Vacation rentals in Portage Park, Chicago

A bright and airy living room features a mix of modern and natural elements. A low wooden table is set on a textured rug, accompanied by a comfortable gray sofa adorned with colorful pillows. A large window allows ample natural light, illuminating the space.

4.94 out of 5 average rating, 418 reviews

Peaceful Portage Park Apartment

You have the entire apartment all to yourself (kitchen, bathroom, 2 bedrooms and an office). Shared backyard. Portage park is located about halfway between O’hare airport and downtown. It is one of the safest neighborhoods in Chicago. Parking is easy! We’re 2 blocks away from a park (dog park, playground, walking/running path, tennis courts, indoor and Olympic sized outdoor pool). Fairly close to coffee shops and good places to eat We are family friendly House trained dogs are ok : $10/night

4.86 out of 5 average rating, 173 reviews

A charming single-family home features a well-maintained facade with a red front door and neatly trimmed lawn. Stairs lead up to the entrance, while a simple walkway is bordered by greenery. The exterior is accented by sunny blue skies and fluffy clouds.

Bungalow in Portage Park

Your Cozy 2nd Home!/Near Rosemount /O'Hare Airport

"Prime Location- Close to Everything! "O'Hara Airport & Rosemount/Donald E. Stephens Convention Center Minutes Away! Convenient & Unforgettable Stay in the Heart of Chicago—Perfectly Located Near Surrounding Suburbs and Everything in Between! - O’Hare Airport- 14 minutes - Downtown Chicago - 14 minutes - Allstate Arena (13-mins) - Donald E. Stephens Convention Center (10 mins) - Rosemont Theatre & Village Park Entertainment District. "Quiet & Cozy -Your Perfect Stay!" "Welcome Home"

Apartment in Portage Park

A bright, open-concept living space features a kitchenette with an island and modern appliances. A dining area is positioned nearby, with seating for four. Natural light filters through the windows, highlighting the wood floors and warm decor.

4.86 out of 5 average rating, 222 reviews

Cozy & Comfy 1bd In Historic Portage Park Bungalow

Make yourself at home in my comfortable Portage Park one bedroom garden apartment. This spacious condo is bright and airy with warm furnishings, a kitchenette with an island, private bedroom with a full bed and a modern bathroom with a glass walk-in shower. Portage Park is Chicago’s largest Polish neighborhood and is home to vintage charm, heaps of history and classic Chicago-style bungalows. The National Veterans Art Museum is a poignant must-see while you’re here with its combat-era art.

4.87 out of 5 average rating, 126 reviews

A stainless steel spice rack is displayed on a textured granite countertop. The rack holds various spice jars in a circular arrangement, labeled with names such as 'Italian Seasoning' and 'Oregano.' A sleek electric wine opener rests nearby, featuring a modern design.

Condo in Irving Park

Newly updated 1BD/1B in Old Irving Chicago!

Welcome to your home away from home in the heart of one of Chicago's safest and quietest neighborhoods! This beautifully updated 1 bedroom apartment offers everything you need for a comfortable and convenient stay. It is perfect for couples, solo travelers, and business visitors. Book now for a truly unforgettable experience in the Windy City! - 1 free parking spot - 400 MB Wifi - 2 smart T.V. with access to Netflix, Hulu, Amazon and more! - Desk - Easy app paid laundry in the building.

Apartment in Portage Park

The exterior of a historic brick building is prominently displayed, featuring a detailed entryway with wooden doors and multiple large windows. Decorative elements are noted in the architecture, complemented by a small green bush alongside the steps leading to the entrance.

4.93 out of 5 average rating, 70 reviews

Top Floor Portage Park Lookout

Welcome to our bright, and spacious top floor apartment in Chicago. Enjoy the park vibes while being centrally located to all that the city offers. Just minutes away from O'hare airport and public transportation, enjoy exploring Chicago's downtown and the hip shops, dining, and culture in surrounding neighborhoods like Avondale and Logan Square. Stylishly decorated, our open-concept space offers a large bedroom and a fully equipped kitchen. Book now for a perfect Chicago experience!

A sleeping area features a spacious bed adorned with a cream quilt and decorative pillows. Light green walls create a calming atmosphere, complemented by soft lighting from a stained glass lamp. Large windows with sheer curtains provide natural light, illuminating a wooden floor and artistic wall decorations.

4.94 out of 5 average rating, 125 reviews

The Vanderpool House

The Vanderpool House has a Private Suite in a historic 100 year old Chicago Bungalow just 2 blocks away from the 2nd largest transit center in Chicago. The Blue Line L stop will take you downtown, the airport, or the Rosemont Convention Center. The Metra train will take you downtown or the northwest suburbs and you have 13 bus lines will take you anywhere else. Onsite parking is available at no extra charge. Theaters, Neighborhood Restaurants, Art Museums within walking distance.

An outdoor dining area is displayed beneath a large umbrella, featuring a wooden table surrounded by green chairs. A patterned rug adorns the ground, while a nearby BBQ grill is positioned against a wooden fence, complemented by a lush patch of grass.

4.94 out of 5 average rating, 16 reviews

Charming Garden Unit Portage Park

Cozy garden level guest suite with separate entrance in Portage Park! Enjoy a comfortable and private retreat (ceiling height varies 5'9"-6'9"), complete with a separate entrance for your convenience. You'll have exclusive access to a fully equipped basement, which includes a private bedroom, gym, laundry room, bathroom, Wi-Fi, living area and small kitchenette. In addition to your private space, you'll have access to shared outdoor areas, including a BBQ and fire pit.

4.94 out of 5 average rating, 161 reviews

Cozy Home Living, Dogs, Kids, Free Parking, 420 OK

Private entrance apartment on the 2nd floor of this historic bungalow. Free street parking! Medicinal & recreational smokers permitted... outdoor ONLY. This comfortably cozy quiet get-away is nestled in NW Portage Park in a family neighborhood. Dog and kids park nearby. Fenced yard for Fido. Backyard patio w/ BBQ grill. High-speed internet. Front porch swing Easy access to buses & Jefferson Park Transit train station to Downtown & Museum Campus NO PARTIES

4.98 out of 5 average rating, 201 reviews

A well-organized kitchen features white cabinetry with glassware and dishes neatly arranged. Countertop appliances include a coffee maker, microwave, and toaster. A double sink is integrated into the space, with a window above providing natural light and a view of a small potted plant.

Home in Portage Park

The Evergreen House

Relax and feel at home on the first floor apartment (completely private) of my Chicago 2-Flat. This home away from home is well stocked with anything that you might need whether you are staying for 2 nights or 2 months. There are 3 televisions with Wifi and Netflix throughout the apartment. There is a nice backyard that you are welcome to use and street parking is free. Washer and Dryer available in the basement. The highways and bus are also nearby.

Superhost

A living area is presented with two comfortable armchairs positioned on a soft rug. A flat-screen television is mounted above a glass coffee table, which holds magazines and a decorative bowl. The walls are adorned with photographs and memorabilia, adding character to the space.

Apartment in Portage Park

4.83 out of 5 average rating, 163 reviews

My Home Away LLC

This lower level space of my Home is perfect for anyone looking for a nice quiet place to stay while in Chicago, it is equipped with a kitchenette a fridge coffe maker and microwave. It is close to anything and everything including plenty of FREE parking right in front, it’s close to Ohare airport , forest preserves, Lake Michigan and downtown (30m) as well. Shopping, parks and public transportation within walking distance.

A charming brick exterior is presented, featuring a welcoming front porch with seating. Lush green landscaping surrounds the entryway, with well-maintained grass and shrubs adding to the outdoor appeal. The roofline is accented with a gabled feature, enhancing the overall character of the home.

4.95 out of 5 average rating, 122 reviews

Eddy Street Upstairs Apartment

Make yourself at home in our comfy, cozy upstairs apartment! Located in the Portage Park neighborhood of Chicago, we are close to great food, parks, and fun outings! You can get to O'Hare Airport in less than 20 minutes, depending on traffic. And we're about a 25 minute drive to downtown, or about 45 minutes via public transit. We have free street parking on our block!

4.91 out of 5 average rating, 138 reviews

A spacious deck features a round table surrounded by two chairs, set against a backdrop of a vibrant sunset. A patterned outdoor rug covers the wooden flooring, and the scene is complemented by greenery in the distance.

Home in Jefferson Park

Chicago getaway for two!

This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago. Conveniently located near the blue line (Jefferson Park stop) and has a bus stop for 88W right in-front! This cozy 1 bedroom 1 bath apartment on the second floor of a lovely home in Jefferson Park is the perfect place to stay in Chicago.

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Popular amenities for Portage Park, Chicago vacation rentals

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Other great vacation rentals in Portage Park, Chicago

4.91 out of 5 average rating, 101 reviews

Apartment in Old Town

Family-Friendly 2BD/2BA Prime Location (+parking)

TiffanyRating, 5 stars1 week ago

Visited Chicago with family from LA and decided to stay in this beautiful home. We loved the spaces throughout the home especially the master bedroom’s bathroom. It was quite cold and windy when we were there and the heated flooring and hot tub in the bathroom really warmed us up. The neighborhood has great restaurants nearby that we visited and it was very peaceful. Nicole and Matt provided parking stickers and it was really convenience for us. We had a great time!

5 out of 5 average rating, 54 reviews

A spacious living area features a warm-toned seating arrangement with a brown leather sofa and a white accent chair. A large television is mounted on the wall opposite a decorative light fixture. Soft natural light floods in through large windows, complemented by light-colored curtains.

Home in Schaumburg

Great location-King beds-Kids playroom

SteveRating, 5 stars6 days ago

This Memorial Day some of my family stayed at Ninna's place and they absolutely loved the house! There were 4 spacious bedrooms, a beautiful children's room and the whole house was beautifully set up by Ninna. Would definitely book again!

5 out of 5 average rating, 16 reviews

A charming gray house with a well-maintained exterior is framed by a black fence. Steps lead up to a covered porch adorned with flower boxes, while a grassy area is visible beside the home, contributing to the inviting curb appeal.

Home in Avondale

Alluring Avondale Abode

MindyRating, 5 stars2 weeks ago

Beth was an amazing host! Super easy to work with! The place was beautiful, immaculate and comfortable. Would definitely stay there again!

Superhost

A modern kitchen is characterized by dark wood cabinetry and stainless steel appliances. A spacious dining table is surrounded by four chairs. Natural light enters through a door, which leads to the outside, creating a bright and functional cooking space.

Home in Maywood

4.76 out of 5 average rating, 123 reviews

Maywood Relaxation

MadiRating, 5 stars1 day ago

We came for The Weeknd concert in the city, so we got ready there, then spent the night and morning in the house. It was a beautiful house and felt super peaceful and safe! The beds were insanely comfy and we all slept so well! So much space! Everything was just so homey and comfortable.