Rolling Meadows Vacation Rentals

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Browse Select Rolling Meadows Vacation Homes

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stylish 5BR/3BA - 2 Units - 2 Kitchens + Parking!

Stunning / Spacious 6BD Home + garage - Bucktown!

9.4 out of 10, Exceptional, (28)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Great 3 bedroom rental unit near Logan Square

9.4 out of 10, Exceptional, (21)
"The property was perfect for me and my buddies for a football weekend!"
Great 3 bedroom rental unit near Logan Square

New Your Home Away From Home! - Near Great Lakes Naval Base!!

9.4 out of 10, Exceptional, (17)
"Very clean"
New Your Home Away From Home! - Near Great Lakes Naval Base!!

Belmont House, Classy & Chic/walk to Wrigley Field

9.4 out of 10, Exceptional, (41)
"Perfect location. Home was very comfortable and inviting. Beds and mattresses were heavenly. We thoroughly enjoyed our stay. "
Belmont House, Classy & Chic/walk to Wrigley Field

Chicago Riverhouse with private fenced in oasis

9.8 out of 10, Exceptional, (18)
"Great location for needing to be around the north park area, my grandmother easily maneuvered (87 y/o), and our 4 y/o loved watching TV on the projector. Easy parking, easy access to downtown. If you need to be in the area I’d definitely recommend staying here!"
Chicago Riverhouse with private fenced in oasis

Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

10.0 out of 10, Exceptional, (6)
"Stayed here with six others for a girls trip.The house was beautifully decorated, beds were comfy, and the backyard was such a nice spot to hang out in during our downtime. We loved how much space we had and the attention to the vibes. Adam was super helpful and responsive before and during our stay. We all wished our trip was longer!"
Bee's Knees - Ritzy, 1924 Hollywoodesque Bungalow

Spacious 5-bedroom house with movie room, game room and more!

10.0 out of 10, Exceptional, (2)
"This was a great rental experience from start to finish. Everyone was impressed with the space, and the location couldn't be better. We will definitely be back. "
Spacious 5-bedroom house with movie room, game room and more!

Lake/Beach Getaway (Remodeled)

9.8 out of 10, Exceptional, (28)
"excellent location - very clean - close to everything we wanted to visit - owners very helpful only 20 min from Antioch where we had our family reunion - this is the 2nd year we have stayed here - very happy - lake visable from front windows - beds comfy - kitchen completely stocked - great sunsets - easy walking in the area - shopping close by wonderful rental"
Lake/Beach Getaway (Remodeled)

Breathtaking home close to Schaumburg, Chicago

9.8 out of 10, Exceptional, (45)
"We had unexpected changes last minute for Thanksgiving and our Host was so great and accommodating. The space was roomy and beautiful with the rooms flowing into each other so little groups of people could talk and nosh and enjoy the food and company. The light coming in from the windows and the backyard is a little piece of nature to enjoy. At our request, our wonderful host even snuck in to start a fire for us in the firepit, making it even more homey. My husband, myself, my sister, and my...
Breathtaking home close to Schaumburg, Chicago

Cheery 2+bedroom home with free parking on premises

9.8 out of 10, Exceptional, (32)
"My husband and I spent a week here with our three dogs while in town for a family wedding. I was able to work from home while my husband took the CTA into the Chicago office of his company. The home was lovely and well stocked with everything that we needed for a week away from home. Would highly recommend."
Cheery 2+bedroom home with free parking on premises

Riverfront Libertyville Retreat w/ Outdoor Kitchen

8.8 out of 10, Excellent, (16)
"We rented this house to stay for my daughter’s graduation from Navy Boot Camp. It was an easy drive in and ample room for everyone. The host was awesome and attentive to our needs. Honestly, we didn’t really have any needs, but we used party poppers in the house and wanted to be able to clean them up, but we couldn’t find the broom. Being from California, I was super nervous about being cold, but as soon as we walked in the house, it was super warm and felt so cozy. The heated floors are...
Riverfront Libertyville Retreat w/ Outdoor Kitchen

