House Sitting in Holler Park, Milwaukee, WI
Find a loving house sitter to watch over your pets and your home.

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Top rated Holler Park house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

âWe canât say enough good things here. We had a really bad boarding experience and needed to do something different. We were a little hesitant with having someone in our home but Blythe was awesome. We have a large dog who is pretty needy and a little old man. She took pics, gave us updates and did everything we asked and our home looked the exact way we left it. Would highly recommend!â

âElizabeth took amazing care of our dog Layla while we were away. She kept us updated with sweet messages and photos, and we could tell Layla was happy and well-loved the whole time. We came home to a relaxed, content pup â we couldnât ask for more! Highly recommend Elizabeth and would absolutely book with her again.â

âRachel was absolutely amazing! She was really great at communicating and sending lots of pictures throughout the stay. Most notably, she went above and beyond to care for my dog when she was dealing with anxiety while I was gone by going for more walks and time at the dog park. All in all, she will be my sitter of choice whenever I go out of town.â

âWe had Keisha stay for a 7 day sit for our dog and cat. Keisha was incredible and everything we could have ever wanted in a sitter! She sent us updates at least daily, sometimes more with pictures which is what we requested! I made an error and she was flexible with adding another day to her stay! Could not recommend her enough, we will definitely use her again in the future!!â

âMy cats do not like anyone but Nimbus loved her. Even looked for her after she was done watching them. There was also the added task of keeping my fish alive and they were all there when I got home. As long as Emily isn't busy, she will probably be watching the cats again.â

âCarolina was super respectful of all of our instructions for caring for the cat and dog. She sent many pictures and videos along with detailed updates. We have no question that they were well taken care of and they were happy when she was here.â

âWow! Definitely recommend River. She worked with us over the course of a few home visits to get our nervous, anxious dog acclimated to her. Then we had her dog sit in our house for 8 days. They became best of friends. She kept the house in tip-top shape and even left little gifts for my human children. Will definitely have her back!â


âLoved Daniela! She sent a ton of pictures and updates and our dogs were happy and healthy when we returned. She even bought our pup a (dog friendly) birthday cake for his 6th birthday. It was such a comfort knowing we had a dog lover staying in our house with our dogs so we were able to thoroughly enjoy our vacation.â

âAlexy watched my puppy and cat for a few days and gave him constant attention and activity while keeping me updated with frequent pictures. My puppy is very energetic and still going through training and Alexy was accomdating and understanding. Returned home to the house in great shape. I would definitely have Alexy watch my pets again.â

About: Ex restaurant owner turned private chef and animal sitter (what is this life?!). Love meeting all the silly kitties and playful doggies on this app. I have two cats and a pitbull puppy. I specialize in giving insulin if needed, medication/pills, and telling your cat/dog how pretty they are. Very flexible, wide open schedule right now! My schedule was limited to cat visits but now Iâm open to pups now that my puppy isnât as demanding of my time I have two very nice dog friendly cats and just got a puppy. Unfortunately my home is not open to other animals just yet as sheâs a wild one
âMaiah did a terrific job taking care of my dog. She gave us daily updates and photos, left the house clean and even stayed with my dog so she didnât get lonely! Amazing!â

About: I have 3 cats & a dog who I treat as if they were my biological children. One of my cats & my dog are medically âblessed,â so I have experience giving meds & sticking to dietary restrictions. They are also anxious creatures, so Iâm more than experienced in the world of patience. I foster for a cat rescue who saves stray cats & have experience with getting cats/kittens to trust me. I work full-time but am available weekday evenings for drop-ins & walks. I am available for boarding & house-sitting on weekends or over holidays. My weekends are flexible, so I can also accommodate medication schedules easily With a fenced in yard, dogs can enjoy time outdoors safely. I live in a quiet neighborhood that allows for nice walks. My dog & cats are very laidback. For other dogs, after a proper introduction, my dog loves playing with other dogs & is cat savvy. Since I foster, I also have a separate room where I could keep any cat guests.
âAlexis saved the day when we had a last-minute cancellation for a long trip. She was wonderful and spent lots of time with our pets, sending updates and giving them lots of love!â

