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Pet Setting & Drop Ins in Cold Spring Park, Milwaukee

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

1. Tasha

Your dog’s next bff!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was fantastic with both of my special needs pups. She was also really flexible and both dogs were very happy and content after her visits. She was grea... (more)"

2. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori was fantastic and very accommodating even on short notice. She was very patient with our dog and did a great job keeping me updated during her visits. ... (more)"

3. Paige

I want to meet your dog!

Lower East Side, Milwaukee, WI, 53202

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

"I had Paige drop in on my dog a few times while I was out of town for a day. She took great care of him and even took care of a couple last minute things I h... (more)"

Confirmed 4th of July Availability
4. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah is a very capable and mature individual who is very good with both animals and people. She commits and works well in many environments. (more)"

5. Olivia

Animal Behavior Master's Student

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was amazing with Zeus. He can be shy and timid and she worked with him until he got comfortable with her. She knew exactly what to do to gain his trus... (more)"

Confirmed 4th of July Availability
6. Sara

Huge dog lover! Dog groomer!

West Allis, WI, 53214

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

"Sara has cared for our dogs for several years now. When I first found Sara we had an older female black lab, Pepper, and she was not the easiest dog to hand... (more)"

7. Abbey

Flexible, responsible, animal lover

Lower East Side, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Abbey was amazing! She came over for a meet and greet ahead of time, was available on short notice, very flexible, and was able to handle my 3 large dogs at ... (more)"

Confirmed 4th of July Availability
8. Matthew J

Large fenced in yard- Home fulltime

Riverwest, Milwaukee, WI, 53212

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

"Matthew has cared for my two large-breed dogs numerous times during week long vacations. He has always been accommodating to their needs and gives them direc... (more)"

Confirmed 4th of July Availability
9. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda took care of everything, making the whole experience seamless and effortless. Feeding, watering, brushing and giving her extra attention and love. I... (more)"

10. Rachel

Dogs are woman's best friend!

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"We had Rachel for a drop in visit, she was TERRIFIC! I would recommend her and will use her again. Rachel was very easy to work with and was very good with o... (more)"

Confirmed 4th of July Availability
11. Julie

Summers off; love to run with pups!

Lower East Side, Milwaukee, WI, 53202

Drop-In Visits, Dog Walking

"Julie is fantastic with animals. She loves long walks and genuinely cares about people and animals. She also takes tremendous pride in her work. She is exact... (more)"

Confirmed 4th of July Availability
12. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Five Stars! Anna sat for our two dogs for a week. She took great care of the dogs and it was an added bonus knowing that the house was occupied while we we... (more)"

13. Julie

Large fenced yard and a Lab buddy

Wauwatosa, WI, 53213

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

"Julie was so great with my pup. My dog has chronic pain from cancer and she was able to meet her special and delicate needs. Thank you Julie. (more)"

14. Helen

Caring Cat Sitter and Dog Walker

Yankee Hill, Milwaukee , WI, 53202

Drop-In Visits, Dog Walking

"Helen is awesome!! She is a great communicator and very responsive. I left my cat in her care for almost two weeks and Helen provided me with daily updates w... (more)"

Confirmed 4th of July Availability
15. Samantha

Sam's Dog Days

Yankee Hill, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Great communication and reliable and reasonable service. Will definitely use again for cat visit. (more)"

16. Josh

Raised with dogs and missing them

Juneau Town, Milwaukee, WI, 53202

Dog Boarding, Drop-In Visits, Dog Walking

"Josh is one of the biggest dog lovers I know. He will go above and beyond to give your dog attention/runs/walks and playtime. Due to his job and moving yearl... (more)"

17. Steph

Law student who loves dogs

Avenues West, Milwaukee, WI, 53233

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

About: I love dogs and for time restraint reasons I am unable to have my dog (1 year old German Shepherd) live with me full time in the city. I am current... (more)

18. Sarah

Taking myself for walks gets boring

Historic Third Ward, Milwaukee, WI, 53202

House Sitting, Drop-In Visits, Dog Walking

"Sarah was spectacular! She completed the Rover card for Sadie's walk so we could see the route they took and also made sure we knew that Sadie had "done her... (more)"

19. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was so very nice and took such good care of our ol’ girl, Dakota!! Lots of attention and feedback from Sandy too! It was such a relaxing vacation knowi... (more)"

20. Colleen

Walks, Runs, and Belly Rubs.

Avenues West, Milwaukee, WI, 53233

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

"Colleen did a great job taking care of my sweet but shy cat! I would definitely recommend her to anyone looking for a cat sitter. (more)"

Dog owners in Cold Spring Park, Milwaukee, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 1,089 pet owners have reviewed pet sitters in Milwaukee, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Milwaukee with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Cold Spring 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 Cold Spring 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 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 Cold Spring 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: