Rolling Meadows Holiday Rentals

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Our top choices for Rolling Meadows holiday rentals

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum
Downers Grove
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 AU$169
includes taxes & fees
19 Jan - 20 Jan 2026
Pet Friendly-Cozy 1-bedroom apartment just 6 minutes drive to Morton Arboretum

Great Layout – Spacious 2BR Apt

Great Layout – Spacious 2BR Apt
Rogers Park
10.0 out of 10, Exceptional, (5)
"Clean, comfortable, and would definitely stay again!"
United States
KM W.
The price is AU$287
includes taxes & fees
6 Jan - 7 Jan 2026
Great Layout – Spacious 2BR Apt

Cozy 1BR in Walkable Area

Cozy 1BR in Walkable Area
Lincoln Square
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.
The price is AU$254
includes taxes & fees
6 Jan - 7 Jan 2026
Cozy 1BR in Walkable Area

1BR Homey Apt in Irving Park

1BR Homey Apt in Irving Park
Irving Park
9.0 out of 10, Wonderful, (4)
"It was wonderful and wil stay agian"
United States
Crystal P.
The price is AU$264
includes taxes & fees
6 Jan - 7 Jan 2026
1BR Homey Apt in Irving Park

Sunny Studio in Heart of Ravenswood

Sunny Studio in Heart of Ravenswood
Uptown
9.4 out of 10, Exceptional, (6)
"Great neighborhood, easy check in/out. "
United States
Leah B.
The price is AU$228
includes taxes & fees
6 Jan - 7 Jan 2026
Sunny Studio in Heart of Ravenswood

Comfortable 2BR Chicago Apt

Comfortable 2BR Chicago Apt
Albany Park
9.6 out of 10, Exceptional, (4)
"Perfect location for our trip. Very functional and comfortable. "
United States
Michael
The price is AU$294
includes taxes & fees
6 Jan - 7 Jan 2026
Comfortable 2BR Chicago Apt

Trendy & Comfy Studio Unit

Trendy & Comfy Studio Unit
Portage Park
9.6 out of 10, Exceptional, (4)
"Older property. Landlord special in the bathroom. Definitely needs better window coverings. Otherwise, comfortable, safe, and clean. "
United States
Courtney V.
The price is AU$241
includes taxes & fees
6 Jan - 7 Jan 2026
Trendy & Comfy Studio Unit

1BR Fully Equipped & Central

1BR Fully Equipped & Central
2.0 star property
Lakeview
8.8 out of 10, Excellent, (5)
The price is AU$256
includes taxes & fees
1 Jan - 2 Jan 2026
1BR Fully Equipped & Central

2BR Getaway - Comfy & Ready

2BR Getaway - Comfy & Ready
Rogers Park
9.4 out of 10, Exceptional, (9)
"Great location "
United States
Bernard M.
The price is AU$287
includes taxes & fees
4 Jan - 5 Jan 2026
2BR Getaway - Comfy & Ready

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake
Uptown
9.6 out of 10, Exceptional, (14)
"The property was close to a venue I was attending, so that was convenient; however, the parking was inconvenient. The recommended parking was a ten minute walk. The deposit that was held was higher than a typical hotel reservation and that was on top of the fees and rules that were provided for the overnight stay. Which is fine, if the room was exceptional, which it was not. The furnishings were the most inexpensive that could be purchased and at the end of its use. Not a comfortable stay...
United States
Janet
The price is AU$364
includes taxes & fees
6 Jan - 7 Jan 2026
Peaceful Cozy Beach View| 13 mins DT | 4 mins Lake

Nice 1BR Spot, Unwind & Relax

Nice 1BR Spot, Unwind & Relax
Lincoln Square
9.6 out of 10, Exceptional, (25)
"Great stay"
United States
Kayla K.
The price is AU$254
includes taxes & fees
6 Jan - 7 Jan 2026
Nice 1BR Spot, Unwind & Relax

Majestic Modern Style|13 mins DT|4 mins Lake

Majestic Modern Style|13 mins DT|4 mins Lake
Uptown
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.
The price is AU$372
includes taxes & fees
6 Jan - 7 Jan 2026
Majestic Modern Style|13 mins DT|4 mins Lake

Homey 2BR Apt w/ Parking

Homey 2BR Apt w/ Parking
Portage Park
9.4 out of 10, Exceptional, (8)
"It was clean and well maintained unit. It’s next to grocery store and pharmacy which was very convenient. It’s not too far from downtown. I would stay again here in future if available."
United States
Jatin
The price is AU$295
includes taxes & fees
4 Jan - 5 Jan 2026
Homey 2BR Apt w/ Parking

Special Skevanston Space 2mi to Northwestern University & beach

Special Skevanston Space 2mi to Northwestern University & beach
Evanston
9.0 out of 10, Wonderful, (22)
"Very nice stay. Host was super nice and accommodating. "
United States
Melissa K.
The price is AU$346
includes taxes & fees
5 Jan - 6 Jan 2026
Special Skevanston Space 2mi to Northwestern University & beach

Lovely 2BR with Parking Near United Center & Wrigley

Lovely 2BR with Parking Near United Center & Wrigley
Portage Park
9.0 out of 10, Wonderful, (4)
"The place was spacious and quiet at night. It was warm and cozy for a winter nights' stay. If you are a coffee person, bring your own! Host was responsive and helpful. "
United States
Kierstin A.
The price is AU$301
includes taxes & fees
1 Jan - 2 Jan 2026
Lovely 2BR with Parking Near United Center & Wrigley

Pine Beam Sloth Apartment next to Blue Line

Pine Beam Sloth Apartment next to Blue Line
2.0 star property
Irving Park
10.0 out of 10, Exceptional, (4)
"Amazing stay! So comfortable, clean, and the sushi underneath was the icing on the cake! We will definitely stay again when we come back! "
United States
Emily s.
The price is AU$311
includes taxes & fees
5 Jan - 6 Jan 2026
Pine Beam Sloth Apartment next to Blue Line

Stunning & Stylish Downtown Studio - Highland Park

Stunning & Stylish Downtown Studio - Highland Park
2.0 star property
Highland Park
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 AU$246
includes taxes & fees
4 Jan - 5 Jan 2026
Stunning & Stylish Downtown Studio - Highland Park

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago
Oak Park
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 AU$313
includes taxes & fees
1 Jan - 2 Jan 2026
Restful Comfy Retreat W Free Parking with Laundry and Close to Downtown Chicago

Uptown Studio Gem Sum

Uptown Studio Gem Sum
Uptown
7.4 out of 10, Good, (6)
"This studio is very clean and is located in a neighborhood with access to anything you would want to do or see. The stairway and halls are not pristine, but studio is good. Neighbors were quiet and seldom seen during my stay. Excellent restaurant right across the street and grocery nearby. Wrigley Field is easy walk. Check in was confusing for me, but it worked out. "
United States
Leah W.
The price is AU$239
includes taxes & fees
6 Jan - 7 Jan 2026
Uptown Studio Gem Sum

Cozy & Furnished 2BR Unit

Cozy & Furnished 2BR Unit
Lincoln Square
9.0 out of 10, Wonderful, (14)
"Nice location "
United States
tom b.
The price is AU$287
includes taxes & fees
25 Jan - 26 Jan 2026
Cozy & Furnished 2BR Unit
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, 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 favourite 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 depend 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 AU$215 per night. Entering your travel dates in the search wizard might find you 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.