Logan Square, Chicago vacation rentals

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Top-rated vacation rentals in Logan Square, Chicago

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Guest favorite

Rental unit in Logan Square

4.91 out of 5 average rating, 409 reviews

The Grotto of Logan Square

Garden unit, great for a small group looking for a base while they explore the city. 10 min walk from Logan Square Blue Line, restaurants, galleries, coffee shops and clubs. Explore the city from one of its best neighborhoods! In your downtime the space offers several chicago guide books and magazines. There is a Fire stick in the TV that has most major media apps installed. The alarm clock is also a speaker for your phone to plug into. Please make sure you read the amenities and house manual.

Guest favorite

Rental unit in Logan Square

4.96 out of 5 average rating, 416 reviews

King Bed, Huge Spa Shower, Dining Destination

This home was designed with love! Inspired by our favorite boutique hotels - nestled on a tree-lined street in Logan Square, a locals-only destination for brunch, coffee, craft beer and cocktails. Relax in the massive custom steam shower or catch up on HBO on the 50” WiFi TV. Luxe details throughout -premium espresso, memory foam beds and upgraded Italian linens, lots of outlets, and a fully-equipped kitchen. Easy parking, a rarity in the city. Central location- Quick walk to Blue Line Train

Guest favorite

Rental unit in Logan Square

4.97 out of 5 average rating, 196 reviews

2BR Centrally Located in Cozy Hip Logan Square

Explore one of Chicago's most popular neighborhoods, Logan Square, home to hipsters, artists, techies and foodies. I am inclusive and welcome all! The bnb is 1.5 blocks from the El blue line direct from O'hare airport, 25 minutes to downtown Chicago (via El blue line), and a 15 minute drive to the United Center. You can walk to plenty of great restaurants, bars, parkland space, and in the summer, Italian ice and a great farmer's market every Sunday. There is plenty of street parking.

Guest favorite

Guest suite in Logan Square

4.97 out of 5 average rating, 263 reviews

Private Suite w/ offstreet pkg, at Logan Sq Blu Ln

Cozy English garden apt (300 sq ft) w/ priv. entrance & free offstreet prking. 4 min walk to Blue Line. Brightly lit / high ceiling. Adjustable Tempupedic memory foam QUEEN bed plus futon in lvng rm. Kitchenette w/ mini-frig, Nespresso & Keurig, toastr ovn, microwv, and waffle maker w/maple syrp. Designer bath. 30+ restaur/bar nearby (see GUIDE BK in LOCATION). Self check-in. Flexible cancel. Early lugg. drop. A space to unwind in -- art-filled and artistic in design, NOT bland or IKEA like!

Guest favorite

Rental unit in Avondale

4.97 out of 5 average rating, 144 reviews

Designer Avondale Attic

Soak in the beauty of this professionally designed and newly-renovated minimalistic attic in the heart of Chicago's most hip neighborhoods! Every detail of this home was thought through extensively to provide the perfect experience for our guests. Designer furniture, luxury soaps and amenities, a smart TV, high speed wifi, free laundry on site! A quick walk brings you to amazing coffee shops, trendy restaurants, or hop on the Blue Line train to help you get to any part of the city with ease.

Guest favorite

Rental unit in Logan Square

4.9 out of 5 average rating, 320 reviews

Modern Logan Square Apartment, steps from train!

The apartment is close to Logan 11 Bar, The Boiler Room, The Chicago Diner: Logan Square, Revolution Brewery, Cafè Mustache. You’ll love the place because of the location, the neighborhood, transport convenience (30 second walk), Divvy bikes accross street, 606 elevated path amongst countless other things to check out. Travelers, families, & big group welcome but It's NOT a place to host parties, please not that it can be rather noisy because of the bar downstairs. By train 15mins downtown.

Guest favorite

Rental unit in Logan Square

4.89 out of 5 average rating, 122 reviews

Beautiful garden unit in Logan Square!

Relax in a spacious 1 bedroom brand new garden unit in beautiful Logan Square. Walking distance to the heart of the community filled with restaurants, bars, movie theater and much more. -->1 block north of Kosciuszko Park that features tennis courts, soccer/baseball field, indoor swimming pool, playground and outdoor exercise area. -->.4 miles to Healy Metra Station -->1 mile to CTA Blue line -->6 min drive to Target -->1.2 miles from the famous 606 Bloomington Trail -->.4 to Binny's

Guest favorite

Guest suite in Logan Square

4.97 out of 5 average rating, 272 reviews

Stylish Studio in Historic Logan Square

Modern garden studio (4 steps down), located in the heart of the highly desirable Logan Square neighborhood. This luxurious space with heated floors & a spa inspired bathroom and kitchenette is situated on the Historic Logan Boulevard, 2 blocks from the CTA Blue Line which runs between downtown & O'Hare airport. The suite has a private entrance & access to a magical shared backyard space. The owner's treehouse deck can be reserved. An oasis in the city with exciting city easily accessible!

Guest favorite

Rental unit in Logan Square

4.9 out of 5 average rating, 379 reviews

Sunny Logan Square Artists' home

2nd floor classic Chicago 2flat with lots of light. 3 bedrooms available, with 2 additional sofabeds. Great if you and family/group of friends are in town for an event and want to stay together. Grocery store 1.5 blocks away. Quiet street. Parking is decent. New bath has all marble walls, extra long/deep tub and rain shower. 1 mile walk to the Logan Square CTA Blue Line and Logan Square brunch/night-life. 5 min walk to Metra. Walk to 606 trail. Chicago Registration Number: R24000117459

Superhost

Rental unit in Logan Square

4.84 out of 5 average rating, 784 reviews

Hip Chicago Apartment - FREE Parking Spot Included

You’ll love this high-end, newly renovated 2 bedroom apartment located in Chicago’s iconic Logan Square. This bright and modern space has free parking, a fully equipped stainless-steel kitchen and an outdoor sitting area perfect for a sunny meal. Walking distance from a bike rental station and hip Armitage Street where you can find a wide selection of restaurants and bars to suit any palate. You’ll also be close by the 606 Trail, a lovely place to enjoy a walk, bike or go for a run

Guest favorite

Rental unit in Logan Square

4.99 out of 5 average rating, 106 reviews

The Heirloom Chicago - An Attic in Logan Square

Make yourself at home in this bright attic, designed with our guests at heart. We hope you experience the simple joy of casual comforts & expressive details during your stay. Explore Chicago then return to your cozy attic to escape & recharge. Nearby offerings include Sugar Moon pastry, coffee at Necessary & Sufficient, and a scenic walk to the Blue Line. For more local recommendations please reach out to your host. We'd love to share the best of Historic Logan Square with you.

Guest favorite

Rental unit in Logan Square

4.99 out of 5 average rating, 107 reviews

Colorful & Peaceful Boho-Chic Unit in Logan Square

Kick back & relax in your home away from home in our stylish, spacious and peaceful abode in the center of the Logan Square neighborhood, close to downtown and the CTA Blue Line. Featuring incredible natural light, modern amenities & beautiful artwork, the apartment is impeccably clean and designed to ensure you have the best travel experience possible. Located near the popular Milwaukee Avenue, you're only blocks away from local breweries, restaurants, coffee shops and much more!