House vacation rentals in Cook County

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Popular amenities for Cook County house rentals

House rentals with a pool

Top guest favorite
A round swimming pool is surrounded by a wooden deck and a fenced area for privacy. Sunlight reflects off the clear blue water, creating a refreshing atmosphere. Steps lead up to the deck, while lush greenery and blue skies provide a serene backdrop.
Home in Schererville
4.95 out of 5 average rating, 57 reviews

Cozy house in Schererville

AlishaRating, 5 stars2 weeks ago
Kate's house was cute, comfortable and the beds were fantastic. Also, we loved all the beautiful rose bushes...great landscaping! Definitely recommend!
Guest favorite
A spacious living room is featured with a cream-colored sectional couch facing a mounted flat-screen TV. Natural light pours in through large windows adorned with blinds. A stone accent wall adds texture, complemented by two decorative pieces and a ceiling fan.
Home in Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars5 months ago
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area again.
Superhost
A sunny backyard features a round in-ground pool surrounded by lush green grass and vibrant flower pots. The house showcases a two-story design with a balcony and large windows, providing views of the serene outdoor space and nearby landscaping.
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 favorite
A spacious basement game area features a classic pool table with a vibrant green felt surface, complemented by cues and an arranged set of colored balls. Nearby, a seating area with leather couches and an arcade machine is visible along the wooden-paneled wall.
Home in Bloomingdale
4.92 out of 5 average rating, 52 reviews

Now Open: Heated Pool with Entire House

AmyRating, 5 stars1 day ago
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)!
Superhost
An above-ground pool is visible in the backyard, surrounded by greenery. Colorful floating loungers are placed in the water. A spacious deck with seating overlooks the pool area, while a grassy lawn provides additional space for outdoor activities.
Home in Gary
4.83 out of 5 average rating, 36 reviews

Entire House With Pool - Backyard Beach Getaway

CrystalRating, 5 stars6 months ago
This home was super cozy for my big family. Everything was clean, comfortable, and the way it is set up makes you feel right at home. This home had everything we needed. TV’s, kitchen items, recommendations, and even fun family games and activities to do. Every time I visit the area I’ll be checking to see if it’s available. 10/10
Superhost
A cozy loft area features exposed brick walls and wooden beams. A compact sleeping space includes a spacious bed covered in neutral bedding. Two white chairs and a small side table are positioned for seating, with a window allowing natural light to enter.
Home in Chicago
4.88 out of 5 average rating, 56 reviews

Luxury Loft with Private Pool and Movie Theater

RyanRating, 5 stars1 week ago
Damani was a great host, really responsive and easy to communicate with! The house was exactly as advertised and really nice! The pool was great!
Guest favorite
A spacious backyard is illuminated by soft evening light, showcasing a lush green lawn framed by well-maintained gardens. Multiple seating areas are visible, including a hammock, lounge chairs, and patio furniture. A large tree offers shade, while a pool is partially seen beyond the greenery.
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 favorite
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. An island with bar seating is positioned in the foreground, while a spacious archway leads to an elegantly designed hallway featuring artwork and natural light.
Home in Plainfield
4.94 out of 5 average rating, 78 reviews

Unique Spanish style Home (w/inground pool)

ElizabethRating, 5 stars1 month ago
We had a great stay! We celebrated my daughter’s birthday here with a couple of her friends and everyone loved the house. All the rooms were clean and beds were comfortable. Hosts responded quickly and were accommodating.

Weekly house rentals

Top guest favorite
The kitchen features modern appliances, a gas stove, and a spacious granite countertop. A cozy bedroom displays a colorful striped blanket atop a spacious bed. The living area contains comfortable seating, decorative plants, and warm lighting, while another bedroom shows neatly arranged bedding with fresh towels.
Home in Chicago
4.95 out of 5 average rating, 61 reviews

Chicago Home (1st floor) by Midway near Downtown

DelaneyRating, 5 stars6 days ago
My friends and I had a great time staying at Joanna’s place! It was super clean, the neighborhood was nice, and there were lots of stores and restaurants around the area too! We would definitely stay again :)
Top guest favorite
A bright living room features a mix of comfortable seating with a tan leather sofa and two light-colored armchairs. A wooden coffee table sits center stage, complemented by decorative items. Large windows allow natural light to flow in, enhancing the cozy atmosphere.
Home in Northbrook
4.97 out of 5 average rating, 74 reviews

*King bed *Outdoor Living *Sought-After Area

SashiniRating, 5 stars1 day ago
Elisabeth was very communicative and responsive from the start. The house is in a convenient location and close to family, which was the biggest reason we chose this house. Our kids loved the large backyard. Everything was quite cozy and we would definitely return to this property again!
Top guest favorite
An open-concept living area features a spacious layout with cozy sectional seating and a light area rug. A dining table is visible in the background, complemented by modern pendant lighting. The kitchen boasts a large island with bar stools and stainless steel appliances, with natural light streaming in through large windows.
Home in Homewood
5 out of 5 average rating, 6 reviews

Modern Charming Home w/Pergola & games

KellyRating, 5 stars1 week ago
This place is definitely a gem! Excellent location and spacious house for a family! We will book here again when visiting the area. Very clean, accommodating and comfortable stay!
Top guest favorite
A single-story brick home with a well-maintained front yard features green shrubs and a neat pathway leading to the entrance. Large windows allow natural light to illuminate the interior, while a tree provides shade near the entrance.
Home in Brookfield
4.97 out of 5 average rating, 29 reviews

Cozy Home in Brookfield

TomRating, 5 stars2 weeks 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 favorite
The open living area features a spacious sectional sofa facing a modern stone fireplace. A wall-mounted smart TV is visible above the fireplace, while a kitchen island with bar seating is positioned nearby. Natural light enters through windows, enhancing the neutral decor.
Home in Skokie
5 out of 5 average rating, 23 reviews

Casa 22 | Luxury Modern House for 6 | 3 Bed,2 Bath

SasmitRating, 5 stars2 weeks ago
We had a truly wonderful stay at Casa22. The home is beautiful, luxurious, and impeccably maintained — everything was clean, spotless and thoughtfully arranged. It had all the essentials we needed for a comfortable extended stay with our family, including a well-equipped kitchen, and spacious layout. The hosts, Narcis and Gabriel, were fantastic — extremely responsive, clear in their communication. They provided detailed instructions that made check-in, check-out, and everything in between seamless. The neighborhood is quiet, safe, and very family-friendly, with easy access to main roads — a great location if you're planning to explore Chicago without the stress of city parking. Having a car made it easy to get around, and the area itself felt peaceful and well-kept. If you're visiting the Chicago area and looking for a clean, elegant, and well-managed place to stay, I highly recommend Casa22. We would absolutely love to return!
Guest favorite
A modern kitchen features dark wood cabinetry paired with light granite countertops. Stainless steel appliances, including a refrigerator and oven, are enhanced by a stylish backsplash. A dining area with a square table and tall chairs is complemented by bar seating at the island.
Home in Chicago
4.93 out of 5 average rating, 44 reviews

Floresitas Oasis, your home in Chicago

Kawina RochelleRating, 5 stars3 days ago
Lizbeth was an amazing host. She’s responsive and attentive. The place was exceptional clean and had an amazing smell. I was there to celebrate my birthday and was pleasantly surprised upon entry when I was greeted with a personalized birthday message, fresh flowers and a bottle of wine. Anytime I reached out to Lizbeth, she responded expeditiously. Again, very attentive. My husband and I will definitely stay at her beautiful Oasis again. We felt comfortable and completely safe. Everything we wanted to do was a quick drive from the location. If you’re considering staying at her home, you will not regret it. If I could give more than 5 stars, I would. Thanks Lizbeth for being an incredible host Until the next time…
Guest favorite
A modern living area displays a dark sofa with soft cushions, paired with a round coffee table. Two framed artworks hang on the wall above. Natural light enters through large windows, accentuated by coral curtains, with potted plants adding greenery to the space.
Home in Bridgeview
5 out of 5 average rating, 35 reviews

Lofty Urban Retreat

Bob or RobRating, 5 stars1 month ago
This location is perfect for us to have wife's cancer treatments at Cardinal Bernardin Cancer center allowing a quiet comfortable setting and surroundings. Bart has done an excellent job on the remodel of home by using quality materials and appliances. This rental provides us a home away from home.
Guest favorite
A modern kitchen features a granite countertop with bar stools, accented by pendant lighting. In the background, a cozy seating area is visible with plush blue chairs. Wooden floors add warmth to the open layout, inviting interaction between the spaces.
Home in Burnham
4.86 out of 5 average rating, 28 reviews

Gorgeous 2Bedroom House…

JannaRating, 5 stars4 days ago
Gabby is an awesome host! I highly recommend her property. It is clean and modern; she responds to issues immediately, not that we really had any.

Private house rentals

Guest favorite
The exterior of the home is showcased, featuring a light-colored facade complemented by neatly trimmed shrubs. Stairs lead up to a welcoming entrance, while a well-kept lawn and mature trees provide shade. The roofline is distinctive, adding character to the overall appearance.
Home in Oak Park
4.93 out of 5 average rating, 15 reviews

Spacious Designer Oasis: Game Room - Yard - Garage

Danielle GRating, 5 stars4 days ago
Rameez was an amazing host! Making the experience even more enjoyable with his quick responses & fast accommodations. The home is more spacious than it looks in the photos and it truly exceeded my expectations. I had a great stay for my birthday!
Top guest favorite
A cozy bedroom showcases a spacious bed adorned with colorful floral and patterned pillows. Green nightstands are positioned on either side, complemented by wall-mounted lamps. Dark curtains frame a window that offers a view of the outdoors, adding to the inviting decor.
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.
Top guest favorite
A comfortable living room showcases a blue sectional sofa, accompanied by wooden side tables. Natural light filters through the window treatments, highlighting the classic fireplace, which features a mirror above it. A small ottoman is placed near a wicker chair, adding to the cozy atmosphere.
Home in Chicago
4.97 out of 5 average rating, 32 reviews

Cheerful two bedroom home with patio/deck

EricRating, 5 stars3 months ago
Beautiful home in a quiet neighborhood with responsive and helpful hosts.
Superhost
A cozy living area is highlighted by two brown leather sofas positioned around a wooden coffee table. A large, decorative artwork featuring candles is displayed above the table. A potted plant adds a touch of greenery, while a television is visible in the corner.
Home in Hammond
4.78 out of 5 average rating, 59 reviews

Cozy, King/Queen bed, 2 bedroom.

WilliamRating, 5 stars1 week ago
Todd was great! The home was cozy and cute! perfect for two bachelor guys looking to get away for the weekend! highly recommended!
Guest favorite
A wooden dock extends into the calm water, framed by lush greenery and trees. Two metal chairs sit on the dock, offering a serene spot to enjoy the lake views.
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!
Superhost
The living room features a bright blue color scheme with plush velvet sofas and accent chairs. A glass coffee table is set on a round rug, and natural light filters through the windows, enhancing the space's open feel. A flat-screen TV is mounted on the wall.
Home in Gary
4.84 out of 5 average rating, 58 reviews

The Blue House: Family Retreat

AprilRating, 5 stars1 week ago
Lots of space for my family and Inwhom were visiting from out of town. The kids loved the karaoke machine and little popcorn machine. I didn’t realize 2 beds upstairs were toddler beds, but It was accommodating. Super cute.
Top guest favorite
A spacious living room features a large sectional sofa adorned with various cushions, complemented by a cozy throw. A sleek flat-screen television is mounted above a natural stone fireplace. Large windows allow natural light to fill the room, enhancing the inviting atmosphere.
Home in Lombard
5 out of 5 average rating, 29 reviews

Spacious Home in Chicago Suburbs

NatoshaRating, 5 stars2 weeks 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! 🤩
Top guest favorite
An outdoor patio area features a large dining table surrounded by several chairs, shaded by an umbrella. A charcoal grill is positioned near the seating arrangement. String lights overhead provide soft illumination among the greenery of the spacious backyard.
Home in Streamwood
4.99 out of 5 average rating, 68 reviews

Suburban Serenity~Grill, Fire pit, Big yard~

KatinaRating, 5 stars4 days ago
The property was very clean and nice. The house has been renovated and is beautiful inside. the grill and firepit are really nice. There are parks and walking trails near by. I really enjoyed my stay.

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