
Pet-friendly holiday rentals in Rogers Park, Chicago
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Top-rated pet-friendly home rentals in Rogers Park, Chicago
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Pet-friendly house rentals

MiniGolfHouse-Chicago Close Beach & Indoor Fun!
This was a great stay for me and my family of 5. Our kids loved the mini golf course and enjoyed chilling on the open patio. This stay was matched everything described in the listing and was quite large. The only thing I’d say negative is that due to it being an older house not all the windows lock properly which was a major security error for me especially since it was an unfamiliar area and we had our children. Other than that no complaints ! Would stay again Thanks !

Charming Ranch-Style Cottage
We stayed at Alix’s for one night. Our stay at Alix’s place was quite comfortable. Everything was exactly as described. We made use of the devices provided like the iron and ironing table, and the hairdryer. To my wife’s delight, the bathroom also had individually packaged makeup remover wipes! Body lotion was also provided. The air conditioning worked perfectly and we were able to sleep comfortably. Would recommend!

Flat in Lincoln Park 2-Flat Central to Everything
We stayed for a week with 2 children of 8 and 10. The place is larger than we expected; which is nice. The street and neighborhood are both really nice. Train is close; which is very handy to visit the city. Close to Lincoln park and many restaurants and shops. This place was very comfortable, private and quiet. Brian was also also very flexible with check in and check out times. Definitely recommended !

BoHo House - A Chic, 1903 Chicago Workers Cottage
Adam was a great host and very responsive. We loved our stay. The house was clean and the house is easily accessible to everything. Would definitely recommend!

Retro Modern Bungalow | fire pit | free parking
This exquisite MCM GEM in Berwyn was the perfect home base for us while visiting Chicago. Every corner is curated with unique and authentic MCM touches, all with the contemporary creature comforts one could want and then some. Everything was sparkling clean and April was a superb host. We hope to come again, & highly recommend!!

Quiet cul-de-sac with huge fenced in backyard
Great place for the price. Tom was a great host, always willing to help when needed. Thank you for starting the fire every night for us. Great location to have some privacy and not far from downtown. Would recommend!

Ultra Modern, 2800 SQ Ft, Outdoor Gazebo Sleeps 14
The house is very beautiful. My family and I loved the place and how spacious it is.

The Grand Kimball Lodge, Logan Square, Sleeps 14
Staying at the Grand Kimball Lodge was fantastic! From Bob's proactive communication to his flexibility around check in times, the stay was as seamless as it was memorable. We had a group of 9 and everyone had their own bed, which is rare being so centrally located. The sauna was an excellent bonus, and we'd be happy to come back, thanks again!
Pet-friendly home rentals with a pool

Downtown Penthouse Lake Views #1|Gym, Parking+Pool
We had a fantastic stay at this beautiful stay in downtown Chicago. The views were absolutely incredible! The home gave us a breathtaking look at the city skyline, day and night. The location couldn’t have been better, as it was right in the middle of everything, with restaurants, shops, and attractions all within pretty good walking distance. The unit itself was spotless when we arrived and had everything we needed. The bed was super comfortable, and the space felt both modern and welcoming. It was the perfect spot to relax after a day out exploring the city. The host was also very responsive and helpful!! Would definitely recommend this place to anyone looking for a clean, comfortable, and stylish stay in downtown Chicago. We’d happily stay here again!

Level ◆ New Executive One Bedroom & Office
The executive suite was immaculate and had terrific views of the city. I would book again

Luxury Designer Penthouse NW | Pool | Gold Coast
Beautiful apartment in Chicago’s Gold Coast area - lots to do, easy walking distance to shops, restaurants and Oak Street Beach (and a view of the beach from the dining room). Well appointed building with a rooftop pool, gym and lounge. Quiet neighbors on the floor.

Forest Park Oasis - Dog Friendly - Parks - the "L"
Excellent place to stay, easy access to highway, quick ride to downtown

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!
Kevin and Kayla’s unit on W Diversey Ave was a cozy and convenient spot for our Chicago trip. The space was clean, well-equipped, and had everything we needed, with quick access to buses and the Blue Line. The only minor downside was some occasional dog-walking noise from the unit above, but as it has already been mentioned before, it is to be expected. Mattresses were a bit wobbly for our tastes but it's a matter of preference. Overall a great, cozy place on a very convenient location in Chicagoland. What really stood out was Kevin’s excellent hosting—he went out of his way to make us feel at home, regularly checking if we needed anything, and was quick to help in-person when we had a small hiccup on our last day. Super responsive and friendly and a true host!

Modern unit in Bridgeport-Chicago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More
Great value for a work trip! Easy to find, convenient amenities, and Patty was very proactive with a clear, easy check-in. Would recommend for a small group.

Level Studio | Fulton Market
This was the perfect place to stay in Chicago! Everything was nearby and the hosts were very friendly and responsive. The amenities provided were the best part; I enjoyed the rooftop, hot tub, and the views! I will be staying here again (:
Private, pet-friendly home rentals

1mi to Beach | 2-Floor Loft | Foosball
The stay was amazing. The only issue was finding parking especially at night was really tuff to find a stop.

Cozy Guesthouse near NU - next to Lee Street Beach
The three of us (a couple and a single person) really benefitted from and enjoyed Lisa's coach house apartment. It helped us to rest and regroup after each day of busy, large family activities. The beds were great (one was a comfy floor mattress with nice linens), the apartment provided us with quiet, and it is roomy, very attractive, and comfortable. We walked to the beach in the morning and then to get coffee nearby before taking off to go be with family. It was perfect to come back to Lisa's place every night. It took a bit to figure out how the door lock worked, but we did. We would stay there again!

cozy grand studio 2nd floor/near lake/public tran.
Beautiful location and well furnished. No complaints, surrounding folks in the community are friendly. Tap into Mores Liquor very friendly staff gave me the tips and tricks in the area and what to do. Thank you Cozy Nest for hosting my wife and I! Much Appreciated!!

The Luxe Garden-Studio
Host was very communicative and the place was beautiful. Everything looked exactly like the pictures and would definitely book again in the future.

★Bright & Bold 1BR in Roscoe Village + Fireplace★
Great location, nice unit. Older building but nice updates. You can definitely hear the tenant upstairs so bring headphones or earplugs if that bothers you.

Elegant Suite in Gold Coast
Truly a five star experience. The nicest furnished Airbnb we have stayed in and we have over 30 rentals for comparison. The only thing that keeps it from being the nicest overall is we have stayed at places that had spectacular views and this was mostly rooftops. Service at the Walton was top notch.

Montrose Gardens
This was a very cute one bedroom apartment. It was perfect for my husband, myself and my daughter. Extremely clean. So sweet they left treats and snacks! Host was very nice and accommodating. Would definitely stay again!

Edgewater Studio on Paulina
Our stay at Philip’s place was wonderful! Incredibly comfortable bed, quiet and the perfect set up with washer/dryer, kitchen set up, etc. Communication and flexibility were top notch and made the stay so easy and comfortable. Very friendly interactions with hosts while onsite and would definitely stay here again!
Quick stats about holiday rentals that are pet-friendly in Rogers Park, Chicago
Total rentals
100 properties
Nightly prices starting at
$39 SGD before taxes and fees
Total number of reviews
4.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wifi availability
90 properties include access to wifi
Destinations to explore
- Fitness-friendly rentals Rogers Park
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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
- Flossmoor Golf Club