Apartment vacation rentals in Lake View

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Top-rated apartment rentals in Lake View

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Guest favourite
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.
Apartment in Lake View
4.97 out of 5 average rating, 239 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.

Guest favourite
A cozy seating area features a red velvet settee positioned between two white columns. Each column is topped with a black decorative cat statue. Rich red curtains frame the window, allowing soft light to filter through the blinds.
Apartment in Lake View
4.87 out of 5 average rating, 226 reviews

Belmont House, Classy & Chic/walk to Wrigley Fld

This gorgeous home is smack-dab in one of the hottest neighborhoods in Chicago, a 3/4 mile 15 minute walk to Wrigley Field, just the right distance yet not too close (picture Venice, Italy). Located in a safe neighborhood on the Southport Corridor, this ravishing abode is like a work of art with photo murals of famous Chicago people and landmarks. Spacious living room, open kitchen design with island, ginormous whirlpool tub & shower, enormous deck with a lovely backyard, all for your enjoyment.

Top guest favourite
Apartment in Lake View
4.86 out of 5 average rating, 105 reviews

Lakeview / Lincoln Park Vintage

A fully-furnished and updated Vintage apartment located on the 1st floor of a 2 flat w/ rear yard, BBQ & outdoor dining table . Nestled in Chicago's iconic Lakeview/Lincoln Park, which is a perfect jumping off point to anywhere in the city. We are 2-1/2 blocks from the CTA brown line, a mile from 90/94, and a very walkable mile from Wrigley Field. The neighborhood is full of great restaurants and bars all within walking distance. Don't leave your furry friends at home, we are pet friendly!

Top 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
4.95 out of 5 average rating, 215 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 modern kitchen and dining area are highlighted by sleek white cabinetry and stainless steel appliances. A spacious island with two stools provides seating, while a wooden dining table accommodates four. A decorative shelving unit displays various items, enhancing the clean aesthetic.
Apartment in Lincoln Park
4.99 out of 5 average rating, 138 reviews

Luxury 2-story 2-bedroom 3-bath Lincoln Park Apt

Centrally located in the heart of Lincoln Park this meticulous 2 bedroom apartment is just a short walk to downtown Chicago, the Lincoln Park Zoo, lakefront, shops, restaurants and nightlife. This luxury designer 2,000 SF 1st & 2nd floor apt is bright and spacious and features everything needed to live in Chicago like a local. The apartment features two bedrooms with king & queen beds, 3 full baths, pullout couch, gourmet kitchen, central HVAC and washer/dryer. Recently completely renovated.

Top guest favourite
A living room features a large bay window with multiple panes, offering a view of greenery outside. A comfortable sofa is adorned with colorful pillows, complemented by a contemporary armchair and side tables. Warm light is provided by a nearby lamp.
Apartment in Lake View
4.98 out of 5 average rating, 269 reviews

North Side Near Wrigley Lakeview Walk Everywhere!!

Located on a beautiful tree lined street one block from the thriving Southport Corridor, one of the hottest neighborhoods in Chicago. You'll love the convenience of being just steps from the Southport Brown Line "L" Stop, you can see the City without ever needing to drive. Steps to outstanding restaurants, bars and shopping. Going to Wrigley Field? Enjoy a 10 minute walk down some of the most beautiful streets in Chicago. Ideal for families seeking comfort, style and a convenient location.

Top guest favourite
A cozy living area is highlighted by a large, colorful mural depicting two seated figures. A comfortable sofa faces a round coffee table, with textured cushions adding interest. Two armchairs create additional seating, while large windows allow natural light to brighten the space.
Apartment in Wrigleyville
4.9 out of 5 average rating, 248 reviews

A Novel Situation at Wrigley

This is such a lovely spot and I think you will quite like it. The space features wonderful large windows in all of rooms 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.

Guest favourite
Apartment in Lake View
4.77 out of 5 average rating, 631 reviews

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

Top guest favourite
A spacious seating area is defined by a dark upholstered sofa with yellow accent pillows. A modern gold-toned coffee table sits in front, resting on a textured woven rug. Art pieces adorn the walls, contributing to the room's thoughtful design.
Apartment in Lake View
5 out of 5 average rating, 336 reviews

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.

Top guest favourite
A cozy living area displays a green sofa facing a TV cabinet with a flat-screen television. A round table is positioned in the center, surrounded by two ottomans. Light streams through the window, illuminating the patterned rug and creating an inviting space.
Apartment in Lake View
4.97 out of 5 average rating, 417 reviews

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.

Top guest favourite
An elegant stone entrance is framed by lush green ivy, leading to a wooden door beneath a decorative awning. A charming fountain, featuring three tiers, adds a serene element to the outdoor area, surrounded by abundant foliage and creating a peaceful environment.
Apartment in Lake View
4.99 out of 5 average rating, 137 reviews

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.

Guest favourite
A bright living area features large bay windows with natural light filtering through. A white sofa is complemented by decorative pillows and a coffee table adorned with flowers. A mirror adorns the wall, enhancing the sense of space and light.
Apartment in Lake View
4.93 out of 5 average rating, 239 reviews

Penthouse Near Wrigley Field

This beautifully furnished and spacious penthouse unit has tall windows and ceilings letting in loads of gorgeous light. It is perfectly located just a short walk to Wrigley Field, two train stations, and tons of bars and restaurants. (Just a 10 min train ride to Michigan Avenue!) FREE street parking and 24-hour check-in! Pet friendly- we allow one pet per reservation for a $100 non-refundable Pet Fee. Pet must be well mannered and under 60lbs.

Popular amenities for Lake View apartment rentals

When is the best time to visit Lake View?

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Avg. price$132 CAD$125 CAD$154 CAD$150 CAD$186 CAD$199 CAD$196 CAD$210 CAD$177 CAD$189 CAD$172 CAD$151 CAD
Avg. temp-3 °C-1 °C4 °C10 °C16 °C22 °C25 °C24 °C20 °C13 °C6 °C0 °C

Quick stats about apartment rentals in Lake View

  • Total vacation rentals

    Explore 410 vacation rentals in Lake View

  • Nightly prices starting at

    Lake View vacation rentals start at $28 CAD per night before taxes and fees

  • Verified guest reviews

    Over 30,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    180 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 160 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    240 properties have a dedicated workspace

  • Wifi availability

    410 of Lake View vacation 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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