Dog Boarding In Jackson Park
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Jackson Park dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Super happy with Ellie’s time spent with Stacey and her family! Appreciated the communication and pics throughout our time away, we could sense the love they gave our girl. Will book again!! 🙏🏽”

“We had a great experience with Kellene taking care of our pup. She was very responsive before and during the stay, and sent many updates/photos. Ozzy and coco got along great and it was nice to have a meet and great before to make sure the stay would go well. She treated Ozzy like her own pup and took him for walks, lots of play time and cuddles. We couldn’t ask for anything more!”

“Our dog loved her stay with Zach. He was very professional and flexible with our unique drop off/pick up needs. Would recommend him to anyone looking for a dog sitter.”

“Marilynn was UNBELIEVABLE with my dog!! He’s a difficult rescue and she was aware of it, but gave him a chance. He doesn’t tolerate other dogs, but by the end of his 24 hour stay he was playing in the yard with several other dogs (all larger than him). I was in shock. She is truly the dog whisperer and I’d trust Todd with her any time. Thank you so much, Marilynn!!!! You truly do love pets. ❤️”

“This was my first time using Rover and I could not be happier! Dawn and her husband were wonderful sitters. My dog, Jax, was obviously comfortable within minutes of walking in the house. Through out his stay Dawn would send pictures so I could see for myself how ‘chilled’ Jax was. I highly recommend Dawn and would definitely leave Jax in her care again.”
“Lisa was so great with my nervous dog. You can tell, and my dog could tell, that’s she’s a pet lover. My dog latched on to her and Lisa was very reassuring sending pictures and updates letting me know my dog was in good hands. I was able to relax more on my vacation knowing ZeZe was being well cared for!”

“Savanah did a great job watching my dog over a weekend. Her dogs were extremely friendly with mine and my dog had a wonderful time. Would definitely recommend booking with Savanah.”

“I highly recommend Laura! Her easy-going & friendly demeanor was evident from our first meeting, making my decision to leave Rupert with her for a long weekend a no brainer. I really appreciated the updates & photos she shared throughout Rupert's stay with her. It was apparent when I picked him up, that he had enjoyed his time with Laura & her pup, Diesel. I will absolutely book with Laura again!”

“This was our first time boarding our dog Milo. Jill made him feel at home and they bonded immediately. She answered our pet parent texts and sent pictures to put our minds at ease. When we picked Milo up after three days, he was happy to see us, but not in a rush to leave. This was a very pleasant experience for all of us.”

“This is Bud's third time with Mary G and her family. Mary knows I miss my fur baby, so she sends lots of photos and videos! Bud has so much fun with Mary's fur baby, Matteo. Exceptional pet sitting experience, once more! Thank you!”

“I knew Rupert would be in excellent care from the moment we met Rebecca & her family prior to his stay. They are very friendly, easy-going people who clearly enjoy welcoming new dogs into their home. Rupert is very social & has a lot of energy. It was perfect that they have dogs of their own & a large fenced-in yard, giving Rupert plenty of room & freedom to run & play with his new friends. I appreciated the daily check-ins, complete with pictures & videos & short reports about how Rupert was doing. I will definitely be booking again in the future.”

“Megan and Richard were so great. So flexible when our plans changed and took great care of Dom. They sent the cutest photos and videos of our little man and we felt great knowing he was in loving hands. They read all of the care instructions and made sure Dom felt safe. We will be back next time we’re in Milwaukee!”

“Ashlee was very communicate and sweet during Frankie’s stay with her! She was flexible and followed all of our requests. She sent updates with photos each night. Thanks Ashlee!”


“Daniel & Holly were amazing! From the moment we walked in, we felt right at home and so did our pup. They were very patient and understanding and they have great knowledge and experience with dogs. Although our pup was shy, she fit right in! They took great care of our dog & besides that, they are great people who know how to have great conversation. I will highly recommend them and we can’t wait until the next time we book them!”

“The best ever! 10/10 will use them again. The sweetest people who made my little George feel like he is apart of the family & made me less stressed about leaving him for a week. Thank you guys ❤️”

“Lillian was so great with my Gus. I got lots of videos & photos during his stay to reassure me that my pup was doing well. She took him to dog parks & on a hike & I could tell he was having a blast! Lillian was a great communicator with me and I would definitely book again!”

“Tyler was really warm and welcoming! He treated Tilly and marigold great, played with our Tilly monster and cuddled with our pretty girl Marigold. He gave them plenty of play time and seems like such a joyful guy! Would really look forward to his help in the future if and when needed!”

“Benny has been at Kathy's before for daycare. This was his first overnight stay. Kathy is so good about keeping me updated with pictures and treats Benny like he is one of her own. After some not so good experiences at other facilities I'm thrilled that Benny feels so comfortable at Kathy's and loves to play with her little doggo.”

“We loved leaving our fur baby with Yshonda! She kept us in the loop with regular updates, photos, and videos, which made us feel like we were part of the fun too. Super responsive, caring, and trustworthy- we will be coming back 💕”

Over 66 pet parents in Jackson Park have booked dog boarding
Jackson Park dog parents share their Rover experiences
Alyssa was amazing with our dogs! She was attentive to their needs and took great care of them. Often sending pictures of them snuggling or just hanging out. They treated both of our dogs like family. Kilo is taking medication and Alyssa made sure he took them daily. I would definitely book again with her if we need a sitter.

Our dog Bubbles had THEEEEE BEST time with Ms. Lenise! We got updates by video which was really cool and we even got to share on social media. Bubbles was drawn to Ms. Lenise from the time she met her and that made our family very happy! Bubbles even got a goodie bag to bring home. She loves her toys and we can’t thank our sitter enough. If you need someone, especially last minute, Ms. Lenise will make it happen and worth the money!

Twyla is always so well taken care of at Kristine’s house. They go for walks and to the dog park. If Twyla has too much fun playing in the elements at the park, Kristine is great and bathes her before she returns home. Twyla loves Cooper and playing with the other dogs that are there during the day. When we get home after our time away, Twyla is tired out, but definitely tries to get back in the car every chance she gets to go back to the fun! We feel lucky we found Kristine through Rover!

Becca, Ryan and the boys did an absolute wonderful job watching our doodle’s. We have a 10 1/2 year-old who gets nervous when we leave her, and a very goofy energetic 2 year old. We received updates and photos daily. We will definitely be booking with Becca and Ryan again we are so grateful we found them. We had the best time knowing our girls were being loved while we were away❤️

Mandi was such a great help for our family! We were visiting from out of town and needed to find a sitter. She made sure our pups, and hers, were comfortable and calm, and she sent updates throughout their stay. We're so grateful and would absolutely recommend Mandi!

My pup came hope happy and well taken care of after being watched by Lillian. She was super flexible when my flight back home was delayed and couldn't pick her up as early as I had planned. Lillian sends plenty of pics and videos during her stay to keep you updated on how things are going. It was much appreciate!!!

Our dog, Bentley, stayed with Richard and Lisa for ten days. He has a lot of anxiety and is usually petrified the entire time we are gone. Bentley seemed very comfortable and content when we returned. Their dog was very friendly as well. Lisa and Richard were very flexible to work with and responded promptly to any inquiries we had. They also sent us a couple of pictures during Bentley's stay with them. We would definitely use Lisa and Richard again.

Jill provided a safe and comfortable home away from home for Nigel. He came back happy as ever. Plus, he was fluffy and clean (a tall order for a long-haired white dog!). I appreciated how quick Jill was about replying to messages, and the picture updates she sent. I would gladly trust her to watch our dog again!

Tracie is amazing! So kind. She took care of our three senior pups in her home while we were away for a week. She was nice to do a free trial so we could make sure it was a good fit. I really appreciated that. She’s home with them during the day and treats them like family ❤️ She has a lot of experience with seniors which is great. She also has a fully fenced in yard so there were no worries. She gave daily updates and asked questions if she had any. So happy to have found her. Thank so much.

Popular requests near you
Select a filter and find qualifying Jackson Park sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Jackson Park.
Rover makes it easy to find Jackson Park dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.











