Find Vacation Rentals in 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

Apartment Near North Side
$284 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (23 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Aparthotel Near North Side
$909 per night
Aparthotel ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (144 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Apartment Near North Side
$216 per night
Apartment ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (68 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Apartment Near North Side
$277 per night
Apartment ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (227 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Apartment Near North Side
$144 per night
Apartment ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (307 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Details
Aparthotel Near North Side
$307 per night
Aparthotel ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (184 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
Details
Details
Apartment Near North Side
$351 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.9
"Excellent" (83 ratings)
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Details
Apartment Near North Side
$143 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Apartment Near North Side
$183 per night
Apartment ∙ 3 guests ∙ 1 bedroom
Near North Side, Chicago, Illinois, United States
Details
Vrbo
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Recommended Rentals With Pools

Aparthotel Pool Near North Side
$231 per night
Aparthotel ∙ 4 guests ∙ 1 bedroom
5.0
"Excellent" (132 ratings)
Near North Side, Chicago, Illinois, United States
Pool
Details
Vrbo
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Details
Apartment Pool Near North Side
$237 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
Near North Side, Chicago, Illinois, United States
Pool
Details
Vrbo
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Apartment Pool Near North Side
$323 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
4.7
"Outstanding" (44 ratings)
Near North Side, Chicago, Illinois, United States
Pool
Details
Vrbo
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Pet-Friendly Homes and Apartments

Apartment Pet-friendly Near North Side
$267 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.9
"Excellent" (50 ratings)
Near North Side, Chicago, Illinois, United States
Pet-friendly
Details
Vrbo
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Apartment Pet-friendly Near North Side
$282 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
4.8
"Excellent" (27 ratings)
Near North Side, Chicago, Illinois, United States
Pet-friendly
Details
Vrbo
Details
Details
Apartment Pet-friendly Near North Side
$166 per night
Apartment ∙ 2 guests ∙ 1 bedroom
5.0
"Excellent" (6 ratings)
Near North Side, Chicago, Illinois, United States
Pet-friendly
Details
Vrbo
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Best vacation rentals with a balcony

Apartment Balcony Near North Side
$170 per night
Apartment ∙ 3 guests ∙ 1 bedroom
4.8
"Excellent" (16 ratings)
Near North Side, Chicago, Illinois, United States
Balcony
Details
Vrbo
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Condo Balcony Near North Side
$231 per night
Condo ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (29 ratings)
Near North Side, Chicago, Illinois, United States
Balcony
Details
Vrbo
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House Balcony Near North Side
$754 per night
House ∙ 15 guests ∙ 4 bedrooms
5.0
"Excellent" (47 ratings)
Near North Side, Chicago, Illinois, United States
Balcony
Details
Vrbo
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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 $143 per night.

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

On tripping.com, you will find 50 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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