
Apartment holiday rentals in Lake View
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Top-rated apartment rentals in Lake View
Guests agree: these apartments are highly rated for location, cleanliness and more.

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!

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.

Cozy 2 Bedroom in heart of Lakeview
My place is close to Schuba's, Starbucks, Ann Sather's, Music Box, easy walk to Wrigley field, public transportation, and Divy bike rental. You’ll love my place because of its comfortable and convenient location! My place is good for up to four people (Not ADA.). Parking - It is free to park on the street in front of the building (N Southport) and various side streets. Please check street signs and parking meters. There are zone 383 parking permits if required in the kitchen drawer

Fully Furnished Apartment Wicker Park Free Parking
Hello and welcome to all seeking a comfortable and convenient place to stay in Chicago! Please enjoy your time away from home in our fully furnished apartment located in the trendy neighborhood of Wicker Park! Please view the list below of all the wonderful amenities we offer to every guest staying out apartment. Again if you have any questions or comments please do not hesitate to ask. I look forward to seeing you and having your apartment ready soon! Thank you! One night available

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

An elegant Chicago Northside Getaway
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.

Charming suite 3 blocks from Wrigley Field
Your Wrigleyville get-away destination awaits! Spend a fun, baseball themed weekend within 3 blocks of Wrigley Field on this quaint neighborhood block. Walking distance to dozens of bars and restaurants in Lakeview & 3 blocks from the "El" CTA train Brown & Red lines. This suite sleeps 4 people comfortably and is perfect for families. A full kitchen, desk, coffee station, Wifi, and smart TV can be your home away from home. Book your weekend now for the next homestand or concert!

CASA NEWPORT
Second floor, one bedroom apartment, with an additional queen pullout couch located in a beautiful historic district in Lakeview. Just steps away from Halsted street/Boystown/Wrigley field. Conveniently located to shopping, restaurants, subway (EL) and grocery stores. Close to lakefront, jogging path and bike path. Complementary street parking passes available. The apartment does NOT have airconditioning. It does have a window unit in the bedroom from April to September.

Taj Ma-small at Wrigley
I think you are just going to love my apartment. The space features wonderful large windows in both rooms and has all of the quirky charm that vintage buildings offer up. The location literally can't be beat, with the apartment a four-minute walk from Wrigley Field, the bustling Southport shopping corridor, and both the red line and brown line subway stations. It's also a walk to all of the 'Boystown' nightlife. There is no parking available with the apartment.
Popular amenities for Lake View apartment rentals
Weekly apartment rentals

Pristine Lakeview l Boystown l Wrigley HavenlBeach

Walk to Wrigley, Diversey el DePaul Advocate Hosp

North Side Pied-à-terre

Mid-Century Modern | Walk to Wrigley

Andersonville 2 bed with modern kitchen + bath

Roscoe Flat 5 min walk to Wrigley Field

Retro Designer Suite - Heart of Lakeview/Wrigley

Private studio near Wrigley
Private apartment rentals

Spacious 3BR in Lakeview - Walk to Wrigley & Shops

2 Room Apartment in Vintage Bldg

Deco Luxe Retreat 3BR • Steps to Wrigley + Garage

View, Pond & Walking Area, Short Street

Wrigleyville 2 bed 2 bath + Office Newly Rehabbed

Charming Lakeview Oasis (parking included)

Lovely and Cozy Suite on Southport !

2 Bedroom in Wrigleyville with 2 Garage Spots
Apartment rentals with a hot tub

The Aerial Oasis (Indoor Pool • Fitness Center)

Luxury 3BD Penthouse – Private Patio+Skyline Views

Skyline Oasis: City & Lake Views

33rd-Floor Penthouse with Breathtaking Views

Level One Bedroom Suite | Fulton Market

Chic 1 BR w 1 G Parking| W Park Nightlife nearby

Belmont Pleasures - hot tub / arcade gaming room

Checkerboard Studio, Private Outdoor Hot Tub, Yard
When is the best time to visit Lake View?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £70 | £66 | £82 | £80 | £99 | £106 | £104 | £112 | £94 | £92 | £83 | £84 |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about flat rentals in Lake View

Total holiday rentals
Explore 430 holiday rentals in Lake View

Nightly prices starting at
Lake View holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 32,360 verified reviews to help you choose

Family-friendly holiday rentals
200 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 170 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
260 properties have a dedicated workspace

Wifi availability
430 of Lake View holiday rentals include wifi 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!
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- Lincoln Park
- Millennium Park
- Wrigley Field
- United Center
- Grant Park
- Navy Pier
- 875 North Michigan Avenue
- Soldier Field
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
- The Field Museum
- Wilmot Mountain Ski Resort
- Wicker Park
- Lincoln Park Zoo
- Garfield Park Conservatory
- Oak Street Beach
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Brookfield Zoo
- Illinois Beach State Park
- Willis Tower
- Washington Park Zoo




