The Loop Cottage Rentals
New
Apartment
2 Bedrooms
1 Bath
4 Guests
1100 ft²
Fireplace/Heating
Pet Friendly
Air Conditioner
Internet
CA $113/Night
7 Nights - CA $793
Apartment
10.0(4 Reviews)
3 Bedrooms
1 Bath
2 Guests
355.21 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
CA $399/Night
7 Nights - CA $2,796
House
7.0(102 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Kitchen- Air Conditioner
- Internet
CA $201/Night
7 Nights - CA $1,409
New
Hotel
2 Baths
- Fireplace/Heating
Balcony/Terrace- Kitchen
Parking
CA $1,037/Night
7 Nights - CA $7,261
House
10.0(1 Review)
5 Bedrooms
4 Baths
13 Guests
2249.66 ft²
View- Parking
- Air Conditioner
- Internet
CA $1,030/Night
7 Nights - CA $7,213
Apartment
10.0(11 Reviews)
2 Bedrooms
3 Baths
8 Guests
2600 ft²
Oceanfront- Fireplace/Heating
Pool
Ocean View
CA $1,423/Night
7 Nights - CA $9,959
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
- Pool
- Parking
- Air Conditioner
- Internet
CA $2,127/Night
7 Nights - CA $14,890
Apartment
10.0(11 Reviews)
2 Bedrooms
2 Baths
7 Guests
1109 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $1,092/Night
7 Nights - CA $7,643
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
1022.57 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
Accessibility
CA $1,372/Night
7 Nights - CA $9,602
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
6 Guests
700 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
CA $326/Night
7 Nights - CA $2,283
Apartment
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1776.05 ft²
- Fireplace/Heating
- Parking
- Air Conditioner
- Internet
CA $533/Night
7 Nights - CA $3,730
Apartment
10.0(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $1,044/Night
7 Nights - CA $7,307
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:
- 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
- 5 Star Epicurean Experience with Hip, Modern, Gazebo with BBQ Grill & Sleeps 14.
- Downtown 3bd #7 near Park+Museums
- Delightful Room w/Whimsical Decor & Modern Amenities Near Magnificent Mile
- Modern, Luxe, House 20mins to Downtown, Private Rooftop, 2car Garage
- Downtown Chicago Stay with Free In & Out Parking 3
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.
More Rentals You May Like Near The Loop
Apartment
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
721.18 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $431/Night
7 Nights - CA $3,018
Apartment
10.0(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
1500 ft²
- Kitchen
- Air Conditioner
- Internet
- Child Friendly
CA $1,173/Night
7 Nights - CA $8,214
Condo
10.0(5 Reviews)
2 Bedrooms
1 Bath
5 Guests
667 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $838/Night
7 Nights - CA $5,866
Condo
10.0(4 Reviews)
2 Bedrooms
1 Bath
5 Guests
667 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $860/Night
7 Nights - CA $6,019
Apartment
10.0(2 Reviews)
2 Bedrooms
2 Baths
5 Guests
878 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $823/Night
7 Nights - CA $5,758
Apartment
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
550 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $510/Night
7 Nights - CA $3,572
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
450 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $432/Night
7 Nights - CA $3,027
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
350 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $414/Night
7 Nights - CA $2,900
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
300 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $403/Night
7 Nights - CA $2,819
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
7 Guests
1117 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
CA $343/Night
7 Nights - CA $2,399
Condo
10.0(1 Review)
2 Bedrooms
1 Bath
5 Guests
667 ft²
- Fireplace/Heating
- Kitchen
- Air Conditioner
- Internet
CA $781/Night
7 Nights - CA $5,468
Condo
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
CA $295/Night
7 Nights - CA $2,063
