North Side Resorts
Resort
8.9(166 Reviews)
2 Baths
6 Guests
344.45 ft²
Private Pool
Oceanfront
Hot Tub
Spa
US $1,255/Night
7 Nights - US $8,785
New
Apartment
5 Bedrooms
2 Baths
12 Guests
23681 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $1,119/Night
7 Nights - US $7,831
Apartment
10.0(14 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
Internet
Child Friendly
US $256/Night
7 Nights - US $1,792
US $499/Night
7 Nights - US $3,491
New
Apartment
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Kitchen
Parking
Air Conditioner
US $1,005/Night
7 Nights - US $7,032
Apartment
10.0(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
914.93 ft²
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $618/Night
7 Nights - US $4,329
New
Apartment
2 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
US $600/Night
7 Nights - US $4,201
Apartment
10.0(4 Reviews)
6 Bedrooms
2 Baths
20 Guests
3498.27 ft²
Private Beach- Fireplace/Heating
Ocean View- Balcony/Terrace
US $645/Night
7 Nights - US $4,515
New
Apartment
2 Bedrooms
1 Bath
4 Guests
754 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $505/Night
7 Nights - US $3,532
Apartment
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
1001.04 ft²
- Air Conditioner
- Internet
- Child Friendly
US $517/Night
7 Nights - US $3,619
New
Apartment
2 Bedrooms
1 Bath
5 Guests
849 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Internet
US $497/Night
7 Nights - US $3,476
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1001.04 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $832/Night
7 Nights - US $5,827
People Visiting North Side Also Like
Why Choose Rent By Owner for your North Side Resorts?
What makes our Resorts 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 Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. 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 Resorts Amenities
What amenities can you expect?
Our Resorts 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
North Center
Logan Square
Lake View East
Avondale
Wrigleyville
Old Town
Old Town Triangle
Sheffield and DePaul
West Bucktown
Wrightwood Neighbors
Frequently Asked Questions About North Side Resorts
1. What are the top Resorts 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 Resorts in North Side:
- Single Family Home! Sleeps 8 Lincoln Park/Lakeview
- Lakeview/LincolnPark 2BR/1BA Updated Vintage Apartment in walkable neighborhood
- North Center - Modern, Safe, Family-Friendly, Solar-Powered Apartment
- Wrigleyville Condo, Sleeps 10, 1/2 block from Wrigley Field
- Dramatic Wrigley Loft +PRIVATE Rooftop, Center of Wrigley, Ranked GUEST FAVORITE
- Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Wrigley Field/Lakeview -Entire Home- Large Groups!
- Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Stylish, Inviting 2-BR near Logan Square and Wrigley Field
- Large 4BR/3BA Safe Old Town Location Walk Everywhere
2. How many Resorts are available in North Side?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the North Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in North Side.
More Rentals You May Like Near North Side
New
Apartment
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $358/Night
7 Nights - US $2,503
Apartment
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
US $1,867/Night
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Apartment
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $172/Night
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Apartment
10.0(170 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $413/Night
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Apartment
10.0(138 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $273/Night
7 Nights - US $1,911
Apartment
10.0(97 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $318/Night
7 Nights - US $2,225
Apartment
10.0(78 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $237/Night
7 Nights - US $1,658
Condo
10.0(54 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $339/Night
7 Nights - US $2,370
Apartment
10.0(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $318/Night
7 Nights - US $2,223
Apartment
10.0(53 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $411/Night
7 Nights - US $2,879
Apartment
10.0(51 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $709/Night
7 Nights - US $4,962
Apartment
10.0(51 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $562/Night
7 Nights - US $3,937
