
Family-friendly holiday rentals in Lake View
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Lake View
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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)

Wrigleyville Condo 2 Blks from Lake & Train
I think you'll enjoy my spacious East Lakeview condo. The location is super convenient just 2 blks from Sheridan red line & 2 blks from the lake. Easy proximity 4 blks to Wrigley Field & restaurants/nightlife in Wrigleyville & Boystown. Amazing restaurant next door w/back patio- El Mariachi w/the freshest chips & guacamole! Starbucks, playground, and Divvy Bike station at the corner. 1 mi to Montrose Beach. All downtown sight-seeing easily accessible from Lake Shore Dr or red line 2 blks away.

Sun drenched 2 bedroom 1 bath with Kitchen & W/D
Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Roscoe Village One Bed Lux Apartment Near Wrigley
5 Star Reviews! 1 Bedroom Apartment,King Bed, queen sofasleeper, OwnOcc. Bldg. Featuring Central Air, Private Balcony, Deluxe Kitchen Stainless Steel Appliances, Microwave, & More. 55" TV, Direct TV.This outstanding Location is steps from the Roscoe Village Business District and a quick walk to the Train Stop & Bus stops, to Downtown Chicago & United Center(Hawks & Bulls).Walk to Bars, Restaurants & Shops.All stays over 30 days will require Guests to Complete additional "Lease".,

Modern vintage chic steps from Wrigley: park free
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. Charming vintage DNA meets modern amenities. 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. Chicago Shared Housing Registration: R22000093584

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.

Spacious 2 Bedroom in the heart of Lakeview!
Come enjoy this warm and spacious 2br/1ba vintage apartment in the heart of Lakeview! 10 Minute walk to Wrigley Field and steps away from many dining and shopping options. Fully stocked kitchen, dining room (seats six), decorative fireplace, TV w/ Fire Stick, two bedrooms with queen beds, office space for working remote, and large private deck with gas grill. Very close to Lake Shore Drive, short walk to the Belmont L, and easy access to many buses. Two night minimum stay.

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.

Quirky Quarters at Wrigley
I think you are just going to love my apartment. The space features wonderful large street level windows in the living room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a ten minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. There is no parking available with the apartment.

'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.

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!

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed
Location, Location... Food/Entertainment to the max! Just renovated apt. situated above and hosted by Steingold’s of Chicago (yes, bagels are included), the Midwest’s most lauded deli. Next-door to iconic Music Box Cinema. An 8 minute walk to Wrigley Field and all of its amazing neighbors. Right in the middle of Southport Corridor, Chicago’s hottest neighborhood shopping district.
Popular amenities for Lake View family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Condo w/ HOT TUB and Stunning Roof Top Deck

Modern 2Bdrm Westchester/Chicago Home.With Hot tub

Modern Lux Getaway w/ Hot Tub, Lrg Yard, Parking

Ukrainian Village 3BR/3BA • Private Patio, Parking

Super Paradise+65 Amenities*Downtown 15 Min

Luxury 3BD Penthouse – Private Patio+Skyline Views

Stunning modern home with a lovely backyard

*New* Luxury Wrigley Penthouse, Free Parking
Family- and pet-friendly home rentals

of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D

Lovely top floor 2BR/2BA, steps from everything!

Flat in Lincoln Park 2-Flat Central to Everything

Beautiful, sunny 2nd floor 3BR/1BA w free parking

NEW luxury Old Town 1-Bedroom condo

💥IN THE ACTION!💥 2 Bed, 2 Bath on Northalsted!

Private Roofdeck! Location! Parking! Amazing home!

Cozy Lakeview Apt-Walk to Wrigley & Free Parking!
Family-friendly home rentals with a pool

Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool

Upscale High-Rise Apt · Rooftop Pool + Views

Luxury Designer Penthouse 3803 | Pool | Gold Coast

West Loop PH: Unmatched Views & Private Deck

Forest Park Oasis - Dog Friendly - Parks - the "L"

Stunning 3BR Penthouse in the Loop | Roof Deck

Professional's Playground (Fitness Center • Sauna)

Downtown 3BD 3BA Condo|Parking, Pool, Gym, Rooftop
Quick stats about holiday rentals that are family-friendly in Lake View

Total holiday rentals
Explore 340 holiday rentals in Lake View

Nightly prices starting at
Lake View holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 30,170 verified reviews to help you choose

Pet-friendly accommodation
Find 130 rentals that welcome pets

Rentals with dedicated workspaces
230 properties have a dedicated workspace

Wi-Fi availability
340 of Lake View holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Lake View rentals

4.8 Average rating
Lake View stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- House rentals Lake View
- Rentals with a fire pit Lake View
- Rentals with outdoor seating Lake View
- Apartment rentals Lake View
- Rentals with a fireplace Lake View
- Bed and breakfasts Lake View
- Rentals with lake access Lake View
- Pet-friendly rentals Lake View
- Rentals with a washing machine and dryer Lake View
- Condo rentals Lake View
- Fitness-friendly rentals Lake View
- Rentals with breakfast Lake View
- Rentals with a patio Lake View
- Rentals with beach access Lake View
- Family-friendly rentals Chicago
- Family-friendly rentals Cook County
- Family-friendly rentals Illinois
- Family-friendly rentals United States
- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- Union Park
- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Wilmot Mountain Ski Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
- Indiana Dunes State Park
- Oak Street Beach





