House vacation rentals in Logan Square, Chicago

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Top-rated house rentals in Logan Square, Chicago

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Guest favorite

Home in Oak Park

4.97 out of 5 average rating, 112 reviews

Clean, Cozy 1st Flr, 3 Beds, Kitchen, Free Parking

Enjoy our historic district two-flat w/ free parking in upscale, safe, walkable Oak Park just 3 blocks to the train for easy access to Chicago. Enjoy some tranquil time in our little urban farm. Check out the gardens and visit our 4 friendly chickens. This non-smoking unit with full kitchen is perfect for tourists, families, or business travelers. We require no check-out chores. Easy highway and airport access. No parties allowed. Minimum age to book, 25. Visit my profile for additional units.

Guest favorite

Home in Berwyn

4.99 out of 5 average rating, 114 reviews

Retro Modern Bungalow— fire pit + free parking

Experience the city in style at Retro Modern Bungalow. The perfect crash pad for up to four friends and two pups. Featuring two spacious bedrooms, each w/ a king bed + luxury linens, a propane fire pit and a fully fenced backyard. Enjoy central HVAC, hi-speed WiFi, and a dedicated workspace. A pack-n-play crib is available at no cost. Central location just south of Oak Park, 15 mins from Midway airport, and 20 mins from downtown. Park for free in our garage or catch the train a few blocks away.

Guest favorite

Home in Lake View

4.98 out of 5 average rating, 233 reviews

Wrigleyville Southport Studio

This Wrigleyville studio is the best of urban living combined with a tranquil retreat. With vintage, mahogany paneled walls and a comfy king size bed this apartment has everything! Free coffee, tea, snacks and dedicated work space. The Southport Corridor is blocks away with restaurants, bars and shopping. Free street parking and 4 blocks to El/ Brown/Purple/ Red line trains. Wrigley Field, Metro and Vic is 4 blocks away. This garden studio is the perfect retreat in the heart of Chicago!

Guest favorite

Home in Avondale

4.94 out of 5 average rating, 115 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

Welcome to BoHo House - an airy bohemian gem from 1903. This 3 BR home is just minutes walking distance from popular Chicago bars, restaurants, and coffee shops. Let your pup roam in the private fenced-in backyard that features the most adorable outdoor space. This spot is just so peaceful. Host a nice patio dinner and get cozy by the fire, or hangout inside and put a movie on. 15 min from ORD, 10 min to downtown, 800+ Mbps WiFi speeds, free coffee, snacks, and secure 2 car garage parking!

Guest favorite

Home in West Loop

4.98 out of 5 average rating, 347 reviews

Cozy garden apartment historic Jackson Bvld.

Just a short walk to the United Center our cozy 1 bdrm garden apt is located on Historic Jackson Blvd's tree lined st. Stop back & warm up by the fireplace before heading out to near by shopping & restaurants. Less than an hour from Midway or O'Hare. Walking distance to Randolph St. Restaurant Row, Little Italy, Greek Town, Union Pk, Fulton Warehouse Dist, Rush Hospital and UIC. A quick train/bus to The Loop, Theater Dist, Mag Mile, Wicker Pk. Free, convenient street pkg.

Guest favorite

Home in Wicker Park

4.96 out of 5 average rating, 225 reviews

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).

Guest favorite

Home in Logan Square

4.98 out of 5 average rating, 148 reviews

Luxurious Southwestern Penthouse | Sleeps 12

Come feel the spirit of the Southwest in one of Chicago's best neighborhoods. Relax in a space with Native American Art and dine alfresco on the themed backyard patio complete with a tipi and life size horses. This gem of a find is ideal for entertaining bachelorette groups and families. Have a larger group? Book both units in the building (listing name El Motel United) to sleep 24 guests. Follow us on IG @bangtel Avoid the fees and BOOK DIRECT—link in IG BIO!

Guest favorite

Home in Portage Park

4.98 out of 5 average rating, 187 reviews

The Evergreen House

Relax and feel at home on the first floor apartment (completely private) of my Chicago 2-Flat. This home away from home is well stocked with anything that you might need whether you are staying for 2 nights or 2 months. There are 3 televisions with Wifi and Netflix throughout the apartment. There is a nice backyard that you are welcome to use and street parking is free. Washer and Dryer available in the basement. The highways and bus are also nearby.

Superhost

Home in Logan Square

4.87 out of 5 average rating, 110 reviews

Bucktown Bungalow 2BR/2.5BA (+private garage)

Welcome to Bucktown Bungalow! Guests love this home because: - Extremely safe/reputable neighborhood - Close to every popular attraction that makes Chicago so great - Large private garage! - Perfect layout - Private deck space - Fast WiFi - Very comfy mattresses in each master en-suite - Spacious kitchen and dining area! - Nice workspace - 5-10 minute walk from blue line (CTA L)- perfect if flying into O'Hare We look forward to hosting you!

Guest favorite

Home in Logan Square

4.97 out of 5 average rating, 111 reviews

The Hamlin In Logan Square 4BR/2BA w/Parking!

Welcome to The Hamlin House in Logan Square! Enjoy four bedrooms, two full bathrooms and complimentary two-car garage parking during your stay. This home is perfect for both family and group vacations in Chicago. Logan Square is a thriving neighborhood filled with amazing art, restaurants and architecture. The neighborhood provides easy access to downtown while avoiding downtown hotel pricing for larger groups.

Guest favorite

Home in Jefferson Park

4.9 out of 5 average rating, 110 reviews

Chicago getaway for two!

This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago. Conveniently located near the blue line (Jefferson Park stop) and has a bus stop for 88W right in-front! This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago.

Guest favorite

Home in Logan Square

4.94 out of 5 average rating, 121 reviews

Modern, Fully Renovated Logan Square Coach House

Newly renovated and modern 4 br coach house designed to be your home away from home in Chicago! Comfortable furniture, clean decor, fresh linens / towels, Amazon Fire TV, and dining area allow for a great stay. You will be minutes away from some of the best restaurants and bars Chicago has to offer and only a 20 minute train ride from the Loop via CTA.