Pet Setting & Drop Ins in Holler Park, Milwaukee

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

Confirmed availability
Thanksgiving
1. Sara

Experienced Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"This was my first time using drop in service and it was great! I needed the service last minute, and Sara and Angelise were very flexible so everything wor... (more)"

2. Amanda

Home full time, love to play

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Amanda was fantastic with my two larger dogs , One of which is extremely shy and timid of new people . She was very patient with him and was able to get ... (more)"

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3. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Sherry was absolutely wonderful!! She did drop in visits at my home while I was gone for the weekend. She kept me updated with lots of photos and videos. She... (more)"

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4. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was quick to respond to my messages, took detailed notes during our meet & greet, and was very friendly. I came home from vacation to two healthy, ha... (more)"

Confirmed availability
Thanksgiving
5. Elba

Wiggle waggle and roll!

Cudahy, WI, 53110

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Bella has stayed with Elba several times, she always comes home happy and well taken care of. She also comes home very tired as she goes on many walks and ha... (more)"

6. Natalie

Social and Active, Loves Outdoors!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"We have had Natalie stay at our place and care for our dog Ava while we are out of town. She does a great job and Ava loves her! (more)"

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7. Kathleen

Big heart for all animals

Greenfield, WI, 53219

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

Confirmed availability
Thanksgiving
8. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey was very professional and wonderful with Bella! She provided updates on visits and plenty of pictures. I felt very comfortable leaving Bella in her h... (more)"

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9. Jen

Near parks and lake trail.

Fernwood, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Jen did an amazing job caring for my dog Stanley for 10 days while I was on vacation. He was taken on daily walks and I was given regular updates on how he w... (more)"

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10. Lelia

Always home to love on your dog!

Oak creek, WI, 53154

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Lelia is just amazing! My dog had the best time at her place, playing with her sweet Maggie and her sons, getting all the cuddles he could possibly need. He ... (more)"

Confirmed availability
Thanksgiving
11. Alexza

Home full- time, large fenced yard

South Milwaukee, WI, 53172

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I have an extremely skittish dog who is afraid of most strangers but for whatever reason he loves Alexa! She has taken excellent care of him for just a quick... (more)"

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12. Kelsey

Your dog + me = BFF

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Kelsey is one of the most kind and caring people I know! Growing up with a high energy chocolate lab kept her on her toes! She’s great with animals, has the ... (more)"

Confirmed availability
Thanksgiving
13. Hannah

Great backyard for outside time!

Bay View, Milwaukee, WI, 53207

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Great person who took the time to meet our dog before working with him. She consistently informed us on how he was doing and sent pictures. (more)"

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14. Courtney & Timothy

Weekend availability, Fenced yard

Greenfield, WI, 53221

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Courtney is a responsible, friendly young lady who will take awesome care of your pet!! She has had pets all of her life and has experience caring for other... (more)"

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15. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Heather was great with our dog! She is a crazy puppy and took to her very quickly. I loved the Rover Report cards she sent each day. (more)"

16. Shelby

Love long walks! Fenced in yard.

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Shelby loves dogs and would take great care of your special family member like they were her own. She has been around and taken care of all different breeds ... (more)"

17. Rita

I work close to home

Oak Creek, WI, 53154

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Rita loves animals. And is awesome with them. Especially dogs. She has taken care of my Labradoodle mini and My Shinpooh. She is very good with them and they... (more)"

Confirmed availability
Thanksgiving
18. Hannah

I will treat your dogs like my own!

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Dog Walking

"We can’t thank Hannah enough! Our older pup can be quite the handful for most people, but Hannah made her so at ease. Thank you Hannah for taking such wonder... (more)"

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19. Nathalia

Loving, Reliable & Energetic sitter

Gra-Ram, Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

"Nathalia did a wonderful job, multiple times now, taking care of our dogs. She kept with the schedule we discussed, exercised and fed our dogs, and made the... (more)"

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20. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"When you hire someone to walk you dog you need to know that they are dependable, love dogs and will be safe with my pet. Miranda checks off all those boxes.... (more)"

When it comes to pet care and pet sitting, pet owners in Holler Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a pet sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a pet sitter and pet care on Rover? Check out our average pet sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Holler Park, Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Holler Park, Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Holler Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: