Apartment holiday rentals in Lake View

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Top-rated apartment rentals in Lake View

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A stylish living room features a mustard yellow couch and a round coffee table atop polished hardwood flooring. A large wall-mounted TV occupies one side, while a vibrant piece of abstract art is displayed. A dining area is visible in the background, adding to the home's open feel.
Apartment in Lincoln Park
4.88 out of 5 average rating, 224 reviews

Stunning 3 BR in prime Chicago location!

Enjoy the ultimate Chicago experience with a comfortable stay at this large, luxurious, sun-filled stylish 3BR condo. Unbeatable central location in an upscale Lincoln Park neighborhood puts all the very best of Chicago within easy reach. Surrounded by spectacular restaurants, bars, theaters and world-class architecture. 1200 acres of Lincoln Park, a world class Zoo, Wrigley Field, Navy Pier, Art Institute, River North and Downtown attractions are only a 5-10 minute ride or a quick train away.

Guest favourite
Apartment in Uptown
4.9 out of 5 average rating, 199 reviews

Vibrant, Sunny & Spacious 2 bd 1 ba Uptown Condo

Welcome to your home away from home in Uptown! My bright and inviting condo offers a perfect blend of comfort and convenience, with your own sunny living room to relax, fully-equipped kitchen and formal dining room, spacious private bedroom, serene sunroom with full bed for extra guests, and a workspace for business travelers. Short walk from the lakefront and Montrose Beach, and a 6-minute walk to the 24/7 Wilson Red Line, this location is excellent for exploring all that Chicago has to offer.

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.
Apartment 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.

Top guest favourite
A cozy seating area features a green sectional sofa adorned with decorative pillows in various patterns. A small wooden coffee table sits at the center, topped with a book and a small plant. Exposed brick walls complement large windows dressed with dark curtains.
Apartment in Wicker Park
4.97 out of 5 average rating, 148 reviews

3-bedroom exposed brick in Chicago's Wicker Park

Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.

Top guest favourite
An inviting outdoor area features a long wooden table surrounded by six woven chairs, set upon a patterned rug. Lush greenery envelops the space, with plants bordering the brick pathway, enhancing the natural ambiance. Soft lighting from overhead strands adds warmth to the setting.
Apartment in Lake View
4.99 out of 5 average rating, 201 reviews

Int. Designer’s Lakeview Duplex w/private backyard

A front door walkup duplex condo in the heart of Lakeview neighborhood. 2bed/2 bath with private office space. Surrounded by restaurants, bars and shops & just steps from the Wellington brown line train stop. Luxurious amenities such as designer toiletries, cooking oils/spices, cafe du monde coffee and various teas. Walk to nearby Wrigley, Lake, Lincoln Park Zoo or stay here and enjoy the private backyard garden with large lounge area, gas fireplace, grill, and 10 person dining table

Top guest favourite
The modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and oven. A central island provides extra counter space with two black stools positioned nearby. The open layout allows a view of the adjoining living area through a doorway.
Apartment in Lincoln Park
4.92 out of 5 average rating, 155 reviews

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

This bright and airy 2 bedroom/2 bath condo has been completely renovated with a designer’s eye and creative touch. The condo comes with 1 parking space in the adjacent private gated parking lot. The covered patio space on the back deck offers spectacular views of the Chicago skyline – enjoy your morning coffee or evening cocktail overlooking the city. L Train Stops & tons of restaurants, bars and entertainment within walking distance. Please contact me for discounts on monthly stays!

Top guest favourite
The living area features exposed brick walls and hardwood floors, with an arrangement of seating including a red armchair and a cozy sofa. A glass coffee table sits on a plush area rug. A wall-mounted flat-screen TV is present, alongside indoor plants and decorative elements.
Apartment in Lincoln Park
4.99 out of 5 average rating, 338 reviews

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

• 1,750ft² / 162m² . My home is on the second floor of a four flat Itallian Brick Building . You have 2 flight of stairs to Climb to enter. • Walk Score 95 (walk to cafe's, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Onsite, secured parking • Onsite washer + dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport fireplace is not operational.

