Pet-friendly holiday rentals in Logan Square

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Top-rated pet-friendly home rentals in Logan Square

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Logan Square
4.71 out of 5 average rating, 197 reviews

Cozy 2BD/1BA in Charming Logan Square

This clean & comfortable 2 BD/1 BA garden unit in Logan Square is the perfect spot to come back to after a day of exploring the Windy City! Just a quick walk to the Logan Square Blue Line L stop, you'll be able to get downtown and back with ease. Cozy up by the electric fireplace when it's chilly or take a stroll through the vibrant neighborhood in nice weather. Here, you're sure to feel at home. Please note - my 2 children (9,4) live upstairs with me half time, awake 7am weekdays, 8am weekends

Top Guest favourite
An open-concept living area is visible, featuring a modern kitchen with stainless steel appliances, including a refrigerator. A cozy seating area contains a sofa, and a dining table with yellow chairs is positioned in front of a window, providing ample natural light.
Apartment in Logan Square
5 out of 5 average rating, 134 reviews

Logan Square Cozy 2BR Basement Apartment

Beautiful Logan Square Basement 2BR Apartment recently updated, perfect for small groups of friends and family. Fully stocked with all the necessary amenities to make you feel right at home. Incredible location with fenced yard on the historic Boulevard in one of Chicago's trendiest neighborhoods. A variety of walkable amenities include: Blue line train station, bars, restaurants, coffee shops, pharmacy, and grocery store. Quick commute to Downtown, O'Hare. One dog under 80 pounds is welcome.

Guest favourite
A spacious bedroom features a King-sized bed adorned with two decorative pillows. Nightstands on either side hold lamps and small potted plants. Natural light enters through two windows, highlighting the light-colored walls and flooring. A closet with sliding doors provides additional storage.
Apartment in Logan Square
4.9 out of 5 average rating, 215 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.

Top Guest favourite
A spacious living room features large windows allowing natural light to fill the space. A comfortable light-colored sectional sofa is situated in front of a glass coffee table, with a medium-sized rug underneath. A wooden side table and a television mounted on the wall are also visible.
Apartment in Roscoe Village
4.96 out of 5 average rating, 246 reviews

Sun drenched 2 bedroom 1 bath with Kitchen & W/D

Welcome to beautiful Roscoe Village! Come relax and enjoy a gorgeous loft-like condo that has a huge sun-drenched living room and opens up right to the kitchen. Enjoy cooking on your own in the spacious kitchen and rest easily at night in a spacious king bed in the main bedroom. We love and welcome pets - so no need to leave your fur baby at home. Uber to Wicker Park and Logan Square. You’ll have your own private entrance with a lock box to get into the condo. We look forward to hosting you!

Top Guest favourite
A bright living area is presented with a light grey sofa, a matching loveseat, and a stylish gold coffee table centered on a soft area rug. Natural light enters through two large windows, complemented by sheer white curtains. A mounted television and a wooden media console are also visible.
Apartment in Bucktown
4.95 out of 5 average rating, 161 reviews

Clean, Bright Chicago Apt in Bucktown/Logan Square

The whole group will enjoy easy access to everything from this centrally located place. The Western Blue line stop that takes you to downtown Chicago is 2 blocks away. Downtown is a 15 minute ride away if you decide to rent a car. This is the only apartment in the building and sits right above the BEST Grilled Chicken restaurant in Chicago. The apartment is walking distance to many delicious restaurants and local coffee shops. You can find some of the best food in Chicago just steps away.

Top Guest favourite
A cozy sitting area features a vibrant orange sofa adorned with black cushions and a matching ottoman. A wooden desk with a red chair sits nearby, while a floor lamp casts a warm glow. Bright artwork depicting flowers adds a touch of color to the wall.
Guest suite in Logan Square
4.98 out of 5 average rating, 324 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!

