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Pet-friendly holiday rentals in Chicago River

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Chicago River pet-friendly home rentals

Pet-friendly house rentals

Top Guest favourite
Home in Whiting
4.95 out of 5 average rating, 106 reviews

MiniGolfHouse-Chicago Close Beach & Indoor Fun!

JordanRating, 5 stars4 days ago
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 !
Top Guest favourite
Home in Chicago
4.98 out of 5 average rating, 108 reviews

Flat in Lincoln Park 2-Flat Central to Everything

OlivierRating, 5 stars1 month ago
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 !
Guest favourite
Home in Chicago
4.9 out of 5 average rating, 203 reviews

ALOHA Penthouse in Wicker Park w/Backyard Patio

AlishaRating, 5 stars1 month ago
Liz was a wonderful host. Informative and detailed. She has literally thought of everything you would need for the stay and then some! Fully stocked cleaning supplies, toilet paper, linens and kitchen items. Very clean and neat place that allowed for everyone to have a space of their own and not feel cluttered. Thank you for such a wonderful experience.
Top Guest favourite
Home in Chicago
4.9 out of 5 average rating, 367 reviews

Private 3rd Floor Apartment

RickRating, 5 stars1 month ago
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.
Superhost
Home in Chicago
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars4 days ago
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!
Guest favourite
Home in Chicago
4.94 out of 5 average rating, 148 reviews

BoHo House - A Chic, 1903 Chicago Workers Cottage

niratiRating, 5 stars2 weeks ago
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!
Top Guest favourite
Home in Chicago
4.98 out of 5 average rating, 100 reviews

Victorian House in Heart of Rogers Park

LukeRating, 5 stars4 days ago
We had an excellent stay here. hosts went above and beyond to make sure we had everything we needed. beautiful house and parking spot was ideal.
Superhost
Home in Naperville
4.85 out of 5 average rating, 126 reviews

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

MicahRating, 5 stars1 week ago
Nice place tucked into a quiet, safe neighborhood. Backyard was outstanding. (We wish the weather had cooperated so we could have spent more time outside) One level home with comfy beds and furniture throughout. Kitchen was spacious and clean. Plenty of extra towels and blankets.

Pet-friendly home rentals with a pool

Guest favourite
Apartment in Chicago
4.88 out of 5 average rating, 56 reviews

Downtown Penthouse Lake Views #1|Gym, Parking+Pool

AndriiRating, 5 stars3 weeks ago
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!
Guest favourite
Apartment in Chicago
5 out of 5 average rating, 8 reviews

Luxury Designer Penthouse NW | Pool | Gold Coast

ReginaRating, 5 stars1 week ago
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.
Superhost
Townhouse in Forest Park
5 out of 5 average rating, 4 reviews

Forest Park Oasis - Dog Friendly - Parks - the "L"

MeghanRating, 5 stars4 days ago
Excellent place to stay, easy access to highway, quick ride to downtown
Superhost
Apartment in Chicago
4.79 out of 5 average rating, 70 reviews

Cozy Family 3BR Oasis: Park, Private Yard, & BBQ!

FedericoRating, 5 stars2 weeks ago
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!
Superhost
Apartment in Chicago
4.77 out of 5 average rating, 31 reviews

Modern unit in Bridgeport-Chicago

RijuRating, 5 stars1 week ago
Very comfortable accommodations, Newly renovated and safe on street parking. All in all a great stay for a graduation weekend.
Guest favourite
Apartment in Chicago
5 out of 5 average rating, 6 reviews

Luxury 3 Bed w/ Gym, Pool, Parking, Game Rm & More

ShuangRating, 5 stars1 week ago
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.
Home in Chicago
New place to stay

LUXURY - Movie Theater + Spa House

JuanRating, 5 stars1 week ago
Great getaway place to stay at. Beautiful patio area as well!
Apartment in Chicago
4.77 out of 5 average rating, 35 reviews

Level Studio | Fulton Market

KimRating, 5 stars1 month ago
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

Top Guest favourite
Apartment in Chicago
4.96 out of 5 average rating, 83 reviews

Wicker Park Walk-Up Condo

KameshRating, 5 stars2 weeks ago
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.
Top Guest favourite
Home in Chicago
5 out of 5 average rating, 29 reviews

Gold Coast Home|Rooftop |PoolTable |Parking |Beach

MelissaRating, 5 stars1 week ago
Rasheed was very attentive. His home is in an excellent location, walking distance to resturants and shopping. The rooftop provided a spectular view of the city. I would definitely recommend Rasheed's home on a trip to Chicago!
Top Guest favourite
Condo in Chicago
5 out of 5 average rating, 58 reviews

Sun-Soaked West Loop Penthouse - Private Rooftop

KendallRating, 5 stars3 weeks ago
We stayed at Reggie’s place for Memorial Day weekend as a family of 5 (2 Adults, a 4 year old, twin 2 year olds). Reggie was very easy to communicate with from the first booking request. He let us know that there couldn’t be loud noise after 10 am (no issue for us) before confirming the booking. We had no issues with check in or check out, and he was responsive to every question. The location was perfect and walkable to so many things, including all the restaurants in west loop and worked well for our family and dog.
Guest favourite
Apartment in Chicago
4.95 out of 5 average rating, 73 reviews

Travel To Chicago New City

JasonRating, 5 stars2 weeks ago
Khong was responsive, helpful, friendly and overall just a cool host! Khong gave us a sweet surprise when we got in and gave us local recommendations, we loved the Back of The Yards Coffeehouse and it was within walking distance. During the day it felt like a safe neighborhood, during the night it was very lively and full of people in the best way. Khong’s place was so clean and inviting. The backyard was peaceful with a beautiful view of the church. We did have a slight mishap occur when we lost the keys to Khongs place but he was very understanding and kind about the situation. Our stay was everything we hoped for and more. We would definitely return the next time we are in Chicago! 10/10 recommendation from my family and I
Apartment in Chicago
4.8 out of 5 average rating, 300 reviews

Kasa | Studio, Walk to Grant Park | South Loop

AlekseiRating, 5 stars4 days ago
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.
Guest favourite
Condo in Chicago
4.93 out of 5 average rating, 40 reviews

Little Italy Casa

SarahRating, 5 stars1 week ago
The neighborhood was excellent, and unit was accurate to the listing photos-it actually was much roomier than I had expected. There were lots of extra towels and bedding. There are a bunch of tight steep stairs to get into the unit which was fine for us, but if mobility is an issue this might not be the place for you. We had a few issues because the cleaning crew missed a few things (no extra TP and previous tenants left bagged trash on the patio) but Leo was super responsive and took care of the problem quickly. This is a safe, beautiful place to enjoy Chicago.
Apartment in Chicago
4.76 out of 5 average rating, 37 reviews

Cozy apartment by Mag Mile - 11

BrunoRating, 5 stars1 week ago
Excellent stay. Great location and Patricia was always available.
Apartment in Chicago
4.74 out of 5 average rating, 217 reviews

Rare, Updated 1 BR Condo in Lincoln Park!

XuanRating, 5 stars1 month ago
Great spot in a fantastic neighborhood. Location can’t be beat. Clean and exactly as the photos looked. Thank you!!

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