House holiday rentals in Darien

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Popular amenities for house rentals in Darien

House rentals with a pool

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.
Top guest favourite
Home in Woodstock
4.89 out of 5 average rating, 64 reviews

Grand 1800s Victorian Gem: Updated/by Downtown

JenniferRating, 5 stars3 days ago
It was wonderful for a family with kids. Very clean. Great location. Comfortable beds. Sound system that you could control from an app and play music in any room. Games in basement were perfect for kids of all ages That was great. Would happily stay again.
Guest favourite
Home in Schaumburg
4.93 out of 5 average rating, 27 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

TeddyRating, 5 stars3 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 stars5 days 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.
Superhost
Home in Villa Park
4.86 out of 5 average rating, 7 reviews

Family Friendly Stylish Villa Park Home!

OdezuligboRating, 5 stars2 weeks ago
I had an excellent stay at Jabeen’s house in Villa Park. The home was exactly as described, spotlessly clean, very comfortable, and well-equipped with everything I needed. The location was peaceful and quiet, perfect for a restful weekend. What truly made the experience stand out was the combination of thoughtful amenities and top-notch communication. I especially appreciated the fast Wi-Fi, well-stocked kitchen, reliable AC, and relaxing patio. When I mentioned that the blender wasn’t working, Jabeen immediately replaced it—an example of her responsiveness and attention throughout my stay. I highly recommend this place for families looking for a comfortable and hassle-free stay in the area. Would definitely return!
Top guest favourite
Home in Brookfield
4.97 out of 5 average rating, 29 reviews

Cozy Home in Brookfield

TomRating, 5 stars1 week ago
Juliana was a great host and we felt right at home. She was very friendly and helpful. The place was outstanding and the fenced in huge backyard was awesome. Our dogs loved it. I would highly recommend this place to anyone visiting the area.
Top guest favourite
Home in Oak Lawn
5 out of 5 average rating, 7 reviews

Stylish Convenient House Peaceful Retreat 4BR 2BTH

RheaRating, 5 stars1 week ago
This place is spacious, clean and looks exactly like the listing. We have family in the area so will definitely be staying here again!
Top guest favourite
Home in Bridgeview
5 out of 5 average rating, 34 reviews

Lofty Urban Retreat

DeborahRating, 5 stars1 month ago
Needed a space for my family visiting my Dad who's been ill, so finding a quiet location with the space being so clean and efficiently stocked with supplies and extra towel + linens was so appreciative. Bart was so responsive from day 1 up to the end. I would definitely recommend this airbnb with the highest 2 thumbs up. Thank you for making this trip a good memory.
Superhost
Home in Bolingbrook
4.55 out of 5 average rating, 11 reviews

Bolingbrook 4B 2ba Sleeps 8| LCP Collection

CarolynRating, 5 stars1 month ago
Dawn’s house was great. My family traveled to town and the space was what we expected. The beds were comfortable and the kitchen had what we needed. Dawn was very responsive with anything we needed.
Superhost
Home in Romeoville
4.92 out of 5 average rating, 13 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 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! 🤩

Private house rentals

Guest favourite
Home in Oak Forest
4.97 out of 5 average rating, 33 reviews

The Oasis, 3BR/2BA Zen Hideaway

MarcRating, 5 stars1 month ago
We all throughly enjoyed Alan’s place! Everything was clean and spotless, the space was very accommodating and very nicely decorated! The beds and pillows were comfortable, and the neighborhood itself was quiet and well maintained! Alan was very responsive whenever we needed to reach out to him, and thanks to him we had a great experience in his home! I would highly recommend staying at his place, and I will be a repeat customer when returning to the Chicago area!
Guest favourite
Home in Wheaton
5 out of 5 average rating, 6 reviews

Hazelton's Wheaton Gem | Walk2 Starbucks & Target

KatherineRating, 5 stars1 month ago
This is an outstanding property. Located across the street from a pond and meadow and an easy walk to Target, this is a peaceful and convenient location. The property has the prettiest decor I’ve seen at an Airbnb. Consistent, stylish, cozy, bright aesthetic. Fully updated house, with everything expertly coordinated, from the art to the plumbing fixtures to the toaster. Great deck with a fenced yard. Friendly, responsive host. Highly recommend!
Guest favourite
Home in Villa Park
4.92 out of 5 average rating, 49 reviews

New!Fully renovated/King bed/Free Wi-Fi

TrayanaRating, 5 stars3 days ago
We really enjoyed ourselves at this Chicago gem. The mattress was wonderful and the entire space was very clean.
Guest favourite
Home in Custer Park
4.91 out of 5 average rating, 93 reviews

Modern River Cabin

DonnaRating, 5 stars1 week ago
Nicolas is always accommodating and makes me feel at home.
Guest favourite
Home in Lisle
4.89 out of 5 average rating, 18 reviews

Beautiful Ranch Home in Lisle

MigdaliaRating, 5 stars1 week ago
I really enjoyed my stay, the place was beautifully done and clean!! It was very quiet/peaceful and stores were close. I would definitely come back for another stay in the future.
Top guest favourite
Home in Bolingbrook
5 out of 5 average rating, 18 reviews

Cosmos Cozy Home, Hot Tub, King Beds, Jacuzzi

RebeccaRating, 5 stars1 week ago
We had a good weekend at Gracielas place. It has enough space indoors and outdoors for hosting a large-ish group which was nice. it's also decorated very nicely and on theme! Graciela was kind enough to let us check in a little early as well as we got into town earlier than expected.
Guest favourite
Home in Westmont
4.94 out of 5 average rating, 31 reviews

Westmont,Il 4/3 on the Lake

TerryRating, 5 stars1 week ago
We had seven people in town for a family wedding, three couples and a single. They all had their own bedrooms and with bathrooms, no one was waiting to do business, so to speak. The lake and water toys were great. The back deck was very relaxing. Also, compared to most airbnbs, Shon had a lot of things available, such as aluminum foil, Saran wrap and more things in the kitchen. Shon was very responsive when we had questions. If I ever have another reason to visit the area and have a big group, I'd want to use Shon's place again. Oh, one other thing. You're right off Ogden, which has everything you'd need ... groceries, drug store, tons of restaurants and more.
Top guest favourite
Home in Addison
4.97 out of 5 average rating, 93 reviews

Home in Unincorporated Addison. RV & Pet Friendly

KyleRating, 5 stars5 days ago
Javier was extremely friendly and responsive. His home was beautiful and was the perfect combination of modern yet relaxing! The fire pit in the backyard was the best way to unwind. It was in the middle of everything you’d need, but far enough from the Main Street to have peace and quiet. He was incredibly responsive and helpful and I would love the opportunity to stay here again! Thank you, Javier!

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