House holiday rentals in Rolling Meadows

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Popular amenities for house rentals in Rolling Meadows

House rentals with a pool

Guest favourite
Home in Highland Park
4.91 out of 5 average rating, 145 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

MaryRating, 5 stars2 weeks ago
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!
Guest favourite
Home in Bloomingdale
4.92 out of 5 average rating, 51 reviews

Now Open: Heated Pool with Entire House

TaraRating, 5 stars1 month ago
Moizs was an amazing host. Very accommodating, quick response, had some great recommendations for local restaurants, shopping, etc. Bloomingdale is a cute and nice suburb of Chicago. We had a great trip and we will definitely be back.
Top guest favourite
Home in Woodstock
4.89 out of 5 average rating, 63 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

MikeRating, 5 stars6 days ago
Fantastic home, we all loved it and had such a great time! Deirdre was right on top of things, so friendly, it was a delight working with her. The home was beautiful, and looked just like the pictures. What a fantastic experience!
Guest favourite
Home in Schaumburg
4.92 out of 5 average rating, 26 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

SarahRating, 5 stars1 week ago
We stayed here while our floors were being refinished and Marzena’s Oasis did not disappoint! You can tell she takes great pride in her listing; everything was as described and more. The home was very clean with plenty of linens, dishes, and kitchen/pantry supplies. My kids left more crumbs on the floor than usual during breakfast one day…I could not find a broom so I messaged Marzena. She dropped off a stick vacuum AND some delicious treats. Above and beyond to make us feel welcome and comfortable. Thank you for a home away from home!
Top guest favourite
Home in Genoa City
5 out of 5 average rating, 54 reviews

Relaxing Summer Getaway near Lake Geneva w/ Pool

BenjaminRating, 5 stars2 weeks ago
The house was a perfect fit for my family of 8. The amenities were great and Nicolet provided excellent communication.
Guest favourite
Home in Plainfield
4.94 out of 5 average rating, 77 reviews

Relaxing Spanish style Home (w/inground pool)

BethanyRating, 5 stars1 month ago
Stayed here the night before my wedding with my siblings who stayed the night of the wedding. We hosted our getting ready portion here for the morning of the wedding and Olinka and Daniel were gracious enough to allow us to stay in their beautiful home. Made for gorgeous pictures and a comfortable stay both nights. Thank you!!
Guest favourite
Home in Crystal Lake
5 out of 5 average rating, 6 reviews

In Ground Pool, Full Ranch Home

MarkRating, 5 stars2 days ago
Great place and easy to work with.
Guest favourite
Home in Carol Stream
4.86 out of 5 average rating, 7 reviews

Spacious 4 Bed/3.5 Bath Sleeps 8+

CarmenRating, 5 stars8 months ago
Beautiful house very clean and comfortable. We'll be back very soon

Weekly house rentals

Top guest favourite
Home in Des Plaines
4.98 out of 5 average rating, 90 reviews

Newly remodeled O’hare oasis

PatrickRating, 5 stars6 days ago
Great stay!! We went to a two night concert at All State and it was a perfect place to stay for this. Walkable to coffee, grocery, and restaurants/bars. Plenty of space and a nice back yard area.
Top guest favourite
Home in Northbrook
4.97 out of 5 average rating, 72 reviews

*King bed *Outdoor Living *Sought-After Area

PavelRating, 5 stars1 week ago
Great and cozy house in beautiful location
Top guest favourite
Home in Des Plaines
5 out of 5 average rating, 14 reviews

Des Plaines Home

JuliannieRating, 5 stars1 week ago
We’ve had a wonderful stay at this home! The house was absolutely beautiful—clean, stylish, and very comfortable. It had everything I needed to feel right at home. Kris was very communicative and kind, always quick to respond and incredibly helpful throughout my stay. I highly recommend this place to anyone looking for a relaxing and enjoyable experience. Would definitely stay here again!
Guest favourite
Home in Schaumburg
4.97 out of 5 average rating, 61 reviews

Paradise in Schaumburg Low Cleaning Fee, 3 BR, 4Bd

JenniferRating, 5 stars1 week ago
Syed was a wonderful host. He was responsive, friendly and very accommodating.
Top guest favourite
Home in McHenry
5 out of 5 average rating, 24 reviews

The Acorn @ The Oaks on The Fox

BethRating, 5 stars7 months ago
What a beautiful space! Squeaky clean. Great layout. 2 outdoor seating areas . Perfect relaxation! I’ve found my home away from home when I need to run away from home!
Top guest favourite
Home in Schaumburg
5 out of 5 average rating, 50 reviews

