Dog Boarding Grand Crossing
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 136 pet parents in Grand Crossing have booked dog boarding
Grand Crossing, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I Highly recommend, Kamiah & Casius. They had my furry baby for over a week and did a great job! They sent me pictures and a video of him outside. I was very pleased with how they took care of him.”


“I was so happy to find Beverly my Jack really enjoyed himself he made new friend as well, it was so thoughtful of Beverly to send me daily pictures Jack can’t wait to next visit?”

About: I’ve taken care of my own dog and cat for 7 years and before then was the go to sitter for all my friends with pets! I’m also a PhD student in psychology working in animal behaviors. Since young, I understand animals and respect them: how we treat them influences their behaviors. I’ve got the heart and the training to give your babies the best care they deserve when you are away! My schedule is flexible as long as we communicate in advance. My weekdays are mostly spent at home for academic work, and can adjust for drop in visits easily. I have a comfy apartment with one dog and one cat. They’ll keep your baby company if you board with us. I’m skilled in introducing new animals to each other, I try to adjust to each animals temperaments. For all services, I appreciate your tips as you know them the best!
“My dog was so calm after I picked him up boarding with Kyla. Energetically, I could tell that he was very well taken care of with her - no stress, no anxiety, just peace. TY KYLA!!!”


“We were so lucky to find Ebonee for an extended stay for our dog London. She was incredibly thorough and flexible - we had an intro zoom call (which I LOVED), and she kept us updated with pictures and videos and was understanding of our flight issues returning home. London had a blast and came back to us in great spirits. Thanks for your care, Ebonee!”

“Shani was the best choice for our fur baby! I was worried about leaving our baby, Stone, for so long, but Shani made me feel comfortable. She sent me pictures and communicated with me continuously throughout the stay. I could see Stone opening up and enjoying himself. I’m so grateful for her loving care and warmth. Shani is definitely like extended family now, and Stone won’t be staying anywhere else. If you care about your fur baby and want them to be well-loved, book with Shani.”

“Cassandra took great care of my dog Ace during his 4-day stay. I can tell he had a good time hanging out with her dog, Chewy. Cassandra was a pleasure to work with and I hope to use her services again for future boarding.”


“Jennifer and her husband were great! Helped me out last minute due to a family emergency and watched my dog for 3 days with no problems! Sent me a video every day :) Would bring my dog back here for sure!”

“Hire her!!!!!!! Mia took amazing care of Wally while we were away on a weeklong vacation. He can get pretty anxious and homesick, but he settled in with Mia right away. He was eating his meals and playing with her adorable dog Bentley in no time. We miss him dearly when we’re away and she sent tons of photos and videos so we could see what a good time he was having. The backyard was great fun for him. 10/10 would recommend working with Mia ❤️”

“Tanisha and Darrius take care of Bentley like he’s their own. His excitement is palpable upon arrival at their home. He loves their dog, Zuri and plays well with the other dogs he encounters. Bentley just returned from his first boarding visit. Tanisha kept me abreast of his activity via text and pictures. Bentley has found his home away from home with Tanisha and Darrius.”

“Bridget was amazing with our dog, Miller. Miller has separation anxiety and can be a hit or miss with sitters, but he warmed up to Bridget and her family right away. Great communication and felt extremely comfortable. Would highly recommend to let your dog stay with her family and pup of her own who is both adorable and friendly.”


“Naihm was fantastic. We usually only ever have trusted family members watch our fur baby. So we’re a bit nervous, especially because he was healing from a scratch on his eye. Naihm was wonderful and was diligent about giving him the medication he needed to help heal his eyes. She also sent plenty of photos and let us know how he was doing. What absolutely have her watch again and highly recommend especially if you have a dog that has special needs.”

“This was our first time using Rover, and she made the experience so easy and stress-free. She watched our dachshund puppy, Winnie, and was incredibly responsive throughout the stay. We really appreciated the updates and pictures she sent so we always knew how Winnie was doing. She was truly a lifesaver, and we felt completely comfortable trusting her with our puppy. We would absolutely book with her again!”

“Maria and her family were wonderful. They sent me constant updates and pictures of my dog playing with theirs. He came back happy, healthy, and energetic. If I need a sitter again, they will be at the top of the list of people I call.”

“She was an amazing choice and Bailey loved being with her and her doggo. If you want a safe sitter and one that will give all their love and attention to them, she is the one! I will most definitely be rebooking again.”

“Magdalena did a great job watching our dog for the week. She proactively provided updates and pictures and was very responsive. She exhibited great care for our dog asking questions related to behaviors and patterns. Will trust her to watch our pets in the future!”

