House holiday rentals in Countryside

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Popular amenities for house rentals in Countryside

House rentals with a pool

Top guest favourite
Home in Schererville
4.95 out of 5 average rating, 56 reviews

Cozy house in Schererville

AnyaRating, 5 stars3 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.
Superhost
Home in Michigan City
4.92 out of 5 average rating, 108 reviews

Beautiful home with Beach views in Beachwalk

AvigdorRating, 5 stars2 months ago
Beautiful house with a stunning view, and walking distance from the beach.
Guest favourite
Home in Michigan City
4.96 out of 5 average rating, 176 reviews

5 Bedroom Luxury Home In Heart of Beachwalk Resort

JeffRating, 5 stars1 month ago
We all walked in and said WOW! It was beautiful and had so much charm. We have stayed in many rentals and this was by far the cleanest and most organized. We traveled with 3 couples and there was plenty of room to gather and socialize and room to just chill by yourself. The boardwalk made for a wonderful morning walk. Brittany was a terrific host answering any questions I had and providing a list of thing to do in the area. Certainly worth the money! We would definitely stay again. Rita
Superhost
Home in Des Plaines
5 out of 5 average rating, 4 reviews

Rosemont 4BD2BA house with Pool

HannahRating, 5 stars1 month ago
Mike was very responsive leading up to our stay and very helpful whenever I had any questions about the property. The home was very clean and well maintained. Would recommend!
Guest favourite
Home in Bloomingdale
4.92 out of 5 average rating, 52 reviews

Now Open: Heated Pool with Entire House

AmyRating, 5 starstoday
Really great place to stay, super responsive host! The pool was pretty great and so was the hot tub! Great location too, lots of stores, restaurants around, and parks like the Busse Woods (it’s huge and lots of walking paths)!
Top guest favourite
Home in McHenry
5 out of 5 average rating, 20 reviews

Paradiso Vacation

ChrisRating, 5 stars1 week ago
Everything looked exactly like the pictures. So much to do at the house that we wished we would have stayed an extra day or two. Lots of space for our group of 7.
Guest favourite
Home in Schaumburg
4.93 out of 5 average rating, 27 reviews

Schaumburg Oasis:Private Pool & Enchanted Garden

TeddyRating, 5 stars1 week 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!!

Weekly house rentals

Superhost
Home in Brookfield
4.88 out of 5 average rating, 56 reviews

Boutique Charmer Brookfield/La Grange

VesnaRating, 5 stars1 month ago
This house was on perfect location for us. Easy to walk to La Grange stores and restaurants, and also easy walk to Skadarliya where we attended an event. Quiet neighborhood with sidewalks. Nice fenced backyard. Weather wasn’t the best during our stay but backyard was protected from wind so we were able to spend a little time there. Our host was easy to reach couple times we needed her. Nothing big, just the app that should unlock doors was misbehaving for me, but once reinstalled it was so easy to use and easy to lock and unlock the door. Hair dryer died and Jolean delivered new one in few minutes. House had everything we needed. We will stay here again.
Guest favourite
Home in Downers Grove
4.97 out of 5 average rating, 38 reviews

Lakefront View Getaway Home! Hot tub! Kayak!

AnnaRating, 5 stars1 week 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!
Top guest favourite
Home in Oak Lawn
5 out of 5 average rating, 8 reviews

Stylish Convenient House Peaceful Retreat 4BR 2BTH

JulieRating, 5 stars1 week ago
We had a great stay at this Airbnb! The neighborhood felt nice and safe, and it was conveniently close to the store. The home was clean, newly remodeled, and had a modern, stylish feel. The appliances were all high-quality, and the kitchen was well-stocked, which made it easy and enjoyable to cook meals during our trip. The shared living areas were spacious and comfortable, though the bedroom was a bit on the smaller side. We did encounter a couple of minor issues: the glass door on the downstairs shower leaked slightly, causing puddles on the floor. As Texans, we’re accustomed to stronger air conditioners, so we had to lower the thermostat quite a bit to keep the upstairs cool. That said, it worked out fine. It would have been helpful to have the check-out instructions posted in the home, though they were available online. Son was an excellent host—very communicative and accommodating throughout our stay. We appreciated his attentiveness and would stay here again!
Top guest favourite
Home in Chesterton
5 out of 5 average rating, 36 reviews

