
Vacation rentals in Lake View
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Quick stats about vacation rentals in Lake View

Total vacation rentals
Explore 660 vacation rentals in Lake View

Nightly prices starting at
Lake View vacation rentals start at G$4,166 GYD per night before taxes and fees

Verified guest reviews
Over 57,890 verified reviews to help you choose

Family-friendly vacation rentals
340 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 240 rentals that welcome pets

Rentals with dedicated workspaces
400 properties have a dedicated workspace

Wi-Fi availability
660 of Lake View vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Lake View rentals

4.8 Average rating
Lake View stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated vacation rentals in Lake View
Guests agree: these stays are highly rated for location, cleanliness, and more.

Lincoln Park-Lakeview w/parking & walk to Wrigley
Walk 20 min. to Wrigley and 1 parking space or parking permit included. Lovely garden unit on a tree-lined residential street in Lincoln Park/Lakeview area. Perfect for 4 guests looking for a quiet base to explore. Washer/dryer. Gourmet eat-in kitchen. 2 comfortable bedrooms w/King & Queen bed. Pack-Play crib & high chair available. Flower-filled yard for relaxing. Walk to Lakefront, DePaul, Illinois Masonic Hospital. 5 minutes to Pink & Brown El stops. Many restaurants & pubs quick stroll away.

Designer 3br with Balcony & Elevator on Clark!
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 Southport Studio
This Wrigleyville studio is the best of urban living combined with a tranquil retreat. With vintage, mahogany paneled walls and a comfy king size bed this apartment has everything! Free coffee, tea, snacks and dedicated work space. The Southport Corridor is blocks away with restaurants, bars and shopping. Free street parking and 4 blocks to El/ Brown/Purple/ Red line trains. Wrigley Field, Metro and Vic is 4 blocks away. This garden studio is the perfect retreat in the heart of Chicago!

The Garden on Wayne
Located in one of the top 3 neighborhoods in Chicago, a great spot for a couple, a small family, business travel or a weekend with the girls. Close to high end shopping, a world famous and historic theatre and dozens of restaurants, our quaint garden apartment offers a quiet spot in a great area for weekending - and is also the midpoint between O'Hare and Downtown. The Lakefront is a quick 20-minute walk; the Lincoln Park Zoo is 20 minutes in an Uber. Please see below for further detail

Lakeview Charmer -with parking!
Walk to Wrigley 4 blocks away: 15 min walk; 3 minute drive. Walk to The Vic (around the corner), the lake, several theaters, many restaurants, RedLine el (1 block) takes you north to Evanston, south to Loop, to Sox. Park your car behind the building. A Garden 2 BR (one semi-private; see pics) with 2 queen beds. With rollaway and couch, could accommodate up to 6. We also have a fold up crib. FYI: NO Smoking inside or on the patio. No animals. See pic on patio: el is a few doors west.

Cozy Bedroom in Wrigleyville (Entire Apt)
You can’t beat this location! Right in the middle of Boystown and steps from Wrigley Field, you’ll be surrounded by some of the city’s best bars, restaurants, and nightlife. Cubs Stadium is just one block away, and the Addison Red Line station is a quick 5-minute walk, making it easy to explore all of Chicago. No shared space: Due to updated COVID-19 policies, this unit is now 100% private. Once you book, the entire place is yours and the additional listing will be blocked immediately.

Gothic-meets-mid-century in Lakeview
Welcome to our Lakeview hideaway—where gothic mood meets mid-century modern comfort. This updated 2-bedroom apartment is designed for guests who want something more than a standard rental: curated black-and-white artwork, warm lighting, and a show stopping emerald kitchen with bold checkered floors. You’re on a quiet, tree-lined street in the heart of Lakeview—walking distance to neighborhood favorites, close to Wrigley Field and Southport Corridor, and an easy “L” ride to downtown.

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.

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., 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.

Charming, Spacious 3BR Lakeview Apt Near Transit
This newly remodeled 3-bedroom unit with 1-bath apartment is perfect for both leisure & business travelers. Located on a safe, tree-lined street, in the Lakeview neighborhood, with a completely private entrance of it's own. We are just a 5 minute walk away from the CTA Irving Park Brown Line, which will get you downtown in less than 20min. We are also conveniently close to Wrigley Field, Lake Michigan, Bus Stops, and other great neighborhood shops, restaurants, and nightlife.

Sleek and cool garden loft in East Lakeview
Cool loft 1 bedroom, queen bed in bedroom, 2nd queen bed in living area. Contemporary custom kitchen with quartz counters and stainless appliances. In unit laundry with central heat and air. Within walking distance to Lake Michigan, Belmont Station, Wrigley Field, Briar Street Theater, The Vic, Belmont Theater District, too many restaurants to mention and lots of retail shopping. 24 hour Starbucks nearby, Free Wifi and Netflix

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.
Popular amenities for Lake View, Chicago vacation rentals
Stay near Lake View's top sights
Other great vacation rentals in Lake View
The Wrigleyville VIP- Luxury 200 Steps to Wrigley

1 GB Wi-Fi, 1 Reserved Parking Space, Sleeps 4

The Dugout - (2bd/2ba + Free Parking Spot!)

Guest Favorite Newly Renovated 1BR Near Lakeview

RL inspired cozy 2bd in Lakeview w/ backyard

The Home Run: Modern 2BR Steps from Wrigley Field

Wrigley Rooftop Residence Next to Wrigley Field

Alpaca My Bags • Vintage 1BR Near Wrigley
Destinations to explore
- Rentals with a patio Lake View
- Rentals with a fireplace Lake View
- Rentals with a washer and dryer Lake View
- Family-friendly rentals Lake View
- Bed and breakfasts Lake View
- Rentals with outdoor seating Lake View
- Rentals with beach access Lake View
- Apartment rentals Lake View
- Rentals with a fire pit Lake View
- House rentals Lake View
- Rentals with breakfast Lake View
- Fitness-friendly rentals Lake View
- Condo rentals Lake View
- Pet-friendly rentals Lake View
- Rentals with lake access Lake View
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Indiana Dunes State Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Six Flags Great America
- The Field Museum
- Shedd Aquarium
- Chicago River Walk
- Humboldt Park
- University of Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Wilmot Mountain Ski Resort
- Washington Park Zoo





