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Holiday houses in Lake View

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Lake View

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A charming building is displayed, featuring a front porch with blue accents and a welcoming door. Bright flower beds line the walkway, while decorative bunting in red, white, and blue adorns the iron fence, enhancing the neighborhood's inviting atmosphere.
Apartment in Lake View
4.98 out of 5 average rating, 402 reviews

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.

Guest favourite
A spacious living area features an exposed brick wall complemented by large windows allowing natural light in. A sectional sofa is arranged around a round coffee table atop a patterned rug, and a modern light fixture hangs from the ceiling. A television is positioned on a clean-lined media console.
Condo in Lake View
4.88 out of 5 average rating, 140 reviews

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.

Guest favourite
A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.
Apartment in Roscoe Village
4.94 out of 5 average rating, 254 reviews

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!

Top Guest favourite
A row of multi-story brick buildings is presented along a tree-lined sidewalk. Each unit features large windows adorned with decorative elements. Soft illumination from the interiors creates a welcoming ambiance as greenery frames the entrance, and a secured fence borders the property.
Home in Lake View
4.97 out of 5 average rating, 303 reviews

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!

Top Guest favourite
A modern kitchen features sleek gray cabinetry and stainless steel appliances, including a refrigerator and oven. A neutral area rug complements the wood flooring. Natural light is provided by large windows, and stylish wall decor adds a contemporary touch to the space.
Condo in Lake View
4.98 out of 5 average rating, 247 reviews

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

HAVE IT ALL @ W3A Chicago Wrigley Field/Boystown/Lakeview -Newly renovated like new in safe centrally located East Lakeview. -10 min walk to Wrigley Field, Boys town, beaches, super markets, restaurants with late night dining. 5 min walk to Metro Sheridan Red Line (direct downtown), private enclosed parking $10/night & or free permits for street parking -600 thread count linens, fluffy soft pillows, house coats, high speed WiFi, Sonos speakers, stylish design & in unit washer & dryer

Guest favourite
Apartment in Wrigleyville
4.78 out of 5 average rating, 256 reviews

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.

Top Guest favourite
Apartment in Roscoe Village
4.96 out of 5 average rating, 338 reviews

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".,

Top Guest favourite
A charming three-story building is surrounded by lush green trees and shrubs. The exterior features large windows and decorative elements, with a set of stairs leading to the entrance. The blue sky offers a bright backdrop to the structure, enhancing the serene, neighborhood setting.
Apartment in Lake View
4.96 out of 5 average rating, 263 reviews

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

Top Guest favourite
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.
Apartment in Lake View
4.99 out of 5 average rating, 341 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., 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
An outdoor deck features a large wooden table adorned with a floral-patterned tile top, surrounded by green chairs. A decorative lantern is placed centrally on the table. The deck is framed by wooden railings, with steps leading to the ground below and trees in the background.
Apartment in Lake View
4.99 out of 5 average rating, 150 reviews

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.

Top Guest favourite
Apartment in Wrigleyville
4.87 out of 5 average rating, 158 reviews

Lunatic Fringe at Wrigley

The space features wonderful large street level windows in the main room and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a five minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. It's about a ten minute walk to all of the 'Boystown' nightlife. There is no parking available with the apartment.

Top Guest favourite
A well-lit bedroom with large windows showcasing a view of trees outside. The bed features crisp linens and a cozy throw, while a small desk is positioned nearby. A decorative plant adds a touch of greenery, enhancing the room's serene ambiance.
Apartment in Wrigleyville
4.96 out of 5 average rating, 157 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.

Popular amenities for Lake View holiday rentals

When is the best time to visit Lake View?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$175 NZD$187 NZD$231 NZD$222 NZD$270 NZD$294 NZD$289 NZD$314 NZD$263 NZD$261 NZD$221 NZD$216 NZD
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Quick stats about holiday rentals in Lake View

  • Total holiday rentals

    Explore 660 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 54,720 verified reviews to help you choose

  • Family-friendly holiday rentals

    340 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 240 rentals that welcome pets

  • Rentals with dedicated workspaces

    400 properties have a dedicated workspace

  • Wi-Fi availability

    660 of Lake View holiday 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!

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