Logan Square vacation rentals

We found 867 vacation rentals — enter your dates for availability

Discover a selection of 19 homes, 59 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.

Vacation rentals with weekly discounts - Logan Square

Showing deals for:Nov 7 - Nov 14
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Find out more about Logan Square

Find out more about Logan Square

Why visit Logan Square

  1. Vibrant atmosphere: Logan Square is known for its lively streets and urban charm, perfect for families and culture seekers alike.
  2. Local parks: Enjoy ample outdoor activities in the area’s beautiful parks, providing a great escape within the city.
  3. Artistic flair: Experience the renowned Logan Square Arts Festival and explore local galleries showcasing unique artworks.
  4. Comfortable accommodations: Choose from a variety of charming apartments and modern condos to make your stay enjoyable.
  5. Proximity to the Chicago Loop: Just a short trip away, the iconic skyline and vibrant business scene await exploration.

Popular types of accommodation around Logan Square

Planning a getaway to Logan Square? You're in for a treat! Discover a variety of accommodations, including charming apartments, houses, and modern condos that cater to every traveller's needs. Whether you're searching for Logan Square Chicago apartments or spacious bedroom apartments, you'll find the perfect vacation rental to make your stay memorable. Explore the vibrant neighbourhood and enjoy the comforts of home during your visit!

  • Apartments: The top choice for vacation rentals in Logan Square, offering spacious living and convenient amenities for your stay.
  • Houses: A popular option for families or groups seeking a home-like atmosphere with privacy and comfort.
  • Condos: A well-liked accommodation type, providing modern facilities and access to shared amenities.
  • Resorts: Ideal for those looking for a full-service experience, featuring recreational activities and dining options.
  • Cabins: A unique lodging choice for those wanting a rustic escape with nature at their doorstep.**

Top attractions around Logan Square

Logan Square in Chicago is perfect for families and those seeking a vibrant city atmosphere. Visitors can explore a variety of attractions, including urban parks, stunning skyscrapers, and lively streets that showcase the local culture. With plenty of options for outdoor activities and family experiences, Logan Square offers something for everyone, making it an ideal destination for travellers looking to immerse themselves in the city's charm.

  1. Michigan Avenue: This iconic street is known for its vibrant city atmosphere, bustling with shops, restaurants, and stunning architecture, making it a must-visit for urban explorers.
  2. Chicago Riverwalk: A picturesque waterfront area perfect for family outings, featuring parks, dining options, and scenic views, ideal for enjoying the outdoors.
  3. Willis Tower: One of Chicago's most famous skyscrapers, offering breathtaking city views from its observation deck, encapsulating the essence of urban life.

Things to do recommended for couples

For a romantic getaway in Logan Square, enjoy a concert at the Aragon Ballroom, savour a meal at the Historic Michael Jordan Restaurant, and indulge in fine wines at Lynfred Winery. Each spot offers a unique atmosphere perfect for couples seeking memorable experiences.

Things to do recommended for families

Families can immerse themselves in the excitement of Wrigley Field, just 4.8km from Logan Square, or unwind at Hamlin Park, 3.2km away, offering a peaceful retreat. For more relaxation, visit the Northerly Island Natural Area, located 11.3km from Logan Square.

Things to do recommended for groups

Experience the vibrant culture at Vic Theatre, only 4.8km from Logan Square, or enjoy a night of laughter at Second City, 6.4km away. For a lively evening, head to Kingston Mines, 4.8km away, where you can soak up the city’s energetic nightlife.

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

When you're planning a trip—whether with a group, as a family, with your pets, or for an extended stay—it's important to prioritize your preferences in your search. Here are some helpful tips for booking on Vrbo.

