Discover Your Perfect Washington Square Rentals by Owner

Washington Square Rentals by Owner

|
10.0 (2 Reviews)
Apartment
Art Villa
  • Parking
  • Pet Friendly
  • View
View Availability
More Top-Rated Rentals by Owner in Washington Square Area

Why Choose Rent By Owner for your Washington Square vacation rental?

What makes our Rentals by Owner special?

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

Popular Areas for Washington Square Rentals by Owner

Where are the best neighborhoods to stay in Washington Square?

When visiting Washington Square in Chicago, Illinois, you’ll find that choosing the right neighborhood to stay in can enhance your overall experience. This area offers a welcoming ambiance with convenient access to local amenities and authentic city charm. Whether you prefer a quiet retreat or a lively community, selecting a rental by owner in this part of Chicago ensures comfort and ease during your trip. With trusted options available through Rent By Owner, you can enjoy a seamless booking process while immersing yourself in the unique character of Washington Square and its surrounding neighborhoods.

Downtown Chicago

Located nearby, this vibrant area offers convenient access to the city's main attractions and a variety of rental options perfect for exploring the region. Staying here ensures you’re in the heart of the action, with easy transit connections to other neighborhoods.

View 2287+ Rentals in Downtown Chicago

Magnificent Mile

This iconic shopping district provides an upscale neighborhood setting with luxury accommodations and boutique rentals, making it ideal for visitors seeking both comfort and style during their stay. Here, you’re within walking distance to premier retail and dining experiences.

View 4128+ Rentals in Magnificent Mile

The Loop

As the central business district, this bustling area features numerous rental options that put you close to cultural institutions and city landmarks. It’s a prime choice for those wanting an energetic atmosphere and easy access to public transportation.

View 1324+ Rentals in The Loop

River North

Known for its vibrant nightlife and art galleries, this neighborhood offers stylish rentals in a lively setting. Staying here immerses you in the region's creative and entertainment scenes while remaining well-connected.

View 384+ Rentals in River North

Hyde Park

A peaceful, historic neighborhood ideal for visitors interested in cultural landmarks and serene surroundings, with various rental properties suited for a relaxed yet insightful stay. It’s perfect for those exploring the region’s academic and artistic heritage.

View 110+ Rentals in Hyde Park

Lincoln Park

Offering a blend of outdoor recreation and charming residential streets, this neighborhood provides inviting rental options near parks, lakeside views, and local eateries. Here, you enjoy a tranquil atmosphere just minutes from the city center.

View 186+ Rentals in Lincoln Park

O'Hare

Ideal for travelers seeking quick airport access, this area offers convenient rental choices close to Chicago’s major transportation hub. It’s a practical base for those prioritizing ease of travel during their visit.

View 76+ Rentals in O'Hare

Lakeview

A lively neighborhood known for its diverse entertainment options and welcoming vibe, with rental accommodations suitable for both leisure and business travelers. Staying here keeps you close to the lakefront and vibrant local scenes.

View 318+ Rentals in Lakeview

Best Times to Visit Washington Square

When should you plan your Rentals by Owner stay?

Choosing the ideal time to vacation here can enhance your experience, allowing you to enjoy the area's unique atmosphere and make the most of your stay with a rental by owner through Rent By Owner.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy pleasant weather and longer daylight hours, perfect for exploring the local area.

Average Temperature Daytime: approximately 85°F (29°C) - Nighttime: around 65°F (18°C)
autumn
Fall (September to November)

As the region transitions into autumn, the area becomes vibrant with colorful foliage, making it an ideal time for outdoor activities and scenic views.

Average Temperature Daytime: about 70°F (21°C) - Nighttime: roughly 50°F (10°C)

Off-Season Highlights

image
Winter (December to February)

In the winter season, the atmosphere is quieter, offering a peaceful environment with crisp air, suitable for cozy stays.

Average Temperature Daytime: around 40°F (4°C) - Nighttime: close to 25°F (-4°C)
image
Spring (March to May)

Spring brings milder weather and blooming landscapes that invite you to explore the region at a relaxed pace.

Average Temperature Daytime: about 60°F (16°C) - Nighttime: approximately 40°F (4°C)

Weekly Weather Forecast for Washington Square

How to Book Your Washington Square vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. 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 Washington Square

More Top-Rated Rentals by Owner in Washington Square Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner 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 access to outdoor seating areas perfect for relaxing and socializing in the fresh air.
  • Take advantage of private patios or balconies that offer a scenic view of the neighborhood ambiance.
  • Make use of well-maintained communal gardens or green spaces to unwind amidst nature.
  • Utilize outdoor grilling stations or barbecue areas ideal for preparing meals outside.
  • Benefit from nearby parks or recreational zones, providing additional outdoor activities for your stay.
  • Stay comfortable with shaded lounging areas designed for enjoying sunny days outdoors.
  • Access bike storage or rental options to explore the surrounding region more freely.