Top Guest favourite
The living area features a wall-mounted TV opposite a light-colored loveseat and a blue armchair. A small round coffee table is situated on a textured gray rug. Natural light enters through the two windows, with modern framed art and a floor lamp adding character.
Guesthouse in Logan Square
4.98 out of 5 average rating, 370 reviews

Private coach house near transit shops & nightlife

This newly renovated coach house comfortably accommodates 3 adults but can sleep 4. Only a 7 minute walk from the "L" train (CTA blue line to O'Hare airport & downtown). Close to Chicago's Wicker Park and Logan Square neighborhoods with lots of nightlife and dining options within a 10-15 minute walk. The ~750 sqft space features a bedroom and office upstairs; the ground floor has a combined kitchen/living room and one bathroom. 4 guest limit based on city of Chicago occupancy ordinances.

Guest favourite
The living area features a vibrant blue sofa complemented by a colorful hammock, surrounded by greenery. A wooden dining table with four chairs sits prominently, while artistic decor is displayed on the walls and a large mirror reflects natural light from multiple windows.
Apartment in Logan Square
4.89 out of 5 average rating, 443 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

Guest favourite
The living room features large windows dressed in sheer curtains, allowing abundant natural light to fill the space. A modern sectional sofa, accented with colorful cushions, is positioned around a central coffee table. A decorative area rug complements the elegant hardwood flooring, while a sleek TV is mounted above a cozy fireplace.
Condo in Avondale
4.96 out of 5 average rating, 148 reviews

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 Belmont 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.

Top Guest favourite
A living room is showcased with a dark sofa and an orange accent chair. A glass coffee table rests on a patterned rug. Walls are adorned with framed art, and a window unit air conditioner is present. Daylight illuminates the space through bright windows.
Apartment in Avondale
5 out of 5 average rating, 193 reviews

Logan Square Apt. - No Service Fees - O’Hare CTA

NO SERVICE FEES. Our 1st floor apartment and it’s location in Avondale/Logan Square will leave you impressed. Only a quick walk to the Logan Sq CTA Blue Line stop and our street is full of families and long time residents. Free street parking. 5 guests total are allowed, but additional fee for more than 3 guests. If you are a family larger than 3 traveling with children, fee is negotiable, please mention it. PLEASE read the ADDITIONAL RULES and OTHER DETAILS TO NOTE.

Guest favourite
Apartment in Logan Square
4.9 out of 5 average rating, 134 reviews

Art filled apartment in Logan

This first floor apartment is filled with art. It has new kitchen and bathroom. All the comforts of home in a great location filled with restaurants, bars, shopping, and parks. The backyard did perfect for dinning and has a hammock. Easy commute downtown and to O’Hara airport. We are happy to host children but the apartment is in no way child proof. Nor are there any supplies or equipment. This is a charming older building and unfortunately the wood floors do creak.

Top Guest favourite
A comfortable living area features an orange sofa and a variety of artwork on the walls. A round coffee table sits in the center of a patterned area rug. Natural light filters through the window shades, enhancing the welcoming vibe of the space.
Condo in Logan Square
4.95 out of 5 average rating, 111 reviews

Spacious 3BR • Great for Groups • Fast WiFi • Pets

This pet-friendly, Logan Square apartment is brimming with details to make your stay feel like a home away from home. All 3 bedrooms boast super-comfy queen beds with an abundance of pillows and lots of storage space for your belongings. The third bedroom is made private by a lush velvet curtain. There are two dedicated workspaces in the apartment for your work-from-anywhere lifestyle needs. A very well-appointed kitchen is begging for home-cooked meals.

Popular amenities for Logan Square pet-friendly home rentals

When is the best time to visit Logan Square?

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Avg. price$200 NZD$197 NZD$223 NZD$226 NZD$278 NZD$303 NZD$283 NZD$295 NZD$281 NZD$266 NZD$224 NZD$214 NZD
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Quick stats about holiday rentals that are pet-friendly in Logan Square

  • Total holiday rentals

    Explore 150 holiday rentals in Logan Square

  • Nightly prices starting at

    Logan Square holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 10,800 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    140 of Logan Square holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Logan Square rentals

  • 4.8 Average rating

    Logan Square stays are highly rated by guests—averaging 4.8 out of 5!

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