Vacation rentals in Diversey Harbor

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Top-rated vacation rentals in Diversey Harbor

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

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Top guest favourite
A light-filled living area features a gray sectional sofa adorned with blue and yellow cushions. Two large windows provide perspectives of the outdoors. A world map hangs on the wall, complemented by a small coffee table and a patterned area rug, contributing to a cozy setting.
Apartment in Chicago
5 out of 5 average rating, 317 reviews

Explore Lincoln Park from a Polished Apartment

This apartment is a large studio in the heart of Lincoln Park! New construction and all furnishings & appliances are brand new. It is perfect for a couple...but can also sleep 3-4 for a girls trip or a family with small children. You enter with your personal keypad code which we give you a few days prior to your stay. And we are always available by text or email should you have any questions about the apartment. Set in Lincoln Park, this apartment is steps away from shopping along Armitage and Halsted Avenue. There’s grocery stores, restaurants, and cafes nearby, plus red and brown line train stations that access Downtown and other parts of the city. Street parking is relatively easy around the apartment and we offer free residential parking stickers in the apartment on the desk. We also offer a clean garage space (with free EV hook up, should you need it) for $20/night.

Guest favourite
The living area features exposed brick walls and warm wooden flooring. A comfortable leather sofa is complemented by fur throw pillows. A modern ceiling fan and wall-mounted television enhance the space. A small bar table with two stools stands nearby, providing a casual dining option.
Apartment in Chicago
4.96 out of 5 average rating, 56 reviews

The Picasso: #1 Chicago Location

Welcome to The Picasso on Lincoln Park… Chicago’s BEST location! Steps away from the beach, zoo, cafes, nightlife, and easy Uber access for short 5-min rides to Michigan Ave & Wrigley Field! Recent rehab with charming art house decor. Professionally managed and sanitized. Historic landmark building, with a junior-suite feel (500 sqft), lofted open-air bedroom with queen bed, 3rd floor. WiFi, shared coin operated laundry, excellent heat/AC, free street parking or paid parking lot 2 blocks away.

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 Chicago
4.99 out of 5 average rating, 162 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.

Superhost
Apartment in Chicago
4.65 out of 5 average rating, 144 reviews

Prime Lincoln Park Studio Apt with Free Parking

Welcome to your ideal Chicago retreat located in the ever so popular Lincoln Park! This charming first-floor garden unit Airbnb, staged by a top decorator, is perfectly located for exploring the city. Enjoy step-free access, a secure keypad for self-check-in, and a fully equipped kitchen and bathroom—perfect for a cozy night in or an exciting night out. Plus, you'll have your own free parking spot right behind the building. Book your stay today and experience the best of Chicago!

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 Chicago
4.99 out of 5 average rating, 155 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 air conditioning. It does have a window unit in the bedroom from May to September.

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.
Condo in Chicago
4.95 out of 5 average rating, 165 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.

Top guest favourite
A comfortable living area features a light gray sectional sofa and a matching armchair, arranged around a carpet with vibrant patterns. A small wooden side table holds an assortment of snacks. Kitchen space is visible in the background, providing an open layout.
Apartment in Chicago
4.84 out of 5 average rating, 155 reviews

Cityscape - Heart of Lincoln Park/DePaul

“L”evate your Chicago experience in this VERY lively location. Cozy 1-bedroom right next to the “L” tracks so it’s LOUD AF, LOL!! Best for guests who aren’t sensitive and can tolerate train noise. Lincoln Park is an upscale, safe & convenient area. Walking distance to great dining options, cafes, pubs, parks, trains/buses, ride-share, Target, Lyft bike, yoga, gym. Free street parking, parking stickers provided which are needed for relatively easy overnight parking.

Guest favourite
Condo in Chicago
5 out of 5 average rating, 8 reviews

1750 sq. ft. Pets OK | full Kitchen | Workspace

This cozy home is located in the heart of Lincoln Park in one of the most prestigious areas! . 3 Steps down to enter my home • Walk Score 95 (walk to cafes, bars, eating, nightlife) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Free street parking with pass included • Onsite Washer + Dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport

Guest favourite
Apartment in Chicago
4.85 out of 5 average rating, 34 reviews

Chic Lincoln Park Studio Near Zoo, Lake & Transit

Stay in the heart of Lincoln Park near Sedgwick & Dickens, where modern comfort meets classic Chicago charm. Walk to cafés, boutiques, and parks, or explore Old Town and the lakefront just minutes away. Inside, enjoy a bright, stylish space with contemporary touches, a cozy bedroom, and a fully equipped kitchen. Tucked on a peaceful tree-lined street yet close to top attractions, it’s the perfect home base for your Chicago getaway.

Guest favourite
Condo in Chicago
4.91 out of 5 average rating, 23 reviews

Fully Updated Jr. 1 Bed, Steps from Lincoln Park

My bright and stylish Jr. 1-bed, 1-bath condo is located in a prime Lincoln Park location. Thoughtful touches can be felt throughout with an open living/bedroom area, queen size bed (additional queen sofa bed), full kitchen and modern bath—perfect for solo travelers or couples. You’ll be steps from Lincoln Park, the lakefront, shops, dining, and public transit. Enjoy easy city living in one of Chicago’s most walkable neighborhoods.

Superhost
Apartment in Chicago
4.84 out of 5 average rating, 154 reviews

LIVN West Loop Chicago Queen Studio Apartment

Experience modern city living at LIVN West Loop Chicago, a stylish loft-style apartment studio at 555 W Jackson Blvd in one of the city’s most connected neighborhoods. This newly renovated studio features a full kitchen, in-unit washer and dryer, and clean, modern interiors. Walk to Union Station and Willis Tower. You are minutes from top dining, offices, and transit, ideal for business trips, weekend stays, or longer visits.

Superhost
Apartment in Chicago
5 out of 5 average rating, 4 reviews

Modern& Pet Friendly in Lincoln Park | Walk to all

Discover a comfortable and stylish Chicago retreat just minutes from the lakefront, zoo, local restaurants, and public transportation. Whether you're visiting for a weekend getaway, family vacation, or business trip, this thoughtfully designed apartment offers the perfect balance of convenience and comfort.

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