Discover Your Perfect Logan Square Vacation Homes

Logan Square Luxury Rentals

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6.0 (2 Reviews)
Apartment
Bright & Modern 3BR and 1BA in Logan Square
  • Air Conditioner
  • Security/Safety
  • Fireplace/Heating
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Logan Square Pet Friendly Vacation Rentals

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Logan Square Large Vacation Homes

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Why Choose Rent By Owner for your Logan Square Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Logan Square Vacation Rentals

Where are the best neighborhoods to stay in Logan Square?

When selecting a neighborhood to stay in within Chicago, Illinois, Logan Square offers a vibrant and welcoming atmosphere that caters to a variety of travel preferences. This neighborhood is known for its lively arts scene, diverse dining options, and beautiful historic architecture, making it an ideal choice for those seeking an authentic Chicago experience. Staying in Logan Square provides convenient access to city attractions while allowing you to enjoy the comfort and charm of a dynamic community. Whether you're exploring local cafes or strolling through scenic streets, this area ensures a memorable visit with its unique blend of culture and hospitality.

Bucktown

In Bucktown, you'll find a vibrant neighborhood known for its eclectic mix of boutique shops and stylish eateries, making it an ideal base for exploring the local scene. Staying here places you close to Chicago's dynamic arts and dining options, all within a lively community atmosphere.

View 24+ Rentals in Bucktown

Avondale

This area offers a diverse and welcoming environment with easy access to trendy cafes and cultural spots, perfect for experiencing authentic Chicago life. Your stay here provides a comfortable and convenient starting point to explore the region’s rich neighborhoods.

View 38+ Rentals in Avondale

Palmer Square

Situated near charming parks and local shops, Palmer Square provides a relaxed ambiance that complements your visit to the city. It's an excellent choice for travelers seeking a peaceful retreat while remaining close to the area's lively attractions.

View 1600+ Rentals in Palmer Square

West Bucktown

West Bucktown offers a trendy setting with boutique eateries and artsy venues, making it perfect for those wanting to experience Chicago’s creative side. Staying in this part of town puts you right at the heart of one of the city's most fashionable neighborhoods.

View 35+ Rentals in West Bucktown

Hermosa

Hermosa exudes a friendly, community-oriented vibe with local parks and casual dining options, ideal for a laid-back Chicago experience. Your accommodations here give you easy access to the area's welcoming atmosphere and nearby attractions.

View 625+ Rentals in Hermosa

Best Times to Visit Logan Square

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as certain seasons in Logan Square offer more pleasant weather and vibrant local events that make your stay even more memorable.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences warm weather perfect for exploring and enjoying outdoor activities. This is a lively time where local events and festivals attract visitors looking for an energetic atmosphere.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F
autumn
Early Fall (September to October)

This season offers mild temperatures and vibrant fall foliage, making it an ideal time to immerse yourself in the region's natural beauty and cultural events without the summer crowds.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 50°F to 60°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and quieter streets, providing a peaceful setting to enjoy indoor cultural attractions and cozy accommodations in this destination.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Early Spring (March to April)

As the region transitions from winter, fewer visitors come during this shoulder season, offering a more relaxed experience and affordable rates for your stay in the area.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Logan Square

How to Book Your Logan Square Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Logan Square

More Top-Rated Vacation Rentals in Logan Square Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor patio or deck, perfect for relaxing or dining al fresco amidst the area's vibrant atmosphere.
  • Take advantage of landscaped gardens or green spaces that may be available to enhance your outdoor experience in this destination.
  • Look for properties with outdoor seating areas, ideal for unwinding after exploring the local attractions.
  • Many rentals feature convenient parking spaces for outdoor storage or easy access during your stay here.
  • Some options include shared courtyards or communal outdoor areas to connect with fellow travelers in the region.
  • If you’re into outdoor activities, check for amenities like bike racks or storage to support your adventures around the city.
  • Seek out accommodations with viewing balconies or rooftops offering scenic vistas of the neighborhood’s skyline or surrounding scenery.

Top Attractions Around Logan Square

What attractions are nearby?

Within this vibrant neighborhood, you can enjoy a variety of activities such as exploring local parks, discovering unique dining experiences, and immersing yourself in the area’s lively arts scene, making your stay here both memorable and engaging.

