The Loop Cottage Rentals
Apartment
2 Bedrooms
1 Bath
4 Guests
1100 ft²
Fireplace/Heating
Pet Friendly
Air Conditioner
Internet
AU $115/Night
7 Nights - AU $802
Apartment
10.0(4 Reviews)
13 Bedrooms
12 Baths
32 Guests
1435.19 ft²
Private Pool
Hot Tub- Fireplace/Heating
Pool
AU $2,245/Night
7 Nights - AU $15,714
House
7.0(101 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Kitchen- Air Conditioner
- Internet
AU $224/Night
7 Nights - AU $1,565
New
Hotel
2 Baths
- Fireplace/Heating
Balcony/Terrace- Kitchen
Parking
AU $1,572/Night
7 Nights - AU $11,005
Apartment
10.0(1 Review)
6 Bedrooms
3 Baths
16 Guests
3003.13 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
AU $1,996/Night
7 Nights - AU $13,972
New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $900/Night
7 Nights - AU $6,299
House
10.0(1 Review)
5 Bedrooms
4 Baths
13 Guests
2249.66 ft²
View- Parking
- Air Conditioner
- Internet
AU $1,042/Night
7 Nights - AU $7,294
New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $897/Night
7 Nights - AU $6,279
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Parking
- Air Conditioner
- Internet
AU $2,151/Night
7 Nights - AU $15,055
New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $889/Night
7 Nights - AU $6,225
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
1022.57 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
Accessibility
AU $1,387/Night
7 Nights - AU $9,708
New
Hotel
2 Baths
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $885/Night
7 Nights - AU $6,193
Why Choose Rent By Owner for your The Loop 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 The Loop
How to Book Your The Loop 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 The Loop
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 The Loop, IL
Chicago
Printers Row
333 West Wacker Drive
Civic Opera House
Cadillac Palace Theatre
Chicago City Hall
Willis Tower
Lakeshore East
Near East Side
Chicago
Central Chicago
Downtown Chicago
Frequently Asked Questions About The Loop Rental Cottages
1. What are the top Cottages in The Loop?
There are a lot of options in The Loop. If you plan on staying in the The Loop area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in The Loop:
- 55th Floor Penthouse with Award-Winning Views
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- Smart Home in Logan Square by the 606 Trail
- Bee's Knees - Ritzy, 1924 Chicago Bungalow
- Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
- Spacious 4BR Near O’Hare & Rosemont Sleeps 8/2 Kitchens/ Free Parking
- Lofty Garden Retreat Artist-Music Friendly 2BR in Humboldt Park
- 5 Star Epicurean Experience with Hip, Modern, Gazebo with BBQ Grill & Sleeps 14.
- 50th Floor Mag Mile Views, Balcony, Pool, Gym
- Chic River North 2BD Condo with Parking & Balcony
2. How many Cottages are available in The Loop?
Currently, the total number of properties listed by RBO in 2026 is over 1176 in the The Loop area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in The Loop.
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10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1776.05 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
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10.0(213 Reviews)
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8 Guests
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10.0(201 Reviews)
2 Bedrooms
2 Baths
7 Guests
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Apartment
10.0(66 Reviews)
1 Bedroom
1 Bath
4 Guests
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Apartment
10.0(39 Reviews)
1 Bedroom
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2 Guests
735 ft²
- Oceanfront
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- Pool
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AU $573/Night
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Apartment
10.0(11 Reviews)
2 Bedrooms
3 Baths
8 Guests
2600 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
AU $1,480/Night
7 Nights - AU $10,362
Apartment
10.0(11 Reviews)
2 Bedrooms
2 Baths
7 Guests
1109 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
AU $1,060/Night
7 Nights - AU $7,418
