Discover Your Perfect Washington Heights Vacation Homes

Washington Heights Pet Friendly Vacation Rentals

3.5 (9 Reviews)
Hotel
Motel 6 Chicago, IL - Halsted
  • Air Conditioner
  • Pet Friendly
  • Wheelchair Accessible
View Availability
See More Pet-Friendly Vacation Rentals in Washington Heights on PetFriendly.io

Why Choose Rent By Owner for your Washington Heights 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 Washington Heights Vacation Rentals

Where are the best neighborhoods to stay in Washington Heights?

Discover the vibrant neighborhoods of Washington Heights in Chicago, Illinois, where you can experience a blend of diverse cultures and welcoming communities. Staying in this area offers easy access to local amenities, parks, and unique dining options, making it an ideal choice for your next getaway. Whether you're seeking a lively atmosphere or a quiet retreat, neighborhoods in Washington Heights provide a comfortable and convenient base for exploring all that Chicago has to offer. Book your trusted vacation rentals today and enjoy a seamless stay in this charming part of the city.

Beverly

Located within the southern part of Chicago, Beverly offers a peaceful residential atmosphere with a rich community vibe, making it an ideal area to find comfortable vacation rentals that provide easy access to local parks and neighborhood charm.

View 57+ Rentals in Beverly

Roseland

This section of the city is known for its welcoming neighborhoods and convenient transportation options, providing you with a variety of vacation rentals that make exploring the broader Chicago region both simple and enjoyable.

View 92+ Rentals in Roseland

East Beverly

Here, you can discover cozy vacation rentals nestled in a friendly community setting, offering an authentic experience while staying close to the area's local amenities and scenic spots.

View 75+ Rentals in East Beverly

Best Times to Visit Washington Heights

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you enjoy the best weather and local experiences, making your stay in this vibrant destination truly memorable.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, you can enjoy longer daylight hours and lively local atmosphere in the area.

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

Experience pleasant weather and beautiful autumn foliage as the region transitions into cooler seasons.

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 colder temperatures, offering a quieter time for exploring the area's indoor attractions.

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

As the region awakens from winter, you’ll find mild temperatures and fewer visitors before the busy summer season.

Average Temperature Daytime: 55°F to 65°F - Nighttime: 40°F to 50°F

Weekly Weather Forecast for Washington Heights

How to Book Your Washington Heights 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 Washington Heights

More Top-Rated Vacation Rentals in Washington Heights 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 access to private outdoor spaces perfect for relaxing or entertaining during your stay.
  • Take advantage of nearby parks and green areas for outdoor activities and picnics.
  • Benefit from well-maintained patios or decks where you can unwind after exploring the city.
  • Experience convenient outdoor parking options within close proximity to your rental.
  • Utilize outdoor grilling facilities if available, ideal for preparing meals in a social setting.
  • Enjoy scenic views of the surrounding neighborhood from balconies or terraces.
  • Explore nearby walking or biking trails that provide an active way to discover the area.

Top Attractions Around Washington Heights

What attractions are nearby?

In this vibrant neighborhood, you can enjoy nearby parks, local dining options, and cultural attractions that make exploring the region both convenient and enjoyable during your stay.

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Family Activities

  • Highland Park Playground: Enjoy a fun-filled day at this local playground, perfect for kids to play and parents to relax in a safe, community-oriented environment.
  • Washington Heights Community Center: Participate in family-friendly programs and activities that foster community engagement and provide entertainment for all ages.
  • Riverfront Walks and Parks: Explore scenic trails and parks along the nearby river, offering enjoyable outdoor experiences suitable for family outings and picnics.
  • Local Food Festivals and Markets: Discover regional flavors and fresh produce at neighborhood markets and seasonal festivals, ideal for family gastronomic adventures.
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Adult Activities

  • Explore the historic architecture and vibrant street art: Discover the area's unique blend of cultural expression and design that makes this destination stand out.
  • Visit local cultural centers and galleries: Immerse yourself in the arts scene that highlights the neighborhood's rich creative heritage.
  • Savor diverse culinary experiences: Enjoy a variety of authentic restaurants showcasing flavors from around the world within the region.
  • Enjoy outdoor recreational activities in nearby parks: Relax or engage in outdoor pursuits at green spaces that offer a peaceful retreat in this part of Chicago.

Washington Heights Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Eats: Take advantage of the area's dining options to enjoy authentic regional flavors that showcase this destination’s culinary scene.
  • Plan Convenient Transport: Use nearby public transportation or bike rentals to easily access key attractions and experience the city like a local.
  • Visit Community Events: Check out local events or markets happening here to immerse yourself in the vibrant culture of this region.
  • Choose Prime Accommodation: Select well-located vacation rentals that offer comfort and convenience, ensuring a memorable stay in the area.

Transportation Options

  • Chicago Transit Authority (CTA) Bus and Train Services: You can easily explore the area and beyond using the extensive CTA bus and train network that connects Washington Heights to downtown Chicago and neighboring neighborhoods.
  • Metra Commuter Rail: The nearby Metra stations offer convenient rail options for traveling to central Chicago and other suburbs, making day trips straightforward from here.
  • Taxi and Rideshare Services: Reliable taxi companies and ridesharing apps like Uber and Lyft provide flexible transportation options for quick trips around the region.
  • Car Rentals: For more independence and comfort, local car rental services are accessible, allowing you to explore the broader region at your own pace.

Local Customs Options

  • Respect for Local Heritage: You’ll find that honoring the neighborhood’s cultural roots is an important custom, with residents and visitors alike embracing the area’s diverse traditions.
  • Community Engagement: Participating in local events and supporting small businesses showcases the welcoming spirit of this neighborhood in Chicago.
  • Music and Art Appreciation: The region has a vibrant arts scene, making it common for residents to share their love for jazz, blues, and street art during your visit.
  • Genuine Hospitality: Expect warm welcomes and friendly interactions rooted in the community’s tradition of hospitality when you explore here.

Frequently Asked Questions About Washington Heights?

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

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

2. Which vacation homes in Washington Heights are best for families?

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

3. How many Rentbyowner vacation rentals are available in Washington Heights?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 101 in the Washington Heights 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 Heights. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary depending on the individual listing. You should review the specific property's terms and conditions or contact the host directly to understand the policy regarding refunds and cancellations.

5. How do I find vacation rentals that are pet-friendly in this region?

To locate pet-friendly options, filter your search results to include properties that welcome pets. Details about pet policies, including any additional fees, will be listed on the property page or can be confirmed by contacting the host.

6. Are there any amenities I should look for when booking a vacation rental here?

Popular amenities include Wi-Fi, kitchen facilities, and laundry services. You can view the amenities list on each property's page to ensure it meets your needs before completing your booking.

7. What is the process for confirming my reservation in this destination?

Once you select a property and submit your booking request, the host will review it. You will receive a confirmation once the owner approves your stay, or you may need to wait for instant booking options for quicker confirmation.

8. How close are the vacation rentals to local attractions or transportation options?

The proximity to local transportation and attractions varies by property. Detailed location information is provided in each listing, so review the map and description to ensure convenience during your stay.