Logan Square vacation rentals

We found 808 vacation rentals — enter your dates for availability

Discover a selection of 18 homes, 62 apartments, and other vacation rentals in Logan Square that are perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll have the amenities you expect and more, including air conditioning and WiFi. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find out more about Logan Square

Why visit Logan Square

  • Family-Friendly Atmosphere: Logan Square offers a welcoming environment perfect for families, featuring parks and outdoor activities.
  • Indie Cafes and Unique Shops: Stroll through lively streets filled with charming cafes and distinctive boutiques.
  • Urban Parks: Enjoy the green spaces of Logan Square Park, ideal for picnics and relaxation.
  • Stunning City Views: Experience breathtaking views of Chicago's skyline while exploring the neighborhood.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy apartments and stylish condos.

Popular types of accommodation around Logan Square

Planning a getaway to Logan Square? You're in for a treat. This vibrant neighborhood offers an array of vacation rentals, from cozy Logan Square apartments to spacious houses and stylish condos. Whether you’re searching for Logan Square Chicago apartments or unique condo rentals, you’ll find plenty of options that cater to your needs. Explore the charm of Logan Square while enjoying the comfort of your perfect home away from home.

  • Apartments: The top choice for vacation rentals in Logan Square, offering modern amenities and convenient locations for travelers.
  • Houses: A popular option for larger groups or families, providing a home-like atmosphere with plenty of space.
  • Condos: A stylish alternative, often featuring shared facilities and great views, making them a favored selection.
  • Cottages: A charming and cozy option, perfect for those seeking a quaint retreat during their stay.**

Top attractions near Logan Square

Logan Square in Chicago is perfect for family-friendly and outdoor vacations, offering a mix of urban parks, stunning skyscrapers, and nearby beaches. Visitors can explore local attractions like Logan Square and Logan Square Park, catering to those seeking cultural experiences and a vibrant city atmosphere. With its diverse offerings, Logan Square promises an engaging and memorable experience for all travelers.

  • Michigan Avenue: Known as the Magnificent Mile, this vibrant street offers a mix of high-end shopping, dining, and historic architecture, capturing the essence of urban Chicago.
  • Chicago Riverwalk: A beautiful waterfront promenade perfect for families, featuring parks, cafes, and stunning views of the city, ideal for leisurely strolls and outdoor activities.
  • Willis Tower: One of the tallest skyscrapers in the U.S., offering breathtaking views from the Skydeck and a chance to experience the city skyline from above.

Things to do recommended for couples

For a romantic getaway in Logan Square, catch a concert at the Aragon Ballroom, savor a meal at the historic Michael Jordan Restaurant, or indulge in wine tasting at Lynfred Winery. Each offers a unique atmosphere perfect for couples seeking memorable experiences together.

Things to do recommended for families

Your family will love catching a Cubs game at Wrigley Field, just 3 miles away, or enjoying the serenity of Hamlin Park, located 2 miles from Logan Square. For a relaxing day, head to Northerly Island Natural Area, 7 miles away, where wellness and nature combine beautifully.

Things to do recommended for groups

Groups visiting Logan Square can enjoy a show at the Vic Theatre, explore the humor at Second City, and shop at Chicago Place Mall, all within a short drive. These activities offer a mix of culture, entertainment, and family-friendly vibes for a memorable experience.

*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

If you're planning a trip with friends, family, pets, or seeking extended stays, be sure to prioritize your preferences in the search. Here are some helpful Vrbo booking tips for you.

  • Traveling to Logan Square with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Logan Square with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Logan Square: For many, a family vacation feels incomplete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all family members feel comfortable and at home.
  • Planning for a long term stay visiting Logan Square: If you're in search of vacation rentals that offer discounts 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Logan Square

Logan Square is a vibrant neighborhood in Chicago that offers a perfect blend of urban charm and family-friendly experiences. Visitors can explore lively streets filled with indie cafes and unique shops, while enjoying stunning city views. Just a short trip away, downtown Chicago presents a bustling atmosphere with plenty of attractions. Whether you're seeking outdoor adventures or a romantic evening, Logan Square and its surrounding areas provide a memorable vacation experience.