Suburban Fab

BrandonRating, 5 stars2 months ago
This is a lovely house that has been well maintained. It was exceptionally clean and comfortable. Easy access to mai. roads and local shopping. Highly recommended.
Guest favourite
Home in Bartlett
5 out of 5 average rating, 16 reviews

Basement Suite

MattRating, 5 stars3 weeks ago
Blesson was a pleasure to meet. He was very easy to talk to and accommodating for us. The unit itself was very clean. Staying in the basement suite was not a problem. Basically it felt like an in-law apartment. The neighborhood is very nice. We have family that lives there and I am very familiar with it. It is very appealing and very safe. We were comfortable with our stay. We would stay there again if our situation needed.
Guest favourite
Home in Schaumburg
4.88 out of 5 average rating, 91 reviews

Chicago&O’Hare|King Bed+WiFi+Deck&Fence

WhitneyRating, 5 stars1 day ago
Loved staying here as a family of 4. This home is great for families with an amazing backyard and close to so many parks. The perfect quiet area for a family with littles and the neighborhood felt safe. Comfy beds were so nice to sleep in and working AC was amazing to have on the hotter days! Will stay here again when we visit Chicago for sure!

Private house rentals

Guest favourite
Home in Arlington Heights
4.83 out of 5 average rating, 29 reviews

Entire house, ranch style, walkable to downtown AH

KyleRating, 5 stars9 months ago
House was well kept and spacious! Great location, super nice to be walking distance to restaurants, grocery store and train station. Bathrooms were especially nice and upgraded.
Top guest favourite
Home in Elgin
5 out of 5 average rating, 24 reviews

Little Blue House

ErikRating, 5 stars3 weeks ago
We enjoyed our stay. Very quiet for the location. Very clean and well kept house. The Shop next door was relatively quiet, did spook our pup a couple times while being outside. Didn’t bother me or my wife and dog at all while inside the house. We will gladly stay again at this location. Thank you again alex, you are a great host!
Guest favourite
Home in Chicago
4.95 out of 5 average rating, 19 reviews

Big house in the BEST Location!

AbhishekRating, 5 stars1 week ago
It was as pictured and suited our needs. Clean and well organized. When we reached out we were responded to promptly and thoroughly. The location is good and walkable. If planning to go to Navy Pier or the Miracle Mile to go shopping (or something in that general area of Chicago), expect about a 40 - 60 min drive.
Superhost
Home in Elk Grove Village
4.78 out of 5 average rating, 36 reviews

Eva's favorite house!

CarlosRating, 5 stars1 day ago
The property is very well located with beautiful walking paths and nearby parks. It has a lot of internal space it is clean and practical and well equipped. I was working that week and was able to zoom without an issue all week, so the internet connection was good for us.
Guest favourite
Home in Gurnee
5 out of 5 average rating, 6 reviews

Luxury Stay Near Six Flags & Navy Graduation

ZylfijeRating, 5 stars3 days ago
We had a fantastic stay! James was extremely attentive and accommodating, communication was seamless from start to finish. The location was ideal for our family, just minutes from Six Flags, which made our trip so convenient. The house itself was incredibly spacious, giving everyone room to relax without feeling crowded. We especially appreciated waking up to the peaceful sound of birds chirping each morning, such a nice touch of nature. Every living area had its own TV, which made downtime easy for everyone, and the ping pong table added a fun extra activity for the family. The home was spotless upon arrival, very clean and well kept. You can tell the host takes pride in maintaining the property. Highly recommend staying here if you're visiting the area!
Guest favourite
Home in Addison
4.92 out of 5 average rating, 13 reviews

Home in Unincorporated Addison Family&Pet Friendly

DanielleRating, 5 stars4 days ago
Had the most wonderful time staying here with my family. We celebrated a graduation and this home was less than 20 minutes away from the airport and the Rosemont theater. The house was simply beautiful and everyone felt right at home. The backyard was so peaceful and we enjoyed having morning coffee on the back porch. Thank you Javier for everything, your home is lovely
Guest favourite
Home in Schaumburg
4.94 out of 5 average rating, 95 reviews

Pet-Friendly Sunny 3BR Near Woodfield & Downtown

JeremyRating, 5 stars1 week ago
I really enjoyed my stay , my family did as well. I would definitely book again.
Guest favourite
Home in Lake Zurich
4.92 out of 5 average rating, 24 reviews

Quiet 3 Bedroom 1 Bath Roku, Wifi, printer, more

EricRating, 5 stars1 week ago
Steven was super accommodating and friendly. The house was simple, affordable, clean, and full of cool antiques, paintings, and furniture. I would definitely stay there again!

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