About: I work from home and able to keep my eyes on your dog thoughout the day. Your dog will be with me in my home office, living room, kitchen, play room, and run freely in my fenced yard. We can play ball fletching inside my house. I live across from a park, plenty of walking fun. My dog , Sky, loves playing with other dogs. And plenty of comfortable spots to chill and rest inside my home 🏠. I work week from home 100% when I provide my services. I am here to give my attentive love and care with other furry friends. Dog Boarding Service: Private bedroom (for 1 dog, exception: 2 dogs from the same owner) **Sitter provides 24-hour in-person supervisor to ensure comfortable stay and safety** Dog Daycare Service: Indoor doggie playroom (AC and heated room) Fenced yard For dogs 6 months and older Dog(s) must be neutered or sprayed (6 mos and older) Dog(s) not in heat **Sitter provides 24-hour in-person supervisor to ensure comfortable stay and safety** Dog Walking Service at selected neighborhood is available in Bridgeport, Brighton Park, McKinley Park, South Loop, and Pilsen areas.
“Bradley was fantastic! He looked after our 4 month old golden retriever puppy for several days on short notice, which is something not every sitter would be prepared to take on. He was fast to respond to all communications and kept us updated with pictures and messages while we were away. We felt very comfortable that Ollie was well looked after. I would definitely book him again.”

About: I've been surrounded by animals my whole life, and I wouldn't have it any other way. At home in Colombia, my house was full of paws: four cats, a shepherd dog, and a beagle before that. I've also pet sat for friends' dogs, including a Yorkie and a Cocker Spaniel. I have a special patience for puppies: the training, the energy, the chaos; I genuinely love it. And since I'm not working right now, your pet gets my full attention, all day long. No rushing home after a shift, just 100% focused, loving care. I live in Hyde Park, right in front of Harold Washington Park, and just minutes from Jackson Park, so long walks and outdoor playtime are always on the menu! I considered studying veterinary but realized I simply can't stand seeing animals suffer, which tells you everything about how much I care. My goal is simple: to make your pet feel as loved as mine do back home. Since I'm currently not working, pet care fits perfectly and naturally into my entire day. I wake up late morning, which means lazy morning cuddles are always on the table, perfect for cats or calm dogs who love a slow start to the day. From there, my day is completely flexible and centered around the pet's routine, whether that's feeding, litter care, playtime at home, or heading out for a walk to Harold Washington Park or Jackson Park, both just minutes from my place. I'm also available for overnight stays, so pets never have to spend the night alone or anxious in an unfamiliar space. At my home in Hyde Park: My apartment is a calm and loving space, no other pets, so your furry friend gets all the attention. I'm home all day, which means no long lonely hours. For cats, I make sure to provide a comfortable, stress-free environment, respecting their need for space and routine. For dogs, living right in front of Harold Washington Park and minutes from Jackson Park means fresh air and walks are always just steps away. I also offer overnight stays, so pets can settle in and feel truly at home. At your home: I understand that many pets, especially cats, feel most comfortable in their own space. When visiting your home, I follow your pet's established routine as closely as possible, feeding schedules, litter care, favorite toys, nap spots. I don't just stop by quickly, I stay long enough for real playtime and genuine connection. In both cases: I treat every pet like my own. Growing up with cats, dogs, and everything in between taught me to read animal behavior, respect their boundaries, and give them the kind of love and patience they deserve. And since my own two cats are waiting for me back in Colombia, I know exactly what it feels like to trust someone with the animals you love most. 🐾❤️
The median cost per night for dog boarding in Grand Crossing is $50
Dog parents share their Rover experiences - Grand Crossing
Dominique went above and beyond for me and my pup. I get nervous leaving her when I travel but Dominique assured me Jami was in great care. I received the cutest pics and videos everyday and she even accommodated a last minute change in my schedule with a great attitude. Would definitely recommend!

Ashley made herself available to watch Mars on such short notice, and she asked a lot of thoughtful questions to make sure he was comfortable and cared for. she sent regular updates and it warmed my heart to see him having such a great time while we were away’ we would hire Ashley again in a heartbeat.

Bola did a great job at managing my concerns. This was the first time I had to leave Bentley this long. She sent photos and updates, and even sent him home with a fresh bath. He always comes back exhausted from playing so much. Today was no different he actually fell asleep in the car which is something he never does. Thank you Bola, we will be back to see you again.

Kamiah and Casius were very caring. It was Teddy’s first time to be left with someone he did not know and it was for ten days. They took very good care of him and were understanding when he cried at bedtime. I highly recommend them and will definitely use them again!!!

Cassandra and Chewy were great! Cassandra kept me updated throughout the stay and sent tons of photos. She was very responsive and made me feel completely at ease knowing my dog was in good hands. I would definitely book with her again and highly recommend her to anyone looking for a reliable and caring sitter.

As a first-time Rover user, I'll admit I was a little hesitant to leave Ace with someone new — but Jane completely put those worries to rest. She was incredible with him from the start, keeping me updated with tons of photos and plenty of communication throughout. Ace got long walks and trips to the dog park, so I knew he was getting the interaction and exercise he needed. I couldn't have asked for a better first experience, and I'll absolutely be booking with Jane again!

Spencer took excellent care of my senior dog! He was accommodating and understanding of Mikey’s various quirks and health concerns, administered medications as instructed and sent frequent updates and cute pictures throughout the weekend. It was my first time using Rover and I couldn’t have asked for a better experience. Highly recommend!!

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Why Choose Rover?
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Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
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How to book dog boarding

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