
House holiday rentals in Logan Square
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Top-rated house rentals in Logan Square
Guests agree: these houses are highly rated for location, cleanliness and more.

Cool Quiet Coach House, Private Access + Patio
Retreat to the brick patio of this lovingly renovated home after a long day traversing the neighborhood. The interior is an expression of creativity, greyscale walls, rustic accents, and a varied selection of art and wall hangings tie in the decor. Split Level Floor plan. 1st floor = Living, Eat in Kitchen, bedroom 1 and bathroom. 2nd Floor = 2nd bedroom , bath and an additional sleeping area and desk area. Also features a gorgeous shared yard. The entire coach house is yours!! The coach house is set back behind a 2 unit building and the yard is shared between both. We are available via text or airbnb messaging and try to respond quickly. Please reach out anytime if you need anything at all. Extra supplies, neighborhood recommendations or tips in the neighborhood. The home is located on the border of Wicker Park and Bucktown which is Chicago's original hub of cool. It is a vibrant enclave of culture and commerce, explore vintage finds, record stores, and plenty of indie shopping in this trendy part of town The 24 hour Blue Line EL train is just a 5 minute walk. Door to Door it's only 25 minutes to Millennium park. (5 min walk to the blue line, 10 min ride on the train, 10 minute walk to the Park). The neighborhood is pedestrian and bike friendly , the 606 trail is just a few blocks away also.

California Cottage/4br prime location Logan Square
Incredible location in Logan Square! Walking distance from dozens of restaurants, breweries, bars, nightlife, the square, the farmers’ market and much more. Free street parking in front. 2 blocks from 90/94 and close to the blue line train which goes to many of Chicago’s iconic neighborhoods, downtown, and directly to O’ Hare airport. Beautiful house with high ceilings on the 1st floor. Lovely kitchen with nice appliances. 2 cozy bedrooms upstairs. One with a queen and the other has 3 twins.

Private Roofdeck! Location! Parking! Amazing home!
Large Bucktown home with plenty of space for the whole family! Your group will have the best stay in the perfect location to explore all that Chicago has to offer. Steps away from the 606 walking trail and one block from the Blue Line. This home is situated on a beautiful tree lined street with charming bungalows highlighting Bucktown architecture. The home offers 2 floors of living space with a large kitchen, dining room, living room and 3 bedrooms. Custom bath with w/d. Parking included!

City Cottage in Logan Square-Avondale
Our two-bedroom home has been beautifully appointed for a relaxing stay. You'll have access to all the amenities of home with a private backyard space. The location is conveniently located between Avondale and Logan Square neighborhoods. It's a 14-minute walk to either the Belmont Blue Line or Logan Square Blue Line stops that take you to Downtown or O'Hare Airport. Walk to great restaurants, coffee shops, bars, music venues, vintage boutiques, Logan Square Farmers Market, and more!

The Grand Kimball Lodge, Logan Square, Sleeps 15
The Grand Kimball Lodge- featured in Architectural Digest's "21 Best Chicago AirBNB's"- is located in Logan Square. This loft spans the top two floors of a century-old building with exposed brick walls, timber beam ceilings and original hardwood floors. The unit includes 4 bedrooms, 3 full bathrooms, a chef's kitchen, a spacious living room and a dining table that seats 12. A 6-bedroom 4-bathroom listing is also available. Check it out here: https://www.airbnb.com/rooms/40780053

BoHo House - Chic, 1903 Chicago Workers Cottage
Welcome to BoHo House – a charming, airy bohemian gem built in 1903. This beautifully designed 3BR home is just a short walk from Chicago's popular bars, restaurants, and coffee shops. Enjoy the peaceful private fenced backyard, perfect for your pup to roam, complete with an adorable outdoor space. Host a cozy patio dinner by the fire or unwind indoors with a movie. Just 20 minutes from ORD, 10 minutes to downtown, with 800+ Mbps WiFi, free coffee, and secure 2-car garage parking!

Spacious Two Story Luxurious Home w/Outdoor Deck!
Our home is in a quiet neighborhood, on a corner with abundant space and natural light. There are two spacious levels with two bedrooms upstairs and one downstairs. The large outdoor brand new deck was designed for barbecuing, star-gazing or just relaxing. Beautifully polished wood floors with a modern kitchen make this home ideal. A claw foot soaking tub is perfect for the end of a day and truly ensures a relaxing stay and a deep, refreshing sleep. Free parking!

