Book a Place to Stay in The Gap for Your Summer Getaway
About The Gap Summer Rental on Vacation Cottage
Elevate your summer travels with 803 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near The Gap. 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 Gap 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 Gap 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 Gap, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About The Gap Luxury Rentals
What are the top rated Summer Rentals in The Gap?
There are a lot of options in The Gap. If you plan on staying in the The Gap 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 Gap:
- 1 mile walk to 43rd St .beach. In Historic North Kenwood. 6.3 miles to Navy Pier
- The Suite Spot Eclectic Modern Central Sleeps 6
- Gorgeous historic mansion on UChicago campus. Renovation with original detail.
- Dtown Penthouse 3bd VIEWS+Parking +Gym+Pool
- Large historic home minutes from downtown Chicago and the lakefront.
- Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center
- Luxéry Stay "Hollywood" Downtown/McCormick/WinTrust Area
- Splendid Corner 3BR in the Loop | City Views
- Archer #2 | New 3 Bedroom near McCormick Place, Wintrust Arena, Chinatown
- Modern 4 Bed, 3.5 Bath Home | Near Sox & McCormick
How many summer rentals are available around The Gap, IL?
In 2025, Vacation Cottage offers 803 summer rentals in or around The Gap. 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 Gap?
The average price per night for a summer rental in The Gap is $430. Check the full list of summer accommodations in The Gap.
How many summer rentals are available to book in The Gap?
There are 803 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 Gap have a private pool?
Yes, here are some popular summer holiday rentals in The Gap that have a private or indoor pool:
- Zen 5 Bedroom Family Escape
- Lux Apts with Lake Views and Top Amenities
- Spacious 5BR Chicago Suite Near McCormick Place & Soldier Field
- Modern Elegance meets Chicago High Rise 1-bedroom apt with a breathtaking view
Check all holiday rentals with a pool in The Gap on Vacation Cottage.
Can I rent pet-friendly summer rentals in The Gap?
Yes, We have 803 summer rental homes in The Gap and types of place to stay in The Gap include:
- Vacation Homes: 803 available for rent
- Villas: 803 Rentals available for rent
- Holiday Apartments: 803 Rentals available for rent
- Hotels with Suites: 803 Rentals available for book
Do you have a luxury summer rental with a pool in The Gap?
Yes, of course! There are many luxury summer rental properties in The Gap. 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 Gap.
