Near North Side vacation rentals

We found 1,155 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Find the perfect place for your stay in Near North Side by choosing from 223 houses, 510 apartments, and other vacation rentals. Vacation rentals provide the best amenities for your family, friends, or furry companion, like air conditioning and WiFi. You'll be able to choose a rental for everyone's needs, including options that are accessible or non-smoking.

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Frequently asked questions

What is the most popular type of vacation rental accommodation in Near North Side?

Apartments are the most popular style of vacation rental in Near North Side, according to our data. Even if you have something different in mind, Vrbo has properties in all sizes and shapes. Explore our options to find your perfect match.

How much does it cost to rent a vacation rental in Near North Side?

Length of stay, property type and time of year are some factors that can determine the price of a vacation home. Simply enter your dates of travel to find your ideal fit. From cozy chalets to sprawling luxury villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Near North Side?

Prices for beach houses in Near North Side can vary depending on the size and style of the property and time of year you're traveling. Just enter your travel dates into Vrbo and how many guests to view available options and prices. From there you can use our filter tool to narrow your search by ratings, nearby activities, amenities and more.

Are there pet-friendly vacation rentals in Near North Side?

Yes, there are. You'll have your pick of 429 vacation rentals that cater to pets in Near North Side. Some of our pet-friendly vacation rentals come with an outdoor space for your fur child to run around in, complimentary treats, doggie beds and proximity to parks. Apply the "Pets allowed" filter to find your pawfect place on Vrbo.

Can I rent a house with a pool in Near North Side?

Add a whole other level of fun to your getaway by staying in one of the 103 houses with a private pool in Near North Side. Use our search filter to find properties with pools on Vrbo, then spend your downtime frolicking in a swimming pool that's all your own.

What are popular rental amenities in Near North Side?

A lake view, a fireplace and a water view are rated the most popular rental amenities in Near North Side. Whether you're heading away on your own, with your sweetheart or as a family group, Vrbo can help you find a vacation rental that matches your tastes with all the extras you're looking for.

Are there large group vacation rentals in Near North Side?

With 42 vacation rentals that can host 10 guests or more in Near North Side, there's no need to cross anyone off the invite list. From extended family vacations to special events like Christmas and birthday parties, Vrbo will help you find a large group rental to suit the occasion.

Are there vacation rentals in Near North Side that welcome kids?

With 428 family-friendly vacation properties to choose from in Near North Side, now is an awesome time to introduce the kiddos to the wonders of travel. Simply check our "Properties good for families" filter box to search for stays loaded with amenities perfect for traveling families, such as dining rooms, backyards, hot tubs and entertainment areas.

What are the top attractions for families in Near North Side?

Keep your kids occupied at these top family-friendly attractions in Near North Side:

  • Navy Pier
  • Chicago Riverwalk
  • Shedd Aquarium

Are there one-bedroom vacation rentals in Near North Side?

Yes, there are 169 one-bedroom properties in Near North Side to pick from. A one-bedroom vacation home is a great choice if it's just the two of you or if you're traveling solo. Throw in more privacy, convenience and space compared to a standard hotel, and you're sure to have a break to remember.

Can I find two-bedroom vacation rentals in Near North Side?

Near North Side has 100 two-bedroom vacation properties for you to select from. Experience a vacation home with all the privacy and comfort you're looking for at a fantastic price on Vrbo.

Are there vacation rentals with WiFi in Near North Side?

Near North Side has 64 vacation rentals with WiFi, so you can stay connected while traveling. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming movies with the family to updating your social media, these Vrbo homes make it easy to go online.

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