Holiday houses in Ravenswood

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Quick stats about holiday rentals in Ravenswood

  • Total holiday rentals

    Explore 100 holiday rentals in Ravenswood

  • Nightly prices starting at

    Ravenswood holiday rentals start at $57 AUD per night before taxes and fees

  • Verified guest reviews

    Over 11,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    90 of Ravenswood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Ravenswood rentals

  • 4.9 Average rating

    Ravenswood stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated holiday rentals in Ravenswood

Guests agree: these stays 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 West Rogers Park
4.99 out of 5 average rating, 108 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.

Top Guest favourite
An airy studio bedroom features a spacious bed with white linens and decorative pillows. Large windows allow natural light to fill the room, showcasing a cozy sitting area with a small table and chair. Framed botanical artwork adorns the walls, contributing to a calming ambiance.
Guest suite in Ravenswood
4.99 out of 5 average rating, 435 reviews

Private Lincoln Square one bed+bath studio apt.

Clean, bright studio apartment in Lincoln Square. Private entrance, queen bed, private bath and small kitchenette in one of Chicago's premier neighborhoods. (Small twin futon also available if needed.) Beautiful home and garden with plenty of free street parking. Easy walk to public transportation, incredible restaurants, music venues, and shopping. The lake, Wrigley Field and more are readily accessible by public transportation. Enjoy all of Chicago! Chicago Registration Number: R18000036336

Top Guest favourite
A comfortable living area is featured, showcasing a full size futon and two teal armchairs arranged around a wooden coffee table. A television sits on a rustic console, and natural light filters through glass block windows.
Guest suite in Lincoln Square
4.96 out of 5 average rating, 353 reviews

Great location, private entry and patio!

Large 1 bedroom space tastefully decorated and well equipped. Sleeps 4 (5 with available inflatable). Queen bed in BR, full size futon in LR. Spacious enough for 2 to work comfortably. Use of the patio, fire pit and grill. Located in vibrant Lincoln Square. Steps to the Rockwell brown line el station, restaurants, a bagel shop, and yoga/massage studio. A few blocks away are shops, restaurants and a movie theater! Easy street parking with free permits. Level 2 EV charger available.

Top Guest favourite
A welcoming living area is presented with a mix of plush seating, including a white chair and a vibrant orange sofa. A wooden shelving unit displays decorative items and books. Soft lighting enhances the wooden floor, while light streams through large windows dressed with sheer coverings.
Home in Ravenswood
4.99 out of 5 average rating, 150 reviews

Entire first floor in Lincoln Square!

First floor of a restored 1903 Victorian in Lincoln Square. The home is spacious with high ceilings throughout and a very open feel. You'll have the whole 1st-floor with access to the backyard with chairs & fire pit. Two bedrooms and an office with additional sleeping options (ask me!). Large dining room & eat-in kitchen. Brand new kitchen & huge new bath! Many short-term rentals in this area are third-floor walk-ups. Make your life easier and stay on the first floor!

Top Guest favourite
A spacious living area features a fireplace with a decorative mantle and a large television. Two bright red armchairs are positioned across from a modern coffee table. Light streams in through windows, illuminating the hardwood flooring and surrounding decor.
Apartment in Ravenswood
4.92 out of 5 average rating, 253 reviews

Comfortable Vintage North Side Retreat for 8

If you love Mid-Century Modern decor you will love this apartment. The light-filled main family room and sun porch is the perfect place to recharge after a long day of sightseeing. There are 3 bedrooms and a sofa that pulls out into a queen bed to comfortably accommodate 8 guests. A large dining table and functional kitchen means you have the option to cook in or dine out while exploring the city. I provide all the essentials to make your stay easy and comfortable.

Guest favourite
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.
Apartment in Lake View
4.92 out of 5 average rating, 146 reviews

The Shingle Life • Vintage 1BR Near Wrigley

Think of this place as a small, beautifully odd refuge: a vintage Ravenswood apartment with a sunlit kitchen banquette, a curated mix of Danish furnishings, and just enough whimsy to keep things interesting. All of it on Chicago’s North Side, close to Wrigley Field, Andersonville, and the Brown Line. It’s a space with opinions, but never an attitude. Nice sheets and small design choices that imply the person staying here has great taste. (Reader... that’s you.)

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 Ravenswood
4.92 out of 5 average rating, 171 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 Ravenswood
4.95 out of 5 average rating, 438 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 charming multi-story home is presented, featuring a covered porch with steps leading to the entrance. Flower baskets are hung from the railing, surrounded by lush greenery and well-maintained shrubs. Bright sunlight illuminates the exterior, highlighting the texture of the siding.
Guest suite in Ravenswood
4.86 out of 5 average rating, 213 reviews

Cozy space in Lincoln Square

A nice quaint suite located on a quiet street in the heart of Lincoln Square/Ravenswood area. Two blocks from the Rockwell Brown line 'L' stop and just steps from CTA bus stops. We are a few blocks northwest of the main square that has lots of shopping and restaurants. Great festivals and parks for summer fun. Close to bike trails along the Chicago river and Lake Michigan. (PLEASE NO ANIMALS)

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 Andersonville
4.98 out of 5 average rating, 230 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...

Top Guest favourite
A comfortable living area is featured with a large flat-screen TV mounted above a fireplace. Two distinct sofas, one brown leather and one cream-colored, are arranged around a wooden coffee table. Soft natural light enters through the large bay window, complemented by light-colored curtains.
Apartment in Lincoln Square
4.92 out of 5 average rating, 193 reviews

Cozy Nest in Chicago's Vibrant Lincoln Square

Feel as though you have never left home in this wonderful 3 bedroom duplex apartment equipped with a fireplace, dinning room, fully stocked kitchen, and game room. Catch up on work in our dedicated workspace room or play a competitive game of air hockey against your friends. Located across the street from the Brown Line train station, nothing is more than a 15min ride.

Top Guest favourite
A bright living area is showcased with large windows allowing natural light. Red and orange artwork adorns the walls, while a gray ottoman centers the room. Seating consists of a gray sofa and an armchair with a geometric pattern, accompanied by decorative lamps on either side.
Condo in Ravenswood
4.97 out of 5 average rating, 500 reviews

Lincoln Square Gem!

Very nice and updated condo in the heart of Lincoln Square! Lots of fun design elements and artwork await. This sunny condo is in the 2nd floor of a 2-flat building with friendly neighbors. We live on the first floor. You can walk to all that Lincoln Square has to offer! The Brown Line (Western stop) is just 2.5 blocks away for an easy commute to downtown!

Popular amenities for Ravenswood holiday rentals