
Holiday rentals in Diversey Harbor
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Top-rated holiday rentals in Diversey Harbor
Guests agree: these stays are highly rated for location, cleanliness and more.

Beautiful Lincoln Park/ De Paul Complimentary Parking Permit
Located in the heart of Lincoln Park's Armitage/Halsted shopping district, one of Chicago's most desirable and walkable neighborhoods, steps from boutiques, cafés and public transit are all within a short walk. This is an urban, pedestrian friendly neighborhood where many visitors choose to explore on foot. Complimentary daily parking permits included. Please note that the apartment does not have an in-unit washer/dryer. For longer stays, laundry credit is provided for wash and fold service.

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
• 1,750ft² / 162m² . My home is on the first floor of a four flat Itallian Brick Building . You have 1 flight of stairs to climb to enter. • Walk Score 95 (walk to cafes, bars, eating, nightlife, etc.) • Biker's paradise • Fully equipped + stocked kitchen • Extremely safe neighborhood • Free street parking with pass included • in Unit Washer + Dryer ➠ 5 min walk to the Lincoln Park ➠ 10 min drive to Downtown Chicago ➠ 30 min drive to O'Hare Chicago Airport Note: fireplace is not operational.

Rare 1BR Lincoln Park Apt, close to everything!
Historical charm with modern updates in this 1 Bedroom Lincoln Park Condo. This is the perfect place to stay while you're in Chicago with it being steps away from Chicago's largest park, one of the country's oldest free zoos, nationally acclaimed dining, lakefront trails, museums, DePaul University and more. While you're at home, relax in the cozy living room, cook dinner in the full and updated kitchen, rinse off with the rainfall shower head, or get some rest on the queen bed in the bedroom.

Spacious Studio in Prime Location
Enjoy all Chicago has to offer from this recently renovated studio in Lincoln Park - one of Chicago's most desirable neighborhoods. Steps away from great dining and nightlife, this unit has a prime location. To get downtown, or really anywhere on the North Side, the Brown Line and various bus lines are within walking distance. Cleanliness is taken very seriously here. You will also find a fully equipped kitchen, quality sheets, and premium toiletries. The perfect garden unit for your trip!

Cozy & Stylish Lincoln Park Gem
Located on the 2nd floor of a classic Chicago greystone, steps from the best of Lincoln Park. A short walk east brings you to North Pond and the lakefront, while Clark Street around the corner offers endless spots for dining, coffee, and shopping. The home has everything you need for a comfortable, convenient stay. Your hosts are hospitality industry veterans, so you can expect both professional care and the warmth of a cozy home base. We look forward to welcoming you to our home and city!

Hidden Gem - 3 Story House & Pet Friendly!
Cozy & entertaining family -pet friendly property in the heart of Chicago - Lincoln Park. This Smart triplex has a fully-equipped kitchen. Large patio w/ sunset views. 3 bedrooms & 2.5 bathrooms. A Foosball table, 82' TV & BAR to enjoy a night in. This property is perfect to book w/ family or friends. Its spacious yet set up the right way to entertain in one floor, cook in another & sleep without having to deal with noise. Pets: Certain restrictions may apply. It is $35/night per pet

Kasa | Spectacular City Views | Chicago
When you're in Kasa Magnificent Mile, the city is yours for the taking. Our prime location makes exploring Chicago easy. Located just north of downtown Chicago, you'll be steps from Oak Street Beach, a short walk to Michigan Avenue and Millennium Park. With fantastic amenities, our apartments are ideal for extended stays or long vacations. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text or phone, and a Virtual Front Desk accessed via mobile device.

Modern& Bright 2BR | Near Downtown & CTA
Book with confidence — highly rated stay with consistent 5-star guest experiences! Located on N Seminary Ave in a desirable Lincoln Park / DePaul area Fresh, modern design, comfortable bedrooms, and a bright living space Ideal for families, large groups, couples, students, business travelers, long-term stays, and remote workers Surrounded by cafes, restaurants, and neighborhood shops Easy to find free street parking without permit in walking distance Near CTA Safe, walkable area

Cozy Lincoln Park Studio - Steps to Zoo!
This cozy studio in the heart of Lincoln Park is just steps away from some of the best experiences that Chicago has to offer! Just a block from the Lincoln Park Zoo and near the great restaurants and bars of the neighborhood, there's something here for everyone. See a show at the world-famous Second City, take a quick ride up Clark St to see the Cubs play at historic Wrigley Field, or just stay in and relax, there's no wrong way to spend your time in the Windy City!

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

Elegant Suite in Gold Coast
Steps away from the Magnificent Mile, and the high-end boutiques of Oak and Rush Street, this generous one-bedroom apartment is perfectly situated in the middle of the action for your Chicago adventure. ***Please note that from March until the end of September 2026, there will be construction on the upper floors of the building that may cause noise during the daytime hours. Construction will not be happening on the weekends.***

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.
Popular amenities for Diversey Harbor holiday rentals
Other great holiday rentals in Diversey Harbor

Cozy Lincoln Park Retreat | Walk to Dining & Parks

Family& Pet Friendly Wicker Park Stay| Parking+

View, Pond & Walking Area, Short Street

2BR w/ Huge Rooftop & Chicago Skyline Views

Mid-Century Modern | Walk to Wrigley

Chic & Stylish Studio w/ Modern Kitchen

The Picasso: #1 Chicago Location

Modern Studio in Lincoln Park, Zoo and Mini Lake
Destinations to explore
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- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- 875 North Michigan Avenue
- Naval Station Great Lakes
- Indiana Dunes State Park
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- University of Chicago
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Frank Lloyd Wright Home and Studio
- Union Park
- Donald E Stephens Convention Center
- Wilmot Mountain Ski Resort





