Vacation rentals in Ravenswood

Guest suite in Ravenswood

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.

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

4.99 out of 5 average rating, 442 reviews

Guest suite in Lincoln Square

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.

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.

4.96 out of 5 average rating, 358 reviews

4.99 out of 5 average rating, 154 reviews

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

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!

4.91 out of 5 average rating, 307 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.

4.96 out of 5 average rating, 153 reviews

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.

Condo in Ravenswood

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.

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.

4.88 out of 5 average rating, 335 reviews

Lincoln Square 2BR Condo | Walk to Dining & Train

🏙️ Walk to the heart of Lincoln Square 🏙️ 10-minute walk to Western Brown Line 🏙️ Stylish 2-bedroom garden apartment 🏙️ Sleeps up to 6 guests 🏙️ 2 Queen bedrooms 🏙️ Comfortable open-plan living space 🏙️ Fully equipped kitchen 🏙️ Fast WiFi & dedicated workspace 🏙️ Free laundry facilities 🏙️ Smart TV with streaming 🏙️ Family friendly — high chair & travel crib 🏙️ Easy access to Downtown Chicago 🏙️ Walk to restaurants, coffee shops & boutiques

Apartment in Lincoln Square

Cozy & Quiet Hideaway in Lincoln Square

This charming apartment is located on the 3rd floor of our home nestled in a lovely residential street steps from the heart of Lincoln Square. With it's huge kitchen and workspace, comfy living room and cozy bedroom with a queen-sized bed, this is perfect for a couple visiting friends or family in the area or a single person here for work. With it's vibrant, family-oriented scene and many unique shops and restaurants, you'll definitely enjoy your stay!

4.99 out of 5 average rating, 120 reviews

4.95 out of 5 average rating, 101 reviews

The living area features a neutral color palette, highlighted by curved seating and a sleek entertainment unit. Three large windows allow natural light to fill the space, while a ceiling fan provides airflow. Minimalist art adorns the walls, enhancing the room's modern aesthetic.

Apartment in Lake View

Guest Favorite Newly Renovated 1BR Near Lakeview

2nd-floor unit with two flights of stairs. Older building with radiant heat managed by the building. Welcome to your stylish 1BR/1BA apartment in vibrant Lakeview, Chicago! This cozy retreat features a comfortable living space, a fully equipped kitchen, and a serene bedroom. Close to top dining, shopping, and entertainment, and just a short walk to Wrigley Field, lakefront trails, and public transit. Perfect for a getaway or extended stay—book now!

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.

4.93 out of 5 average rating, 179 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.

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.

4.95 out of 5 average rating, 444 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 suite in Ravenswood

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.

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)

4.87 out of 5 average rating, 221 reviews