Book a Place to Stay in The Loop for Your Summer Getaway
About The Loop Summer Rental on Vacation Cottage
Elevate your summer travels with 695 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near The Loop. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to The Loop or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in The Loop for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in The Loop, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About The Loop Luxury Rentals
What are the top rated Summer Rentals 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 Summer Rentals in The Loop:
- 52nd Floor MagMile Penthouse VIEWS Fireplace Pool
- 55-56 Mag Mile Penthouse
- 53 Floor MagMile Penthouse Views, Balcony, Pool
- 51st Floor MagMile Penthouse Views Balcony Pool
- 53/54 Mag Mile Penthouse VIEWS, Fireplace, Pool
- 51/52nd Floor Penthouse-VIEWS, Fireplace, Pool
- Million Dollar Views! Luxury Downtown Skyhouse!
- Cozy Comfy Clean 420 Compliant FREE Parking QUIET Neighborhood A GUEST FAVORITE!
- 52nd Floor, VIEWS, Pool, Balcony, Pool, Gym
- 50th Floor Mag Mile VIEWS, Balcony, Pool, Gym
How many summer rentals are available around The Loop, IL?
In 2025, Vacation Cottage offers 695 summer rentals in or around The Loop. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in The Loop?
The average price per night for a summer rental in The Loop is $359. Check the full list of summer accommodations in The Loop.
How many summer rentals are available to book in The Loop?
There are 695 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in The Loop have a private pool?
Yes, here are some popular summer holiday rentals in The Loop that have a private or indoor pool:
- Superb townhome with Near Lake in vibrant Chicago
- Lux Apts with Lake Views and Top Amenities
- The Langham, Chicago
- Portage Park,Jacuzzi, Movie Theater, Game Room, Gym, Arcade, Fits 16 Guest, Deck
Check all holiday rentals with a pool in The Loop on Vacation Cottage.
Can I rent pet-friendly summer rentals in The Loop?
Yes, We have 695 summer rental homes in The Loop and types of place to stay in The Loop include:
- Vacation Homes: 695 available for rent
- Villas: 695 Rentals available for rent
- Holiday Apartments: 695 Rentals available for rent
- Hotels with Suites: 695 Rentals available for book
Do you have a luxury summer rental with a pool in The Loop?
Yes, of course! There are many luxury summer rental properties in The Loop. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in The Loop.
