House holiday rentals in Naperville

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Popular amenities for Naperville house rentals

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 stars3 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!
Top Guest favourite
Home in Schererville
4.95 out of 5 average rating, 56 reviews

Cozy house in Schererville

AnyaRating, 5 stars2 weeks ago
Very well thought through place for every detail, with a mix of 70s wood style and some higher tech upgrades like the main bathroom mirror with light and anti fog, or sensor lights. Kate was very responsive and accommodating for the 1 baby & 1 toddler we asked for. The place was stocked with all necessary items especially in the kitchen with appliances and cutlery, coffee, tea. There were 2 hairdryers, nice shampoo and conditioner, shower gel.
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.
Guest favourite
Home in Schaumburg
4.93 out of 5 average rating, 27 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

TeddyRating, 5 stars5 days ago
They were a fantastic host, very responsive to every question and anything we needed. The location is quiet and amazing, great place to relax and enjoy time. love the pool! Will definitely stay again. 100% recommend!
Guest favourite
Home in Plainfield
4.94 out of 5 average rating, 77 reviews

Beautiful 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 stars1 week 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
Guest favourite
Home in Elgin
4.9 out of 5 average rating, 20 reviews

Entire Home in Elgin with Pool!

DanielRating, 5 stars3 weeks ago
A great place to stay, we were a group of three visiting and it was perfect for us. Plenty of space for all three of us to be able to do our own thing when we wanted and not get in each others way. Deck and outdoor patio area with the firepit were fantastic for nice evenings. Small things like good water pressure and hot water were A+ which really makes all the difference for a comfortable stay.

Weekly house rentals

Guest favourite
Home in Elgin
4.9 out of 5 average rating, 78 reviews

Little house on the river

AnneRating, 5 stars1 week ago
Beautiful view! The house was cute and clean and very comfortable. The pictures don’t do it justice! Also, the Fox River Trail is right out the back door. It’s great for walking, biking or running along the river.
Guest favourite
Home in Aurora
4.93 out of 5 average rating, 42 reviews

Spacious family friendly home away from home

SavannahRating, 5 stars1 month ago
My stay with my family was wonderful very peaceful and quiet. Everything was great. I also forgot to pack bathroom supplies and I’m so grateful that the host had basic necessities overall wonderful. I had a wonderful Mother’s Day staying. There will definitely come back again.
Top Guest favourite
Home in Romeoville
4.93 out of 5 average rating, 42 reviews

Beautiful Home

KattieRating, 5 stars2 weeks ago
Miriam's place was fantastic for our family of five—two adults, one tween, one teen, and our bernedoodle! The recently remodeled split-level house was pristine, with a well-stocked kitchen, plenty of linens, and comfortable beds for everyone. There were so many thoughtful touches, including pet essentials (food/water bowls, waste bags, and a towel to wipe our dog’s feet), a fully stocked coffee and tea bar, and extra toiletries in the bathroom (toothbrushes, toothpaste, makeup remover, Q-tips, cotton balls, etc.). The home is in a safe neighborhood, conveniently close to restaurants, shopping, and a new water park. It’s a beautiful, welcoming space, and Miriam was a kind and responsive host. Highly recommend!
Guest favourite
Home in Downers Grove
4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

AnnaRating, 5 stars5 days ago
Hugo was a great host. The house was just like the listing, ideal for a weekend with friends. We were five couples with children, an ideal family atmosphere. It has games and equipment to enjoy the lake and garden, such as a small pool, life jackets, sport balls... It was a great weekend thanks to the space and the house, highly recommended!
Superhost
Home in Naperville
4.79 out of 5 average rating, 19 reviews

Executive Residence Corporate Corridor & downtown

HunterRating, 5 stars1 week ago
Beautiful home in a very nice location would highly recommend for anyone!
Top Guest favourite
Home in Aurora
5 out of 5 average rating, 27 reviews

Evergreen Retreat

KarenRating, 5 stars1 month ago
Spectacular place with so much to offer. Was pleasantly surprised with the outdoor setting. We were in town for a family wedding and the property was selected based on proximity to the venue. After this experience, we're considering scheduling a family reunion since the accommodations were so great!
Top Guest favourite
Home in Lombard
5 out of 5 average rating, 29 reviews

Spacious Home in Chicago Suburbs

NatoshaRating, 5 stars1 week ago
We enjoyed our stay very much and felt right at home. The hosts were very communicative and helpful. They were very flexible with check in and check out times. The home was fully stocked with lots of extra linens. Simple check out. Very beautiful home! I would 10/10 recommend! 🤩
Guest favourite
Home in Montgomery
4.8 out of 5 average rating, 45 reviews

Skip the hotel! Relax here!

