Find Vacation Rentals in Near North Side

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Near North Side
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Near North Side
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Popular Near North Side Vacation Rentals

Find the perfect Near North Side vacation rental

Condo Near North Side
$255 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (15 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
Apartment Near North Side
$175 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (30 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
House Near North Side
$827 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (96 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
House Near North Side
$216 per night
House ∙ 11 guests ∙ 3 bedrooms
5.0
Outstanding (1 rating)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
House Near North Side
$157 per night
House ∙ 9 guests ∙ 3 bedrooms
4.6
Excellent (60 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
House Near North Side
$116 per night
House ∙ 10 guests ∙ 2 bedrooms
5.0
Outstanding (2 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
House Near North Side
$279 per night
House ∙ 10 guests ∙ 3 bedrooms
4.8
Outstanding (50 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
Apartment Near North Side
$68 per night
Apartment ∙ 2 guests ∙ 1 bedroom
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
Condo Near North Side
$929 per night
Condo ∙ 20 guests ∙ 5 bedrooms
5.0
Outstanding (91 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Recommended Rentals With Pools

Aparthotel  Near North Side
$260 per night
Aparthotel ∙ 8 guests ∙ 1 bedroom
4.4
Very good (211 ratings)
Near North Side, Chicago, Illinois, United States
Pool
Details
Expedia
Details
Details
Aparthotel  Near North Side
$567 per night
Aparthotel ∙ 7 guests ∙ 2 bedrooms
5.0
Outstanding (200 ratings)
Near North Side, Chicago, Illinois, United States
Pool
Details
Vrbo
Details
Details
Aparthotel  Near North Side
$699 per night
Aparthotel ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (296 ratings)
Near North Side, Chicago, Illinois, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House  Near North Side
$271 per night
House ∙ 12 guests ∙ 2 bedrooms
4.9
Outstanding (15 ratings)
Near North Side, Chicago, Illinois, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment  Near North Side
$470 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding (14 ratings)
Near North Side, Chicago, Illinois, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment  Near North Side
$547 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
4.5
Excellent (2 ratings)
Near North Side, Chicago, Illinois, United States
Pet-friendly
Details
Vrbo
Details
Details
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Best vacation rentals with a balcony

Bed and breakfast  Near North Side
$224 per night
Bed and breakfast ∙ 8 guests ∙ 1 bedroom
4.7
Excellent (92 ratings)
Near North Side, Chicago, Illinois, United States
Balcony
Details
Expedia
Details
Details
Apartment  Near North Side
$156 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.9
Outstanding (130 ratings)
Near North Side, Chicago, Illinois, United States
Balcony
Details
Vrbo
Details
Details
House  Near North Side
$411 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding (30 ratings)
Near North Side, Chicago, Illinois, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does a night in a vacation rental cost in Near North Side on average?

Accommodation in Near North Side cost from $120 per night.

Can I see all vacation rentals that are available in Near North Side?

On tripping.com, you will find 6,740 available vacation rental offers in Near North Side.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Near North Side

Looking for the perfect vacation rental for your Near North Side getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Near North Side offers 487 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 380 properties with high-speed WiFi Internet, 145 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Near North Side has 487 gorgeous homes with 150 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 5 vacation rental sites in Near North Side where the top providers in that area are HomeAway, HRS Holidays, and Expedia. There are 137 HomeAway rentals, 129 HRS Holidays short term rentals and 86 Expedia vacation rentals.

Popular Day Trips Near Near North Side

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