Pet Sitting & Drop Ins in Maitland 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. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"We will definitely use Teri again. She played with our little guy Larry and also let him snuggle when he wanted attention. She administered an oral med and... (more)"

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2. Blythe Verified Background Check

Every animal makes me smile!

Bay View, Milwaukee, WI, 53207

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

"This is our second time using Blythe to take care of our senior pets. Our 17 year old doxie stayed in her home, and she did drop-in visits for our 18 year ol... (more)"

Active and Accepting Requests (incl. from Essential Workers)
3. Miranda Verified Background Check

All Dogs go to heaven

Bay View, Milwaukee, WI, 53207

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

"I am so lucky to have contacted Miranda. She has gone above and beyond for my puppy. She spends more than enough time with her, is helping me get her trained... (more)"

Active and Accepting Requests (incl. from Essential Workers)
4. Hannah Verified Enhanced Background CheckRover 101

I will treat your dogs like my own!

Cudahy, WI, 53110

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

"Hannah did an amazing job taking care of our fur babies!! She checked in at the beginning and end of every visit. She sent at least 4 pictures with every vis... (more)"

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5. Jenny Verified Background Check

Love to walk/play/pet your doggos💕

Oak creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

"Jenny was great with our lab. She was very caring about axle and did a great job of letting me know how he was doing. I would recommend her to anyone, as ... (more)"

6. Tiffany Verified Background CheckRover 101

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was wonderful to work with and made us feel like our dog was in great hands! She was very interested in learning everything about our dog and helpin... (more)"

7. Erin Verified Background Check

Young or Old, All Dogs are Welcome

Town Of Lake, Milwaukee, WI, 53207

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

"Erin is great! My wife and I got a lab puppy who can't wait until I go home for lunch to let her out. Erin has been fantastic with being able to help come ... (more)"

8. Sherry Verified Background CheckRover 101

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

Drop-In Visits, Dog Walking

"Sherry is amazing...took care of my buddy Jack while out, again. So much appreciation I booked her to visit weekly to keep them together because I work a lot... (more)"

9. Paige Verified Background Check

Experienced & Caring Dog Sitter

Oak Creek, WI, 53154

Drop-In Visits, Dog Walking

"Paige is phenomenal!!! So caring and kept us posted throughout with pics and status updates. Highly recommend her! (more)"

10. Kelsey Verified Enhanced Background Check

Open schedule for sitting/walks!

Saint Francis, WI, 53235

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

"Kelsey took great care of our injured dog! She was attentive to details in our instructions. Then she also had great communication with us about how he was d... (more)"

Active and Accepting Requests (incl. from Essential Workers)
11. Nicole Verified Background Check

Dogs, Cats, Exotics and Much More!

Morgandale, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"My yorkie, Oscar, is more than a dog, he is my family. It is always a hard decision to vacation without him. Nicole has since taken away my worries of leavin... (more)"

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12. Stephanie Verified Background Check

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

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

"Steph took care of our cat Banjo while we were out of town and did a wonderful job! Thank you so much! (more)"

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13. Virginia Verified Background Check

Energetic dog lover ❤️

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Virginia is so sweet and great with my pup Ace. She has been there even on short notice which is great for myself and Ace. I can tell she cares for animals i... (more)"

14. Ashley Verified Background Check

Loving, Patient, and Consitent

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

"Ashley was perfect. She did everything we asked, and we loved getting snapshots and video updates of our 'beloved' old ?. We will use her services again. (more)"

Active and Accepting Requests (incl. from Essential Workers)
15. Jamie Verified Background Check

The best care for your best friends

Saint Francis, WI, 53235

House Sitting, Drop-In Visits, Dog Walking

"Jamie A. is my daughter. You may think I'm biased however Jamie throughout her life has shown to be a very caring person. She is currently an ICU nurse so sh... (more)"

16. Heather Verified Background CheckRover 101

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

"Heather was great with our dog! She is a crazy puppy and took to her very quickly. I loved the Rover Report cards she sent each day. (more)"

17. Jasna Verified Background Check

Take a Paws

College Heights, Milwaukee, WI, 53221

Dog Boarding, House Sitting, Drop-In Visits

"Jasna was awesome with my Puppies, she even went above and beyond what she had to do and took care of some mess puppies made home before she got there. (more)"

Active and Accepting Requests (incl. from Essential Workers)
18. Kristen Verified Background Check

Puppies are a girls best friend!

Copernicus Park, Milwaukee, WI, 53221

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

"Kristen has cared for my dog in the past. She exceeded my expectations. She was prompt and dependable, and spent more time with my dog than was expected. She... (more)"

19. Nathalia Verified Background Check

Loving, Reliable & Energetic sitter

Gra-Ram, Milwaukee, WI, 53221

Drop-In Visits, Dog Walking

"Nathalia did a wonderful job, multiple times now, taking care of our dogs. She kept with the schedule we discussed, exercised and fed our dogs, and made the... (more)"

20. Romi Verified Background Check

Your pet is always my #1 priority:)

Goldman Park, Oak Creek, WI, 53154

House Sitting, Drop-In Visits, Dog Walking

"Romi is a very friendly person and my dog is always excited to see her. She is always on time and has never cancelled on me. I recommend her to all of the fa... (more)"

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1,089 owners have reviewed sitters in Maitland Park, Milwaukee, WI, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

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 Maitland 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 Maitland 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 Maitland 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 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 Maitland 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: