Condo vacation rentals in Logan Square, Chicago

4.96 out of 5 average rating, 116 reviews

The exterior of a red brick building showcases a classic architectural design with white-framed windows. The front steps lead to a dark door, surrounded by well-maintained shrubs and small plants. Clear blue skies create a bright backdrop to the inviting facade.

Condo in Avondale

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 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. Free parking on Lawndale Ave.

4.88 out of 5 average rating, 389 reviews

A modern kitchen displays sleek dark cabinetry and stainless steel appliances. An island countertop is accompanied by transparent bar stools, while a dining area features a black table with tall stools. A light pastel wall is adorned with a playful accent, creating an inviting space.

Condo in Little Village

Peaceful & Airy Modern-Chic Condo in Trendy Pilsen

Brand New Private Modern 2 bd 2bth apt for your stay in Chicago. We are located 2 blocks form the CTA line in the heart of Pilsen, a neighborhood Time Out labeled the 10th coolest in the world. Newly renovated, hardwood tiled floors throughout, chefs kitchen, toiletries, brand new furnishings including 2 queen beds, 1 twin sleeper, fresh linen, smart TV (HBO, Netflix, Hulu) wifi, tons of books,coloring books,board games & puzzles! We truly want you to feel like this is your home away from home.

A two-story greystone building is positioned amidst trees and neighboring homes. The entrance features a porch with a few steps leading to the front door, which is framed by greenery. Vehicles are parked along the street, showcasing a typical urban setting.

4.9 out of 5 average rating, 126 reviews

NEW rehab LOGAN Sq TOP FLOOR free laundry SUNNY

Beautiful, newly renovated three bedroom second (top) floor unit with one bathroom in the heart of Logan Square. Located on the Kimball bus line with free in-building laundry available and plenty of FREE street parking. There is a neighborhood mini mart one door down and a Divvy bike rental stand three blocks away. Come stay in Chicago's hottest neighborhood with some of the best dining and bars the city has to offer. *Fan of the hit TV series "The Bear"? Close to Giant, Pizza Lobo & Margies

Superhost

A bright red door stands prominently against an exposed brick wall. Black marble steps lead up to the entrance, creating a contrast with the light wooden floor. A coat rack with a sleek design is positioned nearby, enhancing the functional space.

Condo in Humboldt Park

4.86 out of 5 average rating, 474 reviews

Humboldt Park Traveler's Lodge

Come stay at my gorgeous condo! Featuring exposed brick, a private entrance, stainless steel appliances, and a queen bed --> all on a quiet tree lined street! It's a perfect place to re-energize between big city adventures. Free street parking, and a 5 min walk to some of the best independently owned shops, restaurants, and bars in the city. Also, the massive and incredible Humboldt Park is also just a 5 min walk away! Please reach out for recommendations - I love giving them to people!

4.96 out of 5 average rating, 109 reviews

Condo in Wicker Park

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.

4.87 out of 5 average rating, 127 reviews

A stainless steel spice rack is displayed on a textured granite countertop. The rack holds various spice jars in a circular arrangement, labeled with names such as 'Italian Seasoning' and 'Oregano.' A sleek electric wine opener rests nearby, featuring a modern design.

Condo in Mayfair

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

A well-equipped beverage station includes a Jura coffee machine and a Nespresso machine, both positioned beside a bright yellow teapot. A stack of cups is displayed on a wooden holder, while a book about comfortable living rests against a window with charming wooden frames.

5 out of 5 average rating, 103 reviews

Inspired, luxe living in Logan Square on BLVD #1

Welcome to our Palmer Square House! In the heart of hip Logan Square. Enjoy a rare opportunity to experience Boulevard living. "Live like a local" in one of Chicago's most visited & vibrant neighborhoods. 1915 historic 2-flat has been renovated with luxurious amenities. Lots of windows provide natural light. Chef's kitchen is beautiful & functional. Option to rent PH at same time if available. Primary bathroom has serious spa vibes. NO CLEANING FEES! Very fast WiFi. 65" Smart TV QLED.

An elegantly furnished dining area features a wooden table with a textured runner. Dark leather chairs surround the table, and a modern chandelier hangs above. The open kitchen, equipped with stainless steel appliances and bar seating, is visible in the background.

4.98 out of 5 average rating, 278 reviews

Urban Luxury 1BR/2BA Logan Square Condo w/Garage

Luxurious 1BR/2BA garden-level condo in vibrant Logan Square! Comfortably furnished with tons of light and amenities, conveniently located one block from the Logan Square Blue Line Station and located on a quiet street. Steps from all of the hip restaurants and nightlife in Logan Square. Huge back yard and patio with fire pit for guest use. Free on-site garage parking with remote. And, if using public transit, the Logan Square is 8 stops, ~15-20 minutes from the Loop downtown!

Superhost

A modern living area features a comfortable couch adorned with decorative pillows. On either side, minimalist tables hold soft-lit lamps, providing warm illumination. A framed Chicago flag artwork hangs above the couch, adding a touch of local charm to the space.

4.85 out of 5 average rating, 104 reviews

Logan Square Oasis

This spacious and bright garden apartment in vibrant Logan Square is the ideal spot to stay while you explore the Windy City! With 3 spacious bedrooms and 2 full bathrooms with modern and clean finishes, you'll have plenty of space for everyone. Take advantage of the enormous & spacious kitchen as well as the in-unit washer/dryer combo. Whether you're spending all day out on the town or planning for a quiet night in, you'll have everything you need for a great stay here.

Condo in East Rogers Park

A sandy beach scene is captured with gentle waves lapping at the shore and people enjoying the water. In the foreground, a couple stands together, gazing out at the sea. Large, fluffy clouds drift above, adding to the serene atmosphere.

4.93 out of 5 average rating, 241 reviews

Cozy 1bdr Rogers Park, Loyola, Northwestern.

Visiting Northwestern, Loyola University, Rogers Park or Evanston? This cozy AirBnb is perfectly situated. A beautifully clean, private apartment 2 blocks from parks & sand beaches, walking distance to Loyola, short ride to Northwestern, steps to public transportation & restaurants, red line "El" trains & bus routes. Apt has private, queen bedroom, en suite full bathroom, living room w/queen sofa bed, TV, dining table, & partial kitchenette. NOTE: No full kitchen.

4.92 out of 5 average rating, 347 reviews

A cozy enclosed porch features large windows allowing natural light to fill the space. Two teal lounge chairs are positioned beside a small table, with colorful decorative elements scattered throughout. A patterned rug adds warmth to the floor, creating a relaxed atmosphere.

Condo in North Side

Susie's Space. 2BR easy parking & pet friendly

Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement

Superhost

A living area features a leather sofa and two upholstered chairs, arranged around a glass coffee table. A brick accent wall provides character, while a large television sits atop a wooden console. Artworks adorn the walls, accompanied by natural light from the windows.