Pet Setting & 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.

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1. Tasha

Your dog's next BFF!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha is our go to for pup drop ins! She is on time, flexible, and cares for our pup exactly how we do. He loves her! In this particular instance we needed a... (more)"

Confirmed availability
This weekend
2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Our experience with Lori has been great! She's super flexible, which is a must for us, and she always makes sure to send us great pics and notes of her visit... (more)"

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3. Natasha

Experienced & fun dog (&cat)-lover!

Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Natasha was very professional and communicative but also very loving to my precious sweet darling kitty. Hire her, she’s great ! <3 (more)"

4. 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)"

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5. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie was so great with my pup. My dog has chronic pain from cancer and she was able to meet her special and delicate needs. Thank you Julie. (more)"

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6. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

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7. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"We highly recommend Anna!! She is everything you could want in a dog sitter - reliable, responsible, sweet and caring. We especially appreciated the text m... (more)"

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8. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was so very nice and took such good care of our ol’ girl, Dakota!! Lots of attention and feedback from Sandy too! It was such a relaxing vacation knowi... (more)"

9. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

"Met Sara for the first time on Rover, and she helped us feel very comfortable with her watching our dog, and sure enough she did a great job. Definitely ask... (more)"

Confirmed availability
This weekend
10. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"He is very responsible and absolutely loves dogs. His friendly and chill nature puts dogs and dog owners at ease. Hire him today! He’s awesome! (more)"

11. Yvette

Your stay at home dog mom

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"I've known Yvette for about 7 years and we used to walk our dogs together daily at the dog park for a few of those years. I've witnessed her interaction wit... (more)"

12. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"As always great and flexible with time. Also I have instructions for no kids petting Luna because she's teething and she totally texted me and let me know. T... (more)"

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13. Margrethe

Jack Russell of All Trades

Golden Valley, Milwaukee, WI, 53222

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

About: Margrethe W. BS ABCDT works full time with dogs conducting in-home private training and additional pet services. Her training philosophy is grounde... (more)

14. Martha

Runs with dogs (can also sit/play)

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Martha is the epitome of an animal lover. I trust her with my dog whenever I am in Madison but we do live . She loves walking dogs, petting dogs, grooming do... (more)"

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15. Andrew

Your dog's temporary best friend!

WAUWATOSA, WI, 53213

Drop-In Visits, Dog Walking

"Andrew is a phenomenal dog sitter. He has watched my dog for me many times and I always can tell she is well cared for. He sends my updates daily, photos, an... (more)"

16. Clare

An active, caring, happy dog lover!

Wauwatosa, WI, 53226

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

"We have known Clare for many years, and it would be hard to find a more impressive young woman. She is exceptionally intelligent and very responsible. She ha... (more)"

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17. Sara

Animal loving 20-something

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

About: I am an energetic, fun-loving, twenty-something in search for some extra travel cash! I I have had dogs my whole life and I absolutely love all kin... (more)

18. Shawn

Let's have fun while you're out!

Wauwatosa, WI, 53213

Dog Boarding, Drop-In Visits, Dog Walking

About: We love nice pets. Our family loves caring for and playing with pups. Let's set up a time for your pup to have fun so you can have fun or get some ... (more)

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19. Briana

Active, responsible, kind pet lover

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Did a fantastic job - would highly recommend! (more)"

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20. Kirstie

I have had animals all my life!

Kops Park, Milwaukee, WI, 53212

Dog Boarding, Drop-In Visits, 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)"

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: