Pet Sitting & Drop In Visits in Jackson, WI

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

1. Spencer

The Divine Canine Caretaker

Mequon, WI, 53092

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

8 repeat clients

"Maggie & Riley where taken well cared. No accident in the house. Maggie even went outside, thats hard to get. Thank you so much! (more)"

2. Courtney

YB Playful Pups

Allenton, WI, 53002

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

1 repeat client

"My dogs are my kids, so leaving them in someone else's care is pretty serious stuff for me. Courtney is definitely outstanding. She is very friendly, easy ... (more)"

3. Bess

Happy Homeschool Home

West Bend, WI, 53095

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

9 repeat clients

About: Thank you for considering our home for your pet's vacation! We have a half acre fenced in yard with 24 hour access through an in-wall doggy door.Yo... (more)

4. Courtney

Animal Enthusiast Since 1984.

Cedarburg, WI, 53012

Drop-In Visits, Dog Walking

3 repeat clients

"Courtney is very personable and seems to be a real dog lover. She hit it off well with Mara, our German Shepherd, who can seem intimidating. I was glad to ... (more)"

5. Sarah

Walking and Playing is key!

Cedarburg , WI, 53012

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Sarah and her husband Evan were great! Very reliable! (more)"

6. Maria

Above and Beyond Care, Your Way

Germantown, WI, 53022

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

13 repeat clients

"Excellent job! Maria spent time with Lillie and played with her. She showed genuine concern for her well-being! Will be using Maria again. (more)"

7. Katie

Happiness is walking a dog or two♥️

West Bend, WI, 53095

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

"Katie loves the outdoors! Loves everything from walking around the block to long hikes in the kettles and nearby trails and her dog goes everywhere with her!... (more)"

8. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

9 repeat clients

"Had Anna for the first time for a drop in on Saturday. She did a great job with my dogs! (more)"

9. Julissa

Big dog lover with a big heart !

West Bend, WI, 53090

Drop-In Visits, Dog Walking

"Julissa is an animal lover. You could not want a better person than her to take care of your dog. We adopted a dog 7 years ago and she was hands on until she... (more)"

Available this weekend
10. Kate

Enthusiastic Dog Lover

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kate was awesome with my dogs! Highly recommend! (more)"

11. Jessica

Can't wait to watch your fur babies

West Bend, WI, 53090

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

2 repeat clients

"Jessica was very helpful, and when I got home my pup was extremely happy! I will definitely book her again. (more)"

12. Angela

Mom & Kid Duo Looking to Walk

CEDARBURG, WI, 53012

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

1 repeat client

"Angela has taken care of my two dogs as I need her for the past couple years. She goes out of her way to drive to my house which is 25 minutes away a couple... (more)"

13. Katey

Will Bark for Food

West Bend, WI, 53090

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Katey is a great dog sitter and is very trustworthy. Everything went very smoothly, and we were very comforted knowing she was around to feed, walk, and take... (more)"

14. Stephanie

A nurse who loves long walks!

Germantown, WI, 53022

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

About: We've always had a family dog while I was growing up- a variety of breeds and sizes (Australian Shepherd, 2 hound mixes, a German Shepherd/husky mi... (more)

15. Kelly

Premium care in your pets home!

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

"Kelly watched my dogs for me for 2 weeks while I was gone on vacation and I was very pleased with the care provided. She went above and beyond to meet the re... (more)"

16. Lindsay

I'm a lover of all animals!

GERMANTOWN, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

"I have been using Lindsay for a dog sitter for maybe five years? It's been a long time. I worked with her at the hospital, which I say because it shows what... (more)"

17. Lisa

Enthusiastic Dog Lover/Walker

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Lisa is so dependable to walk our little Harley every day. Thanks for making his day so bright! We appreciate your commitment and thank you for being trustwo... (more)"

18. Heather

LIFETIME DOG LOVER & CUDDLER

Slinger, WI, 53086

House Sitting, Drop-In Visits

"The only area sitter to respond to my request to do a drop-in visit on my dachshund. (What's the matter with everyone else-don't want to work?) Heather did a... (more)"

19. Lauren

Loving, patient, and easy-going

Germantown, WI, 53022

Drop-In Visits, Dog Walking

"For as long as I've known Lauren she's always been an animal lover, so having her as a dog walker was an obvious choice. I have a very hyper Italian spinone ... (more)"

20. Cathy

A Place Where Dogs Are Loved

Cedarburg, WI, 53012

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

"Cathy is wonderful! She has a great house perfectly designed for hosting our furry children. She is very attentive to them and us and we always feel very saf... (more)"

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Learn About Premier

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 Jackson 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 Jackson, WI, 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 Jackson pet sitters and avoid the kennel.