture. An open kitchen area is visible, equipped with stainless steel appliances and bar stools.
Apartment in Uptown
4.9 out of 5 average rating, 226 reviews

3br W/ Elevator, Patio & Laundry Near the Red Line

My 3 bedroom apartment in Sheridan Park is a stunning place to call home in Chicago! You'll love the neighborhood; its vibrant food and art scene is uniquely diverse in Chicago. A mile north of Wrigley Field - Just to the east, Montrose Beach is a nice break from the city. If work is what brings to you to town, the nearby Brown line will take you right to the Loop. I provide all the essentials to make your stay easy and comfortable. (Balcony maintained for Summer Season, Memorial Day-Labor Day)

Top Guest favourite
A modern kitchen showcases sleek white cabinetry and a large island with seating for three on black stools. Open shelving displays various glassware. A stainless steel range hood is positioned above the gas cooktop, while natural light fills the space through windows.
Apartment in Edgewater
4.98 out of 5 average rating, 167 reviews

Newly Renovated, Spacious 2BR in Andersonville

Welcome to your newly renovated 2nd floor oasis! Located on a serene residential street, with a private parking space and backyard, this cozy retreat is nestled between the vibrant Edgewater and Andersonville neighborhoods. Indulge in a plethora of dining and entertainment options just steps away, or take a 15-minute stroll to the CTA Redline for easy access to downtown. With a new Metra stop at the end of the block and less than 10 miles from the heart of the city, your urban adventure awaits!

Guest favourite
A well-lit studio apartment features a spacious bed and a comfortable seating area with a sofa and coffee table. Natural light fills the room through multiple windows, and a collection of decorative pillows adds a splash of color. A wooden dresser and striped rug enhance the interior.
Apartment in Chicago
4.93 out of 5 average rating, 249 reviews

Spacious, light-drenched studio-private entrance!

Sun-filled private apartment in Lincoln Square! Spacious & well-appointed studio apartment features newly renovated kitchen and 1.5 baths (spa shower!) Located in the Lincoln Square neighborhood, you’ll be steps to restaurants, cafes, pubs & shopping. Close to CTA Brown Line (Rockwell) stop, as well as Western, Foster & Lawrence buses. Just 3.4 miles to Wrigley Field. One block to Swedish Covenant Hospital. Short bus/ride-share to Andersonville, Chicago Lakefront & Foster Beach! Kid friendly.

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.
Apartment in Chicago
4.94 out of 5 average rating, 158 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 bright bedroom features a spacious bed with white linens. A piece of abstract art adorns the wall above a desk with a wooden chair. A doorway leads to a cozy sitting area with a blue couch and a yellow accent chair, illuminated by natural light.
Apartment in Lake View
4.99 out of 5 average rating, 343 reviews

A Stylish, sundrenched Chicago Ravenswood Flat

Welcome to Bluebird Inn, an intimate, thoughtfully designed urban inn that will serve as an oasis as you embark on your exploration of Chicago. Nestled above the Long Room, a beloved neighborhood tavern and coffee house (Bad Johnny's, Nice Guy Food Co., Cash's Kitchen and AJ's Bakery & Diner), you can start your day downstairs with breakfast and coffee and stop in for a nitecap before heading up to retire for the evening. Settle in & enjoy the amenities and approachable luxury.

Top Guest favourite
A cozy living area features two dark leather sofas, a marble-topped coffee table, and a flat-screen television. Natural light enters through a window with blinds, while a warm brick wall adds character. A decorative console table is positioned along the side of the room.
Apartment in Chicago
4.9 out of 5 average rating, 287 reviews

Newly Rehabbed! 2br with Vintage Charm

Our 2 bed garden apartment in Ravenswood will be the ideal home base for your stay! Located in one of Chicago's vibrant Northside neighborhoods, you’ll experience local charm outside your door. The home has space for 5 and a newly renovated kitchen, though you may not have time to cook with many family-owned restaurants within walking distance! The Montrose Brown Line is only 3 blocks away, taking you downtown in 30 minutes and Lakeview/Lincoln Park in even less.

Guest favourite
Apartment in North Center
4.87 out of 5 average rating, 157 reviews

Garden Oasis

Stay in this beautifully remodeled 2-bedroom garden level 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.
Apartment in Chicago
4.94 out of 5 average rating, 158 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.
Apartment in Chicago
4.95 out of 5 average rating, 421 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.

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.
Apartment in Chicago
4.89 out of 5 average rating, 319 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.

Top Guest favourite
A bright living room features hardwood flooring and a large, comfortable gray sectional sofa. Two unique yellow chairs are positioned nearby. A stylish TV unit and shelves display decor items, while light streams in through multiple windows, enhancing the open and inviting layout.
Apartment in Chicago
4.98 out of 5 average rating, 214 reviews

Vibrant & Chic Apt On Quiet St in Andersonville

Welcome to this thoughtfully remodeled 1925’s two-flat building located in the Second Coolest Neighborhood in the US. While this stylish space is the perfect relaxing stay, its location makes it easy for you to get around. *Free street parking You are only: 5 min walk to Clark St & Exceptional restaurants & bars 6 min drive to Lakefront & Lakeshore Drive... 17 min drive to Downtown Chicago...

Popular amenities for Ravenswood apartment rentals

Quick stats about apartment rentals in Ravenswood

  • Total holiday rentals

    Explore 70 holiday rentals in Ravenswood

  • Nightly prices starting at

    Ravenswood holiday rentals start at $67 NZD per night before taxes and fees

  • Verified guest reviews

    Over 6,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Ravenswood holiday rentals include Wi-Fi 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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