Vacation rentals in Logan Square, Chicago

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Top-rated vacation rentals in Logan Square, Chicago

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Guest favorite

Apartment in Logan Square

4.96 out of 5 average rating, 371 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 linens, fully-equipped kitchen. Both bedrooms have private baths, lots of outlets and huge walk-in closets. Easy parking! Central location- Quick walk to Blue Line Train (DIRECT to ORD) - 10 / 15 min to anywhere- Loop, Wicker Park, Lincoln Park! We have tried to attend to every detail- I love boutique hotels and I wanted our Airbnb to reflect that experience. This is a two-bedroom, two-bath private apartment and the garden level of our historic greystone, a classic Chicago property type. The space was newly renovated for friends and family - a luxurious city getaway surrounded by our favorite restaurants. It is warm and cozy with in-floor heat. Truly easy street parking, a rarity in the city. Five minute walk to train at Logan Square Blue Line (20 min direct connection to O’Hare Airport/ORD) and around the corner from top-rated restaurants-blocks to Fat Rice, Longman & Eagle, and Lula, all Michelin rated. Don’t miss brunch at Jam, pozole at Quiote and tiki drinks at Lost Lake, ranked one of the fifty best bars in the world- all walkable. The master has a king-size memory foam bed, individual reading lights with dimmers, and an ensuite bath with massive walk-in steam / rain shower. Second bedroom has a cozy memory foam double bed, private ensuite bath with new oil-rubbed bronze fixtures and cast iron Kohler tub. Both beds have premium 100% cotton linens, black out shades, nightstands with convenient outlets, and walk-in closets -- plenty of room for luggage. Our brand new kitchen has lots of bells and whistles -a Bosch convection oven, garbage disposal, ice maker, filtered water built into the sink and pantry with starter items for cooking. We offer unlimited Nespresso and a french press with whole bean Intelligentsia, our favorite local coffee. Enjoy a night in with our 50" 4K WiFi TV - HBO, Netflix, Amazon Prime, and Spotify Premium are logged in and ready to go. Private entrance. Lots of extras while preserving the character of a classic Chicago home. You're welcome to enjoy the backyard (we have great neighbors). Trash / recycling through gate behind yard. Shared free laundry. I'll meet you at check-in if possible and make some recommendations. I have lived in Chicago since 2001 and love to share tips about my favorite city in the world. I'm a real estate agent and easy to reach, but otherwise, the home is yours to enjoy! Diner’s paradise! Four blocks to Blue Line- This cozy garden retreat is a half block to the neighborhood’s famous Logan Boulevard, lined with park space and historic mansions. Steps to independent coffee shops, brunch and the city’s best cocktails. Walk to tropical drinks at Lost Lake, Michelin rated gastropub Longman and Eagle, fresh pasta at Daisies and local favorite Lula. You’re also an easy eight minute walk to the Logan Square Blue Line. Easy / free street parking. Logan Square is extremely central. We are a four block walk to Blue Line Train (which connects directly to ORD/O’Hare Airport!) and joins all trains with a 15 minute ride South toward the Loop. The Blue Line runs underground and does not share tracks- it is by far the fastest city train line. This neighborhood is particularly easy for cabs as you are only 2 minutes from the 90/94 Expressway: - 10 minutes to Wicker Park - 10 minutes to Lincoln Park - 8 min to West Loop/Fulton Market -15/20 min to Magnificent Mile/Wrigley This is the garden (ground) level of a two-flat- You will hear occasional footsteps above but residents are respectful and polite- they are two professional women and not early risers! Based on my personal spent time in the unit, this will not impact your experience in a significant way. Although we have honored historic details wherever possible, this is a brand new apartment with great insulation. We offer a white noise machine just in case. Ceilings are over 7 ft and while not soaring, tall guests have been comfortable. The unit has radiant in-floor heating (no cold feet!) controlled in your unit with a traditional thermostat. Because it is an English garden and partially below grade, the temperature is very stable. We have window air conditioners for summer.

Nov 29 – Dec 6

ﺩ.ﺇ635 per night

Guest favorite

Apartment in Logan Square

4.91 out of 5 average rating, 370 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.

Oct 6 – 11

ﺩ.ﺇ495 per night

Guest favorite

Apartment in Logan Square

4.96 out of 5 average rating, 161 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.

Nov 14 – 21

ﺩ.ﺇ463 per night

Guest favorite

Apartment in Avondale

4.97 out of 5 average rating, 117 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.

