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

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”


“10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️”



“Another fabulous week of Blythe watching our pups! We were nervous to leave our puppy, but Blythe was amazing with her. So happy to have someone we trust in our home when we can’t be there!”


“Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!”


“Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!”


“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”


“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”


“Alex did a great job taking care of my 3-year-old dog (Daisy) for three nights in my home while I was out of town! In particular, I could tell that Alex was attentive to helping Daisy stay in her usual routine. Daisy likes to be interactive with playtime and pets/snuggles, and Alex was receptive. When I got home, Daisy seemed content and in good spirits. I highly recommend Alex whether it's for walks/drop-ins or overnight.”


About: I’ve grown up with several different dogs all my life and i’ve always had a passion for taken care of them. I am a doggy daycare , I’ve been working there for a few months I’m trained in giving dogs meds, feeding them, basic first aid in wounds and overall care of a dog:) I work with dogs for a living and their is nothing i would trade in the world for it:) I currently have a bearded dragon, and I always make sure he’s fed daily and has his daily activity time. He also gets a nail trim and soak weekly. I always make sure any pet in any type of environment is comfortable, but in my home i have a designated spot for my lizard dracula, and he has his food, water , and proper lighting he needs. As a keyholder at work, I have to prep dogs for boarding so i always make sure they have their food, water, blankets and meds administered.

“This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!”


“Courtney was amazing with Blaze. I could tell by her updates that she had him figured out very quickly. He was clearly content when we got home. We will be able to travel this summer knowing our boy is in good hands.”


“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”


“Devon 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.”


“Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!”


“Alexy and Christian watched my two dogs and cat at my place while I was out of the country. They were very patient with my 14 year old Chihuahua and labradoodle cattle dog mix. Both dogs can take a little while to warm up to others, they understood this and took great care of them. Lots of pictures, videos and communication throughout. Also left the house nice and clean.”



“Kim is AMAZING! She has watched my cat, Millie, every time my husband and I have been out of town throughout the past couple of years. Millie is usually super shy and anxious around everyone except for my husband and me; however, she absolutely loves Kim - to the point where she seemed a bit let down that Kim didn’t return after my husband and I got home. Kim also watched my dog, Mochi, for the first time recently as well. Mochi wants to be the center of attention at all times. Based on the pictures Kim sent, it seems like Mochi was SPOILED with all of the love and attention she could ever want. Overall, I cannot recommend Kim enough. She is very reliable, super accommodating with my pets’ needs, and I always know my pets are being well taken care of (while also having a great time).”

Loving house sitters in your neighborhood
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Addoris D.

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”


Keisha P.Star Sitter

“10 stars needed! ❤️ left Keisha w/ a huge task!! She went above and beyond from every aspect ~ so accommodating… most importantly~ she took great care of the high maintenance rugrats and notably after being gone for 4 days ~ I know the dog didn’t leave the place spotless 😉 I’m a 1st timer on this app so I was anxious prior to our initial meet and great, having a stranger in your house and trusting them with your little loves was new for me.. No worries were needed… it couldn’t have been a more perfect experience!! ❤️”




Blythe R.Star Sitter

“Another fabulous week of Blythe watching our pups! We were nervous to leave our puppy, but Blythe was amazing with her. So happy to have someone we trust in our home when we can’t be there!”


Emily M.

“Emily did a great job watching my pups, and chickens. Easy and quick communication, she took the pups on some adventures as well. Highly recommend her and would use her again.”


Adrienne N.Star Sitter

“Adrienne was a wonderful sitter for my 3 miniature schnauzer pups! They absolutely loved her attentiveness and affinity for snuggles. She followed my instructions and was very detailed oriented and even combed their fur and brushed their teeth. We all agree that we will definitely book Adrienne again!”


Maiah D.Star Sitter

“Maiah is great and my dogs love her! Rebooking her again!”


Rachel H.

“Rachel goes above and beyond every time she house sits for us. I hate leaving my pets, but I feel so much better knowing she’s there. She keeps us updated every day, and we always come home to a very happy dog and cat!”


Berenice B.


“Berenice was absolutely fantastic. She watched our 2 year old dog and young puppy in a pinch over a weekend and we came home to happy, healthy pups. The house was clean and exactly as we left it. This was our first time using Rover and she helped me feel comfortable and informed. She was prompt and great at communicating. She sent updates and pictures. Highly recommend Berenice. Very trustworthy with our dogs and our home.”


Lynette F.Star Sitter

“Lynette was terrific with our dogs. One of our dogs is blind and the other one had been turned down from a doggy daycare for not being friendly enough. She spent time with them and sent us pictures of both of them in her lap sleeping. We have already talked with her about watching them again in March. Great job!! and great service.”


Alexander A.

“Alex did a great job taking care of my 3-year-old dog (Daisy) for three nights in my home while I was out of town! In particular, I could tell that Alex was attentive to helping Daisy stay in her usual routine. Daisy likes to be interactive with playtime and pets/snuggles, and Alex was receptive. When I got home, Daisy seemed content and in good spirits. I highly recommend Alex whether it's for walks/drop-ins or overnight.”


River W.
“River is the most caring, considerate person I know. I have personally entrusted them with my furry friends and I’ve never been let down. They always take the initiative to understand each individual animal, owner, and environment to have the best experience possible. As a pet parent and a friend, I cannot recommend River enough.”


Carolina G.Star Sitter

“This was our second time with Carolina dog sitting in our home and we couldn't be happier. Our dog seemed very comfortable with her and her family. She sent us many photos, videos, and updates. And she took our dog on hikes and walks regularly. We will absolutely be booking Carolina again!”


Courtney T.

“Courtney was amazing with Blaze. I could tell by her updates that she had him figured out very quickly. He was clearly content when we got home. We will be able to travel this summer knowing our boy is in good hands.”


Samantha B.

“Ive had Sam over twice now to watch my fur baby. My dog loves her and I never worry about her while Im gone. Shes trustworthy and communicates well while im gone. I will definitely use her again”


Sawyer U.

“He did great with our two dogs, one of whom is an anxious 60lb pitbull mix. He communicated clearly and was very responsive. Would definitely recommend.”


Devon W.
Star Sitter


“Devon 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.”


Stephanie R.

“Stephanie was amazing watching our baby! Great updates, she stayed at our place so it was an easier adjustment for our pup. We came home to a nice letter letting us know how it went and she was so kind to vacuum. Definitely will use again!”


Alexy & Christian G.Star Sitter

“Alexy and Christian watched my two dogs and cat at my place while I was out of the country. They were very patient with my 14 year old Chihuahua and labradoodle cattle dog mix. Both dogs can take a little while to warm up to others, they understood this and took great care of them. Lots of pictures, videos and communication throughout. Also left the house nice and clean.”


Cassandra C.Star Sitter

“Cassandra has been a great pet sitter for the summer. She is communicative, professional, and has been a big help.”




Kim S.Star Sitter

“Kim is AMAZING! She has watched my cat, Millie, every time my husband and I have been out of town throughout the past couple of years. Millie is usually super shy and anxious around everyone except for my husband and me; however, she absolutely loves Kim - to the point where she seemed a bit let down that Kim didn’t return after my husband and I got home. Kim also watched my dog, Mochi, for the first time recently as well. Mochi wants to be the center of attention at all times. Based on the pictures Kim sent, it seems like Mochi was SPOILED with all of the love and attention she could ever want. Overall, I cannot recommend Kim enough. She is very reliable, super accommodating with my pets’ needs, and I always know my pets are being well taken care of (while also having a great time).”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. 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 house sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re 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? It’s 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 who’d 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 you’re 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 it—sometimes 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 sitter’s cancellation policy.
