Discover Your Perfect Lincoln Square Vacation Homes

Lincoln Square Pet Friendly Vacation Rentals

7.8 (602 Reviews)
Bed & Breakfast
The Villa Toscana
  • Parking
  • Pet Friendly
  • Security/Safety
View Availability
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Lincoln Square Large Vacation Homes

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Why Choose Rent By Owner for your Lincoln 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.

Best Times to Visit Lincoln Square

When should you plan your Vacation Rentals stay?

Timing your visit to suit the local seasons and events can greatly enhance your experience, allowing you to enjoy the area's vibrant community and authentic charm during your stay in Lincoln Square, Chicago.

Peak Season Highlights

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Summer (June to August)

During the warmest months, you can enjoy the lively atmosphere and outdoor events that draw many visitors. This is when the region's vibrant community spirit enhances your stay.

Average Temperature Daytime: approximately 80-85°F - Nighttime: around 65-70°F
autumn
Fall (September to November)

As the region’s foliage reaches its peak, you'll experience a picturesque backdrop ideal for exploring local landmarks and engaging in seasonal festivities. This period sees an influx of visitors seeking scenic views and cultural events.

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

Off-Season Highlights

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Winter (December to February)

The quieter winter months provide a peaceful environment with fewer tourists, perfect for those looking to enjoy the region’s cozy ambiance and indoor attractions.

Average Temperature Daytime: around 30-40°F - Nighttime: near 20-30°F
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Spring (March to May)

Early spring offers a mild climate and fewer crowds, making it an ideal time to explore the area's cultural venues and scenic spots without the rush of peak season.

Average Temperature Daytime: about 50-65°F - Nighttime: around 35-45°F

Weekly Weather Forecast for Lincoln Square

How to Book Your Lincoln 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 Lincoln Square

More Top-Rated Vacation Rentals in Lincoln 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 outdoor seating areas such as patios or decks to relax and unwind in the fresh air.
  • Take advantage of communal gardens or shared yards available at many properties.
  • Look for on-site BBQ grills to enhance your outdoor dining experience during your stay.
  • Benefit from private balconies or terraces offering views of the surrounding neighborhood.
  • Utilize nearby parks or green spaces perfect for outdoor activities and picnics.
  • Explore outdoor recreational amenities like bike racks or storage areas for sports equipment.
  • Make use of available outdoor lighting to enjoy evenings in the comfort of your rental’s exterior space.

Top Attractions Around Lincoln Square

What attractions are nearby?

Within this vibrant neighborhood, you can enjoy a variety of activities nearby, from exploring local shops and cafes to engaging in cultural events that showcase the area's unique charm.

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Family Activities

  • Lincoln Square Farmers Market: Explore this vibrant market to enjoy fresh local produce and family-friendly activities that showcase the area's community spirit.
  • Waldheim Cemetery: Take a peaceful stroll through this historic cemetery, offering scenic views and an educational experience about the region’s heritage.
  • Scheba Library: Visit for storytime sessions and children’s programs that invite families to engage with local culture and learn together.
  • Lincoln Square Arts & Crafts Festival: Attend this lively festival featuring local artisans and entertainment, perfect for creating memorable family moments in the area.
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Adult Activities

  • Music and Theater at the Chopin Theatre: Experience live performances and cultural events that showcase local talent in this renowned Chicago theater, ideal for enriching your stay.
  • Dining at Local Restaurants: Savor diverse culinary delights at eateries across the neighborhood, offering both international flavors and classic American fare to complement your visit.
  • Strolling through Winnemac Park: Enjoy leisurely walks or relaxing picnics in this scenic park, providing a peaceful retreat amidst the city's vibrant energy.
  • Shopping in the Neighborhood Boutiques: Explore unique shops featuring artisan goods and vintage finds, perfect for discovering memorable souvenirs during your trip here.

Lincoln Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining: Savor the region's unique culinary scene by trying out local eateries and cozy cafes that define this destination's charm.
  • Visit Community Events: Check out ongoing community events or festivals to immerse yourself in the area's vibrant local culture during your stay.
  • Discover Unique Neighborhoods: Take time to stroll through different neighborhoods nearby to experience the diverse architecture and local ambiance.
  • Utilize Public Transit: Maximize your exploration by using the area's accessible public transportation options to easily reach popular attractions and hidden gems.

Transportation Options

  • Metra Train Service: The Metra commuter trains provide convenient access to the region, making it easy for you to explore Chicago and beyond from your stay here.
  • Chicago Transit Authority (CTA) Buses and 'L' Trains: Public transportation options like buses and elevated trains connect this destination seamlessly with the city’s vibrant neighborhoods and attractions.
  • Taxi and Ride-Sharing Services: Reliable taxi services and ride-sharing apps offer flexible transportation within the area, ensuring you can easily reach local amenities and destinations.
  • Biking and Walking: With walkable streets and bike-friendly routes, you can enjoy exploring the neighborhood at a leisurely pace while staying eco-friendly during your visit.

Local Customs Options

  • German Heritage Celebrations: You can experience the area’s rich German roots through traditional festivals and cultural events that celebrate this region's historic immigrant influence.
  • Local Food Customs: Enjoy the authentic flavors of the neighborhood by sampling locally owned restaurants that serve recipes passed down through generations, reflecting the area's culinary traditions.
  • Community Gatherings: Participate in neighborhood block parties and seasonal festivals that foster a strong sense of community and showcase local customs.
  • Art and Craft Traditions: Discover unique handcrafted goods and support local artisans during art fairs and craft markets that highlight the area's creative spirit and heritage.

Frequently Asked Questions About Lincoln Square?

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

There are a lot of options in Lincoln Square. If you plan on staying in the Lincoln 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 Lincoln Square:

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

If you are looking for a family-friendly vacation home in Lincoln 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 Lincoln Square:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1140 in the Lincoln 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 Lincoln Square. 

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

Cancellation policies vary depending on the specific property listing. You should review the individual rental’s terms and conditions or contact the owner directly to understand the cancellation process and any applicable fees.

5. How do I ensure my booking in this region complies with local regulations?

Each property listing will specify if there are any local regulations or requirements. Confirm details with the property owner or review the listing description to ensure your booking adheres to all relevant rules.

6. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are outlined in each listing. Please refer to the property details or contact the owner directly to coordinate your arrival and departure times.

7. Is it possible to modify my reservation once booked?

Reservation modification options depend on the individual property’s policies. Contact the property owner through the platform to request changes or inquire about available options.

8. What amenities are typically included in vacation rentals here?

Amenities vary by property, but many include essentials like Wi-Fi, kitchen facilities, and laundry options. To find out what’s included, review the listing details or speak with the owner before confirming your booking.

Lincoln Square Top Rated Vacation Rentals

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