
Pet-friendly holiday rentals in Grant Park, Chicago
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Top-rated pet-friendly home rentals in Grant 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 !

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 !

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.

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!

Dog Friendly Cozy North Naperville 3 BED/2 BA Home
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.

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!

Beautiful Chicago Greystone
Great place to accommodate a big group. Close enough to the city if you don’t want to be in the heart of the city. Responsive host
Pet-friendly home rentals with a pool

2-Acre Highland Park Retreat with Heated Pool ~ 5*
We had a great stay overall. From start to finish, Kailash was extremely helpful, friendly and responsive. We needed a long-term stay with 2 big dogs, and this house worked great for us. We didn't get to use the pool much because the weather didn't cooperate, but the pool and patio area are gorgeous. The location is great, close to everything - grocery stores, restaurants, etc. There is a trail behind the house (accessible through a gate in the back yard), and it leads to a beautiful and huge forest preserve - beautiful for walks/hikes in the woods! The kitchen was a great space for us, and it had everything we might need for cooking, etc. The house was very comfortable for our family, and we would come again. Thank you, Kailash!

Munster hide away
Nice house with updates. We used all four bedrooms, so everyone had their own space. Kitchen and living room looked nice, but a bit cozy if everyone was in the space at the same time. There was a large breakfast nook/counter in the kitchen instead of a table. More dishes, mugs, etc. in the kitchen would have been nice. The coffee maker and provided K-cups were great! Would definitely stay again if it's available when we are in the area 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

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.

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.
Private, pet-friendly home rentals

Midcentury, comfy 2bed/2bath
Wonderful home base for our stay in Chicago! Walkable and convenient, the space is eclectic, clean and comfortable!

In town Close to it all
Lovely home! We were here for a short time but it’s a great location and neighborhood. Ginneh was a wonderful host as well.

Animal House near Sox stadium
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.

Bridgeport Place -free parking, McCormick-Sox Park
Rosa was a stellar host; welcoming, responsive, and thoughtful throughout our stay. Her home is absolutely beautiful, more of a cozy apartment space that's perfect for two people. The décor is tasteful, and everything was spotless and well-maintained. The bed is a queen, which can be a bit snug for someone 6'3", but we still managed to get some good rest. Overall, it was a wonderful stay and I wouldn’t hesitate to book with Rosa again in the future. Thank you!

★ Lincoln Square Gem | Modern 1BR | Steps to CTA ★
Jason's place is super nice, very comfortable and had everything that I needed for the 6 days stay. Walking distance to the CTA station, stores and restaurants. Hosts are very polite and helpful. Would certainly come back and recommend to anyone wanting to stay in this neighborhood.

Loft-Inspired Retreat | Stylish Stay Near Downtown
Loved being just a couple blocks from the Western Pink Line station and bus stops both north-south and east-west.

COZY unit near Michigan Lake 2nd floor/no elevator
Loved my stay! There was a little bit of confusion when it came to checking in and they responded to me almost immediately—which I was so grateful for after a long day of traveling. The amenities were great (me and that Keurig got along like a house on fire) and the apartment was, as described, cozy. It was perfect for me as someone who was traveling solo. After I checked out, they saw that I’d accidentally left my glasses behind and reached out to me to make sure I could grab them. Just a stellar experience from start to finish. Will definitely try to stay here again if the opportunity arises!

Cheerful Remodel Prime Location
very happy with our stay. Place was exactly as described. Neighborhood was very quiet and safe. Very close to subway if needed. Very close to downtown if you are driving. cute downtown within walking distance. Never needed to communicate with owners, but they did send me a few messages during our stay. I would definitely stay here again. Only thing I would say is it is small (perfect for 2pp) but you dont need more if you are visiting the city, and there are neighbors up above you, so if they are heavy footed or drop something like the sound of a bowling ball, you will hear it. Would also be nice to have a standing fan available (there is a window ac and it works great) and a shelf in the bathroom to put your toiletries (pedestal sinking there) Highly recommend!
Quick stats about holiday rentals that are pet-friendly in Grant Park, Chicago
Total rentals
60 properties
Nightly prices starting at
$103 SGD before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
30 properties have a pool
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
- 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