Pet Sitting & Drop Ins In Upper East Side Milwaukee

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

1. Jessica Verified Enhanced Background Check

Level of care: 100% paw-fect

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Thank you so much for stopping by! Cheddy was so happy. (more)"

Calendar Recently Updated
2. Rachel Verified Background Check

** Mission: meet ALL the dogs **

Lower East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We couldn't be happier with Rachel! She took great care of our bunnies and sent us adorable updates. I have no doubts she cared for our bunnies as well as sh… (more)"

Calendar Recently Updated
3. Rachel Verified Background CheckRover 101

Pet care you can trust.

Lower East Side, Milwaukee, WI, 53202

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

"Rachel came over to let my puppy out when I wasn’t home! She took lots of pictures and made sure my dog was happy! I will use her again and I recommend her to … (more)"

Calendar Recently Updated
4. Niamh Verified Background Check

Available to help through Covid!

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"I’m so happy to have found Niamh! Now I don’t have to worry when go out if town. She is always prompt and so good with my unique, rambunctious cat. Cat sitter… (more)"

Calendar Recently Updated
5. Colleen Verified Background CheckRover 101

Snuggles, Walks and Treats

Whitefish Bay, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Colleen was awesome. She worked very close with us to time her visit appropriately. She followed up with very good feedback and some nice pictures. This was … (more)"

Calendar Recently Updated
6. Dana & Javier Verified Background Check

Couple that really just loves dogs

Murray Hill, Milwaukee, WI, 53211

Dog Boarding, Drop-In Visits, Dog Walking

"Dana B. loves dogs and is an amazing dog sitter. I leave my dog with her all the time and she treats her as if she were her own. Anyone would be lucky to have … (more)"

Calendar Recently Updated
7. Lauren & Derek Verified Background Check

Must Love Dogs

Lower East Side, Milwaukee, WI, 53202

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

"Lauren has watched my Doxie Peter on many occasions. She makes sure he gets plenty of exercise and playtime, and always sends a lot of pictures when I'm away. … (more)"

Calendar Recently Updated
8. Isabella Verified Background Check

Your Pet's New Best Friend

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Isabella is a GREAT animal handler, she not only takes great care of your pets she knows what she’s doing. This includes animal body language and how to keep y… (more)"

Calendar Recently Updated
9. Angeli Verified Background Check

Pups/cats brighten my day!

Riverside Park, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Angeli was absolutely great! My cat is so shy and Angeli was able to get her to warm up to her on the second day that I was gone. She followed the instructions… (more)"

Calendar Recently Updated
10. Abigail Verified Background CheckRover 101

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail did a great job at letting my dog out while I was away. She was super reliable and I would definitely recommend her to any other dog owner! Will defi… (more)"

11. Samantha Verified Background CheckRover 101

Dog Days of Sam

Riverwest, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Samantha was so great with our kitten on our most recent trip! This was the second time we've had her check on our cat and she did an awesome job! We loved get… (more)"

Calendar Recently Updated
12. Elise Verified Background Check

A dog loving graduate student!

Upper East Side, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Elise is reliable and so good with dogs! She has great instincts and intuition when it comes to caring, handling and training. Dogs just love her. My two pups … (more)"

13. Jo Ann Verified Background Check

Walking Distance to Lake Park

Downer Woods, Milwaukee, WI, 53212

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

"Jo Ann is easy to work with and provides great care to your pet. She clearly loves animals and does a great job of giving update so you know your fur baby is … (more)"

14. Vatricia Verified Background Check

Energetic Dog Loving Friend

Riverwest, Milwaukee, WI, 53212

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

"Never actually met her. But my dog is happy and she shows up everyday. Thanks (more)"

15. Tasha Verified Background CheckRover 101

Your dog's next BFF!

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"We love having Tasha come for drop-in visits for our new puppy. She is prompt, thorough, and spends quality time with Otis outside to get some of his energy ou… (more)"

16. Marissa Verified Background Check

Caring and Friendly Pet Caregiver❤️

Riverwest, Milwaukee, WI, 53212

Drop-In Visits, Dog Walking

"Marissa did a great job caring for my two senior cats while I was out of town. She showed up early to the meet and greet and kept to the agreed upon schedule f… (more)"

17. Chloe Verified Background Check

I’ll walk your dog rain or shine

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe was awesome! She worked around my schedule and made herself flexible to accommodate my pup. She was extremely kind and also updated me frequently with pi… (more)"

Calendar Recently Updated
18. Jessica Verified Background Check

All around animal person

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jessica is one of the most compassionate people I've ever met. She is responsible, reliable, and passionate. She gives every animal (and human) 100% of her und… (more)"

19. Lilly Verified Background Check

Dog sitter, walker, and lover

Cambridge Heights, Milwaukee, WI, 53211

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

"Lilly has been a lover of dogs since she was little. She is very attentive and loves to spoil them. Highly recommend her for you. (more)"

Calendar Recently Updated
20. Jacqueline Verified Background Check

Experienced animal lover and sitter

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jacqueline loves both cats and dogs and it shows in her interaction with animals. She is great with our pets. I sometimes call her the dog whisperer because s… (more)"

Dog lovers in Upper East Side Milwaukee, WI love pet sitters on Rover.com. Over 08 pet owners have reviewed pet sitters on Rover in Upper East Side, 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.

Rover.com is the simple, savvy way to find and book Upper East Side Milwaukee drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Upper East Side Milwaukee . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

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 Upper East Side Milwaukee, 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: