
Condo vacation rentals in Logan Square
Find and book unique condos on Airbnb
Quick stats about condo rentals in Logan Square

Total vacation rentals
Explore 40 vacation rentals in Logan Square

Nightly prices starting at
Logan Square vacation rentals start at R 975 ZAR per night before taxes and fees

Verified guest reviews
Over 2,860 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Logan Square vacation 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!
Top-rated condo rentals in Logan Square
Guests agree: these condos are highly rated for location, cleanliness, and more.

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.
4.95 out of 5 average rating, 188 reviews
Sunny Getaway Steps from Bucktown + Wicker Park
Enjoy a relaxing and chic experience steps aways from the lively, sought-after Wicker Park and Bucktown! Our home is on a quiet, tree-lined street with its own private walk-up entrance and FREE parking space. Public transportation is also very accessible. There are endless options of restaurants, bars, and shopping. The 606 trail is also steps away! We are centrally located which makes it easy and convenient to explore Chicago! Come make some memories for the weekend or as long as you'd like!
4.77 out of 5 average rating, 162 reviews
3-bedroom exposed brick in Chicago's Wicker Park
Welcome to Wicker Park - one of Chicago's coolest walkable neighborhoods with endless restaurants, bars & shops. 2 blocks from the famous "L" train with access to the city & O'Hare airport. This 1893 vintage apartment has been freshly renovated and professionally designed blending historic details with a clean and modern aesthetic. The instagrammable one of a kind space has beautiful hardwood floors, soaring 10ft ceilings, exposed brick in all rooms, curated decor and a cozy private deck.
4.98 out of 5 average rating, 170 reviews
Grace House | Cozy, contemporary + convenient 2-BR
Make yourself at home in our newly renovated, spacious and immaculately clean 2-bedroom, 1-bath condo — perfect for your next family, work or friends' trip. Located on a tree-lined street in a family-friendly neighborhood and walkable to shops, restaurants, cafes, bars and more. A stone's throw to Southport Corridor/Wrigleyville/Lakeview, Lincoln Square, Roscoe Village and everything the Northside has to offer. Gigabit internet w/ WiFi and everything you need to live and thrive in Chicago.
4.98 out of 5 average rating, 131 reviews
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.
5.0 out of 5 average rating, 145 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!
4.98 out of 5 average rating, 328 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.
4.95 out of 5 average rating, 175 reviews
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.
4.93 out of 5 average rating, 299 reviews
Susie's Space. 2BR easy parking & pet friendly
Sunny and spacious, 2 bedroom apartment in Avondale near the Green Exchange/ Greenhouse Loft Flexible, self check-in Easy street parking (with provided permits) Pet fee $80 per pet Bedroom 1 with a king sized bed Bedroom 2 with a full bed Air conditioning and ceiling fans Soft linens and towels Separate dining room Fully equipped kitchen Free WIFI Smart TV for streaming Garden in back with a fire pit and charcoal grill Laundry room in basement
4.92 out of 5 average rating, 396 reviews
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!
4.8 out of 5 average rating, 318 reviews
Two Bedroom w Porch in Wicker Park
Spacious two bedroom apartment with custom wood shelving and hard wood floors. Bay windows and great natural light. Gorgeous furnished porch for when the weather is nice. Quiet, tree lined street that's close to all the best bars and music venues. Short walk to Milwaukee avenue, two blocks from the Division Street blue line station which runs direct from O'hare, only two stations to downtown.
4.96 out of 5 average rating, 123 reviews
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.
4.85 out of 5 average rating, 284 reviewsPopular amenities for Logan Square condo rentals
Weekly condo rentals

3 BR Sleek Minimalist Centrally Located Unit
4.89 out of 5 average rating, 192 reviews
Patio, EV Charging, Train Nearby: Perfect Stay
4.98 out of 5 average rating, 121 reviews
Stunning Wicker-Park Flat with Parking!
5.0 out of 5 average rating, 185 reviews
Humboldt Park Traveler's Lodge
4.85 out of 5 average rating, 513 reviews
Newly updated 1BD/1B in Old Irving Chicago!
4.87 out of 5 average rating, 167 reviews
Cozy Lincoln Park Condo near the lake.
4.86 out of 5 average rating, 119 reviews
Modern Chicago Movie Themed Apt
4.88 out of 5 average rating, 229 reviews
Wrigleyville Inn. Historic Greystone. Parking pass
4.98 out of 5 average rating, 181 reviewsPet-friendly condo rentals

Large Remodeled Home in Lincoln Park, Sleeps 12!
4.97 out of 5 average rating, 150 reviews
Lincoln Square Gem!
4.97 out of 5 average rating, 509 reviews
The Elstonian Stylish Bucktown Home
4.82 out of 5 average rating, 107 reviews
Chic & Spacious Bi-Level Bucktown Condo - Sleeps 8
4.87 out of 5 average rating, 113 reviews
Fulton Market Loft | Rooftop Fire Pit | Parking
4.96 out of 5 average rating, 291 reviews
Ukrainian Village 3BR/3BA • Private Patio, Parking
4.98 out of 5 average rating, 128 reviews
1,800ft² Parking Workspace W/D Full Kitch
4.99 out of 5 average rating, 223 reviews
Can't Beat This 2min Walk to Wrigley!
4.81 out of 5 average rating, 290 reviewsCondo rentals with a pool

"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
4.96 out of 5 average rating, 141 reviews
Red Door
5.0 out of 5 average rating, 11 reviews
Iconic Style, Charming Lake View

Lovely 2 Bed 2 Bathroom!

Harmony of Evanston 1 BDR Exec Suite w/pool & Gym
4.96 out of 5 average rating, 147 reviews
"Unity of Evanston" 3 BDR+2BA ModernLuxe +pool
4.96 out of 5 average rating, 123 reviews
"Joy of Evanston" 1BDR, KING EXEC Suite, pool+Gym
4.96 out of 5 average rating, 123 reviewsDestinations to explore
- Wrigley Field
- Soldier Field
- Lincoln Park
- United Center
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- Indiana Dunes State Park
- 875 North Michigan Avenue
- Six Flags Great America
- University of Chicago
- The Field Museum
- Shedd Aquarium
- Humboldt Park
- Loyola University Chicago
- Guaranteed Rate Field
- Lincoln Park Zoo
- Union Park
- Frank Lloyd Wright Home and Studio
- Beachwalk Vacation Rentals
- Donald E Stephens Convention Center
- Byline Bank Aragon Ballroom
- Washington Park Zoo