Jul 8 – 15

ﺩ.ﺇ427 per night

Superhost

Apartment in Logan Square

4.9 out of 5 average rating, 283 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.

Nov 14 – 21

ﺩ.ﺇ499 per night

Guest favorite

Apartment in Logan Square

4.9 out of 5 average rating, 141 reviews

Cozy and Comfy 1BR Apartment in Logan Square!

Welcome to Chicago! Our 1-bedroom/1 bathroom apartment unit is perfect for getaway to Chicago. It's professionally designed with modern furniture and located in the trendy Logan Square neighborhood. Designated parking spot is NOT available, but there is plenty of street parking. NOTE: -This is a basement unit with a low ceiling ( HEIGHT: 5.9 ft.). ONLY SUITABLE FOR SOMEONE AROUND or UNDER 5.8 FT. -There are two windows in the bedroom and two windows in the living room for natural light.

Jul 7 – 14

ﺩ.ﺇ573 per night

Guest favorite

Apartment in Humboldt Park

4.98 out of 5 average rating, 106 reviews

Humboldt Park Loft

Bright and spacious loft style 1 bedroom/1 bathroom apt in the Humboldt Park neighborhood of Chicago. Renovated A-frame large attic space on the second floor of our house. Private apartment with open lay-out plan, full kitchen, and lots of natural light. Close to Logan Square and Wicker Park neighborhoods. Walking distance to Humboldt Park and the 606 trail. Two blocks to Kimball/Homan and North Ave buses. Quiet residential street with free and easy street parking. Smoke and pet free space.

Sep 20 – 27

ﺩ.ﺇ459 per night

Guest favorite

Guest suite in Logan Square

4.97 out of 5 average rating, 237 reviews

Stylish Studio in Historic Logan Square

Brand new, unique 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 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 fabulous shared backyard space. The owner's treehouse deck can be reserved by request. Convenience & excitement are easily accessible!

Sep 1 – 8

ﺩ.ﺇ574 per night

Guest favorite

Condo in Logan Square

4.98 out of 5 average rating, 232 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!

Feb 19 – 26

ﺩ.ﺇ699 per night

Superhost

Apartment in Logan Square

4.87 out of 5 average rating, 123 reviews

Remodeled Boho Chic 1 Bed in Hip Logan Square

Remodeled 1 bedroom garden apartment with a boho aesthetic in hip Logan Square. Walking distance to top bars, restaurants and coffee shops such as Wyler Road, Park & Field, Ørkenoy, Best Intentions, Lou Malnatis, & Damn Fine Coffee Bar. Blocks from the 606 Trail, 90/94 & public transportation. Lovely shared front yard landscaped with florals + garden beds. We will pass along a welcome guide with a list of all our favorite places in the neighborhood!

Jun 25 – Jul 2

ﺩ.ﺇ493 per night

Guest favorite

Apartment in Logan Square

4.89 out of 5 average rating, 339 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.

Feb 5 – 12

ﺩ.ﺇ411 per night

Guest favorite

Apartment in Logan Square

4.93 out of 5 average rating, 207 reviews

Cozy Private Coach House

This is a cozy 1 bedroom unit in a private coach house. Excellent location in the middle of trendy Logan Square! Please Inquire about winter time longer stays! Stays 30+ days avoid local taxes! I have a 28 night minimum in the winter, until the end of February or possibly March. But I recommend putting in at least 30 days to avoid those taxes!

Jul 17 – 24

ﺩ.ﺇ572 per night

Vacation rentals for every style

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Popular amenities for Logan Square, Chicago vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Logan Square, Chicago's top sights

Concord Music Hall37 locals recommend

Palmer Square Park57 locals recommend

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Revolution Brewing - Brewpub724 locals recommend

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Jibaritos y Mas27 locals recommend

Other great vacation rentals in Logan Square, Chicago

Guest favorite

Apartment in Logan Square

4.96 out of 5 average rating, 219 reviews

Spacious apartment in Logan Square

Jul 24 – 31

ﺩ.ﺇ697 per night

Guest favorite

Casa particular in Logan Square

4.82 out of 5 average rating, 104 reviews

Aparthouse for 2 people maximum, comfortable and clean, very central with multiple access roads, urban transport and proximity to the train station, variety of restaurants and shops.

Mar 23 – 30

ﺩ.ﺇ363 per night