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Family Activities

  • Logan Square Farmers Market: Visit this vibrant market to enjoy fresh, local produce and family-friendly activities in the heart of the neighborhood.
  • Six Corners Shopping District: Explore a variety of shops, eateries, and entertainment options perfect for a day out with the entire family.
  • Logan Theatre: Catch a family movie at this historic theatre that offers a cozy atmosphere and classic film screenings.
  • Palmer Square Park: Relax and play at this spacious park featuring playgrounds and open areas ideal for picnics and outdoor fun.
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Adult Activities

  • Visit the Logan Square Farmers Market: Experience fresh local produce and artisanal goods at this popular outdoor market, perfect for a leisurely weekend morning.
  • Explore the Chicago History Museum’s neighborhood exhibits: Dive into the rich history of the area through engaging exhibits that reveal its unique cultural evolution.
  • Enjoy craft brews at local breweries: Savor innovative beers crafted by neighborhood breweries, offering a taste of the area's vibrant brewing scene.
  • Discover eclectic art at local galleries: Browse diverse exhibitions showcasing contemporary and traditional artworks in the region's independent art spaces.

Other Places to Stay in Logan Square, IL

Concord Music Hall
Concord Music Hall Vacation Rentals
Palmer Square
Palmer Square Vacation Rentals
Logan Square Night Market
Logan Square Night Market Vacation Rentals
Logan Square Farmers Market
Logan Square Farmers Market Vacation Rentals
Illinois Centennial Memorial Column
Illinois Centennial Memorial Column Vacation Rentals
Busy Beaver Button Museum
Busy Beaver Button Museum Vacation Rentals
West Bucktown
West Bucktown Vacation Rentals
More Places to Stay Near Logan Square

Logan Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining and Coffee Shops: Take advantage of the area's thriving culinary scene by sampling local restaurants and cafes that showcase Logan Square’s unique flavors.
  • Plan for Neighborhood Walks: Discover its vibrant street art, boutique shops, and green spaces on foot to fully experience the charm of this destination.
  • Visit Community Events: Check out seasonal markets, music festivals, or neighborhood gatherings to immerse yourself in the lively community atmosphere.
  • Utilize Public Transit Options: Make the most of nearby transportation services to easily access other parts of the city and explore the region’s popular attractions.

Transportation Options

  • Chicago Transit Authority (CTA) trains and buses: You can easily access this reliable public transportation network to explore the region from your vacation rental nearby.
  • Lime and Bird e-scooters: These convenient scooters are perfect for quick trips around the neighborhood or short distances in the area.
  • Divvy bike share system: Rent a bike through Divvy to enjoy an eco-friendly and flexible way to see the city at your own pace.
  • Taxi and rideshare services: Professional Uber, Lyft, and taxi options are readily available for direct and comfortable transportation here.

Local Customs Options

  • Chicago-style Pizza Etiquette: When visiting local eateries, you’ll find that sharing a deep-dish pizza is a popular tradition here, reflecting the area's rich culinary heritage.
  • Neighborhood Greetings: It’s customary to exchange friendly nods or waves when strolling through the streets of this vibrant district, showcasing its welcoming community spirit.
  • Local Art Appreciation: Appreciating public murals and street art is part of the area's culture, offering a glimpse into the neighborhood's creative soul.
  • Seasonal Festival Participation: Engaging in seasonal events like summer block parties or fall festivals often involves embracing local customs and celebrating here together.

Frequently Asked Questions About Logan Square?

1. What are the top vacation rentals in Logan Square?

There are a lot of options in Logan Square. If you plan on staying in the Logan Square area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Logan Square:

2. Which vacation homes in Logan Square are best for families?

If you are looking for a family-friendly vacation home in Logan Square, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Logan Square:

3. How many Rentbyowner vacation rentals are available in Logan Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 155 in the Logan Square area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Logan Square. 

4. What is the cancellation policy for vacation rentals in Logan Square, Chicago?

Cancellation policies vary by listing, so it’s important to review the specific terms on the property’s page. For detailed information, refer to the listing details or contact the property owner directly.

5. How do I know if a vacation rental in Logan Square has the amenities I need?

Each property listing includes a comprehensive amenities section. Be sure to review it carefully to ensure the rental meets your needs. You can also reach out to the host for additional questions about the amenities offered.

6. Are there any restrictions or house rules I should be aware of when booking in this area?

Yes, most listings specify house rules and restrictions, including pet policies, noise limitations, and check-in procedures. Always read these details thoroughly before confirming your reservation.

7. What is the process for checking in and checking out of vacation rentals in Logan Square?

The check-in and check-out procedures are listed in each property’s details. Many rentals offer flexible options, but it’s best to confirm the exact times and methods directly with the host prior to your stay.

8. How can I find the most suitable vacation rental in this destination for my travel dates?

To find the ideal property, use the search filters available on the website, such as dates, number of guests, and desired amenities. If needed, contact the host for further assistance to ensure the rental fits your needs.