Guest favourite
A modern dining area features a wooden table surrounded by six chairs. Natural light enters through large windows, highlighting the grey walls and stylish cabinetry. A chandelier hangs above the table, while a wall-mounted art piece adds a decorative touch to the space.
Apartment in Wrigleyville
4.9 out of 5 average rating, 164 reviews

Foosball, Steps from Wrigley, Private Parking

Our apartment is ideally located near Wrigley Field and just steps from the Red Line, making it extremely convenient for exploring Chicago. Because of this prime location, occasional train and street noise can be heard. To help you sleep comfortably, we provide ear plugs. Many of our guests still enjoy the vibrant city atmosphere while finding the apartment cozy and restful. Perfect For: Guests who love being in the heart of Chicago and don’t mind a bit of city life sounds.

Guest favourite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Apartment in North Side
4.96 out of 5 average rating, 154 reviews

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

BEST LOCATION IN LOGAN SQUARE/AVONDALE! Brand new stylish TOP floor 2 bed/2 bath located in the heart of the highly desirable Avondale neighborhood. This luxurious space is situated 15 minutes drive to Wrigley Field, 7 minutes walk from the CTA Belmont Blue Line, only minutes away from O'Hare airport, downtown Chicago and The Loop. Conveniently close to expressway. Steps from award winning restaurants, popular bars, great coffee shops, clubs, galleries and exclusive shops.

Guest favourite
A brick building front displays the entrance of Steingold’s Deli, featuring large windows and a welcoming facade. Outdoor seating is arranged with wooden tables and chairs, adorned with seasonal decorations. Nearby signs and storefronts add to the bustling neighborhood atmosphere.
Apartment in Lake View
4.9 out of 5 average rating, 163 reviews

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.

Top guest favourite
The historic greystone building is showcased, featuring a classic stone façade and detailed balcony railings. In the foreground, pink flowers bloom on greenery, adding a vibrant touch to the entryway, while large windows reflect the natural light and views of the surrounding area.
Apartment in Wrigleyville
4.99 out of 5 average rating, 135 reviews

Wrigleyville Inn. Historic Greystone, Free Parking

Have fun with the whole family at this stylish place. Completely rehabbed 3 bedroom 2 bathroom high-end 2nd-floor condo in a historic greystone building, 5 minutes walk to Wrigley Field. And only 2 minutes walk to Clark or Halsted Streets. New open back porch for your enjoyment. Free parking included. Old Grey Lady being reborn. Total gut rehab of classic Chicago 3 flat.

Top guest favourite
Natural light fills the open living space, highlighting the modern decor. A large island with seating offers a gathering place, while stylish pendant lights hang above. Large windows reveal views of greenery outside, and a glass door leads to an outdoor balcony. Soft furnishings add comfort.
Apartment in Lincoln Park
4.96 out of 5 average rating, 390 reviews

Beautifully Renovated 2BR in Historic Lincoln Park

In the heart of Lincoln Park's historic Arlington-Deming neighborhood and its tree-lined streets, this 3rd floor walkup is close to everything -- Lake Michigan, transportation, dining, nightlife, parks, and more! The recently renovated condo is perfect for families, with a large master suite and twin/full bunk in the second room.

Popular amenities for Lake View apartment rentals

Quick stats about apartment rentals in Lake View

  • Total holiday rentals

    Explore 90 holiday rentals in Lake View

  • Nightly prices starting at

    Lake View holiday rentals start at €34 per night before taxes and fees

  • Verified guest reviews

    Over 9,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wifi availability

    90 of Lake View holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Lake View rentals

  • 4.9 Average rating

    Lake View stays are highly rated by guests – averaging 4.9 out of 5!

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