North Side Cottage Rentals
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
Balcony/Terrace
Kitchen
Air Conditioner
Internet
£82/Night
7 Nights - £575
Cottage
3 Bedrooms
2 Baths
7 Guests
- Internet
Child Friendly
Laundry
Security/Safety
£177/Night
7 Nights - £1,239
Apartment
10.0(141 Reviews)
2 Bedrooms
1 Bath
6 Guests
1000 ft²
Parking- Balcony/Terrace
- Kitchen
- Air Conditioner
£174/Night
7 Nights - £1,219
Apartment
10.0(14 Reviews)
1 Bedroom
1 Bath
2 Guests
699.65 ft²
- Internet
- Child Friendly
£193/Night
7 Nights - £1,348
Bed & Breakfast
10.0(530 Reviews)
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£197/Night
7 Nights - £1,379
Apartment
10.0(100 Reviews)
2 Bedrooms
1 Bath
5 Guests
850 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£155/Night
7 Nights - £1,086
Apartment
10.0(4 Reviews)
6 Bedrooms
2 Baths
20 Guests
3498.27 ft²
Private Beach
EV Charge Station- Parking
Ocean View
£694/Night
7 Nights - £4,856
Apartment
10.0(99 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Parking
- Ocean View
- Balcony/Terrace
View
£255/Night
7 Nights - £1,783
Apartment
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
1205.56 ft²
- Parking
- Air Conditioner
- Internet
Pet Friendly
£361/Night
7 Nights - £2,528
Apartment
10.0(81 Reviews)
1 Bedroom
1 Bath
4 Guests
800 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£281/Night
7 Nights - £1,970
Apartment
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
1001.04 ft²
- Air Conditioner
- Internet
- Child Friendly
£389/Night
7 Nights - £2,722
Apartment
10.0(81 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£167/Night
7 Nights - £1,169
People Visiting North Side Also Like
Why Choose Rent By Owner for your North Side Cottage Rentals?
What makes our Cottage Rentals 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 Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. 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 Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals 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
Mid-North District
Lakeview
Lincoln Park
Logan Square
Wrigleyville
Old Town
Old Town Triangle
North Center
Lake View East
Avondale
Sheffield and DePaul
West Bucktown
Frequently Asked Questions About North Side Rental Cottages
1. What are the top Cottages 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 Cottages in North Side:
- The Sono Chicago
- 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
- 1F - ❤️ Trendy 2BR Apartment in Logan Square!
- Roscoe Village- Only steps to cute shops & dining! Sleeps 4-6
- Stunning Lincoln Park Single-Family House with Fantastic Game Room
- Lincoln Park Light Filled Loft
2. How many Cottages are available in North Side?
Currently, the total number of properties listed by RBO in 2026 is over 2 in the North Side area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in North Side.
More Rentals You May Like Near North Side
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1001.04 ft²
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
£626/Night
7 Nights - £4,383
Condo
10.0(63 Reviews)
2 Bedrooms
2 Baths
6 Guests
1500 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
£395/Night
7 Nights - £2,767
Apartment
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
2497.23 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
£601/Night
7 Nights - £4,208
Apartment
10.0(57 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
£583/Night
7 Nights - £4,082
Condo
10.0(56 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£464/Night
7 Nights - £3,249
Apartment
10.0(54 Reviews)
2 Bedrooms
1 Bath
5 Guests
900 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£445/Night
7 Nights - £3,112
Apartment
10.0(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
850 ft²
- Kitchen
- Air Conditioner
- Internet
- Pet Friendly
£153/Night
7 Nights - £1,069
Apartment
10.0(53 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£385/Night
7 Nights - £2,692
Apartment
10.0(53 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Kitchen
- Air Conditioner
- Internet
- Laundry
£167/Night
7 Nights - £1,166
Apartment
10.0(53 Reviews)
1 Bedroom
1 Bath
2 Guests
650 ft²
- Parking
- Kitchen
- Air Conditioner
- Internet
£127/Night
7 Nights - £885
Apartment
10.0(52 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
£485/Night
7 Nights - £3,392
Apartment
10.0(39 Reviews)
2 Bedrooms
1 Bath
5 Guests
750 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
£316/Night
7 Nights - £2,211
