Chicago\92s Best Vacation Rentals - Vacation Rentals in Northwest Side
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Luxury Places to Stay in Northwest Side
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Top-Rated Vacation Rentals with a Pool in Northwest Side
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Pet-Friendly Vacation Rentals in Northwest Side
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Large Vacation Homes & Villas in Northwest Side
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Northwest Side Vacation Rentals and Airbnb Places to Stay Under $200
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Instantly Bookable Vacation Homes in Northwest Side
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About Northwest Side Vacation Rentals
With more than 199 Northwest Side vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Chicagosbestvacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Northwest Side.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Chicagosbestvacationrentals Northwest Side, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Northwest Side. Places to stay near Northwest Side are 1002.91 ft² on average, with prices averaging US $339 a night.
Chicagosbestvacationrentals makes it easy and safe to find and compare vacation rentals in Northwest Side with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Northwest Side
| Type | Count |
|---|---|
| Holiday Apartments | 136 |
| Vacation Homes | 52 |
| Hotels | 4 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Northwest Side
★ Pro Tip: Chicagosbestvacationrentals makes it easy to compare the best listings on Chicagosbestvacationrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Chicagosbestvacationrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Northwest Side.
Weather in Northwest Side
View the weather forecast for Northwest Side before booking your Northwest Side Vacation Rentals to confirm your best time to go.
Top Attractions Around Northwest Side, IL
Chicagosbestvacationrentals offers a large selection of top attractions around Northwest Side. Research things to do on your vacation before you visit Northwest Side.
Other Places to Stay Near Northwest Side, IL
Northwest Side Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Northwest Side?
There are a lot of options in Northwest Side. If you plan on staying in the Northwest Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Northwest Side:
- Clean & sunny, 2bd, private deck, 15min to Wrigley!
- Historic North Side house w/hot tub, public transit hub near downtown & Wrigley
- Stylish 2BR Apt in Irving Park
- Family, Groups - Convenient to Wrigley, Loop, Airport - Spacious 2200 Sq Ft
- NEW! Large/Beautiful Home with 6BDS/4BTH + Garage!
- 2 Mi to Logan Square: Pet-Friendly Urban Oasis!
- Pine Beam Sloth Apartment next to Blue Line
- Comfort West Urban Chicago loft house
- Cozy, Modern Garden Unit
- Spacious 3BR Home w Parking. Perfect for Families & Longer Stays
Which vacation homes in Northwest Side are best for families?
If you are looking for a family-friendly vacation home in Northwest Side, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Northwest Side:
How many vacation rentals are available in Northwest Side?
Currently, the total number of properties listed in 2026 is over 199 in the Northwest Side area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Northwest Side.