  • Traveling to Logan Square with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Logan Square with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to family-friendly amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Logan Square: For many families, a vacation isn't truly fulfilling without their furry companions. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Logan Square: If you're seeking 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 include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Logan Square

Logan Square, a vibrant Chicago neighbourhood, offers a delightful mix of urban charm and artistic flair. Families can enjoy the lively atmosphere while exploring local parks and the renowned Logan Square Arts Festival. Just a short journey away, the iconic Chicago Loop beckons with its stunning skyline and bustling business scene. Experience the perfect blend of culture, scenery, and community as you immerse yourself in the unique vibes of Logan Square and its surroundings.

  • Palmer Square: Located 966m from Logan Square, Palmer Square is a charming neighbourhood that offers a perfect blend of family-friendly activities and outdoor experiences. Visitors can enjoy the picturesque urban park and various recreational facilities. The area is known for its vibrant shopping scene and hosts numerous music concerts, making it a great spot for entertainment. The nearby sports facility stadium adds to the excitement, making it an ideal destination for sports enthusiasts and families alike.
  • West Bucktown: Just 1.6km away from Logan Square, West Bucktown is an eclectic neighbourhood known for its dynamic city atmosphere and family-oriented events. This area features a mix of educational venues, shopping districts, and live music performances that cater to various interests. With its proximity to urban parks and a sports facility stadium, West Bucktown is perfect for those looking to explore both cultural and recreational activities. It's a vibrant community that showcases the best of Chicago's urban lifestyle.
  • Avondale: Also situated 1.6km from Logan Square, Avondale is a lively neighbourhood that focuses on sports and family experiences. The area boasts a thriving theatre scene and recreational parks, making it an excellent choice for visitors seeking entertainment and outdoor fun. Local landmarks, including a sports facility stadium and an urban park, provide ample opportunities for relaxation and enjoyment. Avondale's welcoming atmosphere and diverse activities make it a must-visit destination for anyone exploring Chicago.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Are you hoping to save on your upcoming journey? It might be beneficial to keep your travel dates flexible, as prices can vary greatly. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, be sure to use our filters to sort by price, location, and type of vacation rental. We’re here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, or revisit your bookings. Your saved and booked properties are categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Logan Square?
The most in-demand types of vacation rentals in Logan Square are apartments. Prefer something different? Vrbo offers a variety of options to match our guests' requirements, so you'll see vacation homes in all sizes and shapes. The ideal fit is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in Logan Square?
The average price for a vacation rental 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 vacation home near the beach in Logan Square depends on when you're traveling and the size and type of property you're looking for. Find prices quickly and easily on Vrbo 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 vacation rentals in Logan Square?
Good news! Yes. You'll have your pick of 42 vacation rentals that allow pets in Logan Square. Plenty of our pet-friendly vacation rentals 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 Vrbo.
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 Vrbo. Morning swim, sunset soak or midnight dip? Downtime is up to you when your vacation property has its own swimming pool.
What are popular rental amenities in Logan Square?
Some of the most popular rental 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, Vrbo vacation rentals provide the best amenities for making new memories with the people that matter most.
Are there large group vacation rentals in Logan Square?
Logan Square has six vacation 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 vacation rentals in Logan Square that welcome kids?
With 42 family-friendly vacation 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 vacationing 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 vacation is simple with these leading family-friendly attractions:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom vacation rentals in Logan Square?
You'll find seven one-bedroom properties in Logan Square to choose from. A one-bedroom vacation property is a wonderful option if it's only two of you or if you're traveling 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 vacation rentals in Logan Square?
Gather your besties and enjoy peace, privacy and comfort in one of the 16 two-bedroom vacation rentals Logan Square has to offer.
Are there vacation rentals with WiFi in Logan Square?
Logan Square has six vacation rentals 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 Vrbo homes make it a cinch to get online.
How can I find vacation rentals with air conditioning in Logan Square?
You can choose from 39 vacation 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 vacation rental in Logan Square?
The minimum age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so look at the rules of your preferred Logan Square vacation rental before booking your escape.
How long can I rent a vacation rental 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 Vrbo'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.

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