
House vacation rentals in Rogers Park, Chicago
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Top-rated house rentals in Rogers Park, Chicago
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Rogers Park, Chicago house rentals
House rentals with a pool

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!

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!

LUXURY - Movie Theater + Spa House
Great getaway place to stay at. Beautiful patio area as well!

Celebrate at Hacjenda house
I had such a great time at the Hacjenda House! I came here with my dog for a peaceful getaway and it was exactly that. Lena set up the fireplace inside for me and I was cozy all night. Plenty of firewood in their backyard. Super spacious and beautiful inside and out. Their tub upstairs is also so spacious for a bath. Lena was so kind by checking in on me throughout my stay. I didn’t want to leave. I definitely want to come back.

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!

1/2 mile to NU, 5min walk to Lake, Swim Spa Pool

Luxe heated indoor pool/hot tub
Weekly 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!

Luxe Limewash Getaway w/Sun Deck
We were a group of four teachers planning a girls get away. Elijah’s place was very nice. We asked if we could get in early and he sent us the code right away.He had put a case of water in the refrigerator which we really appreciated. The sectional in the living room was very comfortable and a great place for conversation. The patio in the back was great to sit outside. Overall, it was a very nice place to relax after busy days of sightseeing!

*King Bed-Updated-Laundry-Near NWU-Hospitals+More
This is the second year in a row we stayed at this Airbnb for an extended 4-week stay. Our second stay was as wonderful as the first. The Airbnb is very clean and comfortable and is located in a great neighborhood. Jesse was a fantastic host and always responsive to any request we had. If we have the opportunity for another extended stay next year, we'd love to return. Thank you, Jessie for helping to make our stay most enjoyable.

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

No Cleaning Fee Private Apt. Parking Near Airport
Great place! within walking/bussing distance from the train (which was easy to navigate). Faith provided us waters and had plenty of chargers around the space. I loved seeing the chickens from the window. If we were to come back to this area, we would book here again.

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!

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

Group Visit Ready | Stunning Home w/ Rooftop Deck
Excellent stay for nearby Northwestern graduation - plenty of beds for all (note: tall people will want to stay on first floor, but basement is well-finished), plenty of hot water for morning rush, easy check-out instructions and super-responsive hosts. All in all, a perfect choice for our extended family weekend!
Private house rentals

Private Gem on quiet street in Andersonville
An absolutely amazing stay with incredible hosts! It literally felt like a true home away from home...tastefully decorated, modern, with everything provided to make my stay comfortable. My hosts were super responsive and friendly---they are definitely at the top of my list for my future stays in Chicago!

Grey House: 4 Bdrm 2 Bath Bunglow with skylights
Xavier’s place was great, we felt right at home! We were a family group of six, everyone was able to sleep well during the two nights we stay. We also grilled food in the propane-gas grill in the back patio, it was ready to use. All of the spaces were welcoming and spacious. I highly recommend this stay.

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.

Stokes Stay: Spacious 4BR/3BA
Newly remodeled in an excellent location! Walkable, park across the street and plenty of room for everyone. The Playroom in the basement came in handy for the kids.

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.

Urban Oasis | Kid Friendly | Quiet Street
My friends and I had a great stay at this property. The host was very quick to respond to questions and was very kind and also was flexible with the check-in time which was super helpful as all of us were arriving at different times. The space was large enough and comfortable for all of us and was in a central location to the places we needed and wanted to go. The beds were very comfortable and there was enough silverware, cups, and plates for us all and the dining table was spacious. The property was in a safe and quiet neighborhood and we were able to uber around easily. I highly recommend this property for groups of friends or family, and there was young children friendly areas and gates and a crib if needed. I would for sure stay at their property again or any of their locations as the host was great!

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.

Northside Chicago Getaway
Luxurious, clean, quiet and peaceful. Damien was a fantastic host - proactive, friendly and super helpful. Highly recommend
Quick stats about house rentals in Rogers Park, Chicago
Total rentals
30 properties
Nightly prices starting at
R713 ZAR before taxes and fees
Total number of reviews
2.4K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Frank Lloyd Wright Home and Studio
- Museum of Science and Industry
- Garfield Park Conservatory
- Willis Tower
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- Washington Park Zoo
- The 606
- The Beverly Country Club
- Moraine Hills State Park