Skip to content

Pet Sitting & Drop Ins in Maple Tree, 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. Jaclyn Verified Background Check

The Friendly, Neighborhood Pet Lady

Brown Deer, WI, 53223

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

"Jacklyn was very attentive and wonderful with all four of my doggies. We had some accidents and she was willing to go above and beyond to take care of the mess… (more)"

Calendar Recently Updated
2. Jenni Verified Enhanced Background Check

Professional Tummy Rubber & Cuddler

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Jenni has been checking in on our boys a couple nights a week when we have overlapping work schedules. She is reliable, flexible, and generous with her time. O… (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)"

Calendar Recently Updated
4. Auria Verified Background Check

Home full time, LOVE dogs!!!

Glendale, WI, 53209

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

About: I am a dog lover! There has never been a time that I have not had a dog. I would love to take care of your dog. You can enjoy your time away and rest… (more)

5. Kate Verified Background Check

Vet Assistant who wants to help

Mequon, WI, 53092

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

"Kate is awesome! She is very smart and very friendly! I love that she is a vet assistant as well! She was extremely affectionate with my cats and they took to … (more)"

6. 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)"

Calendar Recently Updated
7. 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)"

8. Teresa Verified Background Check

Your Pet’s Nanny

Menomonee Falls, WI, 53051

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

"Teresa was great and took good care of our old lady cat. She made sure that the cat was well fed and gave her some extra attention. Will be reaching out to her… (more)"

Calendar Recently Updated
9. Jessica Verified Background Check

Life is short. Spoil your dog!

Menomonee Falls, WI, 53051

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

"Jessica is a highly organized, super responsible person and pet owner. She has 2 dogs, that are spoiled rotten, and adored. Jessica will stop pet owners wa… (more)"

Calendar Recently Updated
10. Cindy Verified Background Check

TOTAL DOG LOVER :)

Wauwatosa, WI, 53222

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

"Cindy was great with Odin. She came by and met him. When there was a key snafu, she kept checking to see if the door had been unlocked yet. We really felt Cin… (more)"

11. Mike & Monica Verified Background Check

My dog would love a doggy playmate

Menomonee Falls, WI, 53051

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

"Fantastic first time using rover. Very quick to respond and loved the pics taken (more)"

Calendar Recently Updated
12. Joan Verified Background Check

Dogs are my BFF!

Grantosa, Milwaukee, WI, 53222

Drop-In Visits, Dog Walking

"Joan is an excellent and reliable pet sitter. We've used her to watch our 2 dogs and she is someone we trust completely. She's also a true animal lover and the… (more)"

Calendar Recently Updated
13. Angel Verified Background Check

They’ll be in the care of an Angel!

Wyrick Park, Milwaukee, WI, 53223

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

"Hey, I’m Sky. Angel has been watching Red and Nina for me since 2017. One is a Cane Corse with Graves’ disease and the other is a mastiff. My dogs are usually … (more)"

14. Paige Verified Background CheckRover 101

Pawsitively the best!

Menomonee Falls, WI, 53051

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

About: When I was 8, my dad drove us 4 hours to pick up our little munchkin that fit perfectly in a coffee mug. We welcomed Sadie, our Norwegian Elkhound, w… (more)

Calendar Recently Updated
15. Sharon Verified Background Check

Reliable, honest, respectful

Northridge Lakes, Milwaukee, WI, 53223

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

About: I am the proud grandma of 7 grandchildren and 6 grand-doggies. I have had animals my entire life and love them dearly. I have a great deal of exp… (more)

Calendar Recently Updated
16. Allyson Verified Enhanced Background Check

For the love of dogs

Wauwatosa, WI, 53222

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

"My fur babies are my best friends. When I need someone to help take care of them, I want someone who truly loves animals and is not just looking to "make a bu… (more)"

Calendar Recently Updated
17. Jen Verified Background Check

Experienced Dog & Cat Lover ❤️

Menomonee Falls, WI, 53051

Drop-In Visits, Dog Walking

"Jen has been catsitting for me for over a yeah now and she’s great! Would highly recommend her. (more)"

18. Faith Verified Background Check

Excited to walk Dogs!

Menomonee River Hills East, Milwaukee, WI, 53218

Drop-In Visits, Dog Walking

"Faith worked at our boarding kennel a little over 1yr. During this time I found her to be reliable, conscientious, hard working, and a self starter. When at … (more)"

Calendar Recently Updated
19. Katie Verified Background Check

Nurse by day, animal lover 24/7

Brookfield, WI, 53005

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

About: Hey! My name is Katie and my day job is a registered nurse at a hospital in Milwaukee! But on my days off, you can find me snuggled up on the couch w… (more)

20. Amari Verified Background Check

Cuddles, Love, & Doggy Hugs

Silver Swan, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Amari is a caring, loving, and a very mature person. She is currently furthering her education to become a veterinarian technician and has the experience with … (more)"

When it comes to pet care and pet sitting, pet owners in Maple Tree, 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.

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 Maple Tree 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 Maple Tree, 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 Maple Tree 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 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 Maple Tree, 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: