Pet Sitting & Drop Ins in Highwood Estates, Milwaukee
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Loving pet sitters in your neighborhood
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1. Sarah J.

“Sarah has been an absolute life saver! I can go to work without worrying about my little guy. After a couple of false starts with Rover I was able to fi d Sarah! She is responsive, reliable, and flexible. And she takes the BEST pictures of my sweet guy on his walks. Thank you Sarah!!!”


2. Emily S.

“Emily has been wonderful with Heisenberg! I am so grateful for her help. I was nervous to have a stranger take care of him, but I couldn't be happier with how well it has worked out.”


3. Katie N.
“Katie was so nice to our dog Maggie who is very protective but loved Katie right a way. Katie was great and we would highly recommend her and will definitely use her again.”


4. Kelsey W.

“Kelsey was so great keeping in contact with me before and asking questions and information I forgot to let her know. Very pleased! Got lots of cute check ins!”


5. Angie B.


“Angie was wonderful with communication and photos. I would highly recommend and would use again. Thank you!”


6. Mary C.

“Mary is wonderful! She's friendly, reliable, a great communicator, and sends pictures after each visit. It's comforting to know my animal is well card for in my absence! .”


7. Leandrea R.


“Leandrea was terrific. She came over to meet the cats before I left, she sent pictures and updates daily, and I came home to two very happy cats and clean litter boxes. Couldn't have asked for better. Thanks so much!”


8. Jessica R.
“Jessica is a pet lover like no other! She is constantly available for not only her best friends fur babies but also for her families. She will care for and treat your babies like her very own, her sweet spot for any Angel will make you so glad you booked her ❣️”


9. Kelly M.


“It was a pleasure having Kelly watch after my puppy Stormi. I received many updates, pictures and videos during her time visiting Stormi. I will definitely be booking with her in the near future. Thank you Kelly!”


10. Jenn S.

“Jenn was great! Came before hand to meet my dog and to get to know the usual routine. She sent pictures and updates and had great communication!”


11. Holly J.

“Holly has been amazing with my boy Teddy. Definitely recommend.”


12. Ashley S.
“Ashley is an extremely caring person and a huge animal lover who would be very happy to care for any pet she comes across. I have witnessed first had her overwhelming love for pets of all kinds.”


13. Amanda S.

“Amanda is great! We have one senior dog and another with a lot of anxiety. She is so loving towards them and patient with whatever they need. I really appreciate her communication skills and know our pups are in great hands when we’re away.”


14. Lilly C.

“Lilly always comes through in a pinch and having her be able to check in on my kitties so close to Christmas took so much stress off! I’m so happy to have found a regular sitter who is awesome with cats!”


15. Katherine B.

“I could tell our pup was very happy and comfortable with Katie. Katie was both friendly and professional. I was pleased with all of photos and regular updates we recieved. It was clear she gave our dog plenty of exercise as our dog was pooped. I will definitely be booking again.”


16. Stephen & Wipawee D.

“Stephen and Amelie are the best! They take excellent care of our babies and our home when we’re away and make us feel completely comfortable when we need to travel without the pups. Our dogs love them too!”


17. Susie C.
“Susie is super reliable and dependable. I would trust her with anything! Her kindness and care will not go unnoticed and she will go above and beyond for your pets. Anyone would be lucky to have her as a sitter!”


18. Liz B.


“Liz really went above and beyond with my boys! She spent an lot of time making sure they had playtime, that my apartment was a comfortable temp for them, and checked in regularly to see if I needed her to do anything else around my house. I would have her care for any pet I have without reservation.”


19. Jessica D.
“There is nobody more that I would trust my dog with than Jess, she is the kindest, sweetest, and responsible person I know. My dog ABSOLUTELY loves her (maybe more than me) if you want to feel totally at ease with another person watching your beloved pet Jess is your gal.”


20. Cheryl E.
“Cheryl has a passion for animals, especially dogs. She is kind, gentle, and willing to take the time to make a pet feel like it is just as valuable as any other family member in the household.”
The median cost per night for pet sitting in Highwood Estates is $20
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in Highwood Estates average 5 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Highwood Estates on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 293 pet sitters in Highwood Estates. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 85% of Highwood Estates pet sitters respond in under an hour.
Pet sitters in Highwood Estates have an average of 13 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Highwood Estates.
Rover makes it easy to find Highwood Estates pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 293 pet sitters in Highwood Estates on Rover, so you’re sure to find the perfect match for your pet! In Highwood Estates, 100% of pet sitters offer daily exercise, 95% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
