Apartment vacation rentals in Portage Park, Chicago

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Popular amenities for Portage Park, Chicago apartment rentals

Weekly apartment rentals

Guest favorite
A modern living area features a gray sofa facing a round marble coffee table. Behind, a built-in bookshelf holds various books. Natural light streams through multiple windows, illuminating a dining area with a round table and stylish chairs. Greenery adds a touch of nature.
Apartment in West Lake View
4.95 out of 5 average rating, 111 reviews

Chic retreat near the best of Lakeview & Wrigley

JessieRating, 5 stars3 weeks ago
Absolutely 5/5 everything looks exactly like the photos! The space is big, spotless, and feels incredibly cozy. The location is perfect…!!surrounded by everything you need, including Target, Whole Foods, Starbucks, Sephora, and a variety of restaurants and shops.
Guest favorite
A light and airy living area is furnished with a gray sofa and two comfortable armchairs. A round coffee table rests on a patterned area rug, with a window allowing natural light to fill the space. Simple decor adds a touch of warmth.
Apartment in Wicker Park
4.94 out of 5 average rating, 105 reviews

Bright two bedroom garden apartment

KrisRating, 5 stars4 days ago
Were I in the Chicago area I wouldn’t hesitate to stay there again.
Guest favorite
A spacious living area features a fireplace with a decorative mantle and a large television. Two bright red armchairs are positioned across from a modern coffee table. Light streams in through windows, illuminating the hardwood flooring and surrounding decor.
Apartment in Lincoln Square
4.91 out of 5 average rating, 193 reviews

Comfortable Vintage North Side Retreat for 8

KristenRating, 5 stars2 weeks ago
The space exceeded our expectations! It was quite large for an apartment with plenty of space for our large family of 6. We chose this place to be in proximity to Lincoln Square and be close to public transportation. I was initially concerned about being able to find parking, but even if we couldn’t find a spot right out front we still found something nearby. We absolutely loved how walkable the area is. We also enjoyed spending time reading in the front nook area by the windows and having a cup of coffee. Everything was great! The host checked in on us to make sure we were all good which I appreciated. Would definitely recommend this place and would stay there again.
Top guest favorite
A spacious living area features a vibrant area rug with geometric patterns, complemented by a teal sectional couch and circular ottoman. A modern armchair and side table provide additional seating. Natural light flows in through large windows, and indoor plants add a touch of greenery.
Apartment in Irving Park
4.98 out of 5 average rating, 101 reviews

Vibrant Lg Chicago 2BR Close 2 Everything & Nature

JenniferRating, 5 stars2 weeks ago
Tiffany’s place is so comfortable and charming. Beautifully decorated, with comfortable furniture/beds and a fantastically appointed kitchen, you won’t regret booking this spotlessly clean gem. As a coffee snob, the electric kettle and French press were a dream come true. The plants everywhere make it feel warm and inviting and the turntable was a delightful surprise that we really enjoyed. We could not have been more pleased with this beautiful and cosy home.
Guest favorite
A modern living room features a plush sectional sofa adorned with decorative pillows. Two framed monochrome artworks are displayed on the wall above. A round coffee table sits in front, complemented by a small potted plant and a stylish floor lamp providing ambient light.
Apartment in Irving Park
4.94 out of 5 average rating, 237 reviews

Cool and Modern Chicago Apartment near Transit

AlexanderRating, 5 stars1 week ago
Definitely a great weekend! The look, and feel of the place was very comforting, and had a great flow. Design was tasteful, and anything that was needed was right where you’d expect it to be! A definite recommend!
Superhost
A fully equipped kitchen features modern appliances, including a stainless steel refrigerator and microwave. A large island with two metal stools offers additional seating. Natural light streams in through the window near the sink, illuminating the sleek countertops and cabinetry.
Apartment in West Town
4.85 out of 5 average rating, 161 reviews

*Comfortable & Spacious Home Close to Downtown*

SivaRating, 5 stars8 months ago
This was a very spacious and clean apartment that comfortably hosted our family of 6 for several days. Having two separate living areas was very useful and allowed our group to spread out a bit. The full-size crib in the extension area off the master bedroom was also much appreciated as we had a 2-year-old with us. The building is on a quiet street just one block from Humboldt Park and two blocks from restaurants and shops on North Avenue. There was a grocery store within 2 blocks. Dubbs was a very responsive host, and we appreciate his flexibility with checkout time. We would happily stay here again.
Guest favorite
Apartment in Wicker Park
4.85 out of 5 average rating, 171 reviews

Oasis Collection's Mid-Century 3 Bd Wicker Park.

BeckieRating, 5 stars3 weeks ago
This is a very clean and comfortable unit. The beds are very comfy, the comforts are wonderfully soft. Basic toiletries and kitchen essentials are provided. The location is excellent for us, as we have young grandchildren and a dog, both enjoyed wicker park. Many restaurants are close enough for walking.
Guest favorite
A cozy living room area features a dark leather sofa facing a mounted television on a wooden media console. A round shelf displays books and plants, while a small desk and chair are positioned beside a bright window.
Apartment in Bridgeport
4.94 out of 5 average rating, 127 reviews

CitySlickers Crash Pad /Free Parking /No Clean Fee

MariaRating, 5 stars1 week ago
I had a wonderful stay at this Airbnb! The place was exactly as described … clean, cozy, and thoughtfully decorated. The host was super responsive and made check-in and check-out a breeze. I appreciated all the little touches, like fresh towels, coffee, and local recommendations. The neighborhood was quiet and safe. It truly felt like a home away from home. I’d absolutely stay here again and highly recommend it to anyone visiting the area!

Private apartment rentals

Guest favorite
A charming two-story house with a white exterior is surrounded by neatly trimmed greenery. Large windows provide ample natural light. The front porch features a staircase leading to the entrance, while tall hedges and a manicured lawn frame the property.
Apartment in Oak Park
4.87 out of 5 average rating, 281 reviews

Cosmopolitan Nest in Oak Park North Side

AlexRating, 5 stars2 weeks ago
Zarko called me a few days before to make sure I had all the information that I needed and explained everything very well. This was a nice small spot for our stay in Oak Park!
Guest favorite
An open-concept living area features a light-colored sofa with coral throw pillows, positioned around a modern white coffee table. A sleek kitchen is visible in the background, highlighted by pendant lighting and stainless steel appliances. A decorative plant adds a touch of greenery to the space.
Apartment in Near North Side
4.91 out of 5 average rating, 135 reviews

Modern 3BR with Private Rooftop & Free Parking

KatherineRating, 5 stars3 weeks ago
We loved our stay at Song’s place. The host was very responsive and accomodated all our needs. The moment we entered the house we felt right at home. The place looks even better than the pictures. Extremely clean and organized. Would definitely stay here again.
Guest favorite
A cozy living area is visible at the end of a corridor, featuring a light-colored sofa atop a neutral-toned rug. The walls are lined with wooden paneling, and a piece of artwork is mounted to the wall, enhancing the warm atmosphere.
Apartment in East Rogers Park
4.9 out of 5 average rating, 144 reviews

Private Garden Apartment GATED FREE Parking

DeborahRating, 5 stars3 weeks ago
Cozy small rooms to rent. Would just suggest a filtered water pitcher and a microwave for ease of use. Otherwise bed was comfortable and felt at home.
Guest favorite
A modern living space features a dark sofa adorned with colorful cushions. A round coffee table sits in front, accompanied by a small side table with a decorative vase. A large mirror reflects the cozy atmosphere, while a vibrant city skyline artwork adds visual interest to the wall.
Apartment in Avondale
4.97 out of 5 average rating, 106 reviews

Lovely 2bedroom 1bath Apt and outdoor seating.

JillRating, 5 stars1 month ago
Good location and had everything we needed. Handy to have nearby stores within walking distance. Great place and would definitely stay again.
Top guest favorite
A comfortable seating area is presented with a sectional sofa and a green armchair. A glass coffee table is centered on a soft area rug, enhancing the space's warmth. Two framed artworks are displayed on the light gray walls, complemented by natural light filtering through a window.
Apartment in Avondale
4.92 out of 5 average rating, 276 reviews

Avondale Gem: 2BR, Stylish Kitchen, Transit Nearby

WillowRating, 5 stars1 month ago
Shaun and Christina were extremely polite and helpful! They were very attentive but not overbearing and genuinely cared about our experience. The house was awesome, very spacious and clean with a full kitchen and even laundry machines on site. The parking space was also very convenient and appreciated! Would definitely stay again!
Superhost
A tastefully arranged living area is highlighted by a decorative fireplace and stylish furniture. Two sofas flank a round coffee table, while light streams through tall windows. A delicate floral arrangement stands on the mantel, and a gold chandelier adds elegance to the space.
Apartment in Roscoe Village
4.76 out of 5 average rating, 259 reviews

North Side Pied-à-terre

JeanRating, 5 stars1 week ago
We needed a place to stay in the Roscoe Village area, and this was perfect from a location and size standpoint. It is urban-on a well traveled street, close to the metro stop, lots of coffee shops and places to eat. Appreciated the white noise machine in the bedroom and the bathroom towels were very nice. Communication was excellent and easy to understand. Highly recommend!
Guest favorite
Apartment in Evanston
4.85 out of 5 average rating, 248 reviews

Adorable 1BR apartment near Northwestern

TaraRating, 5 stars4 days ago
Nice place to stay in a good neighborhood! Would stay here again, thank you!
Guest favorite
A modern living area features a beige sectional sofa and a round coffee table set on a patterned rug. A large flat-screen TV is mounted on the wall, and a potted plant adds a touch of greenery. Natural light illuminates the space.
Apartment in Chinatown
4.83 out of 5 average rating, 184 reviews

New apartment

Gary QilieunRating, 5 stars5 months ago
Loved the walkability and great access to transit and chinatown restaurants. amazing stay! thank you!

Apartment rentals with a hot tub

Superhost
An open living area is displayed with floor-to-ceiling windows offering city views. A sleek sofa and two stylish chairs are arranged on a patterned area rug. A wooden dining table is visible next to the windows, enhancing the spacious atmosphere of the penthouse.
Apartment in West Loop
4.85 out of 5 average rating, 89 reviews

Quiet but in the Heart of City walk Everywhere

ChrisRating, 5 stars2 weeks ago
This place was incredible. My kids and I loved staying here. My young daughter had asked to stay in a "fancy hotel" on our trip, and this blew her mind with the views over the city, how nice the space was, and the pool and hot tub that we pretty much had to ourselves every evening. The kitchen had the things we needed to make our own meals. And we were within easy reach of every place we wanted to go. The included parking spot really took things over the top to make this a great deal and an amazing stay for our family.
Superhost
The image shows a collage of the unit's features. The upper left showcases a spacious living area with light-colored furnishings and large windows. The upper right displays a comfortable bedroom with a neatly made bed and minimal decor. The bottom left features a fully equipped kitchen with wooden cabinets and modern appliances. The bottom right highlights a game area with a dartboard and a game table.
Apartment in Lake View
4.57 out of 5 average rating, 7 reviews

Minutes to Wrigley Amazing Location - Sleeps 6

JordanRating, 5 stars1 month ago
I had surgery at the hospital around the corner and stayed here for few days as I couldn’t climb the steps to my apartment post surgery, highly recommend. There are two steps down into the apartment that I was easily able to handle, the shower in the back of the house has grab bars, and overall the house was very accessible and easy to navigate with my walker. Would stay again!
Superhost
A bright and airy living area is filled with natural light from floor-to-ceiling windows, offering expansive city views. A plush sectional sofa is positioned on a soft area rug. Potted plants and a console with a television add to the inviting ambiance.
Apartment in West Loop
4.96 out of 5 average rating, 24 reviews

Skyline Oasis: City & Lake Views

NatashaRating, 5 stars2 months ago
Let me just say, the pictures don’t do this cute, cozy place justice! I’m big on hospitality and customer service, and Johana and Akos were beyond accommodating and communicative. I would dare to say this is the most accommodating place I’ve experienced so far! The space has such a good energy and flow to it — cozy, inviting, and with a beautiful sunset view from the kitchen window that you can enjoy right from the living room sofa. The views are stunning, and the building itself is upscale, clean, and even smells great! I enjoy playing some of the games that were pervaded( Uno and Jenga) and I appreciated that the TVs had all the apps, HBO, Disney, prime, Netflix etc. It’s in a great location, and I felt very safe throughout my stay. The only con would be some city noise, but it didn’t bother me at all. There’s a nearby train that doesn’t pass often, and again, it wasn’t an issue for me. I would definitely recommend this place!!
Superhost
A private hot tub is set on a rooftop deck, featuring bubbling water and a city skyline backdrop. Plush seating with soft cushions is arranged nearby, creating a comfortable space for relaxation. The view includes various high-rise buildings against a colorful sky.
Apartment in Chicago
4.85 out of 5 average rating, 53 reviews

Rooftop HotTub As Seen On "Married At First Sight"

KimikoRating, 5 stars6 months ago
I booked this Air BNB for my girlfriend's birthday weekend and my surprise proposal! Ashlee was very responsive, super helpful, just an overall great host! She went out of her way to decorate the master bedroom for me with rose petals, tea lights, champagne and all! There were snacks in the kitchen, the place was clean and tidy, our group really felt at home! The vibes were everything, and so were the VIEWS from the rooftop!!!! Thank you Ashlee!!
Superhost
A living area features two sofas and a coffee table centered on a colorful area rug. Warm lighting emanates from two table lamps beside the sofas. Artwork adorns the wall, enhancing the cozy ambiance of the space.
Apartment in Chicago
4.82 out of 5 average rating, 11 reviews

Large Studio Apartment with no cleaning fee

MelyssaRating, 5 stars5 months ago
What a great stay! The boat was even better. He was immediately responsive and accommodated extra when caught in a pinch. He was very communicative and helpful. The place was very comfortable for both us and the dogs. It felt like home! Would recommend to anyone.
Superhost
The open-concept living area features a comfortable green sofa, stylish coffee table, and wooden dining table with four chairs. Modern kitchen appliances are visible in the background, accompanied by wooden cabinetry. Natural light illuminates the space, creating a welcoming environment.
Apartment in West Town
5 out of 5 average rating, 6 reviews

Luxurious 3BD Penthouse- Private Patio+Gym+Rooftop

PattyRating, 5 stars2 weeks ago
Avantika’s penthouse apartment was absolutely lovely. The space was comfortable and well-designed, with beautiful bedrooms and impeccably clean bathrooms. The kitchen was modern, spacious, and had everything we needed. Avantika was incredibly kind, helpful, and very responsive throughout our stay. We had a fantastic experience and will definitely be back!
Superhost
A hot tub is positioned in a vibrant game room, surrounded by colorful murals depicting a beach and lively graphics. Water glistens in the tub, inviting relaxation and enjoyment after a day of activities.
Apartment in Belmont Cragin
4.98 out of 5 average rating, 104 reviews

Belmont Pleasures - hot tub / arcade gaming room

JayRating, 5 stars2 weeks ago
Mariam did a fantastic job of being responsive to everything we needed. My brothers bachelor party was a success because of this house. We would stay here again.
Superhost
A private balcony features wooden decking and a wooden railing. Two black wicker chairs with cushions and a matching coffee table create a cozy seating area. Potted plants hang from the railing, and the surrounding neighborhood is visible in the background.
Apartment in Irving Park
4.93 out of 5 average rating, 27 reviews

2Bed 2Bath 15min to Wrigley with Parking& Balcony

BarryRating, 5 stars1 week ago
Good neighborhood with walkable restaurants and access to kimball station. We did hear some road traffic in the front bedroom and living area but never heard anything from the neighbors. Great experience and definitely worth the rate.

Quick stats about apartment rentals in Portage Park, Chicago

  • Total rentals

    70 properties

  • Nightly prices starting at

    $50 before taxes and fees

  • Total number of reviews

    2.9K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

Destinations to explore

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  3. Illinois
  4. Cook County
  5. Chicago
  6. Portage Park
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