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.

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1. 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)"

Confirmed availability
Labor Day
2. Sara & Angelise

Experienced! 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)"

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3. 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)"

4. 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)"

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5. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"We had a meet and greet with Tiffany before and we're so impressed by how attentive she was to our dog & her daily routine. We then booked her for 3 visits ... (more)"

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6. Jen

Near parks and lake trail.

Fernwood, Milwaukee, WI, 53207

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

"In my opinion, there is no one more capable of creating a loving and nurturing environment for animals than Jen. Over the few years I have known her, I have ... (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

"I went out of town and this was the first time using a dogsitter. Kathleen was beyond sweet, professional and I could tell my dog loved her. She did a wonder... (more)"

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8. Hannah

I will treat your dogs like my own!

Cudahy, WI, 53110

Drop-In Visits, Dog Walking

"I have been using Hannah now for over two years and can honestly say that she is great with animals. I have a 4 year old rescue who is very shy and timid and... (more)"

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9. Natalie

Social and Active, Loves Outdoors!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Natalie is a very reliable dog sitter. Her love of animals is obvious and she conciensously cares for our dog as if it were her own. Specific requests are al... (more)"

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10. 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)"

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11. 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)"

Confirmed availability
This weekend
12. Kimberly

Your baby is my baby while away!

St francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Kimberly was referred to me by our normal Rover sitter (knew she was coming highly recommended since our normal sitter uses her for her own dogs when she nee... (more)"

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13. Carolyn

Bayview dog-walker

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Carolyn is the best pet sitter we could ask for! She takes great care of our puppy, Moose. He loves his visits with her. It’s great knowing I have someone I ... (more)"

14. Andrea

Bark bark? Borf bark woof woof!

Alverno, Milwaukee, WI, 53219

House Sitting, Drop-In Visits, Dog Walking

"Andrea is the epitome of a loving, responsible caretaker for my fur baby. My pup warmed up to her instantly! Though she is an older girl, she has puppy tende... (more)"

Confirmed availability
Labor Day
15. Anna

Home full time and live near Park

Mitchell West, Milwaukee, WI, 53221

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

"I was traveling and very nervous about leaving my dog with a new caregiver for the day. Anna was so caring with Kona, and he was very content with his visit.... (more)"

16. Shannon

Only the best for your dog

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"I have had the pleasure of knowing Shannon for several years, and she has always been kind, patient, and gentle with our Lala. As the owners of a very energe... (more)"

17. Jasmine

I love to see dogs smile.

Tippecanoe, MILWAUKEE, WI, 53207

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

"I have known Jasmine for at least 4 years and she is a loving caring person in all aspects of her life...there is nothing I wouldn't trust her with - includi... (more)"

Confirmed availability
Labor Day
18. Paige

Experienced & Caring Dog Sitter

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

About: Hello there! My name is Paige, I am a responsible 20-year old who currently goes to school at UW-Milwaukee and works part-time at the Wisconsin Hum... (more)

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19. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Miranda is a trustworthy, reliable dog caregiver. She kept my Maltipoo for weeks at a time when I would go out of town. I knew my dog, London, was in good ha... (more)"

Confirmed availability
Labor Day
20. Katie

college student with lots of time

Copernicus Park, Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

"Katie was raised by two animal-loving, respectful-of-life parents. She is very compassionate and loving and has a soft heart toward animals. We think she wou... (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: