Logan Square holiday homes

We found 820 holiday rentals — enter your dates for availability
Discover a selection of 16 homes, 43 apartments and other holiday rentals in Logan Square that are perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts – Logan Square

Showing deals for:30 Oct - 6 Nov

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    Enjoy full kitchens, laundry, pools, gardens and more
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    More space, more privacy, more amenities — more value

Why visit Logan Square

  • Logan Square Park: This green oasis invites visitors for leisurely strolls, picnics, and outdoor activities, perfect for families and nature lovers.
  • Architectural Gems: Marvel at the stunning architecture of local churches and historic buildings that reflect the rich heritage of the neighbourhood.
  • Cultural Vibe: Immerse yourself in the local art scene, featuring galleries and street art that showcase the area's vibrant creativity.
  • Local Cuisine: Enjoy a diverse array of eateries offering everything from casual bites to gourmet dining experiences.
  • Community Spirit: Experience the warm, welcoming atmosphere of this tight-knit neighbourhood, known for its lively streets and friendly locals.

Top attractions near Logan Square

Logan Square in Chicago, Illinois, offers a vibrant urban experience suitable for families and city enthusiasts alike. Visitors can explore Logan Square Park, enjoy the architectural beauty of local churches and skyscrapers, and immerse themselves in the unique culture of the neighbourhood. This area is perfect for outdoor activities and discovering local charm, making it an ideal stop for anyone looking to enjoy the rich community spirit of Chicago.

  • Logan Boulevard: This beautiful tree-lined avenue is perfect for strolling, featuring stunning architecture and vibrant local shops, cafés, and breweries.
  • Logan Square Farmers Market: A lively market offering fresh produce, artisan goods, and local delicacies, showcasing the community’s agricultural talent.
  • The Congress Theatre: A historic venue that hosts a variety of performances, from concerts to film screenings, reflecting the neighbourhood's cultural diversity.

Things to do recommended for couples

For a romantic getaway in Logan Square, explore the charming boulevards hand-in-hand, savour artisanal coffee at local cafes, and enjoy a leisurely bike ride along the picturesque parks. Don't miss a cosy dinner at a trendy eatery, offering delightful cuisine and intimate ambiance.

Things to do recommended for families

Families will love exploring the enchanting playgrounds at Logan Square, visiting the vibrant farmers market, and enjoying the interactive exhibits at the nearby Chicago Children's Museum. Don't miss the beautiful parklands for a relaxing picnic amid nature.

Things to do recommended for groups

Explore the vibrant Logan Square Farmers Market for local produce and crafts, or join a guided mural tour to admire the area's stunning street art. Unwind at one of the many unique breweries or grab a bite at a trendy eatery to savour the local flavours.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Logan Square

When planning your trip, whether you're travelling with a group, as a family, with pets, or seeking longer stays, it's important to filter according to your key priorities. Here are some helpful Vrbo booking tips tailored just for you.

  • Traveling to Logan Square with a group: Consider the amount of sleeping spaces you'll require, along with features like a fully-equipped kitchen or an outdoor area for a get-together. Luckily, on Vrbo you can refine your search to include all of these and more.
  • Traveling to Logan Square with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, alongside ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Logan Square: Some families wouldn’t consider a trip complete without their furry companion. If that’s you, then explore Vrbo listings that welcome pets. Many of these accommodations offer pet bowls and beds, ensuring everyone feels right at home.
  • Planning for a long term stay visiting Logan Square: If you're in search of holiday rentals that offer great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Logan Square

Discover the vibrant urban charm of Logan Square in Chicago, a neighbourhood that offers a blend of family-friendly vibes and city sophistication. Stroll its tree-lined streets, enjoy lush parks, and explore local art and culture. This destination invites you to experience both lively streets and serene corners, making it a perfect base for urban adventures and relaxed moments in the heart of Chicago.

  • Chicago: Chicago, a vibrant metropolis, is known for its stunning architecture and rich cultural scene. Situated around Logan Square, it offers a myriad of attractions that appeal to families and outdoor enthusiasts alike. Visitors can explore the bustling shopping areas, enjoy arena entertainment, or take in a show at one of the many theatres. Notable landmarks include iconic sports stadiums and expansive urban parks, providing ample opportunities for recreation and relaxation. The city’s diverse culinary landscape and dynamic neighbourhoods make it an exciting destination to experience urban life.
  • Downtown Chicago: Located approximately 8km from Logan Square, Downtown Chicago is a bustling hub that embodies the city's energy and charm. This area is perfect for family outings, outdoor activities, and city exploration. Visitors can indulge in shopping, catch a thrilling game at a sports facility, or enjoy a theatrical performance. The proximity to major attractions like urban parks and tourist precincts makes it a convenient base for exploring the city’s highlights. The vibrant atmosphere and stunning skyline contribute to a memorable travel experience.
  • Bucktown: Bucktown, just 3km from Logan Square, is a trendy neighbourhood that combines artistic flair with a family-friendly vibe. Known for its lively theatre scene and music concerts, this area offers a unique cultural experience. Visitors can unwind in local recreation parks or attend events at various conference venues. The blend of urban parks and entertainment options makes Bucktown an inviting spot for those seeking both relaxation and activity in a charming setting.

Best time to go to Logan Square

If you're planning a trip to Logan Square, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverage
February27.0°F (-2.8°C)Light RainMostly CloudyAverage
March37.0°F (2.8°C)Light RainMostly CloudyAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly High
May57.0°F (13.9°C)Light RainMostly SunnyAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly High
August73.0°F (22.8°C)Light RainMostly SunnyAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly Low
November42.3°F (5.7°C)Light RainMostly SunnySlightly Low
December33.1°F (0.6°C)Light RainMostly CloudySlightly Low

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can lead to varying prices. Additionally, extending your stay often brings about significant savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a dedicated space where you can create new journeys, continue planning, or review and organise your bookings. Properties you’ve saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To explore Trip Boards, visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday home accommodation in Logan Square?
The most in-demand types of holiday homes in Logan Square are apartments. Prefer something different? Bookabach offers a variety of options to match our guests' requirements, so you'll see holiday homes in all sizes and shapes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a holiday home in Logan Square?
The average price for a holiday home in Logan Square is determined by several factors, including length of stay, property type and season. Whether you're thinking about a villa with space for extended family or a quaint cabin just enough for two, just add your dates of travel to view stays that offer great value.
How much does it cost to rent a beach house in Logan Square?
The average price for a holiday home near the beach in Logan Square depends on when you're travelling and the size and type of property you're looking for. Find prices quickly and easily on Bookabach by entering your dates of travel. Then use the handy filter tool to choose the number of bedrooms and amenities that you require, like WiFi, a pool and air conditioning.
Are there pet-friendly holiday homes in Logan Square?
Good news! Yes. You'll have your pick of 42 holiday homes that allow pets in Logan Square. Plenty of our pet-friendly holiday homes come with space outdoors for your fur child to play around in, special dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Bookabach.
Can I rent a house with a pool in Logan Square?
Check the "pool" box in our handy filter tool and choose from five houses with private pools in Logan Square on Bookabach. Morning swim, sunset soak or midnight dip? Downtime is up to you when your holiday property has its own swimming pool.
What are popular home amenities in Logan Square?
Some of the most popular home amenities people search for in Logan Square are a garden, nearby museums and a fireplace. Whether you're on the road with family, your besties or even pets, Bookabach holiday homes provide the best amenities for making new memories with the people that matter most.
Are there large group holiday homes in Logan Square?
Logan Square has six holiday properties that can host 10 or more people. These stays come with the space you need to enjoy good times with loved ones.
Are there holiday homes in Logan Square that welcome kids?
With 42 family-friendly holiday properties available in Logan Square, now is a great time to introduce the kiddos to the excitement of travel. Click on our "Properties good for families" filter box to search for stays loaded with amenities ideal for holidaying families, such as kitchens, private pools, entertainment areas and bunk beds.
What are the top attractions for families in Logan Square?
Keeping the kids happy during your Logan Square holiday is simple with these leading family-friendly attractions:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom holiday homes in Logan Square?
You'll find seven one-bedroom properties in Logan Square to choose from. A one-bedroom holiday property is a wonderful option if it's only two of you or if you're travelling solo. Throw in more space, convenience and privacy than a hotel, and you're bound to have a break to remember.
Can I find two-bedroom holiday homes in Logan Square?
Gather your besties and enjoy peace, privacy and comfort in one of the 16 two-bedroom holiday homes Logan Square has to offer.
Are there holiday homes with WiFi in Logan Square?
Logan Square has six holiday homes with WiFi, so you can stay connected when you're away. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to updating your social media, these Bookabach homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Logan Square?
You can choose from 39 holiday homes with air conditioning in Logan Square offering that cooling breeze and extra comfort level. Enter your preferred travel dates and then use our handy filters to help you find stays with air conditioning.
How old do you have to be to rent a holiday home in Logan Square?
The minimum age is generally 16, 18 or 21. It can differ from one property to another on Bookabach, so look at the rules of your preferred Logan Square holiday home before booking your escape.
How long can I rent a holiday home in Logan Square for?
It's up to the Logan Square property. To look at a list of options offering extended stays, simply enter your travel dates and number of guests into Bookabach's search page. You can look forward to having the whole place to yourself, as well as amenities such as a fully-equipped kitchen, air conditioning and an outdoor space to run around in. Keep your eyes open for any long-term stays that offer weekly or monthly discounts.