Kid-friendly vacation rentals in Lake View, Chicago

An inviting living space features large windows allowing natural light, framed by exposed brick walls. A round dining table is surrounded by modern chairs, while a comfortable sectional sofa is positioned near a cozy fireplace, enhancing the warm ambience. Stylish decor elements add character to the room.

4.97 out of 5 average rating, 213 reviews

Modern vintage chic steps from Wrigley Field!

Vintage touches and modern updates in the heart of Wrigleyville! Includes off street parking. Close enough to see Wrigley Field from the building, yet the block is charming and quiet. Close to the lake and Boystown. The vintage DNA is beautifully respected while updates provide the modern amenities you expect when traveling. Large deck. You will love the exposed brick and original millwork while enjoying huge new windows, an open floor plan, chef's kitchen, stylish decor, and spa like bathroom.

Superhost

A spacious living area is highlighted by a large wall-mounted television and a stylish wood coffee table. Comfortable seating options are available, complemented by a decorative plant. Soft natural light enters through adjacent areas, accentuating the neutral decor and hardwood flooring.

4.85 out of 5 average rating, 91 reviews

Pristine Lakeview| Boystown |Wrigley Haven |Beach

In the heart of historic trendy Boystown and Wrigleyville, this fully furnished quiet 1 BR/1 BA apartment with an equipped kitchen is in a vibrant culturally diverse neighborhood. 5 Minutes' drive to Downtown. It is steps from the beach, lakefront parks, and Belmont Harbor, and is within walking distance to many restaurants, boutique shops, amazing nightlife, many local theaters, and home of the World Series Champs, the CUBS. Enjoy 65inches Samsung QLED Tv Netflix, Hulu, Apple Music Fast Wi-Fi

4.96 out of 5 average rating, 510 reviews

A contemporary loft bedroom features a spacious bed with a light grey quilt. Exposed brick walls complement framed vintage Chicago artwork. Soft lighting is provided by string lights near the window. A green plant adds a touch of nature, while dark wood accents create warmth.

Loft in Lake View

Lakeview Loft-Vintage Chicago, Modern Amenities

The Lakeview Loft is a freshly remodeled loft space with a vintage Chicago theme and modern amenities. Located in the Lakeview neighborhood, it is 1/2 mile to the Brown & Red Line el trains, less than a mile to Wrigley Field and 1.5 miles to the lakefront. The Lakeview Loft will provide guests a true Chicago experience while staying in a great Chicago neighborhood. We believe in giving back to our neighborhood as well so for each booking we donate $5 to a local children's charity.

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.

Apartment in Lincoln Square

4.86 out of 5 average rating, 361 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.

A bright bedroom features a spacious bed dressed in white linens, surrounded by vibrant, tropical-inspired wallpaper. Two windows allow natural light to fill the room, accented by subtle shades and animal motifs. A small red chair is positioned near the bed, adding a playful touch.

4.99 out of 5 average rating, 285 reviews

A Whimsical Fairy-tale Loft in Ravenswood Chicago

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. 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.

Guest suite in North Center

The open living area features a round dining table surrounded by four orange chairs, a brown sofa, and a foosball table. Natural light enters through a front door adorned with a circular mirror, while framed artwork adds a touch of character to the walls.

4.97 out of 5 average rating, 120 reviews

Modern Garden Apartment in Lincoln Square

Welcome to our stylish and updated one-bedroom apartment located in a classic brick building in Lincoln Square. Perfect for solo travelers or couples, the space features a comfortable queen bed and a bright, modern interior. Just a short walk to the Brown Line and steps from Lincoln Square’s cozy shops, top-rated restaurants, and vibrant local culture. Wrigley Field, downtown attractions, and Lske Michigan are easily accessible by bike or train.

Apartment in Wrigleyville

An open-concept living area is featured, showcasing a dark sofa complemented by light-colored pillows. A round coffee table sits on a patterned rug, and a dining area for four is visible nearby. Modern kitchen appliances are neatly arranged against the backdrop of sleek cabinetry, with natural light flowing through a large window.

4.97 out of 5 average rating, 89 reviews

Beautiful Remodel in Sought After Wrigleyville

Modern comfort meets unbeatable location in this freshly renovated 1BR/1BA Wrigleyville gem. Enjoy the "new unit" feel with fresh paint, new appliances, and soaring 10-ft ceilings. Nestled in Lakeview, you're steps from top restaurants, bars, theaters, and iconic attractions. Perfect for travelers seeking style, convenience, and a true Chicago experience. Public transit is a block away and Spothero parking behind the building.

Superhost

The exterior of a garden unit is visible, featuring a red door framed by large windows. A locking fence surrounds the entrance, with low shrubs and a small area of gravel alongside the pathway. The building's brick facade provides a classic urban feel.

Apartment in Wrigleyville

4.8 out of 5 average rating, 435 reviews

'Secret Garden' Apartment in Wrigleyville

Small garden unit in the heart of Wrigleyville. Steps from both Wrigley and Boystown. The apartment has a queen bed in the bedroom and a sitting area with a TV and mini-dining area. In addition, the apartment has mini fridge, microwave, coffee machine w/ pods, and small dining table. There is no kitchen; fortunately Chicago has a multitude of amazing restaurants to choose from! Includes full bathroom with shower and linens.

Apartment in West Lake View

A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.

4.95 out of 5 average rating, 120 reviews

Chic retreat near the best of Lakeview & Wrigley

Stylish, centrally-located getaway perfect for a visit to the Windy City! This charming space was freshly renovated in early 2022 with ample space (nearly 1500 sq ft), a Peloton exercise bike, and kitchenette. Located in the trendy Southport Corridor blocks from the best of Chicago's north side; shopping, fine dining, bars, Wrigley Field, close to Brown line train public transit with Whole Foods at the end of the block!

4.99 out of 5 average rating, 637 reviews

The bright living area features a blue sofa with decorative pillows, a wooden coffee table, and a desk chair facing a small workspace. Natural light enters through multiple windows, showcasing the hardwood flooring and modern decor elements, including a framed cityscape artwork.

Condo in Lake View

Urban Comfort in the Heart of Chicago

This is the PRIVATE first floor of our duplex condo, with your own entrance/exit, 75" flatscreen TV, central heat/air, and a newly remodeled en-suite bathroom. We are in the middle of Chicago's vibrant Northside while still having the benefit of coming home to a tree lined one lane residential street. Please contact us with any questions at all before you book your stay.

A cozy living area features a light gray sectional sofa and a round coffee table on a vibrant red rug. A large piece of art adorns the wall, complemented by a ceiling fan and natural light from a nearby window. Two lamps provide additional illumination.

4.94 out of 5 average rating, 239 reviews

Quirky Designer Apartment - Steps from Wrigley!

Perfect for a weekend getaway in Chicago or to watch your team play a series at Wrigley Field. The perfect distance from the stadium: close enough for an easy walk to the stadium but far enough that you can get some sleep when you want to. Walking distance to restaurants, bars, shopping and public transportation. Street parking (pay by app).