Logan Square holiday lettings

We found 815 holiday rentals — enter your dates for availability

Discover a selection of 17 homes, 53 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:26 Sept - 3 Oct
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Why visit Logan Square

  • Cultural attractions: Discover local gems like the Logan Theatre and the scenic Logan Square Park, perfect for families and culture enthusiasts.
  • Outdoor activities: Enjoy the vibrant boulevards and numerous urban parks, ideal for leisurely strolls and outdoor adventures.
  • Local cuisine: Indulge in a variety of delightful eateries that showcase the neighbourhood's culinary diversity.
  • Lively atmosphere: Experience the energetic vibe at Emporium Logan Square, a hub for entertainment and socialising.
  • Accommodation options: Choose from a range of holiday rentals, from cosy flats to spacious apartments, tailored for your stay.

Popular types of accommodation around Logan Square

Vrbo offers a variety of vacation rentals in Logan Square, including apartments, private holiday homes, and condos. Whether you're seeking a spacious bedroom apartment in Logan or a cosy flat, you’ll find the perfect accommodation to suit your needs. With options like apartment rentals in Logan Square, your ideal getaway is just a click away. Choose the right place for your stay and enjoy all that this vibrant area has to offer.

  • Flats: The most sought-after option for holiday rentals in Logan Square is flats, offering a comfortable and convenient stay.
  • Private Holiday Homes: Coming in second, private holiday homes provide a homely atmosphere perfect for families or groups.
  • Condos: In third place, condos present modern amenities and spacious living for a relaxing getaway.
  • Cottages: Rounding out the list, cottages offer a quaint and charming retreat for a peaceful escape.**

Top attractions near Logan Square

Logan Square is an ideal destination for families and those seeking a vibrant city experience. Visitors can explore local attractions such as the Logan Theatre and Logan Square Park, alongside notable sites like urban parks, skyscrapers, and churches. This area beautifully caters to those interested in culture and outdoor activities, ensuring a memorable holiday for all.

  • Michigan Avenue: A vibrant street known for its bustling atmosphere, Michigan Avenue boasts a mix of high-end shops, dining, and cultural attractions, making it a must-visit for those seeking the quintessential Chicago experience.
  • Chicago Riverwalk: This picturesque promenade along the Chicago River offers a delightful outdoor experience, perfect for families. Enjoy scenic views, charming eateries, and opportunities for leisurely strolls or boat tours.
  • Willis Tower: Once the tallest building in the world, Willis Tower features an observation deck with stunning city views. Its impressive architecture and iconic presence add to Chicago's city vibes.

Things to do recommended for couples

For a memorable couple's retreat in Logan Square, enjoy a concert at the vibrant Aragon Ballroom, dine at the charming Historic Michael Jordan Restaurant, or indulge in exquisite wines at Lynfred Winery. Each experience promises romance and entertainment, perfect for creating lasting memories together.

Things to do recommended for families

Families visiting Logan Square can experience the excitement of a Chicago Cubs game at Wrigley Field, enjoy the serenity of Northerly Island Natural Area, and unwind at Norridge Park District, offering plenty of space for relaxation and leisure activities.

Things to do recommended for groups

Enjoy a night out at the Vic Theatre, just 1.9km from Logan Square, for a blend of entertainment and culture. Alternatively, share some laughs at The Second City, 2.5km away, or explore the vibrant Logan Square Farmers Market for a taste of local life.

Booking with Vrbo is simple

Are you keen to save on your upcoming getaway? It might be worthwhile to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that suits your budget, take advantage of our filters to organise by price, location, and type of holiday rental.

Where to stay near Logan Square

Logan Square, a vibrant neighbourhood in Chicago, offers a delightful blend of urban charm and family-friendly attractions. Visitors can explore the scenic boulevards, indulge in local eateries, and enjoy the lively atmosphere at Emporium Logan Square. With its rich cultural vibe, Logan Square is perfect for those seeking a mix of outdoor adventures and romantic spots, making it an ideal destination for a memorable holiday.

  • Chicago: Chicago is a vibrant metropolis located approximately 3.1km from Logan Square. Known for its dynamic atmosphere, visitors flock to the city for a family-friendly experience filled with outdoor activities and urban exploration. Key highlights include an array of shopping areas, arena entertainment facilities, and educational venues. Don't miss iconic landmarks such as the local stadiums and the bustling tourist precinct, which offer a rich taste of the city's culture and excitement.
  • Downtown Chicago: Just 3.1km from Logan Square, Downtown Chicago is a lively neighbourhood that encapsulates the essence of city life. It's a popular destination for families and outdoor enthusiasts, offering a plethora of shopping areas, arena entertainment, and theatrical performances. The area is dotted with significant landmarks, including stadiums and a vibrant tourist precinct, making it an ideal spot to immerse yourself in the energetic atmosphere and diverse offerings of the Windy City.
  • Palmer Square: Located a mere 373m from Logan Square, Palmer Square is a charming neighbourhood perfect for families and city lovers alike. The area boasts lovely shopping spots, a picturesque recreation park, and frequent music concerts, providing a delightful urban experience. Key attractions include lush urban parks and nearby stadiums, ensuring that visitors can enjoy both relaxation and entertainment in this inviting locale.

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

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

If you’re travelling with a group, as a family, bringing your pets, or seeking longer stays, be sure to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Logan Square with a group: Think about how many bedrooms you require, along with additional features like a fully-equipped kitchen or outdoor space for group gatherings. Fortunately, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Logan Square with young kids: Journeying with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable amenities for their age, such as a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Logan Square: For many, a family holiday isn't truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel comfortable and at home.
  • Planning for a long term stay visiting Logan Square: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filters, you can effortlessly locate and save on monthly accommodations. You might also want to include features like a parking space, a well-equipped kitchen, or a private pool in your search.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is designed to help you plan your travels, allowing you to initiate new trips, refine your existing plans, and manage your bookings with ease. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Logan Square?
The most in-demand types of holiday rentals in Logan Square are apartments. Prefer something different? Vrbo 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 rental in Logan Square?
The average price for a holiday 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 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 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 holiday rentals in Logan Square?
Good news! Yes. You'll have your pick of 42 holiday rentals that allow pets in Logan Square. Plenty of our pet-friendly holiday 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 holiday 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 holiday rentals provide the best amenities for making new memories with the people that matter most.
Are there large group holiday rentals 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 rentals 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 rentals 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 rentals in Logan Square?
Gather your besties and enjoy peace, privacy and comfort in one of the 16 two-bedroom holiday rentals Logan Square has to offer.
Are there holiday rentals with WiFi in Logan Square?
Logan Square has six holiday 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 holiday rentals 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 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 holiday rental before booking your escape.
How long can I rent a holiday 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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