Owner Direct Vacation
Rentals in Washington Square

The Best Owner Direct Vacation Rentals in Washington Square. Explore thousands of vacation home rentals, large cabins, and villas near Washington Square

  1. Owner Direct
  2.  USA
  3.  Illinois
  4.  Chicago
  5.  Washington Square

Explore the Best Washington Square Vacation Homes

Looking for the perfect place to stay in Washington Square? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Washington Square character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.

  • vacation rentals
  • luxury villas
  • beachfront homes
  • pet-friendly rentals
  • condos
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10 (492 Reviews)
Bed & Breakfast
The Sono Chicago
  • Air Conditioner
  • Parking
  • TV
US
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9.6 (32 Reviews)
Bed & Breakfast
Villa D' Citta
  • Air Conditioner
  • Parking
  • View
US
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10 (1 Review)
Apartment
3BR Luxury Modern Apartment
  • Air Conditioner
  • Pet Friendly
  • Pool
US
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10 (2 Reviews)
Apartment
Art Villa
  • Parking
  • Pet Friendly
  • Designated Smoking Area
US
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9.5 (23 Reviews)
Apartment
Bucktown Private Condo
  • Air Conditioner
  • Parking
  • Security/Safety
US
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Why Travelers Love Using
Owner Direct to
Find Washington Square Vacation Rentals

What makes our vacation homes stand out?

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Verified Properties

Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

More Places to Stay Near Washington Square

|
10 (492 Reviews)
Bed & Breakfast
The Sono Chicago
  • Air Conditioner
  • Parking
  • TV
US
View Availability

Sunday Mar 8

Washington Square, Chicago

Sat
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8.9°C
Sun
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8.5°C
Mon
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12.0°C
Tue
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10.6°C
Wed
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3.4°C
Thu
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-0.5°C
Fri
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7.5°C

Common Vacation Rental Amenities Typical Vacation Rental Amenities

What sort of amenities will be available at your stay?

Our Washington Square vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.

Indoor Amenities

  • indoor-amenities-kitchenFully equipped kitchens
  • indoor-amenities-living-areaSpacious living areas with streaming TVs
  • indoor-amenities-wifiComplimentary Wi-Fi
  • indoor-amenities-acAir conditioning and heating
  • indoor-amenities-washerIn-unit washer and dryer
  • indoor-amenities-bedPlush bedding and comfortable furniture

Outdoor Amenities

  • outdoor-amenities-balconyBalconies or patios with coastal views
  • outdoor-amenities-poolPrivate or shared pools
  • outdoor-amenities-bbqBBQ grills and outdoor dining areas
  • outdoor-amenities-parkingOn-site parking
  • outdoor-amenities-beachEasy access to beaches and attractions

How to Reserve Your Washington Square Vacation Rental

Booking Made Simple

Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.

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SEARCH PROPERTIES

Use filters for location, amenities, and budget.

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VIEW DETAILS

Check photos, reviews, and features for your top picks.

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BOOK SECURELY

Confirm your stay safely through our trusted travel partners.

Washington Square Vacation Rental FAQs

What are the top vacation rentals in Washington Square?

How many vacation rentals are available in Washington Square?

Currently, the total number of properties listed in 2026 is over 4214 in the Washington Square area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Washington Square.