House holiday rentals in Rosemont

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Popular amenities for Rosemont house rentals

House rentals with a pool

Guest favourite
Home in Highland Park
4.92 out of 5 average rating, 142 reviews

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

JeffRating, 5 stars2 months ago
We were in town for Thanksgiving visiting family with our dogs for 4 nights. Communication with host was great. The house was very clean, well furnished (we cooked the Thanksgiving meal there), recently renovated kitchen (huge kitchen island) with high end appliances, and yes there are 6 bedrooms (some small but nice). Rooms are split between three floors so everyone had room/privacy. Backyard with pool was great, lots of space for dogs, everything is fenced in but the front which was not a problem as the house is on a dead-end street with very little traffic. This is definitely a superhost home, all your condiments, lots of nice touches and snacks/gifts. We will definitely stay there again on our next visit to family in Chicago. House is locate between 41 and 94 making travel around Chicago easy.
Guest favourite
Home in The Loop
5 out of 5 average rating, 6 reviews

Luxury Condo Downtown Chicago

CarsonRating, 5 stars15 months ago
Paras was an extremely friendly host. He provided a long list of recommendations and made sure we were aware he was only a message or call away.
Home in Bartlett
4.63 out of 5 average rating, 24 reviews

Fully Furnished Executive Home, Lux Amenities

MikeRating, 5 stars1 month ago
Great stay over the holidays! New renovations were well done. Felt safe with outside cameras on property and everything worked perfect! Worth every penny
Home in Plainfield
4.81 out of 5 average rating, 36 reviews

30 mins to CHI | 3 Kings | Fireplace|W/D|Workspace

Demetrianna RRating, 5 stars5 months ago
The place was absolutely beautiful. Very clean and smelled so good. The house itself was gorgeous. The outdoors area was what made us book and it looked even better in person.
Guest favourite
Home in Bloomingdale
4.95 out of 5 average rating, 43 reviews

Whole House with a Hot Tub and Giant Pool!

ChristopherRating, 5 stars3 weeks ago
My team & I had an excellent stay at Moiz's property during the Frosty Faustings tournament weekend! extremely spacious and clean.
Guest favourite
Home in Schaumburg
4.88 out of 5 average rating, 16 reviews

Schaumburg Oasis with a Pool and Hidden Garden

BrianRating, 5 stars5 days ago
This property had exactly what I needed. It was a secluded place to get a great peace of mind. The pictures did not do justice. The host was very proactive with the snow storm that was going on. Some of the best communications and updates during my visit. I will definitely look to rent from this host again when I come back to Chicago.
Superhost
Home in Lincoln Park
4.87 out of 5 average rating, 53 reviews

Luxury Cabin in Lakeview

Varun Rating, 5 stars5 months ago
Damani was an amazing host and communicator. He was very accommodating and the place was amazing. Highly recommend!
Guest favourite
Home in Elgin
5 out of 5 average rating, 7 reviews

Spacious family home in Elgin

AndrewRating, 5 stars6 days ago
The house is great!! I would recommend this to anyone, and recommend Syed and his cohosts to anyone as well. They were responsive and great to work with. Awesome stay!

Weekly house rentals

Guest favourite
Home in Roscoe Village
4.92 out of 5 average rating, 271 reviews

Duplex Home RoscoeVillage/Wrigley Free St Parking

JaleesaRating, 5 stars3 weeks ago
Sharlene was an excellent host. She gave us suggestions on what we could do in the area and was very responsive. Her home looked just like the pictures and was very clean. We had a hiccup at checkout and she was very accommodating. We would definitely book her home again.
Guest favourite
Home in Avondale
4.86 out of 5 average rating, 221 reviews

The Avondale Guesthouse

ErickaRating, 5 stars4 months ago
We absolutely loved the place! Great location, price and space! Jed was so kind and responsive, and we absolutely loved the the outdoor space! We would definitely stay again!
Superhost
Home in Whiting
4.84 out of 5 average rating, 146 reviews

The Spa of Downtown Whiting

BradleyRating, 5 stars2 months ago
Wonderful stay for our short trip, next level clean and fantastic
Guest favourite
Home in Lake View
4.95 out of 5 average rating, 182 reviews

Wrigleyville Greystone

MarkRating, 5 stars1 month ago
The place was in a beautiful, quiet neighborhood, and clean and very comfortable for our family of 5 adults. Mark was very accommodating and let us check in two hours early as we arrived in town before we expected to, and it was raining and didn't want to get wet walking around outside. The location was great as we were in town for the NHL Winter Classic, and it was an easy walk to Wrigley Field. Also, lots of great restaurants within walking distance. We were also celebrating Christmas with our family and to our wonderful surprise, there was a tree and many other festive decorations up that made it extra special! We would definitely stay in this location again while in Chicago.
Guest favourite
Home in Justice
4.94 out of 5 average rating, 222 reviews

3 Kng, 1 Qn, 1 Full, 3AirBd|Basktbll Crt|FreePrkin

NathanRating, 5 stars2 weeks ago
Another fantastic stay at Michael’s house! Clean, spacious, and in a nice quiet neighborhood. We would love the opportunity to come back and enjoy this house in the future!
Guest favourite
Home in Itasca
5 out of 5 average rating, 49 reviews

RANCH, House-tel: updated full kitchen, comfy beds

DianaRating, 5 stars2 months ago
What a great Airbnb! Easy to access downtown Chicago but without the hassle of being downtown. Everything was super clean, the beds are comfortable and the neighborhood is quiet and easy to walk (especially if you have pets). Highly recommend!
Guest favourite
Home in Winfield
4.98 out of 5 average rating, 158 reviews

Cozy, Clean & Well-Stocked Home!

