North Side Accommodations
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $282/Night
For 7 Nights US $1,976
699.65 ft²
2 Guests
1 Bedroom
1 Bathroom
Apartment
- Internet
- Child Friendly
US $256/Night
For 7 Nights US $1,792
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $140/Night
For 7 Nights US $978
5 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $173/Night
For 7 Nights US $1,209
1001.04 ft²
6 Guests
3 Bedrooms
1 Bathroom
Apartment
- Air Conditioner
- Internet
- Child Friendly
US $517/Night
For 7 Nights US $3,619
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $286/Night
For 7 Nights US $2,004
4004.17 ft²
15 Guests
4 Bedrooms
3 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $484/Night
For 7 Nights US $3,387
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $354/Night
For 7 Nights US $2,476
3498.27 ft²
20 Guests
6 Bedrooms
2 Bathrooms
Apartment
- Private Beach
- Fireplace/Heating
- Ocean View
US $645/Night
For 7 Nights US $4,515
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $251/Night
For 7 Nights US $1,757
1205.56 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Fireplace/Heating
- Pet Friendly
- Parking
US $413/Night
For 7 Nights US $2,893
1200 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $314/Night
For 7 Nights US $2,201
Why Choose Rent By Owner for your North Side Accommodations?
What makes our Accommodations special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for North Side
How to Book Your North Side Accommodations
What's our booking process?
Our platform allows you to browse a curated selection of accommodations. 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 North Side
Common Accommodations Amenities
What amenities can you expect?
Our Accommodations 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
Other Places to Stay in North Side, IL
Lakeview
Lincoln Park
Logan Square
North Center
Lake View East
Wrigleyville
Avondale
Old Town
Old Town Triangle
Sheffield and DePaul
West Bucktown
Wrightwood Neighbors
Frequently Asked Questions about North Side Accommodations
1. What are the top Accommodations in North Side?
There are a lot of options in North Side. If you plan on staying in the North Side area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Accommodations in North Side:
- Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- Amazing Lincoln Park Rowhouse - Perfect for Groups, Reunions and Cubs Games!
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Large 4BR/3BA Safe Old Town Location Walk Everywhere
- Family-friendly, stylish Chicago Apartment in Logan Square
- 5 Bedroom Wrigleyville experience right by stadium
- PRISTINE PREMIER LUXURY 3-STORY GREYSTONE HOME! ABSOLUTELY NO PARTIES!
- Luxurious Four-Level Home with Personal Touches Everywhere
- Luxury House in the heart of Old Town with Parking
2. How many Accommodations are available in North Side?
Currently, the total number of properties listed by RBO in 2026 is over 1049 in the North Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in North Side.
More Rentals You May Like Near North Side
2497.23 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
US $1,867/Night
For 7 Nights US $13,067
850 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
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800 ft²
4 Guests
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1 Bathroom
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- Fireplace/Heating
- Kitchen
- Parking
US $341/Night
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4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $247/Night
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850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
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1000 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $673/Night
For 7 Nights US $4,708
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Air Conditioner
US $229/Night
For 7 Nights US $1,603
900 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $453/Night
For 7 Nights US $3,174
850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $260/Night
For 7 Nights US $1,818
650 ft²
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $199/Night
For 7 Nights US $1,392
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $195/Night
For 7 Nights US $1,365
750 ft²
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $362/Night
For 7 Nights US $2,531
