Pet Sitting & Drop In Visits in Greendale, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed Holiday Availability
1. Loni

Doggie vacation!

Woodland Court, Milwaukee, WI, 53220

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

1 repeat client

"Sweet! Loves dogs. Will book again in the future... (more)"

2. Heather

Puppy breath, snuggles & love!

Saint Francis, WI, 53235

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

3 repeat clients

"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)"

3. Karen

Got treats...will travel

MUSKEGO, WI, 53150

House Sitting, Drop-In Visits, Dog Walking

"I HAVE BEEN A TRAINER, BREEDER, AND SHOW FOR OVER 40 YEARS. KAREN HAS BEEN W/ ME FOR MANY SHOWS AND TRAINING CLASSES. I HAVE TRUSTED HER W/ MY DOGS WHEN ON V... (more)"

Available this weekend
4. Jennifer

Love and Play while You're Away

Bay View, Milwaukee, WI, 53207

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

"Jen watched my dog, Bailey, last summer when I went on a two month trip. She was great with Bailey and really flexible about my return date. Bailey is a s... (more)"

Confirmed Holiday Availability
5. Jessica

Animal Lover to the fullest!

Town Of Lake, Milwaukee , WI, 53207

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Our separation-anxiety-ridden, scared-of-strangers, doesn't-eat-when-she's-alone dog LOVED Jessica! I truly appreciated getting text updates while we were aw... (more)"

Confirmed Holiday Availability
6. Amanda

Young Dog Enthusiast

Alverno, Milwaukee, WI, 53221

House Sitting, Drop-In Visits

2 repeat clients

About: -I have owned a dog for 5 years -I have dog sat for multiple families for over 10 years -I am comfortable with and have experience with dogs of a... (more)

Confirmed Holiday Availability
7. Katherine

Reliable, devoted, diciplined.

Bay View, Milwaukee, WI, 53207

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

"In my mind, Katherine and dogs are inseparable. Over the ten plus years we have known each other, her love and care for dogs has always shined though. I woul... (more)"

Confirmed Holiday Availability
8. Terry

Paws On the Move

Southpoint, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Terry is the best, we immediately saw her love for animals, and Badger was comfortable with her right away. She was here when she said she was going to be h... (more)"

9. Brianna

A Home For All Dogs!

Bluemound Heights, Milwaukee, WI, 53213

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Brianna was fantastic! I will definitely use her again in the future! (more)"

10. Baylie

I am a compassionate animal lover.

Wedgewood, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Baylie is a fantastic dog sitter! She is very patient, attentive and nice. Super professional also. She watched my Maltese and Maltichon for 2 nights this pa... (more)"

11. William

Friendly,caring person ,loves pets

Franlin, WI, 53132

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

4 repeat clients

About: I love taking care of dogs, I am home alone while my wife is at work I would love the company of a dog.. We have a. half acre fenced in yard for y... (more)

12. Kaicey

Proud Dog Momma!

West Allis, WI, 53219

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

"Kaicey is a great dog sitter! She easily handled our elderly dog's many special needs. (more)"

13. Sara

A tired dog is a well behaved dog!

West Allis , WI, 53214

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I would highly recommend Sara as a dog sitter. She has a very kind and caring approach. I have had her take care of my two dogs multiple times. She has tons ... (more)"

14. Kathleen

Big heart for all animals

Greenfield, WI, 53219

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

18 repeat clients

"This was our first time using this service with Katie, and we more than satisfied with her. Our dogs love her and she has great energy. We will definitely be... (more)"

15. Charlotte

Keen ability to care for your dog

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Charlotte is a dog whisperer. She not only truly loves animals, but seems to know what they are thinking. She loves playing with them, grooming them, and tra... (more)"

Available this weekend
16. Katherine

I am an animal lover!

West allis, WI, 53227

Dog Boarding, Drop-In Visits, Dog Walking

"Katherine is so good with my dog turbo! turbo gets so excited when we pull up to Katherine's because He loves playing with her 2 dogs. Her apartment is also ... (more)"

17. Rachel

I love dogs and cats

West Allis, WI, 53227

House Sitting, Drop-In Visits, Dog Walking

"Rachel is a very trustworthy person. She has been around animals her whole life and respects/loves them. She gets along great with all dogs and can be depe... (more)"

18. Kendra

Walks/Home Visits, South Milwaukee

South Milwaukee, WI, 53172

House Sitting, Drop-In Visits, Dog Walking

About: I have always loved animals, especially dogs, and throughout my life I have seeked out jobs that allow me to work with animals. I walked dogs and d... (more)

19. Angie

Loving Family to Care for your Dog

West Allis, WI, 53219

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

"Angie has watched and cared for Jaxson almost every other weekend since I got him in April 2016. He absolutely loves going to her house and jumps out the car... (more)"

20. Brea

Fetch, walks, and snuggles :)

Greenfield, WI, 53221

Drop-In Visits, Dog Walking

About: Experienced with dogs and cats! I had a dog growing up for 16 years and also have a 7 year old cat. Unfortunately I live in an area that does not a... (more)

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Learn About Premier

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 Greendale 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 Greendale, WI 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.