Discover Your Perfect River North Vacation Homes

River North Pet Friendly Vacation Rentals

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9.6 (166 Reviews)
Apartment
Kasa River North Chicago
  • Air Conditioner
  • Pet Friendly
  • Pool
View Availability
See More Pet-Friendly Vacation Rentals in River North on PetFriendly.io

Why Choose Rent By Owner for your River North 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 River North Vacation Rentals

Where are the best neighborhoods to stay in River North?

Choosing the right neighborhood to stay in within River North, Chicago, Illinois, can greatly enhance your visit to this vibrant city. Known for its lively atmosphere and proximity to some of the area's best attractions, River North offers a variety of stylish accommodations that put you at the heart of the action. Whether you're seeking bustling streets filled with trendy restaurants and art galleries or a more relaxed environment with easy access to public transportation, this neighborhood provides an ideal base for exploring Chicago. When booking your vacation rentals in River North, you'll enjoy the convenience of staying close to dynamic local hotspots while experiencing the comfort and dependability that trustworthy vacation rentals are known for.

Downtown Chicago

In this vibrant area, you'll find an array of stylish accommodations that place you close to the city’s most iconic landmarks and business districts. Staying here offers convenient access to cultural attractions and an energetic urban atmosphere.

View 1790+ Rentals in Downtown Chicago

The Loop

This bustling hub is ideal for travelers seeking dynamic entertainment options and major corporate centers, all within walking distance. Your stay here guarantees proximity to Chicago’s renowned architecture and world-class theaters.

View 777+ Rentals in The Loop

West Loop

Known for its trendy dining scene and creative energy, the West Loop provides a stylish setting for your getaway. It’s perfect for exploring culinary delights while enjoying modern amenities.

View 198+ Rentals in West Loop

Near North Side

Offering a mix of upscale shopping, high-end accommodations, and lakeside views, this neighborhood caters to travelers wanting both relaxation and urban excitement. Staying here puts you at the heart of lakeshore attractions and luxury living.

View 815+ Rentals in Near North Side

Gold Coast

This historic neighborhood boasts elegant vacation rentals in a charming setting with tree-lined streets and prime access to the city’s finest shops and beaches. It’s an excellent choice for a refined and convenient stay.

View 39+ Rentals in Gold Coast

Old Town

Here, you can enjoy a lively neighborhood full of character, with plenty of local eateries and boutique shops. It's an ideal destination for those looking to immerse themselves in Chicago’s vibrant community life.

View 53+ Rentals in Old Town

Streeterville

Close to the lake and major attractions, this neighborhood offers luxurious vacation rentals with stunning views and easy access to the region’s entertainment options. It’s perfect for travelers seeking both comfort and convenience.

View 202+ Rentals in Streeterville

West Town

Known for its artistic vibe and diverse community, West Town features unique accommodations that put you near innovative galleries and trendy cafes. It’s suited for those eager to explore Chicago’s creative side.

View 283+ Rentals in West Town

Best Times to Visit River North

When should you plan your Vacation Rentals stay?

Timing your visit to this vibrant area can enhance your experience, so consider planning your trip during the local seasons or events to make the most of your stay in River North, Chicago.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, you can enjoy the vibrant atmosphere with everyone flocking to this destination for its lively events and outdoor activities.

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

This period offers pleasant weather and scenic cityscapes, making it an ideal time for exploring and experiencing the region’s cultural events.

Average Temperature Daytime: Around 70-75°F - Nighttime: Between 55-60°F

Off-Season Highlights

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Winter (December to February)

With colder temperatures, this quieter season is perfect for visitors seeking a more relaxed experience away from the crowds.

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

As the city transitions into spring, you might find fewer tourists and better deals, making it a good time to explore comfortably.

Average Temperature Daytime: Roughly 45-55°F - Nighttime: Around 35-45°F

Weekly Weather Forecast for River North

How to Book Your River North 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 River North

More Top-Rated Vacation Rentals in River North 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 outdoor rooftop terraces with stunning city views, perfect for relaxing after a day exploring the area.
  • Benefit from well-maintained communal courtyards, offering a peaceful outdoor space within the vibrant neighborhood.
  • Make the most of nearby parks and green spaces that provide opportunities for outdoor dining, picnics, or leisurely strolls.
  • Take advantage of on-site bike storage or rental options for exploring the region's scenic pathways and waterfront trails.
  • Relax in outdoor seating areas designed for socializing or enjoying morning coffee surrounded by the city's skyline.
  • Access outdoor grilling stations available at some properties, ideal for hosting cookouts with friends or family.
  • Utilize available outdoor fitness amenities like jogging tracks or open-air workout zones for staying active during your stay.

Top Attractions Around River North

What attractions are nearby?

In this vibrant area, you can explore a variety of nearby activities including world-class dining, art galleries, boutique shopping, and lively entertainment venues, all within easy reach of your River North vacation rentals in Chicago.