Top Attractions Around Washington Square

What attractions are nearby?

Within this vibrant neighborhood, you can enjoy a variety of nearby activities such as local dining, shopping, and exploring charming parks, making your stay in Washington Square a truly enjoyable experience.

image
image

Family Activities

  • Visit Washington Square Park: Enjoy a leisurely family picnic or playtime amidst the iconic arch and lush greenery at this popular Chicago destination.
  • Explore the nearby Art Galleries: Introduce your family to local culture and creativity by visiting the vibrant art galleries surrounding the area.
  • Attend Community Events: Experience family-friendly festivals, outdoor concerts, and seasonal celebrations that frequently take place in this lively neighborhood.
  • Relax at Local Cafés and Eateries: Savor delicious family meals at cozy cafés and restaurants, offering a variety of cuisines just steps from your rental here.
image

Adult Activities

  • Exploring the Washington Square Park:** You can enjoy a relaxing stroll or engage in people-watching at this vibrant urban park nestled within the area.
  • Visiting the local art galleries:** Discover contemporary and traditional artworks that highlight the region’s rich cultural scene, all situated nearby.
  • Savoring gourmet dining experiences:** The neighborhood offers a variety of upscale restaurants perfect for a sophisticated meal out after a day of exploration.
  • Attending live music and entertainment:** Experience the local nightlife with performances at nearby venues that showcase the area's lively arts community.

Washington Square Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of nearby eateries to enjoy authentic regional flavors and support local businesses during your stay.
  • Utilize public transportation: Make the most of the area's transit system to easily access popular attractions and avoid parking hassles in this bustling destination.
  • Plan outdoor activities: Take advantage of the region’s parks and outdoor spaces for relaxing walks or recreational activities that showcase the area’s natural beauty.
  • Discover hidden gems: Venture off the beaten path to uncover unique shops, cafes, and cultural spots that provide a more authentic experience here.

Transportation Options

  • Chicago Transit Authority (CTA) Trains: The CTA offers convenient access to downtown and other neighborhoods, making it easy for you to explore the region from your rental.
  • Bus Services: Local bus routes serve the area extensively, providing a reliable transportation option for getting around within the city and nearby districts.
  • Divvy Bikes: For a flexible and eco-friendly way to navigate this part of Chicago, Divvy bike-sharing stations are widely available for short-term rentals.
  • Taxis and Rideshare Services: Taxis, Uber, and Lyft operate seamlessly here, offering door-to-door service that adds convenience when traveling to and from your rental accommodation.

Local Customs Options

  • Respect for Local Neighborhoods: You should be mindful of the quiet residential streets surrounding Washington Square, ensuring your activities do not disturb the community's peaceful atmosphere.
  • Greeting Customs: When engaging with locals, a friendly nod or greeting is appreciated and reflects the warm hospitality typical here in this area of Chicago.
  • Public Behavior: Demonstrating courteous public conduct is valued, especially in shared spaces within the neighborhood, where community harmony is highly regarded.
  • Participation in Local Events: Engaging respectfully in neighborhood gatherings or outdoor events allows you to immerse yourself in the region’s vibrant community spirit.

Frequently Asked Questions About Washington Square Rentals by Owner

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

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

2. How many Rentbyowner vacation rentals are available in Washington Square?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2966 in the Washington 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 Washington Square. 

3. What is the cancellation policy for a rental by owner in Washington Square, Chicago?

Cancellation policies vary depending on the individual listing. You should review the specific terms and conditions provided in the rental listing or contact the owner directly for detailed information.

4. How do I confirm my reservation at a rental by owner in this area?

Reservations are typically confirmed once you complete the booking process on Rent By Owner and receive a confirmation email from the owner. For additional assurance, reach out to the owner to verify your reservation details.

5. Are there any house rules I should be aware of when staying in a rental by owner here?

Yes, each rental listing may have its own set of house rules, which are usually outlined in the listing description or provided upon booking. It’s advisable to review these rules carefully before your stay.

6. Is there parking available with rentals by owner in this neighborhood?

Parking options depend on the specific property. Some rentals include designated parking spaces or permits, while others may require street parking. Check the listing details or contact the owner for parking arrangements.

7. What amenities are commonly included in rentals by owner in this part of town?

Amenities can differ between listings, but common features include Wi-Fi, kitchen facilities, and laundry access. For a full list of amenities, refer to the listing description or contact the owner directly.

More Rentals You May Like Near Washington Square

More Top-Rated Rentals by Owner in Washington Square Area