The Gap Rentals By Owner

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 Vacation Rentals in The Gap:

• Family Friendly 2-Bedroom w/Kitchen & Laundry
• Chic 2-Bedroom Townhouse with Rooftop, Free Parking, in Downtown Chicago!
• Large historic home minutes from downtown Chicago and the lakefront.
• Splendid Corner 3BR in the Loop | City Views
• Gather, relax, enjoy— in chic luxury home near Lake Michigan & McCormick Center
• Spacious unit in historic gem
• Lux Apts with Lake Views and Top Amenities
• Villa Noir Chicago Victorian home 7 min to downtown, museums, shops & the beach
• 2BR South Loop Apt—Walk to Lake, Museums, Aquarium + Pool, Gym, WiFi, & Conv Ct
• Cozy 2BR South Loop Condo with Optional Parking and Gym Near McCormick Place, Public Transit & City Hotspots

There are many large, family-friendly vacation homes available in The Gap; however, here are the most popular family rentals listed on our site:

• Cozy Pilsen Depa
• Luxurious Stay at Modern Apartment with Self Check-in Mins Frm Downtown
• Mccormick Place Guest House
• 4 #1S - 4 Bedroom/1.5 Bath Condo near McCormick Place, Wintrust Arena

Yes, there are 1154 self-catering vacation homes in The Gap that have hot tubs, swimming pools, & other amenities.

There are more than 1154 luxury villas and vacation homes in or near The Gap. Filter by price to compare find the most expensive places to stay on Weekendgetaways.

Yes, there are 1154 pet friendly vacation homes and places to stays that are available in or near The Gap that you may consider.