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)"

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2. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was wonderful to work with and made us feel like our dog was in great hands! She was very interested in learning everything about our dog and helpin... (more)"

Confirmed availability
President's Day
3. 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)"

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4. Jen

Near parks and lake trail.

Fernwood, Milwaukee, WI, 53207

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

"Jen was a phenomenal sitter for our cat! She gave Jasper tons of play and attention while we were out of town for the holidays. Her updates were thorough, an... (more)"

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5. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey has looked after Bella several times, Bella is always happy and well taken care of when I get home. Lindsey communication is great and is always send... (more)"

Confirmed availability
President's Day
6. Miranda

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"I am so lucky to have contacted Miranda. She has gone above and beyond for my puppy. She spends more than enough time with her, is helping me get her trained... (more)"

Confirmed availability
President's Day
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)"

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8. Kim

Dogs are my people.

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Kim has been the most outstanding dog mom I could ask for. We have an 8 year old pug and a 3 year old lab that absolutely adore her. The dogs are spoiled bey... (more)"

9. Natalie

Social and Active, Loves Outdoors!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"First time having a dog walker and Natalie was great. I would recommend her to anyone. (more)"

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10. Kristy

Calling all fuzzy buddies!

Bay View, Milwaukee, WI, 53207

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

"I have been friends with Kristy for over 15 years. I have seen first hand the love and compassion she had for her own dog. She has always been a responsibl... (more)"

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11. Victoria

All dogs deserve the best!

Morgandale, Milwaukee, WI, 53215

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

"Victoria has done multiple dog/cat sitting for me as well as others I know. She is dependable and loves animals. She has owned several dogs, cats, rodents an... (more)"

Confirmed availability
President's Day
12. Hannah

I will treat your dogs like my own!

Cudahy, WI, 53110

Dog Boarding, Drop-In Visits, Doggy Day Care, 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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13. Perla

Big outdoor space

Southpoint, Milwaukee, WI, 53221

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

"I have known Perla for over five years now! I can proudly say that she is a person that touches with such great kindness and goodness. She goes the extra mil... (more)"

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14. 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)"

Confirmed availability
This weekend
15. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"Amanda went above and beyond caring for our two Dobermans while we were out if town. Our female is a senior and requires meds in the morning and evening an... (more)"

Confirmed availability
President's Day
16. Flor

Animal Science & Behavior Student

Cudahy, WI, 53110

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

About: As an avid dog lover, I have raised several dogs from various breeds such as Huskies, Silky Terriers, Chihuahuas, Papillons, Doberman Pinschers, Bo... (more)

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17. Morgan

Long walks and long runs.

Bay View, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"Morgan was wonderful with my girl, Stella. I was in a pinch and suddenly needed someone to take care of Stella over the holidays. Morgan agreed immediately a... (more)"

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18. Courtney & Timothy

Fenced in yard made for playing!

Greenfield, WI, 53221

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

"Courtney is someone who is going to care for, watch, and treat your dog like it is her own! She has a dog of her own who she loves, and takes care of faithfu... (more)"

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19. Alexa

Devoted, Fun-Loving, Outdoorsy

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"I have known Alexa for years and I have found her to be very creative, loving, and incredibly caring to others. Not only does she display these qualities, bu... (more)"

20. 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)"

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: