
Pet-friendly holiday rentals in Chicago River
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Top-rated pet-friendly home rentals in Chicago River
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Popular amenities for Chicago River pet-friendly home rentals
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 !

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 !

Historic Old Town, Fabulous 4 Bedroom Home
We had the best stay in Old Town! The Airbnb was wonderful and spacious for our family.

Private 3rd Floor Apartment
Very comfy apartment in a great neighborhood. We were in town for a baseball game and it’s a terrific place for that, just about a 20-minute walk to Wrigley Field. The only thing to be concerned about is the stairs: there are two flights to get into the apartment and they’re fairly steep and small, so if you have mobility issues that would be a concern. I don’t and had no problem. Karen is a lovely host and was very helpful when I was getting into the place and unloading my stuff from my car. There are tons of restaurants and coffee shops in the area, so it’s a great place to explore and hang out.

Chicago River House -BBQ Oasis now open!
Even more spacious than in the photos! Well-kept place, with a fully stocked kitchen, projector, BOSE speaker, and great backyard. Double shower in the master bedroom, and strong water pressure. Entry is easy with a code. Finally, the host is VERY accommodating, flexible, and responsive. Recommended!

Casa PLZN Location | Entire Home | Garage Parking
We enjoyed our stay. Clean, nice house, and in a location convenient to everything we wanted to do. Host was very responsive when we had questions. We loved being so close to the train. Great restaurants around, and also a convenience store and Family Dollar right around the corner for anything you need!

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!

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!
Pet-friendly home rentals with a pool

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.

Level Junior Two Bedroom Suite | Fulton Market
Had such a great stay! Everything was very clean and all information given was thorough.

Play in the Windy City and rest by the “606”
This airbnb would be good for 2 couplesnorna family of 4. The kitchen is verynfuntional, and the living space is open and quite large. Check in/out instructions are clear. Beau was very responsive.

Long term rental-Delightful one bdrm pool house
This place was absolutely adorable and the perfect vibe for a weekend getaway for a solo concert. Micheal was incredibly accommodating and helpful-even got me a bottle of wine and some cheese for me to really spoil myself while getting ready. She is super accommodating and helpful and the space was super cute and cozy. Hoping to stay there again soon!

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

South Loop | Rooftop With In & Out Parking | 1
Elegant furnishings & easy check-in & check-out. Good neighbour hood

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.
Private, pet-friendly home rentals

Wicker Park Walk-Up Condo
My family and I enjoyed Randy's place; it was clean and well maintained. The location is a short walk to a street with multiple restaurants, shops, and bars. I felt safe walking around, even at night. There is a subway stop a short walk from the property also. A couple of other nice items to note: 1. The property has a washer and dryer with detergent supplied. This came in handy. 2. There were two premium streaming services provided. HBO and Cinemax I think.

Kasa | Studio, Walk to Grant Park | South Loop
Great place to stay while visiting inner Chicago with a small dog. Easy check-in and check-out, responsive host. Parking garage and small green space nearby as well. Would definitely recommend.

Cozy Garden Apartment in Chicago
Perfect location for a few nights in Chicago to dine at area restaurants and attend a concert at The Salt Shed. All were in walking distance. Apartment had plenty of space, very comfortable king bed in the main bedroom and kitchen was well stocked with Keurig coffee maker and coffee pods! Used a code on the lock to get in the apartment and to lock when we left. Very easy. I would definitely rent again.

1BR Modern Luxe Apt with In-Unit Laundry
This is a cute walk up in a great location. He took us in last minute, very grateful! There is a bed for a couple but don’t plan to sleep on the sofa. Very clean. Very thoughtful items in the apartment. An excellent place from which to explore Chicago. Just remember the train is right outside. Didn’t bother us but keep it in mind.

Entire lofted space in West Town
We had an amazing stay at this loft in Chicago’s West Loop! The space was not only stylish and clean but also incredibly comfortable — the bed was perfect after long days exploring the city. One of the biggest highlights was how dog-friendly the place was — our pup felt right at home, and there were plenty of great spots nearby for walks. The location couldn’t be better — super convenient to restaurants, shops, and everything we wanted to see. We’d absolutely stay here again and highly recommend it to anyone visiting Chicago. The air conditioning was spot on after the long days in the heat.Lots of great recommendations- super responsive to any questions we had. The ping pong table brought back great memories for my family as we played each other. The pull out bed on the main level hosted my entire clan of 4 as we all relaxed at the end of the day. The carry outs close by are fantastic if you don't feel like venturing out to the city.. we look forward to future visits to this air bnb

Cozy apartment by Mag Mile - 11
Excellent stay. Great location and Patricia was always available.

Cozy 1 bedroom Suite in West Loop Fulton Market
Great location with tons to do nearby. The space was clean and had everything we needed. Jaime was responsive and extremely helpful. Would happily stay here again if we come back to Chicago!

Rare, Updated 1 BR Condo in Lincoln Park!
Great spot in a fantastic neighborhood. Location can’t be beat. Clean and exactly as the photos looked. Thank you!!
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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
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