Holiday Rentals in Rolling Meadows

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Our top choices for Rolling Meadows holiday rentals

Apartment in Irving Park

1BR Homey Apt in Irving Park
9.0 out of 10, Wonderful, (4)
"It was wonderful and wil stay agian"
United States
Crystal P.
1BR Homey Apt in Irving Park
10.0 out of 10, Exceptional, (11)
"This apartment was amazing! It was spacious, quiet, comfortable, and well stocked with all the amenities. The gated parking space that goes with the apartment was a plus! We would definitely stay here again!"
United States
Sarah D.
Bright & Modern Apt | Steps to Lake, Train, Food

Apartment in Albany Park

Cozy & Inviting 2BR Apartment
10.0 out of 10, Exceptional, (1)
Cozy & Inviting 2BR Apartment
10.0 out of 10, Exceptional, (48)
"Clean and quiet, perfect for nights to rest after exploring the city"
United States
Joe T.
The price is €222
includes taxes & fees
13 Jan - 14 Jan 2026
Artistic Loft Rooftop | 13 mins DT | 4 mins Lake
10.0 out of 10, Exceptional, (5)
"This spot was perfect for our Chicago visit where we mostly needed a place to sleep, not hang out. It seemed to have been refinished recently, so beds were comfy, bathroom lovely, and sitting area big enough for the two of us. "
United States
Deb B.
Private Chicago Apartment with Free Street Parking and In Unit Washer Dryer
9.6 out of 10, Exceptional, (30)
"Great option for a relatively affordable place to stay near family."
United States
Erick B.
The price is €98
includes taxes & fees
19 Jan - 20 Jan 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Apartment in Lincoln Square

Cozy 1BR in Walkable Area
9.8 out of 10, Exceptional, (7)
"The place was just as pictured and spotless. Very comfortable apartment in a beautiful area. Close walk to the L and to stores on the nearby avenue. Easy check-in. "
United States
Dan C.
Cozy 1BR in Walkable Area

Apartment in Lincoln Square

Homey 1BR Space Apartment
9.8 out of 10, Exceptional, (12)
"Great location. Very walkable to restaurants and bars. Awesome park nearby. Host was easy to communicate with. "
United States
Kayla K.
The price is €147
includes taxes & fees
11 Jan - 12 Jan 2026
Homey 1BR Space Apartment

Apartment in Lakeview

1BR Fully Equipped & Central
2.0 star property
9.0 out of 10, Wonderful, (4)
"Excellent location. Easy walkability to Whole Foods and restaurants. Shubas just down the road. A little confusion on checking in but all worked out great."
United States
David G.
1BR Fully Equipped & Central
9.4 out of 10, Exceptional, (13)
"Wonderful property, fabulous location, well-stocked with amenities, great gym, wonderful view, small but very comfortable, "
United States
Walt K.
Majestic Modern Style|13 mins DT|4 mins Lake

Apartment in Edgewater

Relaxing Chicago Studio
10.0 out of 10, Exceptional, (43)
"Had a great stay. Great location. "
United States
Justin
The price is €151
includes taxes & fees
26 Jan - 27 Jan 2026
Relaxing Chicago Studio

Apartment in Edgewater

Stylish and Roomy 2BR in Chicago
9.0 out of 10, Wonderful, (12)
"It was a awesome location and clean and spacious for what we needed."
United States
porschea t.
The price is €155
includes taxes & fees
29 Dec - 30 Dec
Stylish and Roomy 2BR in Chicago
9.6 out of 10, Exceptional, (57)
"Super convenient if you want to see the Frank Lloyd wright house - walked to studio and train and great cafes. Perfect location "
United States
Travis S.
The price is €176
includes taxes & fees
21 Jan - 22 Jan 2026
Chic Suite/Mins to L Train /Laundry/Free Parking

Apartment in Hermosa

Warm & Inviting 2BR Apt
10.0 out of 10, Exceptional, (4)
"Comfortable beds, great location"
United States
Jason
Warm & Inviting 2BR Apt

Apartment in Rogers Park

Spacious 2BR Near Dining & Shops
8.4 out of 10, Very good, (7)
"Loved this sweet space tucked into a special neighborhood in the city. Space was clean & comfortable, wonderful shower & a nice respite from city life. "
United States
Ever
The price is €157
includes taxes & fees
29 Dec - 30 Dec
Spacious 2BR Near Dining & Shops
2.0 star property
8.8 out of 10, Excellent, (6)
"Everything was as described. Parking is secure. Location is quiet, inside a nice neighborhood "
United States
Alissa S.
The price is €142
includes taxes & fees
11 Jan - 12 Jan 2026
Stunning & Stylish Downtown Studio - Highland Park
9.4 out of 10, Exceptional, (6)
"It was a great stay if you want to experience a diverse, fun, authentic Chicago neigborhood. We really enjoyed it. "
United States
Amer
The price is €132
includes taxes & fees
6 Jan - 7 Jan 2026
Sunny Studio in Heart of Ravenswood
10.0 out of 10, Exceptional, (2)
"Had a great experience here, and also close to the airport!"
United States
Yafeat D.
The price is €108
includes taxes & fees
26 Jan - 27 Jan 2026
Cozy Garden Suite minutes from O'hare and Rosemont + Free Parking

Apartment in Albany Park

Comfortable 2BR Chicago Apt
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is €170
includes taxes & fees
5 Jan - 6 Jan 2026
Comfortable 2BR Chicago Apt
8.8 out of 10, Excellent, (25)
"The house was very comfortable and clean. We definitely enjoyed our stay there, and will keep it in mind next time we visit the area."
United States
Jill S.
The price is €181
includes taxes & fees
30 Dec - 31 Dec
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Rolling Meadows Hotel Reviews

Find out more about Rolling Meadows

Everything you need to know about Rolling Meadows holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rolling Meadows holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rolling Meadows holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rolling Meadows holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rolling Meadows. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rolling Meadows holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rolling Meadows holiday rentals we have selected for you start as low as €130 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rolling Meadows rentals

At Expedia, we put the best Rolling Meadows holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rolling Meadows rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rolling Meadows holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rolling Meadows. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Rolling Meadows?

Yes, there are holiday rentals close to the most popular sights in Rolling Meadows, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Rolling Meadows. Make sure you have time to check out the football games and cafés during your trip.

What are some of the best holiday rentals that Rolling Meadows has to offer?

Charming 2-bedroom house in Maywood with WiFi, AC full basement with sofa bed: This holiday home rental outside of Rolling Meadows offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

How many holiday rentals are there in Rolling Meadows?

Expedia has 4 holiday rentals for your stay in Rolling Meadows.

What can I see and do in Rolling Meadows?

While exploring the area, visit family-friendly sights like LEGOLAND® Discovery Center, or get outside and enjoy nature at Chicago Botanic Garden. Harper College and Naval Base Great Lakes are a couple of places you'll find in the wider area.

What are holiday rentals like in Rolling Meadows?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rolling Meadows. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a family getaway.