Pet-friendly holiday rentals in Grant Park, Chicago

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Popular amenities for Grant Park, Chicago 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 stars2 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 Lincoln Park
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 !
Top guest favourite
Home in Uptown
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 Illinois Medical District
4.86 out of 5 average rating, 110 reviews

Casa PLZN Location | Entire Home | Garage Parking

CrystalRating, 5 stars2 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 Avondale
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!
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.
Guest favourite
Home in Chicago Ridge
4.92 out of 5 average rating, 139 reviews

Quiet cul-de-sac with huge fenced in backyard

MeganRating, 5 stars2 days ago
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!
Superhost
Home in Chicago
4.93 out of 5 average rating, 107 reviews

Beautiful Chicago Greystone

RoxanaRating, 5 stars2 weeks ago
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

Guest favourite
Home in Highland Park
4.91 out of 5 average rating, 145 reviews

2-Acre Highland Park Retreat with Heated Pool ~ 5*

MaryRating, 5 stars2 weeks ago
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!
Guest favourite
Home in Munster
5 out of 5 average rating, 11 reviews

Munster hide away

ChristopherRating, 5 stars5 months ago
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.
Guest favourite
Flat in Magnificent Mile
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 stars2 days ago
Excellent place to stay, easy access to highway, quick ride to downtown
Superhost
Flat in The Loop
4.8 out of 5 average rating, 10 reviews

South Loop | Rooftop With In & Out Parking | 1

NilimaRating, 5 stars1 week ago
Elegant furnishings & easy check-in & check-out. Good neighbour hood
Superhost
Flat in Logan Square
4.79 out of 5 average rating, 70 reviews

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

FedericoRating, 5 stars1 week 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
Flat in Bridgeport
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
Flat in The Loop
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.

Private, pet-friendly home rentals

Guest favourite
Flat in Logan Square
4.96 out of 5 average rating, 28 reviews

Midcentury, comfy 2bed/2bath

DebraRating, 5 stars2 days ago
Wonderful home base for our stay in Chicago! Walkable and convenient, the space is eclectic, clean and comfortable!
Guest favourite
Flat in Bronzeville
4.96 out of 5 average rating, 26 reviews

In town Close to it all

SofiyaRating, 5 stars1 week ago
Lovely home! We were here for a short time but it’s a great location and neighborhood. Ginneh was a wonderful host as well.
Superhost
Home in Bridgeport
4.72 out of 5 average rating, 54 reviews

Animal House near Sox stadium

ChristineRating, 5 stars1 month ago
If you're traveling with a pet I would highly recommend this place! Great location and great communication throughout our stay.
Guest favourite
Flat in Bridgeport
4.87 out of 5 average rating, 78 reviews

Bridgeport Place -free parking, McCormick-Sox Park

AminaRating, 5 stars1 month ago
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!
Guest favourite
Flat in Lincoln Square
5 out of 5 average rating, 51 reviews

★ Lincoln Square Gem | Modern 1BR | Steps to CTA ★

ShanthakumarRating, 5 stars5 days ago
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.
Guest favourite
Flat in Chicago
4.95 out of 5 average rating, 19 reviews

Loft-Inspired Retreat | Stylish Stay Near Downtown

EvanRating, 5 stars2 days ago
Loved being just a couple blocks from the Western Pink Line station and bus stops both north-south and east-west.
Guest favourite
Flat in East Rogers Park
4.88 out of 5 average rating, 8 reviews

COZY unit near Michigan Lake 2nd floor/no elevator

AliyahRating, 5 stars1 month ago
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!
Top guest favourite
Flat in Forest Park
4.97 out of 5 average rating, 89 reviews

Cheerful Remodel Prime Location

TheresaRating, 5 stars2 weeks ago
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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