Skip to content

Pet Sitting & Drop Ins in Enderis Park, Milwaukee

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

Calendar Recently Updated
1. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni was our first Rover, as we needed someone to watch our 10 year old pitbull mix while we got married. Jenni came over prior to watching Goon to introduce … (more)"

Calendar Recently Updated
2. Cassidy Verified Background Check

I can’t wait to be fur-iends!

Wauwatosa, WI, 53213

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

"Cassidy truly treats every dog with as much care and attention as she does her own. I have left my dog in Cassidy’s care several times, and my pup is as happy … (more)"

Calendar Recently Updated
3. Alan Verified Background CheckRover 101

Experienced with all breeds/sizes

Wauwatosa, WI, 53226

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

"Alan was able to work us in on short notice. Did great with our Labs. (more)"

4. Rachel Verified Background Check

Local dog enthusiast :)

Golden Valley, Milwaukee, WI, 53222

Dog Boarding, Drop-In Visits, Dog Walking

"Rachel was great. Communicated with me, and provided updates and videos/pictures. Jax really enjoyed his time with her.. will definitely book again! (more)"

5. Catherine Verified Background Check

Experienced Dog Walker, UWM Student

Wauwatosa, WI, 53213

Drop-In Visits, Dog Walking

"Catherine helped out with our cat Gemma in a pinch and I’m so grateful she did! Gemma is a FLUTD cat so it’s especially important to make sure she is in good h… (more)"

6. Lori Verified Background CheckRover 101

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori is an amazing Petsitter. Not only is she personable and spent a lot more time than necessary with our cat, but our cat is happier and more content than sh… (more)"

Calendar Recently Updated
7. Mikeila Verified Background Check

I'll treat your pets like family

Cold Spring Park, Milwaukee, WI, 53208

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

"Mikeila is really good with all animals. She has been a lover of nature since she was very young and has taken care of dogs, rats, cats and even insects. She i… (more)"

Calendar Recently Updated
8. Jen Verified Background Check

Unoffended by slobber & muddy paws

Enderis Park, Milwaukee, WI, 53210

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

About: I have experience caring for dogs and cats with complicated medical issues, sensitive diets and post-surgical recovery. I've spent my professional l… (more)

Calendar Recently Updated
9. Cindy Verified Background Check

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 & gre… (more)"

Calendar Recently Updated
10. Lucinda Verified Background CheckRover 101

"Lots of Love and Play Time"

Arlington Gardens, Milwaukee, WI, 53222

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

"Lucinda is a Dear and loving friend of mine! I have known her for 14 years and as long as I have known her, her love of animals have been obvious as she cared… (more)"

11. Stephanie Verified Background Check

Dog lover since a baby!

Mount Mary, Milwaukee, WI, 53222

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

"Stephanie is a woman who loves dogs and cares for them so well, she has two of her own and everytime I see them you can just tell how happy the dogs are shes a… (more)"

12. Kyra Verified Background Check

Here to help you and your animal!

WAUWATOSA, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

"Kyra is one of the most responsible people I know. I have watched her juggle work, school, and various extracurricular activities during college. Now that she … (more)"

13. Eileen Verified Background Check

Dog Sitter Available!!!

Wauwatosa, WI, 53213

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

"Eileen is reliable, patient, hard-working and definitely has a love for our four legged friends. Her positive attitude and upbeat personality would make her a … (more)"

Calendar Recently Updated
14. Jonathan Verified Enhanced Background Check

Make new dog friends!

Mount Mary, Milwaukee, WI, 53222

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

"Jonathan handled my high energy Shepherd so well. I loved the pictures and detailed updates while I was out of town. I came home to a very happy dog. (more)"

15. Dana Verified Background Check

WHO LET THE DOGS OUT! Woof, Woof

Wauwatosa, WI, 53213

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

"Dana has the best heart and is amazing with dogs of all sizes. I know that even if it's just for a quick walk or a long jog my dogs will not just be tuckered o… (more)"

16. Rachel Verified Background Check

Available during quarantine!

Wauwatosa, WI, 53210

Drop-In Visits

"Thank you so much Rachel! Our kitty Belle was so well taken care over during our trip and the pictures provided much needed glimpses of our girl. Thank you, wi… (more)"

17. Mikayla Verified Enhanced Background Check

Flexible dog walker/dog nanny

Cooper Park, Milwaukee, WI, 53222

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

"Kayla is such a wonderful dog sitter, I could not recommend her enough. She is extremely organized, caring, prompt, and professional. She sends us pictures and… (more)"

18. Leanne Verified Background Check

I love all dogs!!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Leanne has been a fantastic dog sitter for my two dogs. She is extremely good with my dogs and has a talent for keeping them happy. Sometimes I think they like… (more)"

19. Jeff Verified Background Check

Flexible and friendly dog walker!

Cooper Park, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: Hello! I have been a dog lover my whole life and currently have two rescue dogs, Charlie (Pyrenees/Cattle Dog mix) and Cheeto (Dachshund mix). Growin… (more)

Calendar Recently Updated
20. Jacquese Verified Background Check

Fun, High Energy Animal Lover

Saint Joseph, Milwaukee, WI, 53210

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

About: Animals have always been a part of my life, I adore them and I'm always excited when I have the opportunity to meet and care for a new fury friend. I… (more)

Dog lovers in Enderis Park, Milwaukee, WI love pet sitters on Rover.com. Over 1,089 pet owners have reviewed pet sitters on Rover in Milwaukee, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Milwaukee can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Enderis Park pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Enderis Park, Milwaukee, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Enderis Park pet sitters and avoid the kennel.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Enderis 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: