
Condo holiday rentals in Logan Square
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Top-rated condo rentals in Logan Square
Guests agree: These condos are highly rated for location, cleanliness and more.

NEW Rehabbed Sunny top floor Logan Square
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

Logan Square living at its best w/ bright 2 bdrm
Enjoy Logan Square in this bright, 2nd-floor apartment in a vintage Chicago three-flat from the 1880's. Consistent with the buildings of this time, the bedrooms are smaller and set up with 2 queen beds, along with a dedicated front office space. Walk to all the best restaurants, coffee shops, Palmer Square Park, and the CTA Blue Line for easy access to O'Hare airport and downtown Chicago. Free street parking on the block. Security camera located on the front porch. No children or pets, please.

Stylish 2-bedroom flat in Vibrant Bucktown.
* Please be aware the city of Chicago is currently renovating its lead pipes. Construction is inevitable and noise. Its a city there will be noise. Hello and welcome to Bucktown! One of Chicago's most popular neighborhoods. Bucktown is centrally located, just a short commute to downtown and surrounded by the best dining and entertainment options Chicago has to offer. We are also half a mile from the expressway and 1 mile away from the Blue Line which directly connects to O'hare airport.

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.

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!

Modern stay in lively Wicker Park neighborhood!
Centrally located in Wicker Park, Chicago, our property is steps from public transportation and a 15-minute drive to downtown. Ideal for couples, small families and groups, solo adventurers, or business travelers exploring the vibrant city. Please note: our main street location near a hospital may have some unavoidable city noises. Our unit can house 3-5 guests, please review the sleeping arrangements prior to booking. Travel RN friendly, rate negotiable, PM us for info!

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.

Queen Beds, EV Charging, Near Train: Luxury Stay
Discover the best of city living at our Logan Square retreat, a mere stone's throw from downtown Chicago and a short walk to the train station. Perfect for urban explorers and business travelers alike, this home offers four plush queen bedrooms and sophisticated comforts like a standalone bathtub for relaxing soaks. Don’t worry about parking; our private spot includes an EV charger. Dive into the city’s vibrant life or unwind in style, your urban sanctuary awaits.

Modern/Spacious 2BR/2BA West Town
Light, airy and luxurious, our duplex has a self-contained, 1400 sq. ft. 2nd floor with a private street entrance. There are two bedrooms and two baths. The master bedroom has a fireplace, a private balcony and a huge bathroom ensuite. In addition there is a dining room and living room. Minimal kitchen facilities include small fridge and micro. Easy commute downtown- 20 by car, 25 by bike and 30-40 minutes via public transportation. Close to hwy and public trans.

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.

Logan Square Beauty with 2 Bedrooms W/parking
Our two-bedroom condo is beautifully appointed and has vintage charm everywhere you look. You'll have access to a shared backyard, and all of the amenities of home - while being a 10 minute walk from some of the hottest bars and restaurants in Chicago. One garage parking spot is available during your stay. I provide all the essentials to make your stay easy and comfortable. Toilet paper, soaps, shampoos, towels, linens and even coffee and tea!

3D Tour! Designer Condo near Logan Square
Scan QR code in photos for a 3D Tour! What you’ll love: - Totally renovated garden unit, completed in 2021. Everything new. - Upscale furnishings & decor. - Gourmet, fully equipped kitchen w/ new appliances, coffee maker and spices. - Remote work station w/ super fast Wi-Fi (600mb). - Serta queen mattress in master. - Bunk beds w/ full and twin sized memory foam mattresses. - Heat & A/C.
Popular amenities for Logan Square condo rentals
Weekly condo rentals

Beautiful Bed & Breakfast in Avondale- Entire Unit

Oakton St. Inn near Northwestern & Chicago 6ppl

Downtown Chicago - Spa Bath, Patio, 3 blocks to L

East Lakeview Designer Condo with 2 Bd, 2 Bath

Amazing Fun Condo, City view next to 606 Trail!

Spacious 4 Bedroom Condo

Large Remodeled Home in Lincoln Park, Sleeps 12!

Pets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Pet-friendly condo rentals

Ukrainian Village 3BR/3BA • Private Patio, Parking

RockStar Pad W3A BoysTown/Wrigley Field/Parking lot

NEW luxury Old Town 1-Bedroom condo

Lincoln Square Gem!

The Bagel Inn - Bright & Modern Wrigleyville 2 Bed

Renovated 2 Bed Condo Lincoln Park w/ Free Parking

Two Bedroom w Porch in Wicker Park

Can't Beat This 2min Walk to Wrigley!
Condo rentals with a pool

"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux

Lovely 2 Bed 2 Bathroom!

Chicago's Treasure "Heart of Evanston" 2bdr +1 Ba

"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool

Iconic Style, Charming Lake View
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $181 NZD | $181 NZD | $203 NZD | $191 NZD | $242 NZD | $288 NZD | $252 NZD | $271 NZD | $235 NZD | $256 NZD | $213 NZD | $196 NZD |
| Avg. temp | -3°C | -1°C | 4°C | 10°C | 16°C | 22°C | 25°C | 24°C | 20°C | 13°C | 6°C | 0°C |
Quick stats about condo rentals in Logan Square

Total holiday rentals
Explore 30 holiday rentals in Logan Square

Nightly prices starting at
Logan Square holiday rentals start at $85 NZD per night before taxes and fees

Verified guest reviews
Over 2,650 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
30 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!
Destinations to explore
- Family-friendly rentals Logan Square
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- Lincoln Park
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- Grant Park
- Navy Pier
- Soldier Field
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- Shedd Aquarium
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- Museum of Science and Industry
- Illinois Beach State Park