About: Frequent walker that would be happy to have a dog join. I also have a backyard that I maintain all of the time for use. I work remote so will always be able to be responsive when sitting. Also have a 700+ day 10,000 step streak so doing lots of walking currently! Handle and escalate and concerns to owner when appropriate and I feel any sorts of hesitations. Thoughtfully, decisively, and neutrally investigate Trust & Safety cases with high complexity and high sensitivity while maintaining customer satisfaction! As a reminder I do not have a fenced in yard so all outside time will be through walks!
âBerenice has a great heart for animals. Our dog has special needs and required hand feeding for meals. I think she would be a wonderful addition to your household, as an animal sitter. She has a kind disposition and will treat your pet with the utmost care. She left the house clean and played with our dog outside - he likes to sleep and can be lazy (so it was nice she provided enrichment playtime)! We got picture updates. She was on time for the meet and greet / when we left for our family trip to see relatives. Our dog seemed happy and content when we got home.â

âExcellent communication from the start. Came for a greet and meet and easy to be with and obvious knew dogs well. Ended up a friend of mine knows Alissa so a double excellent reference. She communicated with me constantly throughout the stay. My dog is a senior and she did well with him and when I returned he kept roaming into where she was staying in my place. Would have back again as she is available.â

âDevon did an awesome jobs taking care of our pups! She cared about them like they were her own and made sure they were comfortable the whole time we were away.â

About: Iâve been around dogs my entire life but have owned my own for the past 9 years. I have a 100lb Black Lab and a 35lb Frenchie that love cuddling and hugs. I have owned both dogs since they were puppies so I know what it takes to care for them, and I have plenty of patience to attend to their needs. I will take plenty of pics of your dogs as I take WAY to many of my own on a daily basis. My Frenchie has allergies so Iâm used to giving him a pill every morning, so if your dog needs medicine I will be able to administrate it effectively. I have taken clients dogs for runs if they are really high energy, and I enjoy running, so getting a lot of exercise in for your pups is no problem for me! My schedule is pretty flexible, and we love to adventure and hike at national parks so thatâs what we do most of our off time. Feel free to reach out last minute or days in advance and I will not have a problem fitting your dog in at any time! My dogs are very well mannered and house trained so we do not kennel them even while we are away. I have a fenced backyard so the dogs are always outside running around.
Holler Park pet parents share their Rover experiences
Taylor took care of my son (Zipp) during the winter in Wisconsin. You can tell Taylor loves dogs, he sent me videos playing with Zipp and taking him for walks in the snow. Thank you Taylor! I would book again!!! Zipp was so happy when we got home, on the couch like we never left đ

IGNORE THE BAD REVIEW - that guyâs a doo-doo face⌠Sawyer clearly loves dogs and communicates just fine! I tend to over communicate and he had no problem responding to all my messages. I love getting all the pic updates, too! Heâs experienced and my handsome staffy boy took to him immediately! My dog can be a handful on a leash and around other dogs but he must have handled him just fine because no bad reports! đŻ recommend Sawyer! đ

I couldn't be happier with my experience! Margaret was amazing with Theo â attentive, communicative, and clearly a true dog lover. I received regular updates, photos, and videos, which gave me so much peace of mind while I was away. When I came home Theo didn't even want Maragret to leave! Iâm so grateful to have found someone I can fully trust, and Iâll definitely be booking again. Highly recommend!

How Rover works

1. Search
Read verified reviews and choose a house sitter whoâs a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while youâre away
3. Book & Pay
All payments are processed through Roverâs secured platform and your booking is backed by 24/7 support. Itâs that easy!
Why Choose Rover?
Cashless payments
Book and pay through Roverâs secured platformâno cash or checks required.
Reservation protection
It doesnât happen often, but if your house sitter has to cancel, weâll work with you to find a new sitter.
World-class support
Weâre friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
House Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.
Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Holler Park.
Heading out of town? Itâs easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Holler Park house sitters are great for:
- Dogs whoâd prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while youâre away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get itâsometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitterâs cancellation policy.