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Family Activities

  • Chicago Riverwalk: Stroll along this scenic waterfront path to enjoy stunning views of the city skyline and engage in family-friendly activities like boat tours and outdoor dining.
  • Children’s Museum in Navy Pier: Explore interactive exhibits designed for young minds, making it a perfect outing for families staying near the region's most iconic entertainment hub.
  • Millennium Park: Experience art, music, and open space at this downtown park, where kids can splash in the Crown Fountain or visit the famous Cloud Gate sculpture.
  • Magnificent Mile Shopping and Entertainment: Discover fun stores and attractions along this vibrant corridor, offering family-friendly options for shopping and casual dining in the area.
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Adult Activities

  • Explore the Art Institute of Chicago: Dive into world-class collections and contemporary exhibitions that highlight the region's vibrant cultural scene within the area.
  • Experience Riverwalk Dining and Nightlife: Savor locally sourced cuisine and enjoy the lively atmosphere along the scenic riverfront, perfect for adult outings in this part of Chicago.
  • Visit the Museum of Contemporary Art Chicago: Discover thought-provoking exhibits and innovative performances that showcase the area's reputation for modern artistic expression.
  • Enjoy Craft Beer and Fine Dining Experiences: Indulge in the region’s renowned breweries and upscale restaurants, offering a taste of Chicago’s diverse culinary landscape.

Other Places to Stay in River North, IL

Goose Island
Goose Island Vacation Rentals
Legacy Motors Automotive Art Gallery
Legacy Motors Automotive Art Gallery Vacation Rentals
Pump It Up Party Zone
Pump It Up Party Zone Vacation Rentals
Cooking & Hospitality Institute of Chicago
Cooking & Hospitality Institute of Chicago Vacation Rentals
Judy A Saslow Gallery
Judy A Saslow Gallery Vacation Rentals
ArchiTech Gallery
ArchiTech Gallery Vacation Rentals
The East Bank Club
The East Bank Club Vacation Rentals
Aldo Castillo Gallery
Aldo Castillo Gallery Vacation Rentals
Assumption Church
Assumption Church Vacation Rentals
Project Room
Project Room Vacation Rentals
Near North Side
Near North Side Vacation Rentals
Killgubbin
Killgubbin Vacation Rentals
More Places to Stay Near River North

River North Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's vibrant culinary scene by trying diverse restaurants and cafes within walking distance from your vacation rental.
  • Utilize Public Transportation: Make the most of the region’s convenient transit options to easily access popular attractions and avoid parking hassles.
  • Discover Hidden Gems: Wander through nearby neighborhoods and boutique shops to uncover unique local spots that enhance your experience here.
  • Plan Flexible Activities: Schedule a mix of planned tours and spontaneous explorations to fully enjoy the dynamic atmosphere while staying comfortable in your rental accommodation.

Transportation Options

  • Chicago Transit Authority (CTA) L System: This efficient rapid transit network offers quick access to many parts of the city, making exploring the area convenient from your vacation rental.
  • Divvy Bike Share: With numerous stations nearby, you can enjoy a healthy and eco-friendly way to experience the vibrant streets around your accommodation.
  • Taxi and Rideshare Services: Reliable options like Uber and Lyft are readily available for door-to-door transportation whenever you need to travel comfortably within this bustling neighborhood.
  • Walking: The walkable streets of the area make it easy to explore local attractions and dining options right outside your vacation rental.

Local Customs Options

  • Art Appreciation: Locals here have a deep appreciation for contemporary art, often visiting the numerous galleries that line the neighborhood.
  • Dining Etiquette: When dining out, it’s customary to share plates and engage in lively conversations, reflecting the area's vibrant social scene.
  • Fashion Trends: The region is known for its trendy fashion sense, so you’ll notice residents adopting stylish looks that showcase their urban sophistication.
  • Nightlife Customs: Nighttime entertainment is a significant part of the local lifestyle, with many enjoying live music and jazz clubs late into the evening.

Frequently Asked Questions About River North?

1. What are the top vacation rentals in River North?

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

2. How many vacation rentals have private pools in River North?

There are 8 vacation rentals with private pools near River North. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in River North are best for families?

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

4. How many Rentbyowner vacation rentals are available in River North?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 612 in the River North 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 River North. 

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

Cancellation policies vary by property, so it’s important to review the specific terms listed on each rental listing. You can find detailed information about cancellations and refund conditions directly on the property page or contact the owner for clarification.

6. How do I ensure my booking in Chicago's River North neighborhood is secure?

To guarantee a safe reservation, make sure to book through a reputable platform that verifies listings and provides secure payment options. Always read reviews and communicate with the property owner if you have any questions before finalizing your booking.

7. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges, service fees, or taxes are often detailed within the listing details. Be sure to review all costs upfront before confirming your reservation to avoid surprises during your stay.

8. What amenities are typically included with vacation rentals in this part of Chicago?

Many properties offer amenities like Wi-Fi, fully equipped kitchens, laundry facilities, and comfortable living spaces. Specific amenities vary per listing, so check the individual property details to find accommodations that meet your needs.

9. How far in advance should I book my vacation rental in this popular destination?

It’s recommended to book your stay several months ahead, especially during peak travel times, to secure the best properties and rates. Early booking also allows more flexibility in choosing your preferred dates.