Holiday rentals in Ravenswood

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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.
Flat in Chicago
4.99 out of 5 average rating, 105 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 Chicago
4.99 out of 5 average rating, 418 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 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.
Flat 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 compact kitchen area is highlighted by sleek cabinetry and modern appliances. Light-colored walls are complemented by dark countertops. A wooden dresser and a small side table enhance the space, while black-and-white artwork is displayed on the adjacent wall.
Flat in Chicago
4.93 out of 5 average rating, 248 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
The exterior of a modern brick building is captured, showcasing a combination of dark brick and natural stone elements. Large windows allow natural light to fill the interior. A clean sidewalk leads to the entrance, framed by greenery and pebbled landscaping.
Flat 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.
Flat 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
The exterior of a three-story Victorian-style home is shown, featuring a welcoming porch with wooden railings and steps. The house is painted in light tones, with large windows allowing natural light to fill the interior. Two prominent red doors serve as the main entrance.
Home in Chicago
4.99 out of 5 average rating, 138 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 kitchen area features modern appliances and ample cabinetry against a backdrop of exposed brick walls. A wooden dining table with chairs is positioned for meals, while additional counter space is showcased nearby.
Flat 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.

Top guest favourite
A charming front porch features a small round table surrounded by two wrought iron chairs. A cozy seating area is adorned with a vibrant red blanket. Flower planters filled with lush greenery and colorful blooms enhance the inviting ambiance, with sunlight filtering through the trees.
Apartment in Chicago
4.96 out of 5 average rating, 144 reviews

Best Lincoln Square location. Spacious 2 bedroom

Charming home in an updated 1800's beautiful brick building. High ceilings, spacious, loads of windows and antique furnishings. Located in the heart of Chicago's Lincoln Square. 2 blocks to the El train. Walk to movies, restaurants, bars, parks. Lovely quiet & upscale neighborhood. Bike to the beach & downtown. 2 blocks from Old Town School of Folk Music. Inquire about our Cubs Season Tickets! Space is ideal for adults and families with children over 10 yrs.

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 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
The three-story apartment building is surrounded by lush greenery, with prominent trees casting shadows on the façade. A welcoming porch area is noted at the entrance, framed by a decorative fence. The exterior features a mix of soft beige hues and multiple large windows for natural light.
Flat 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
Flat 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.

Popular amenities for Ravenswood holiday rentals

Quick stats about holiday rentals in Ravenswood

  • Total holiday rentals

    Explore 110 holiday rentals in Ravenswood

  • Nightly prices starting at

    Ravenswood holiday rentals start at £30 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 & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 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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