Pet Setting & Drop Ins in Wilson Park, 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. Sara

Experienced Sitter, Fenced Yard

Morgandale, Milwaukee, WI, 53215

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

"This was my first time using drop in service and it was great! I needed the service last minute, and Sara and Angelise were very flexible so everything wor... (more)"

Calendar Recently Updated
2. Tiffany

Caring Petsitter on the southside!

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Tiffany was quick to respond to my messages, took detailed notes during our meet & greet, and was very friendly. I came home from vacation to two healthy, ha... (more)"

Calendar Recently Updated
3. Lindsey

Fur mama and dedicated dog lover

Cudahy, WI, 53110

House Sitting, Drop-In Visits, Dog Walking

"Lindsey was very professional and wonderful with Bella! She provided updates on visits and plenty of pictures. I felt very comfortable leaving Bella in her h... (more)"

Calendar Recently Updated
4. Hannah

Great backyard for outside time!

Bay View, Milwaukee, WI, 53207

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

"Great person who took the time to meet our dog before working with him. She consistently informed us on how he was doing and sent pictures. (more)"

Calendar Recently Updated
5. Sherry

Homemaker/Fenced yard

Lyons Park, Milwaukee, WI, 53220

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

"Sherry was absolutely wonderful!! She did drop in visits at my home while I was gone for the weekend. She kept me updated with lots of photos and videos. She... (more)"

Calendar Recently Updated
6. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

"I went out of town and this was the first time using a dogsitter. Kathleen was beyond sweet, professional and I could tell my dog loved her. She did a wonder... (more)"

Calendar Recently Updated
7. Cari

Energetic runner/Walker

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

About: Thank you for looking at my profile. I am a energetic and Experienced dog walker, I can walk or run with multiple dogs. Flexible schedule, willin... (more)

Calendar Recently Updated
8. Kelsey

Your dog + me = BFF

Bay View, Milwaukee, WI, 53207

Drop-In Visits, Dog Walking

"Kelsey is one of the most kind and caring people I know! Growing up with a high energy chocolate lab kept her on her toes! She’s great with animals, has the ... (more)"

9. Vanessa

Lots of TLC

Burnham Park, Milwaukee, WI, 53215

House Sitting, Drop-In Visits, Dog Walking

"Vanessa did a great job with my old dog. She was patient with him since he moves slow and he took a liking to her calm demeanor immediately. Her check-ins we... (more)"

10. Jen

Near parks and lake trail.

Fernwood, Milwaukee, WI, 53207

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

"Jen is a very special girl. She loves all animals from frogs to orangutans. But her special love is dogs. She had her own mixed terrier for over 16 years and... (more)"

Calendar Recently Updated
11. Amanda

Home full time, love to play

Greenfield, WI, 53221

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

"Amanda was fantastic with my two larger dogs , One of which is extremely shy and timid of new people . She was very patient with him and was able to get ... (more)"

Calendar Recently Updated
12. Courtney & Timothy

Weekend availability, Fenced yard

Greenfield, WI, 53221

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

"Courtney is a responsible, friendly young lady who will take awesome care of your pet!! She has had pets all of her life and has experience caring for other... (more)"

13. Erendira

Outdoorsy dog loving student!

Bay View, Milwaukee, WI, 53207

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

"Eren was amazing. I literally had my original sitter cancel last second due to a family emergency, then Eren stepped up into an unknown situation and knocked... (more)"

Calendar Recently Updated
14. Alexis & Joel

Several walking paths near me

Wedgewood, Milwaukee, WI, 53220

Dog Boarding, Drop-In Visits, Dog Walking

"It is a pleasure to write this letter of recommendation for Alexis Vargas and the dog care service she provides! We have known Alexis for over three years... (more)"

15. Heather

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)"

Calendar Recently Updated
16. Gabrielle

Experience one of a kind care.

Castle Manor, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

About: I have 11 years of experience working for pet care services. I'm able to set detailed care plans according to each pets needs and follow all reques... (more)

Calendar Recently Updated
17. Stephanie

Steph's Bay View Dog Spot

Tippecanoe, Milwaukee, WI, 53207

House Sitting, Drop-In Visits, Dog Walking

"I can't offer enough stellar recommendations for Stephanie. She's cared for our family Shepherd/Husky mix on a variety of short- and long-term occasions. Not... (more)"

Calendar Recently Updated
18. Alysha

Warm Home with a Fenced Yard

Bay View, Milwaukee, WI, 53207

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

"Alysha is a great caregiver. My dog loves her and is always excited to see her when we use her services. My dog always greets her with a wagging tail and e... (more)"

Calendar Recently Updated
19. Miranda & Michael

Home most of day-doggie bachelorpad

Castle Manor, Milwaukee, WI, 53221

Dog Boarding, Drop-In Visits, Dog Walking

"Miranda was very good at taking care of our dog when we were on vacation. She was trustworthy and the dog still likes to great her when he sees her. She al... (more)"

20. Jasmine

I love to see dogs smile.

Tippecanoe, MILWAUKEE, WI, 53207

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

"I have known Jasmine for at least 4 years and she is a loving caring person in all aspects of her life...there is nothing I wouldn't trust her with - includi... (more)"

Dog owners in Wilson Park, Milwaukee, WI love booking pet sitting 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 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Wilson Park.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Wilson Park pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Wilson Park, Milwaukee who meets your and your pet's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet, including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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 Wilson 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: