
House vacation rentals in Portage Park, Chicago
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Top-rated house rentals in Portage Park, Chicago
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Popular amenities for Portage Park, Chicago house rentals
House rentals with a pool

Rosemont 4BD2BA house with Pool
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!

Now Open: Heated Pool with Entire House
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)!

Schaumburg Oasis:Private Pool & Enchanted Garden
Beautiful Airbnb. Had everything we needed and more. Appreciated the special touches. Host tried to think of everything a guest might need. The beds were VERY comfortable, all of them. The place was clean and the backyard is amazing. We had a great time with family and spent a lot of time in the backyard. Would stay again.

Luxury Loft with Private Pool and Movie Theater
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!

Escape to your own paradise! 10 min to Navy Base!
Beautiful home! Host was very responsive and a pleasure to talk to. Everything was very clean and the kids loved the pool. A++++ host.

Beautiful 137 Year Old Farm Home (3night min)
Beautiful and eclectic home. It was perfect for our group of girls visiting from all over the U.S to attend our HS Reunion. Plenty of lovely spaces to gather or a private, quiet nook to read or rest. The pool was wonderful. Beds were super comfortable. Kitchen was large enough and well stocked to prepare meals. Andy was very responsive with any issues or questions. Highly recommend!

Luxury fenced in modern ranch
It was a chaotic start to our vacation stemming off my daughter's graduation from Northwestern; however, Jennifer immediately took the stress off my shoulders and welcomed our family to a fabulous stay at her home. Words cannot express how grateful my family is and without Jennifer's help it would not have been as successfull. I highly recommend staying at any of her properties. She will go above and beyond to make sure you're stay is wonderful!

LUXE - Movie Theater + Spa House
Nicholas was great house was really nice will definitely be back
Weekly house rentals

City Cottage in Logan Square-Avondale
We loved this cute little house! Super walkable and close to lots of stuff in Logan Square; although we thoroughly enjoyed the peacefulness of hanging out in the private backyard. Would definitely stay again!

Cozy Home - Northwest side of Chicago
Great stay for a family trip! It was in a calm, quiet neighborhood where we felt safe that had all necessities! We did have a hard time with finding available parking on the street a few nights out of our visit, but other than that it was great and comfortable! We have already discussed visiting again and staying at Sarah’s!

Garden/unit/1+1/cosy
Wonderful home close to train station. Very convenient and cozy. Would recommend!

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

Big house in the BEST Location!
The house is lovely! Better than the pictures, just as all of the reviews say. The showers are incredible. The master bathroom is a dream. We had everything we needed & more. We don’t have a single complaint. We definitely plan on booking here again.

Exquisite Chicago Modern Rooftop, Sleeps 9
The whole process was very easy

Luxe King Beds-Private Gym-Huge Backyard-Crib
My daughter and I enjoyed our stay at Connor and Julie’s place. They provided a royal experience at their home. No stones were left unturned. We were able to visit the city and return back home for rest and relaxation. I highly recommend this property. It’s worth every dime. I am looking forward to returning to Chicago and staying at this property again.

Vintage Urban Retreat | Oak Park
Definitely recommend staying here! Our group came in for a wedding and the house had everything we needed to get ready and feel comfortable doing so. I can’t tell you how relieving it is to walk into a BNB and literally know it will accommodate your needs. Very clean, fully accommodating kitchen with pans and scissors and coffee and supplies. The air conditioning kept us cool on one of the hottest weekends in Chicagoland. Easy to get in and out of especially for multiple people coming and going at different times. The beds were comfortable and the linens were pristine. We rented a couple other houses in the area and we all agreed this one was the best. Also, Gabriela was incredibly helpful, easily accessible, and overall a great host. Highly recommend! We will be back!
Private house rentals

*King bed *Outdoor Living *Sought-After Area
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!

Spacious | 3 Beds | Free St. Parking
Glomery was a great host. Our first trip to Chicago, so we weren’t too sure about the safety of the neighborhood, but overall a very nice experience and had all the necessities. Very clean and tidy. Beds were so comfortable with fluffy pillows. Plenty of towels, coffee and extra pillows. Easy access in and easy street pick up for Ubers. We had a nice time and felt comfortable.

Modern & Private Basement Retreat with Kitchenette
Great stay at Crystal's place! She was very responsive and helpful for check in. Even though this was in her home, it felt very private. It is immaculately kept and was comfortable with great amenities.

Sunny Historic Cottage on the Park
We loved Megan’s place! It’s adorably decorated and very cozy. We felt at home during our stay. The beds were comfortable and the kitchen was great for cooking dinner one night. Checking in and out was really simple. You’re not immediately by the train, but it’s a quiet safe neighborhood and there’s a little park across the street and a cute coffee shop a short walk from the house. As was clearly indicated by the hosts, it’s notably warmer upstairs than it is downstairs (we stayed in November) but it wasn’t a real issue. Would happily stay here again.

Culinary DREAM - Pizza Oven/BBQ/Smoker
Great house. Very clean and spacious.

Brand New Spacious Duplex
I just wanna say thank to each other to host. It was nice and big. The bed downstairs was a little hard. The water stain around the basement floor area and it did smell like mold. Other than that. It was good value for your money. Parking was a challenge for us, but we figured it out. Have a great day if you stay.

5BR's/3BA's/Large game room/fits13/Free prkng/3TVs
We visited Chicago for the first time for my 60th birthday and sibling reunion. Our immediate family stayed in Maggie’s home and there were nice little touches like a crib and toddler toys for 2 year old grandson in kids’ room and games for teenaged grandsons in the basement. There was plenty of room to spread out in the home. The kitchen is very well stocked with cooking and eating utensils, a crockpot for hot day cooking and a large stock pot to cook soup on a cold, rainy day during our stay. The house accommodated our group of 9 quite nicely. Maggie went the extra mile and had cans of Cranberry juice in the mini refrigerator and a thoughtful birthday gift for me upon our arrival. We felt spoiled staying in such lovely surroundings with thoughtful touches. It was truly a home away from home.

Family Home in Chicago-O'Hare
We love staying in this little house that’s actually quite big, wonderful outdoor area. Unfortunately it was too cold for us to enjoy it, but looked really amazing. Kitchen had everything we needed to enjoy our stay. Beds were extremely comfortable and hot water was fantastic. Close to the airport and convenient to lots of nice restaurants.
Quick stats about house rentals in Portage Park, Chicago
Total rentals
30 properties
Nightly prices starting at
G$6,273 GYD before taxes and fees
Total number of reviews
870 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Humboldt Park
- Six Flags Great America
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Museum of Science and Industry
- Lincoln Park Zoo
- Willis Tower
- Brookfield Zoo
- Illinois Beach State Park
- Wicker Park
- Washington Park Zoo
- The 606
- Raging Waves Waterpark
- Moraine Hills State Park