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.

Confirmed President's Day Availability
1. Mary

Must love dogs!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

35 repeat clients

"Mary is excellent with my dog, Martini! She is very attentive and provides her with the best care. I will be using Mary frequently and would recommend her to... (more)"

Confirmed President's Day Availability
2. Catherine

Every dog could use a new adventure

Hubertus, WI, 53033

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"Catherine was so loving, she came every day for a week and sent pictures. My puppy was seen cuddling with her. Highly recommend! (more)"

Confirmed President's Day Availability
3. Tammy

l have a huge yard- any dog loves

Slinger, WI, 53086

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

"Tammy did an awesome job! Very friendly and Buddy really liked her. (more)"

4. Anna

Anna's Hideaway - Germantown

Germantown, WI, 53022

Dog Boarding, Drop-In Visits, Doggy Day Care

10 repeat clients

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

5. 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)"

6. Bess

Happy Homeschool Home

West Bend, WI, 53095

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

12 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)

7. Maria

Above and Beyond Care, Your Way

West Bend, WI, 53090

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

16 repeat clients

"VERY happy with Maria's care. Bailey loved her, and I loved the fact that I didn't need to worry about her while I was out of town. Maria is fun-loving, thou... (more)"

8. Laura

Best Time for Your Best Friend!

Germantown, WI, 53022

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

"Laura is an AMAZING dog sitter. She would send me pictures and texts to let me know how my dog is doing. I also appreciated that she took my dog for walks, p... (more)"

9. Branwen

Recently Retired Animal Lover

west bend, WI, 53095

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

"Branwen dog sits for my 11-year-old Pekingese. I couldn’t ask for a more involved and loving dog sitter. Lilly cries with excitement when she sees Branwen.... (more)"

10. Kyle

I'm here for you! Rain or sunshine!

West bend, WI, 53095

Drop-In Visits, Dog Walking

About: Hi, I've had dogs in my life for 26 years. I'm just as compassionate now for the happiness and well-being of a dog as I was when I had my first do... (more)

11. 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)"

12. Hillary

I love taking long walks!

West bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"Hillary truly knows how to care for my dogs. She has walked them many, many times, and I wouldn't trust them with anyone else but her. Sometimes they get mor... (more)"

13. Heather

LIFETIME DOG LOVER & CUDDLER

Slinger, WI, 53086

House Sitting, Drop-In Visits, Dog Walking

"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)"

Confirmed President's Day Availability
14. 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)"

15. 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)

16. 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)"

Confirmed President's Day Availability
17. Cathy

A Place Where Dogs Are Loved

Cedarburg, WI, 53012

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

"Cathy has been pet sitting for me for over 15 years and I have recommended her many times. She goes so far beyond "pet sitting" that it's hard to convey. S... (more)"

18. 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)"

19. Angela

Mom & Kid Duo Looking to Walk

CEDARBURG, WI, 53012

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)"

Available this weekend
20. Joey

Cheap Rates and Flexible Times

Richfield, WI, 53076

House Sitting, Drop-In Visits, Dog Walking

About: Ever since I moved out of my parent's house, I've been away from my cat and dog so I would love to be around pets more often. I am very kind with a... (more)


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.