  • Chicago: Chicago is a vibrant metropolis that perfectly blends urban culture with family-friendly attractions. Located in the heart of the Midwest, Logan Square is part of this bustling city, making it an ideal base for exploration. Travelers can immerse themselves in a variety of experiences, from shopping in diverse districts to enjoying thrilling events at arena entertainment facilities. Major landmarks such as sports stadiums and tourist precincts are easily accessible, offering excitement for all ages. Whether you're catching a game or exploring the city's rich history, Chicago promises an unforgettable urban adventure.
  • Downtown Chicago: Just five miles from Logan Square, Downtown Chicago is the city's bustling core, known for its iconic skyline and vibrant atmosphere. This neighborhood invites families and tourists alike to explore its myriad attractions, including premier shopping areas and renowned theaters. Visitors can enjoy captivating performances or take a stroll along the scenic riverwalk. With its proximity to historic landmarks and sports facilities, Downtown Chicago is a prime destination for those seeking an energetic city experience, making it a must-visit during your stay.
  • Palmer Square: Located a mere 0.6 miles from Logan Square, Palmer Square is a charming neighborhood that offers a mix of family-friendly activities and outdoor experiences. The park at its center is perfect for relaxing strolls or picnics, and the area hosts various music concerts and community events throughout the year. With easy access to shopping areas and recreational spaces, Palmer Square is an inviting spot for visitors looking to enjoy a laid-back yet engaging atmosphere while still being close to the excitement of the city.

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. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverageSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageSlightly Low
April46.0°F (7.8°C)Light RainMostly SunnySlightly HighAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
August73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next trip? Consider adjusting your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you find the best options for your getaway.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you'll receive OneKeyCash on the total booking amount. Being the trip organizer really pays off. Sign up for our One Key rewards program to enjoy exclusive savings for members and earn OneKeyCash on eligible stays. Join us today and start reaping the rewards.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan new trips, pick up where you left off, or review and manage your travel arrangements. You can easily access the properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Logan Square?
In Logan Square, apartments are the most popular type of vacation rental, with about 46 available throughout this vibrant neighborhood. These apartments typically feature modern amenities such as fully equipped kitchens, stylish living spaces, and often outdoor areas like balconies or patios to enjoy the lively option. Additionally, there are around 16 vacation houses that provide more spacious rooms, ideal for families or larger groups. These homes usually come with multiple bedrooms, private yards, and areas for outdoor gatherings.
How much does it cost to rent a vacation home in Logan Square?
Prices for vacation rentals in Logan Square vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Logan Square to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Logan Square vacation house rentals?
You can find great discounts on house rentals in Logan Square on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Logan Square?
In Logan Square, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals. Many rentals also feature coffee and tea makers for a quick caffeine fix. Pet-friendly options are available, accommodating travelers who wish to bring their furry companions along. Additionally, some properties provide travel cribs for families with young children, ensuring a comfortable stay. A desk is often included, making it convenient for those who may need to work or study during their visit.
Can I find family house rentals in Logan Square?
In Logan Square, Illinois, there is a wide selection of family-friendly house rentals, with around 37 available options. This vibrant neighborhood is known for its community feel and artistic vibe, making it an ideal spot for families. Many homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces such as private yards or patios where children can play. Visitors can also expect amenities like Wi-Fi and laundry facilities, enhancing the convenience of their stay.

Logan Square is well-connected to local attractions, with nearby parks offering playgrounds and green spaces for outdoor activities. The area also boasts a variety of dining options, cafes, and shops, providing plenty of opportunities for family outings.
Can I rent a vacation home with a pool or hot tub in Logan Square?
In Logan Square, you can find several vacation homes available for rent that feature pools and hot tubs. This vibrant neighborhood in Chicago offers a mix of modern amenities and classic charm, making it a desirable location for travelers. Many properties come equipped with relaxing hot tubs, outdoor spaces for gatherings, and well-appointed kitchens for home cooking. Some rentals may also include features like spacious backyards, fire pits, and patios, great for enjoying the Chicago summers.
Are there any Logan Square vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Logan Square with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Logan Square?
In Logan Square, travelers can find a variety of pet-friendly vacation rentals available, with around 27 options to choose from. This vibrant neighborhood is known for its artistic vibe, featuring a mix of vintage and modern homes. Many of the vacation rentals here come equipped with amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces where pets can enjoy fresh air.

Logan Square is also home to several parks that are ideal for pet owners. The expansive Logan Square Park offers walking paths, green spaces, and a dog-friendly environment, making it a great spot for leisurely strolls with your furry friend. Additionally, the neighborhood hosts numerous pet-friendly cafes and restaurants, allowing travelers to enjoy the local culinary scene while accommodating their pets.
Can I find long-stay vacation rentals in Logan Square?
A long-stay vacation rental in Logan Square is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Logan Square for a vacation rental?
The most popular time to visit Logan Square is during the summer months, particularly in July, when the neighborhood comes alive with vibrant energy and a lot of activities. This peak season, spanning from June to August, offers visitors an opportunity to enjoy outdoor festivals, farmers' markets, and the charm of the local parks, all under warm temperatures that typically range from the mid-70s to low 90s Fahrenheit.

During this lively season, you'll find plenty of opportunities for sightseeing and enjoying the community's rich arts scene, with street art and local music performances enhancing the experience. It's an ideal time for travelers who love to immerse themselves in the cultural fabric of the area, with events like the Logan Square Farmers Market showcasing local produce and artisan goods.

For those looking to travel on a budget, consider visiting in November. Although this month is outside the bustling summer season, it offers a wonderful opportunity to explore the neighborhood's unique cafes, boutiques, and cozy atmosphere without the crowds. The crisp autumn air and changing leaves add to the charm, making it a delightful time for leisurely strolls.

Ultimately, your choice of when to visit Logan Square will depend on whether you thrive in the energetic summer vibe filled with activities or prefer a more tranquil experience during the quieter shoulder months.
Are there any remote work vacation rentals in Logan Square?
In Logan Square, Illinois, there are numerous vacation rentals suitable for remote work, with about 54 options available. This vibrant neighborhood is known for its artistic vibe, beautiful parks, and a variety of dining options, making it an appealing location for both work and leisure. Many of the rentals feature essential remote work amenities such as high-speed Wi-Fi, dedicated desk spaces, and ergonomic chairs, ensuring a comfortable working environment. Some properties even include additional features like computer monitors available for booking to enhance productivity.

Logan Square is also home to various local attractions, including the iconic Logan Theatre and a variety of green spaces like the expansive Logan Square Park, providing great spots for breaks or after-work relaxation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Logan Square vacation rental?
Book your Logan Square vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Logan Square, Illinois, United States of America?
Logan Square is a vibrant neighborhood in Chicago known for its rich cultural scene and historic architecture. One of the top attractions is the Logan Square Farmers Market, held weekly and featuring local produce, artisanal goods, and food vendors, making it a great spot for foodies. The neighborhood is also home to the beautiful Logan Square Park, which offers a lovely green space for relaxation and outdoor activities, along with a historic fountain and playgrounds.

Art enthusiasts can explore the local murals and galleries, including the nearby Comfort Station, which hosts a variety of events and exhibitions. Additionally, the neighborhood has a thriving dining scene, with a mix of trendy restaurants, cafes, and bars that showcase both local and international cuisine. The music venues in the area often feature live performances, contributing to Logan Square's lively nightlife.
Can I change or cancel my Logan Square home rental booking on Vrbo?
To find Logan Square vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Logan Square vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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