JulianaRating, 5 stars3 days ago
Great place very nice and clean! Would definitely return!

Private house rentals

Superhost
Home in Aurora
4.8 out of 5 average rating, 50 reviews

Cozy Home 3BD 2 BA: Central; I-88/Outlet Mall/Park

TeniyahRating, 5 stars3 weeks ago
The house was just as listed. It actually looked better than the pictures. We came into town for the Naval Boot Camp graduation. This house is FAR from there. 1+ hours away, all toll road. But the listings in the city were smaller and had fewer bathrooms. This house has 2.5 baths. We enjoyed our stay but there were a few things that could be improved. For a 1 week stay with 3 adults and 4 children, we had 4 washcloths and not enough towels. The listing said to buy whatever cleaning supplies that weren’t there but I didn’t expect to have to buy a broom. Yes a vacuum is provided but the house is hardwood and the vacuum didn’t pick up well on those floors. Also, be prepared to go shopping on your vacation for paper towels, dishwasher detergent and body wash (If you fly in and didn’t check a bag with your liquids inside). I don’t want to sound dissatisfied, because I was satisfied. But after looking at several listings, I thought those things should have been included.
Top Guest favourite
Home in Clarendon Hills
4.9 out of 5 average rating, 41 reviews

3 Bedroom+Office*Huge Sofa*Chic Decor*Garden*5 TVs

ManliRating, 5 stars2 weeks ago
Good stay, everything is convenient. Host is friendly and helpful.
Superhost
Home in Romeoville
4.93 out of 5 average rating, 14 reviews

Rejuvenate: 4BR, fenced yard

MargaretRating, 5 stars1 month ago
We stayed for 2 months during home renovations, and rehabilitation from surgery. The home was just what we needed for our family of 5 and 2 dogs. It was welcoming, comfy and perfect in size. The host were great to work with as we had to extend our stay several times until our home was finished. The beds were so comfy, and those pillows were amazing.
Top Guest favourite
Home in Yorkville
4.98 out of 5 average rating, 66 reviews

Patriotic Cottage on the Hill

MollyRating, 5 stars1 week ago
We had a wonderful experience at Sheila's airbnb! Her cabin house was beautiful and very homey. Decorated with antique furniture, quilts, & wood floors, but mixed with modern upgrades such as new bathrooms and kitchen. It was stocked with all the essentials and she responded quickly to any questions we had. It was also fun to walk down the nearby river paths and check out the local coffee shops. We definitely hope to stay there again!
Guest favourite
Home in Westmont
4.9 out of 5 average rating, 90 reviews

Chic Cottage close to Metra large enclosed yard.

BrianRating, 5 stars5 days ago
We had a wonderful experience staying at the Chic Cottage and would recommend it to any one looking for a comfortable home away from home place , available at a great price and good sub urban location with Super Markets and restaurants close by .
Top Guest favourite
Home in Streamwood
4.98 out of 5 average rating, 66 reviews

Suburban Serenity~Grill, Fire pit, Big yard~

ChristineRating, 5 stars2 weeks ago
The house was very clean, easy to find, and lots of nearby parks. The beds and sofa were very comfortable. The kitchen was well-stocked with plates, pots, and silverware. Maggie was responsive and allowed us late check-out :)
Top Guest favourite
Home in Glen Ellyn
5 out of 5 average rating, 36 reviews

Stylish 1970s Home for Vintage Getaway!

HeatherRating, 5 stars1 month ago
Beautiful spacious home in a lovely neighborhood. close to great parks and markets. would stay again!
Superhost
Home in Lombard
4.75 out of 5 average rating, 4 reviews

Cheerful Chicago-area 5 Bedroom Oasis

KhanhvyRating, 5 stars9 months ago
Janoa was super flexible with my group! She wiggled around the check-in time and was very responsive. You can tell she took her time preparing the house for us with the personalized sign and little amenities around the house!

Quick stats about house rentals in Naperville

  • Total rentals

    110 properties

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    100 properties include access to Wi-Fi

Destinations to explore

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