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.

Tip: Contact sitters now to confirm availability.
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1. Mary

Must love dogs!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"Mary is an excellent dog sitter. This is her first time at our place and we were thoroughly impressed with her services. No worries knowing that she was ther... (more)"

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2. Nicki

Ready for a lunchtime walk!

West Bend, WI, 53095

Drop-In Visits, Dog Walking

"Nicki is an amazing person and friend and definitely someone I would trust with my pet. She's extremely loving with her own two fur-babies, Lucy and Fiona, t... (more)"

Confirmed availability
4th of July
3. Catherine

Every dog could use a new adventure

Hubertus, WI, 53033

House Sitting, Drop-In Visits, Dog Walking

"Catherine took great care of my dogs. Very pleased with her! (more)"

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4. Maria

Above and Beyond Care, Your Way

West Bend, WI, 53090

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

"Maria was awesome with our dogs. She walked our big guy even in the snow and cold. Our dogs loved her visits and it worked out great when I was out of town... (more)"

5. Courtney

Animal Enthusiast Since 1984.

Cedarburg, WI, 53012

Drop-In Visits, Dog Walking

"Courtney was great! She was available on short notice and was able to stop by for a meet and greet the day before walking and letting Gunner out. I loved the... (more)"

6. Shana

Treating your pet like family

West Bend, WI, 53095

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

About: A dog lover no doubt with a very flexible schedule. I have 10+ years working with the canine class ranging from personal dog ownership to working i... (more)

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7. Karen

U can't buy luv But U can rescue it

Hubertus, WI, 53033

House Sitting, Drop-In Visits, Dog Walking

"Karen was great. It was my first time using Rover and she helped work out technical issues and was super helpful letting out our dogs. Love getting the pict... (more)"

8. Heather

Here for your four legged friend

Germantown, WI, 53022

House Sitting, Drop-In Visits, Dog Walking

"Heather is extremely trust worthy & is always reliable. She has a tremendous skill for attention to detail. She loves pets & our dog has grown to love her ... (more)"

9. 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)

10. Amber

My pets are Like my Children!

Slinger, WI, 53086

House Sitting, Drop-In Visits, Dog Walking

"Amber has watched my dog for me on many occasions. She is an animal lover of all kinds and I trust her 100% to take care of my dogs needs. (more)"

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11. 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)"

12. Kate

Enthusiastic Dog Lover

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

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

13. Cathy

A Place Where Dogs Are Loved

Cedarburg, WI, 53012

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

"Cathy is great with dogs. Our dog truly loves her too. Her home makes our dog feel like she belongs there with the great fenced in large yard. Our dog ge... (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. Kelley

I’ll run & play with your dog

Hubertus, WI, 53033

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

About: My name is Kelley. I don’t currently have any animals but in the past I have had an American bulldog & 2 bloodhounds. I absolutely love the outdoor... (more)

Confirmed availability
This weekend
16. Branwen

Recently Retired Animal Lover

west bend, WI, 53095

House Sitting, Drop-In Visits, 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)"

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17. Anne

Must Love Dogs...No Problem!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"You could not find a better dog sitter or walker than Anne. Anne is a very responsible adult, a woman you can count on to do what she says she is going to d... (more)"

Confirmed availability
4th of July
18. Daniel

i love happy and healthy dogs!!

west bend, WI, 53095

Drop-In Visits, Dog Walking

"Daniel gives a loving home to three rather rambunctious miniature dachshunds, all with different personalities, as well as two quirky cats, and they are all ... (more)"

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19. Gabbie

Evening walks or runs!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"Gabbie is heaven sent! She is very responsible and I trust her completely. For almost a year she has come to my home to play with my separation anxiety affli... (more)"

20. Jocelyn

Run and play no matter the day!

Richfiled, WI, 53076

House Sitting, Drop-In Visits, Dog Walking

"Jocelyn has always been kind, loving and caring with our furry friend! She takes him on walks around the neighborhood and gives him belly rubs! Without a dou... (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.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.