Division St Designer Home In Heart of Wicker Park
Stay in the best location in the heart of the East Village/Wicker Park neighborhoods! Located on a quiet tree-lined street, you’ll be only steps to the cafes, restaurants, bars, and shops that flank trendy Division Street; a short walk to the vibrant Chicago Ave and Milwaukee Ave restaurant & retail corridors. Just off the Division Blue Line “L” stop, we’re just a quick train ride to both the Downtown Loop (8 minutes) and O’Hare International Airport (35 minutes).

The Logandale: HUGE Mid-Century Home, sleeps 15
Welcome to The Logandale! This 4 bed/3 bath mid-century modern home is ideal for families, professionals, and groups. Enjoy an open floor plan, private patio, game room, and bedrooms with memory foam mattresses. The fully-equipped kitchen, Smart TVs with Netflix, and a backyard fire pit ensure a comfortable stay. Located in the trendy Avondale/Logan Square, you're close to public transport, eateries, and attractions. Experience Chicago's best with us! 🌃🛏️🎮🔥

Kid friendly 2 bedroom w/ private office
Private first-floor 2-bed apartment in hip Logan Square. Full bath, kitchen, WFH space and separate entrance. Walk to restaurants, cafes, parks, Blue Line/bus, 5 mins from bike rental/606 trail. We are kid/family friendly! We live upstairs with two young kids. Our ideal guest is comfortable with some family noise and apartment living. Cozy, convenient, and perfect for travelers seeking an authentic neighborhood stay! Please read other notes for more info!

Victorian House in Heart of Rogers Park
Newly restored Victorian house giving you a touch of Chicago's history with modern comfort. Feel at home away from home with fully equipped kitchen, entire house, and outdoor spaces with beautifully landscaped garden for lounging, grilling, and chilling. Large screen TV in living room and TVs in each bedroom. Fast Wi-Fi throughout the house. Walking distance to public transit, restaurants, bars, beach and shopping. Designated parking. #TheCatalpa

Modern, Fully Renovated Logan Square Coach House
Newly renovated and modern 4 br coach house designed to be your home away from home in Chicago! Comfortable furniture, clean decor, fresh linens / towels, Amazon Fire TV, and dining area allow for a great stay. You will be minutes away from some of the best restaurants and bars Chicago has to offer and only a 20 minute train ride from the Loop via CTA.
Popular amenities for house rentals in Logan Square
House rentals with a pool

Luxury fenced in modern ranch

Chicago Oasis

Bedford Palace

PRIME Designer Retreat w Patio | Fire Pit |Parking

Rosemont 4BD2BA house with Pool
Weekly house rentals

House Bucktown /wickerPark.

4BR/2.5 Bath in Logan Square

Alluring Avondale Abode

Bucktown Home - Great Location!

Sunny Character-Filled Apartment in Trendy Ukrainian Village

Lux LoganHouse w/garage, Sleeps 12, & rooftop deck

Spacious Retro Logan Square Loft

Logan Sq/Avondale chic Townhome.
Private house rentals

Entire 3 BR+2 office areas & deck, top floor condo

Garden/unit/1+1/cosy

3BD/2BA Chicago Avondale/Logan Square House

Large Unit in Prime Logan Square

NEW! Large/Beautiful Home with 6BDS/4BTH + Garage!

Cozy & Spacious Avondale House Retreat + Game Room

Spacious / New - 8BD/4BTH - Sleeps 16 + Garage!

Luxury 5BD Home: Sauna, Hot Tub, Rooftop, Game Rm
When is the best time to visit Logan Square?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £166 | £164 | £184 | £184 | £189 | £210 | £212 | £229 | £202 | £197 | £181 | £184 |
| 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 house rentals in Logan Square

Total holiday rentals
Explore 80 holiday rentals in Logan Square

Nightly prices starting at
Logan Square holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 5,480 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Logan Square holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Logan Square rentals

4.9 Average rating
Logan Square stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Pet-friendly rentals Logan Square
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- Rentals with a firepit Logan Square
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- Lincoln Park
- Millennium Park
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- Navy Pier
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- 875 North Michigan Avenue
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- University of Chicago
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