House Sitting in Orchard Grove, WI

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Caitlyn

I'll snuggle your dogs all day long

Port Washington, WI, 53074

House Sitting, Drop-In Visits, Dog Walking

"Caitlyn watched our pup Millie for an evening and Millie absolutely loved her time with Caitlyn! Caitlyn was very prompt, quick to respond and very flexible ... (more)"

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2. Cassondra

5 acres to run.Stop home during day

West Bend, WI, 53095

Dog Boarding, House Sitting, Drop-In Visits

"Cassie is amazing with animals! She loves them and treats them like they are her own. I would highly recommend her to anyone I know. Your fur babies will be ... (more)"

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3. Grace

Name the animal & I'll care for it!

Cedarburg, WI, 53012

House Sitting, Drop-In Visits

"Grace took all our animals in stride - one dog, one cat, and 17 chickens. She understood all their little idiocyncracies easily. It is clear she is an animal... (more)"

4. Gabbie

Evening walks or runs!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"Gabbie was amazing with my two dogs. She stayed overnight with them for several days. She would update me and send me pictures. I never had to worry with her... (more)"

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5. Samantha

Lifetime experience-Home during day

Slinger, WI, 53086

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

"Samantha was wonderful with our dog, Callie! We would periodically get updates and pictures. Callie ate well while we were gone for a week, and came home to ... (more)"

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6. Becca

Wandering around with your pup!

Port Washington, WI, 53074

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

About: Hey there! My name is Becca, and I hope to be one of your pup's favorite people! I grew up with dogs and cats, but when I moved to New York in 2016... (more)

Confirmed availability
Christmas and New Year
7. Lisa

Sunshine Pet Playhouse

Port Washington, WI, 53074

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

"My family was very pleased with the great level of care Lisa provided! Highly recommend! (more)"

8. Savannah

A tired dog is a happy, good dog

West bend, WI, 53090

Dog Boarding, House Sitting, Doggy Day Care

About: I'm very good with animals in general. I understand what their needs are and take care of it. Having experience with dogs my whole life has really ... (more)

9. Nicki

Ready for a lunchtime walk!

West Bend, WI, 53095

House Sitting, 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)"

10. Renee

Renee's Pawsitive Pet Care services

Campbellsport, WI, 53010

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

"Renee was a great help to us - She stayed in our home with our older dog, who required a little extra care. He connected with her right off - I didn't have t... (more)"

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11. Maria

Above and Beyond Care, Your Way

West Bend, WI, 53090

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

"Maria is amazing!!! We only had our new puppy for two weeks before we needed to fly to my sons graduation! Maria is always great with our babies but she wa... (more)"

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12. Mia

Veterinarian Technician

Jackson, WI, 53037

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

"My dog sally has been watched by mia for over 3 years now! Wouldnt trust anyone else. Thanks mia! Hopefully you can share your kindness with many others!! (more)"

13. Kayla

Kayla's Pup sitting

West bend, WI, 53090

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

"Kayla was wonderful in helping out with the pooches. They can be a handful as pups, but she sent pictures to show she had them under control. I'll be calling... (more)"

Confirmed availability
Christmas and New Year
14. Anne

Must Love Dogs...No Problem!

West Bend, WI, 53095

House Sitting, Drop-In Visits, Dog Walking

"Fantastic experience with Anne! She texted me regularly and was very comfortable with my pups. They loved her! (more)"

15. Sarah

Large unfenced yard to roam

Cascade, WI, 53011

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

"We rarely go out of town but we have used Sarah twice to watch our cat and our dog at our house and stayed over with them. She did a great job. Not only were... (more)"

Confirmed availability
Christmas and New Year
16. Brittany

Dog treats & really good cuddles

West Bend, WI, 53090

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

"Brittany’s love for dogs and just animals in general is the most genuine I have seen. I’ve seen her patients and dedication and would definitely recommend h... (more)"

17. Kelly

Premium care in your pets home!

Cedarburg, WI, 53012

House Sitting, Drop-In Visits, Dog Walking

"Thanks for taking such great care of our poochies. We look forward to having you dog sit again. Helped relieve our stress of being on vacation away from them... (more)"

18. Jennifer

My puppy loves friends!

West Bend, WI, 53090

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

"Jennifer is a fantastic dog sitter! She was watched my three dogs several times and I have never had a complaint! She clearly loves dogs and cares for them l... (more)"

19. 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)"

Confirmed availability
Christmas and New Year
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 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)"


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Orchard Grove house sitting needs. On Rover, it's easy to find a loving dog sitter in Orchard Grove who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Orchard Grove house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Orchard Grove for your dog — people who'll treat him like family.