Pet Setting & Drop Ins in Roosevelt Grove, Milwaukee

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

Confirmed availability
President's Day
1. Tasha

Rehabilitative Rescue Volunteer!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was fantastic with both of my special needs pups. She was also really flexible and both dogs were very happy and content after her visits. She was grea... (more)"

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2. Kim

Tons of pet experience and love

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Kim was fantastic. Our cat is known to hide from strangers and previous cat sitters have gone a whole week without finding her but Kim looked for her everyda... (more)"

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3. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail was great - Will definitely rebook for future trips! She kept us updated on all her visits - being sure the cats were fed and the litterbox was in g... (more)"

4. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was super fantastic!! She played with our dog until he was all tired out! She dispensed medication and let the pack out for potty time and sent ph... (more)"

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5. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"We are repeat clients, and we couldn't be happier with hiring Lori. Kind, extremely reliable, and invested in your pets' well-being. You can't ask for bett... (more)"

6. Catherine

Experienced Dog Walker, UWM Student

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Owning a dog is such a special life investment with guaranteed unique loving returns. Protecting something in the family that brings such joy is an important... (more)"

Confirmed availability
This weekend
7. Alexandria

Home Full-Time Upbeat & Trustworthy

Cambridge Heights, Milwaukee, WI, 53211

Drop-In Visits, Dog Walking

"Alexandria grew up with some of her BFF's being of the four-legged, fur covered sort. She is an animal lover and advocate. Alexandria is a reliable woman w... (more)"

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8. Maya

Your Babies are My Babies!

Marquette, Milwaukee, WI, 53233

Drop-In Visits, Dog Walking

"Maya C. is a great dog sitter! As soon as she met my dog Jax you could tell she loved animals. Every time she’s with Jax she takes care of him as if he was h... (more)"

9. Cindy

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy was wonderful! I was in dyer need of 2 drop-in visits for a Friday and Saturday and I found Cindy on a Wednesday afternoon. She came and did a meet & g... (more)"

Confirmed availability
President's Day
10. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna was very quick to respond and accommodate us on a short notice. Very friendly, and great with our dog. We look forward to working with her more soon! (more)"

Confirmed availability
President's Day
11. Jamie

Animal Loving Social Worker

Harambee, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Jamie is amazing! I’ve said it before and I’ll say it again. She is so wonderful with my dogs they LOVE her. She is dependable and trustworthy and very accom... (more)"

Confirmed availability
President's Day
12. Jennifer

Dog trainer=Lots of dog experience!

Whitefish Bay, WI, 53217

Drop-In Visits, Dog Walking

"Jennifer will treat your dog like her own. I have seen her first hand care for my dog with all the love and compassion that I give her. As a certified dog ... (more)"

Confirmed availability
President's Day
13. Lucinda

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Just seen this Lucinda is a loving and caring person who loves dogs she is very good with dogs as she knows them so well it's like she can communicate with t... (more)"

14. Jennifer

Great belly rubs & fenced in yard!

Riverwest, Milwaukee, WI, 53212

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

"Jenny was amazing! My girlfriend and I went out of town for a week and it was our first time leaving our cat Maddy with someone who was not family. Maddy is ... (more)"

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15. Rachel

Experienced dog walker & lover!

Martin Drive, Milwaukee, WI, 53208

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

"Rachel is an amazing, calm, loving dog handler and I would trust her with my dog any day! Koda loves walks with Rachel, and anytime she is at the door or in ... (more)"

Confirmed availability
President's Day
16. Caitlin

College student, loves dogs & cats!

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Caitlin has been watching my puppy, Piper, since I brought her home over 2 months ago. She is always responsive and considerate with scheduling. Piper loves ... (more)"

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17. Tori

Home full time! Dogs are my love!!

Enderis Park, Milwaukee, WI, 53210

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

"Tori has a special connection with dogs. They all instantly love her! She is able to make them feel so loved and comfortable when they’re around her. It’s l... (more)"

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18. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53222

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

"Kirstie was a great Rover. She really pampered my pup. She brought her own dogs with her for Mia to play with. My dog looks like she had a blast! I would def... (more)"

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19. Alvin

I just wanna love your pets too.

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

About: I just wanna love your pets as much as you would (maybe more) so if that means taking care of them when you momentarily unavailable to do so I wann... (more)

Confirmed availability
This weekend
20. Sacia

Flexible dog lover with a big yard!

Old North Milwaukee, milwaukee, WI, 53209

Dog Boarding, Drop-In Visits, Dog Walking

About: I’m super flexible with high availability. I’ve been caring for dogs my entire life and come from a family of dog breeders. I love all animals and ... (more)

When it comes to pet care and pet sitting, pet owners in Roosevelt Grove, 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.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Roosevelt Grove, Milwaukee pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Roosevelt Grove, Milwaukee who can provide the care your pet needs, when they need it.

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 Roosevelt Grove, 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: