Gross Point, Chicago holiday accommodation: short-term house rentals & properties

Discover a selection of holiday rentals in Gross Point that are perfect for your trip. Holiday rentals provide the best amenities for your family, friends or furry companion, such as a garden and pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Find the best place to stay - Gross Point

51st Floor MagMile Penthouse - VIEWS, Fireplace, Balcony, Pool, WiFi

Sleeps 4 · 1 bedroom · 1 bathroom

First floor living room with leather couch, smart cable TV, and Alexa speaker.

Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Sleeps 21 · 6 bedrooms · 3+ bathrooms

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Transport to and around Gross Point

Fly into Chicago O'Hare International Airport (ORD), the closest airport, located 11.7 mi (18.9 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Chicago Midway Airport (MDW), which is 20 mi (32.3 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Gross Point?

Length of stay, season and property type are some of the things that can determine the price of a holiday home. Simply enter your dates of travel to find the ultimate escape. From quaint country cottages to expansive villas, all Stayz holiday homes offer terrific value.

How much does it cost to rent a beach house in Gross Point?

Prices for beach houses in Gross Point differ depending on the type and size of the property and when you're travelling. All you have to do is enter your travel dates into Stayz and the number of guests to view available options and prices. From there you can use our filters to tailor your search results by amenities, nearby activities, ratings and more.

What are the top attractions for families in Gross Point?

If you're travelling with the kids, be sure to include these family-friendly attractions in Gross Point on your list of things to do:

Langdon Park Beach
Bahai House of Worship

How old do you have to be to rent a holiday home in Gross Point?

The minimum required age is typically 16, 18 or 21. It can vary across properties on Stayz, so look at the rules of your preferred Gross Point stay before booking your trip.

How long can I rent a holiday home in Gross Point for?

It all depends on the Gross Point property. To view a list of options offering extended stays, just type your dates and number of guests into Stayz. You can look forward to having the property to yourself, along with home comforts such as a full kitchen, air conditioning and a yard where the kids can run and play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.