Heart of Indiana Dunes National Park • Hot Tub

VictorRating, 5 stars2 months ago
Wow! What an amazing place to stay. The house is lovely and the setting is beautiful. You're literally surrounded by nature and all it's glory. The home is loaded with so many things to do, but we spent most of our time just looking out the big windows at all the animals that came to visit. Our hosts were most gracious. They are very responsive and do their best to take care of your needs as soon as possible. I highly recommend anyone looking for a place to stay near the Indiana Dunes to choose this location. You won't regret it. Thank you very much Elena and Ben for all your hospitality.
Guest favourite
Home in Lisle
4.97 out of 5 average rating, 36 reviews

Cute & Cozy Lisle, IL House Near the Best Areas

CarrieRating, 5 stars2 weeks ago
Was clean and with in distance of everything we had planned , easy to find, quiet location and responsive hosts
Top guest favourite
Home in Lombard
5 out of 5 average rating, 12 reviews

Grand Retreat/5Brs/Game Room

LynnRating, 5 stars2 weeks ago
Very nice, comfortable house with room for family to spread out. Very clean w good amenities (plus a few welcoming chocolates)! Grandkids enjoyed the PAC Man game in the game room as well as shooting baskets!
Superhost
Home in Willow Springs
4.69 out of 5 average rating, 115 reviews

20 minutes to downtown and lake front beaches

JudeRating, 5 stars1 month ago
Beautiful property, convenient area. Private and quiet. House was very cozy . Pool table was a great add but the positioning made it difficult to play for most part . Otherwise great place , great host. Would recommend
Top guest favourite
Home in Willow Springs
5 out of 5 average rating, 23 reviews

Cozy Chicago Nature Retreat

MelanyRating, 5 stars2 weeks ago
We loved staying at Paola’s place! It was nicely decorated, clean and comfortable. Plenty of room for everyone. Nice quiet neighborhood and the town had some great spots for food and drink. Also being that close to a nature preserve was a plus when you needed a break from the hectic city. It was close to the city although I did forget what city traffic was like lol!! We would recommend anyone staying near Chicago to stay at Paola’s place and would love to come back next time we’re in the area.

Private 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.
Superhost
Home in Villa Park
4.86 out of 5 average rating, 7 reviews

Family Friendly Stylish Villa Park Home!

OdezuligboRating, 5 stars3 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!
Guest favourite
Home in Bridgeview
4.9 out of 5 average rating, 20 reviews

8421 s Thomas ave bridgview Ill

SabrinaRating, 5 stars1 month ago
great place! clean, spacious, cozy, great area, very nice host!
Guest favourite
Home in Brookfield
4.93 out of 5 average rating, 28 reviews

Bliss in Brookfield- 5BR, 3BA

TaiquitiaRating, 5 stars2 months ago
My stay was wonderful everything was nice. Communication was outstanding.
Top guest favourite
Home in Miller
5 out of 5 average rating, 28 reviews

5 min walk to the beach

MariahRating, 5 stars1 day ago
Derek is professional and friendly. He was flexible with us in a way that helped our travels a great deal. I appreciate his tech savvy home and will likely revisit the location. It’s about an 8 min walk to a clean beach where everyone is kind.
Guest favourite
Home in Gurnee
5 out of 5 average rating, 8 reviews

Luxury Stay Near Six Flags & Navy Graduation

FloriseRating, 5 starstoday
Beautiful home, very spacious, wished my stay was longer so we can enjoy the home. the basement is one of the asset. Highly recommend
Top guest favourite
Home in Darien
5 out of 5 average rating, 31 reviews

Cheerful 3- bedroom home with fireplace - Peloton

JessieRating, 5 stars11 months ago
The home was wonderful, great location. The fenced yard was huge and perfect for my dog.
Guest favourite
Home in Custer Park
4.92 out of 5 average rating, 95 reviews

Modern River Cabin

AnnetteRating, 5 starstoday
Beautiful property. Stayed for a wedding in the area. Enjoyed outdoor area by the river. Loved all the windows for outdoors view. Place was as pictures and close drive to restaurants and pubs. Didn’t fix meals but a well stocked kitchen. Will stay again if in the area.

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