"St Geneva" Private With River View! 7 minutes to the QCenter

10.0 out of 10, Exceptional, (66)
"House was amazing and host was even more amazing "
"St Geneva" Private With River View! 7 minutes to the QCenter

4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

9.2 out of 10, Wonderful, (7)
"We had a mini cousin reunion with family who drove in from different states. No one here has a house big enough to have all of us, so this was the perfect option. The house was lovely, neighborhood very nice, easy to get to, and the host was gracious making us feel like we were all at home. I’d give it 10/5 stars if I could!"
4 Bedroom, 2 Full Bath. Centrally Located. Near O'Hare Airport and attractions

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

10.0 out of 10, Exceptional, (120)
"We had an amazing time, and this home was a large part of why we enjoyed Chicago so much! The hosts were great, and very responsive to all of our questions! The home was spacious and warm. The perfect location, so close to the train so we could travel back and forth to downtown. The kitchen has a great space for cooking, what a great stove. The ping pong/billiards table was a hit! We would definitely stay here again! "
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!

Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!

10.0 out of 10, Exceptional, (11)
"It was a great house with needed amenities and lots of space. Great location not far from downtown. Host was great to communicate with."
Elegant 3BD Chalet! 🌲15min to ORD/Train 2 Dwntwn!

Fox River Retreat

9.8 out of 10, Exceptional, (27)
"The stay was set up nice. Really no complaints other than only one bed room had a tv so the other guest had to sit in the living room the majority of the night. Other than that no Complaints "
Fox River Retreat

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.8 out of 10, Exceptional, (6)
"This was the perfect place for us to gather for the holidays. We definitely enjoyed our stay!"
Pet-Friendly Bartlett Farmhouse w/ Deck!

Comfy King bed, Free Wi-Fi, Home in Des Plaines

10.0 out of 10, Exceptional, (3)
"This home was tidy and beautiful. It fit all of us so perfectly and we were able to spend quality time together with our sailor!! We had no problems with this property and the manager was very responsive! Thank you so much!"
The price is CA $258
CA $728 total
includes taxes & fees
Jan 15 - Jan 16, 2025
Comfy King bed, Free Wi-Fi, Home in Des Plaines

Discover Wheaton's charm.

9.8 out of 10, Exceptional, (9)
"Larry's property.... I can't even call it a property. It's a HOME!!!! As soon as we walked in, it felt like we were coming to a loved one's house. It was so perfect!!!! We traveled FAR to get there, with our two little girls and our dogs. We were exhausted and overwhelmed after the drive and the Thanksgiving holiday chaos. But walking in, we were immediately so comfortable and cozy. He had towels and cloths set up on the dressers in every room (something I do for my own guests in our own home!)...
Discover Wheaton's charm.
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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Other property types in Rolling Meadows

Stunning / Spacious 6BD Home + garage - Bucktown!

9.4 out of 10, Exceptional, (28)
"I invited 5 guest to join me in Chicago for a birthday trip. This home is perfectly located between MDW and ORD. We had no trouble getting to our activities, great restaurants, downtown, or quick stores (Target, CVS, etc). The layout of the home is perfect with rooms and bathrooms on each level. The homeowner is also a wonderful communicator, great at responding. We had no trouble getting a hold of them prior to the trip or during the trip. Highly recommend! "
Stunning / Spacious 6BD Home + garage - Bucktown!

Chic, Cozy home, by Blue Line Train Stop + Free parking

9.4 out of 10, Exceptional, (38)
"I'd stay again, it was nice. Only issue was the upstairs neighbor must have been doing remodeling because the entire day was filled with hammers, drills, stomping etc. But all in all I enjoyed it."
Chic, Cozy home, by Blue Line Train Stop + Free parking

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

10.0 out of 10, Exceptional, (120)
"We had an amazing time, and this home was a large part of why we enjoyed Chicago so much! The hosts were great, and very responsive to all of our questions! The home was spacious and warm. The perfect location, so close to the train so we could travel back and forth to downtown. The kitchen has a great space for cooking, what a great stove. The ping pong/billiards table was a hit! We would definitely stay here again! "
Beautiful 6BR mansion, 4 parking spots, sleeps 21! Walk to Wrigley & the lake!
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.