HannahRating, 5 stars3 weeks ago
One of the best Airbnb experiences we have had! Selima & Neil were super responsive and accommodating. The place was wonderful and they really went above and beyond to create a welcoming home.
Guest favourite
Home in Worth
4.87 out of 5 average rating, 128 reviews

*The Comfy King Ranch*King Bed Suite*Fast Wi-Fi

WilliamRating, 5 stars2 months ago
Whenever we travel to the Chicago area, we look at staying at Jame’s house. It’s always clean and fresh and well maintained. Large kitchen and dining room makes it perfect for having our 3 grandchildren visit. We plan on staying in James house for all our upcoming 2025 visits. 5 stars!

Private house rentals

Guest favourite
Home in Aurora
4.94 out of 5 average rating, 36 reviews

Spacious family friendly home away from home

BrendaRating, 5 stars1 month ago
This was perfect for our needs for 6 people. There was plenty of space for sleeping and just hanging out without feeling crowded. It was clean and very neat. It was also nice to have a Roku TV so we could stream our apps. We had a great visit.
Superhost
Home in Oak Park
5 out of 5 average rating, 4 reviews

Sleeps 12 Comfortably in 8 Bedrooms 3 Full Bath

VinceRating, 5 stars1 month ago
This is the 2nd time this year we rented from Michael. He continued to impress with the responsiveness. This time we filled the whole house, all bedrooms and both floors, 12 in total, mix of kids and adults. We decorated for Christmas, made it feel like we were home for the holidays. We walked all around the neighborhood, got coffee in the morning, fresh bread from a fabulous bakery in Downtown Oak Park and always felt safe and enjoyed the friendly neighborhood. The home and bedrooms were warm when you wanted them warm during the day and cool at night to sleep in. Kitchens were well equipped and all the appliances worked perfectly. The tankless water heater was a blessing when we were all trying to get out for a family event. At one point we realized that we were out of trash bags on Christmas morning. Michael had them there in less than 30 minutes. Over the top responsiveness. Being 10 minutes from the Eisenhower makes this convenient to either Downtown or Oak Brook.
Guest favourite
Home in Chicago
4.94 out of 5 average rating, 16 reviews

Warm bungalow in New City

ErnestoRating, 5 stars5 months ago
Nice house 🔥
Guest favourite
Home in Old Town
4.98 out of 5 average rating, 54 reviews

Extravagant Old Town Home w/ Sauna, Rooftop Lounge

ElizabethRating, 5 stars3 months ago
This house in old town is pure luxury. The home is gorgeous and wonderfully comfortable. The host is very generous with lots of extra supplies and linens We arrived to a bottle of wine and snacks beautifully laid out for us. The elevator and sauna were also fun extras. The house is immaculate; it is located on a very safe street with fun and shops just two blocks away. Attached parking for two cars! The host is very accommodating. We will be staying here again!!
Guest favourite
Home in Elmhurst
5 out of 5 average rating, 36 reviews

Big Family Home with 4 King Beds

AlisonRating, 5 stars1 week ago
Syed was a great host and made everything about our stay super easy and comfortable! He was always very quick to respond and I felt he was always available and ready to help if needed. I rented the property for a girls weekend, and it had plenty of space for all 16 women. I would definitely recommend this property! We had a fantastic experience.
Superhost
Home in Austin
4.88 out of 5 average rating, 48 reviews

Grand Victorian Mansion in Austin Area

SaifRating, 5 stars4 months ago
The accommodation was spacious and very comfortable for our large group of 16. While the floors creak a bit, it wasn’t an issue. Samantha was always quick to address any questions and issues. The gated parking area provided ample space for our cars, which was a great convenience.
Superhost
Home in Blue Island
4.81 out of 5 average rating, 189 reviews

Warm and comfortable inviting Suburban home !

LuCindaRating, 5 stars6 days ago
Great host, nice peaceful home with old-fashioned feel. We even met some friendly neighbors. Rich always responded promptly to questions & was overall kind & accommodating. We enjoyed the area, including many historical homes, local restaurants (DeMar’s😋) and a beautiful event at the iconic Lyric Theater. Thank you!
Guest favourite
Home in Chicago Ridge
4.93 out of 5 average rating, 115 reviews

Quiet cul-de-sac with huge fenced in backyard

MartinRating, 5 stars6 days ago
It was our second visit. It was a great location and it offered everything we needed.

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