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Pet Sitting & 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. Hannah Verified Enhanced Background CheckRover 101

I will treat your dogs like my own!

Cudahy, WI, 53110

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

"Hannah did a great job taking care of our pugs, and they clearly loved her company. Would recommend her services to anyone, and look forward to working with he… (more)"

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2. Teri Verified Background Check

Animal lover, friendly, will spoil!

St. Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Teri was amazing. My cat, Teddy, loved her. She’s was very good about sending me pictures and updates while I was out of town. I will definitely use her again.… (more)"

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3. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"This is our second time using Blythe to take care of our senior pets. Our 17 year old doxie stayed in her home, and she did drop-in visits for our 18 year old … (more)"

4. Alicia Verified Background CheckRover 101

All Paws and Breeds Welcome!

Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

"Alicia was very kind, and I appreciated her great communication skills. She kept me updated on my dogs behaviors, and sent phot updates. Thank you! (more)"

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5. Oriana Verified Enhanced Background Check

Veterinary technician loves animals

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Oriana Denis is a trained professional veterinary technician with years of experience in the field of handling pets. I have trusted her on many occasions to ha… (more)"

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6. Verified Enhanced Background Check

LIVE 🏠 LOVE ❤️ BARK 🐶

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"We have known Ali N. For over 20 yrs. He has had his own dogs and always took really good care of them. We have dogs and he has come to our home and took care … (more)"

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7. Stephanie Verified Background Check

Your dog will be my top priority!

Bay View, Milwaukee, WI, 53207

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

"Stephanie is a very responsible person who loves dogs. She is patient and attentive. She cares for dogs as if they are her own. She has her own dog, Pippen,… (more)"

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8. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"Miranda arranged her schedule to fit our request and was much appreciated as we had a new puppy in the house. A life saver for us and we can see she’s a true d… (more)"

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9. Lindsey Verified Enhanced Background Check

Fur mama and dedicated dog snuggler

St. Francis, WI, 53235

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 han… (more)"

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10. Kristen Verified Background Check

Patient, loving, and hard working.

Castle Manor, Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

About: For the last 9 years I have lovingly raised chickens, ducks, turkeys, pigs, cows, horses, and of course, DOGS! I have raised 3 puppies in the past an… (more)

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11. Sara Verified Background CheckRover 101

Professional Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

Dog Boarding, House Sitting, 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 worke… (more)"

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12. Renee Verified Background Check

Happy to take orders from your pet!

Oak Creek, WI, 53154

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

"Renee really relates with all animals, I've never met anyone so compassionate about protecting them. She worked at an animal rescue in a previous occupation an… (more)"

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13. Stephanie Verified Background Check

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

"Steph took care of our cat Banjo while we were out of town and did a wonderful job! Thank you so much! (more)"

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14. Kristen Verified Enhanced Background Check

Let's adopt all the animals :)

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Kristen took such great care of my cats! Communication with her was fantastic and she even sent many pictures. Will definitely ask her to take care of my cats … (more)"

15. Amanda Verified Background Check

I’ll love your babies as my own!

Greenfield, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

"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 and … (more)"

16. Dean Verified Background Check

Fenced yard and couch space!!

Cudahy, WI, 53110

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

"Dean is the bomb... he is a true dog lover and my go-to caretaker. Your pup is in good hands! If you love your pet, get in contact with this guy. (more)"

17. Kelsey Verified Enhanced Background Check

Open schedule for sitting/walks!

Bay View, Milwaukee, WI, 53207

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

"Kelsey responds quickly. She sends photos and clear information about her visit. My pets are all comfortable with her! She is flexible and able to accommodate … (more)"

18. Olivia Verified Background CheckRover 101

Caring and Experienced Sitter!

Bay View, Milwaukee, WI, 53207

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

"Olivia took care of my very needy German Shepherd for a week while I was on vacation. He loved her company and I have gone back to Olivia multiple times!! I wa… (more)"

19. Erin Verified Background Check

Young or Old, All Dogs are Welcome

Town Of Lake, Milwaukee, WI, 53207

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

"Our boys loved Erin! And wow, what a great job she did unraveling the fact that we left her locked out somehow, and we had to direct her to our hidden key (wh… (more)"

20. Rita Verified Background CheckRover 101

I work from home

Oak Creek, WI, 53154

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

"I've known Rita for years and years. She has babysat my children and now that they are grown, Rita sits for my best behaved, favorite baby, Bella. Rita real… (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: