House Sitting in Greendale

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

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1. Rachel Verified Background CheckRover 101

Will act silly to make dogs happy!

New Berlin, WI, 53151

House Sitting, Drop-In Visits, Dog Walking

"Rachel was great! 6 out of 5 stars. This was our first time using Rover and she set our minds at ease. She was willing to visit 1-2 times to simply meet Theo... (more)"

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2. Teri Verified Background Check

Animal lover, friendly, will spoil!

West Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"I would 100% recommended Teri. She went above and beyond caring for my dogs while I was out of town. I was gone for a long time and left dogs home so they w... (more)"

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3. Sarah Verified Enhanced Background CheckRover 101

I'm you when you're gone!

New Berlin, WI, 53151

House Sitting, Drop-In Visits, Dog Walking

"Sarah was great! She stayed at our house for a week to take care of our two very sassy chihuahuas. This was a first time for us having someone stay by us and... (more)"

4. Debbie Verified Enhanced Background Check

I'm retired,love dogs.

Gra-Ram, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Debbie was great. My little dog Buff took to her immediately which is not common. Debbie house-sat and took care of Buff while I was away on a business trip.... (more)"

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5. Melissa Verified Background Check

Will spoil your animals rotten!!!!!

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

"Melissa took great care of my dog! She sent me lots photos and videos! Shylo was very happy! ☺️ I would recommend Melissa for watching your pet! She does a g... (more)"

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6. Hannah Verified Background Check

Full-time cuddler, part-time runner

Alcott Park, Milwaukee, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Hannah did an amazing job with our pup! She kept us updating throughout the entire night which was reassuring while we were away! She really tired him out - ... (more)"

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7. Catherine Verified Background Check

Experienced pet-owner and lover!

Greenfield, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Cathie has always love animals. She was raised with both dogs and cats. She has taken excellent care of her cat Gertrude who is a special needs cat. She has ... (more)"

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8. Janice Verified Background Check

Dog mom who loves all animals!

Greenfield, WI, 53220

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

"Janice is a wonderful, loving, caring dog mom of her own. She will take care of your pup as if it was hers. No worries! :) (more)"

9. Terri Verified Enhanced Background Check

I will love your dog as you do!

Franklin, WI, 53132

House Sitting, Drop-In Visits, Dog Walking

"Terri watched my babies for 2 weeks recently while I was in Europe. I was a nervous nelly about leaving them behind. I certainly didn’t want to put them in a... (more)"

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10. Alissa Verified Background Check

Caring pet sitter in Milwaukee area

Castle Manor, Milwaukee, WI, 53221

House Sitting, Drop-In Visits, Dog Walking

"Alissa has had a dog ever since she was around 5 years old. She is now 27 years old and still loves our 2nd dog in the family. She goes on long walks with ... (more)"

11. Allison Verified Background Check

Let me brighten your dog's day

Greenfield, WI, 53228

House Sitting, Drop-In Visits, Dog Walking

"Allison (Allie) is THE BEST!! She has been our dog walker for a year, and my terrier Molly absolutely loves her! She is always punctual, kind, communicative,... (more)"

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12. Emma Verified Background Check

Dogs of all breeds, ages, and sizes

Greenfield, WI, 53220

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

"She has been taking care of dogs for about 3-4 years now doing foster care for dogs and dog sitting. She is great with all animals. Highly recommend (more)"

13. Maillissa Verified Background Check

All Paws Welcome ❤️

Milwaukee, WI, 53221

Dog Boarding, House Sitting, Doggy Day Care

"Maillissa Is An Amazing Person. Her Personality Is So Bright && Gold. What Makes Her Special Is That She Has The Patients To Really Care For Any Life Form. S... (more)"

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14. Sarah Verified Background Check

Going away? I'll sit and stay!

Greenfield, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

About: Hello, My name is Sarah and I currently work as a Private Event Sales Manager for a local restaurant group. My true calling is animals. I grew ... (more)

15. Anna Verified Background Check

Home full time and live near Park

Mitchell West, Milwaukee, WI, 53221

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

"Anna was able to save me last minute when I had to spend a night out of town! She was very responsive and friendly, sent lots of pictures (which I love!) and... (more)"

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16. Amelia Verified Enhanced Background Check

Your Dog's Other Best Friend

Greendale, WI, 53129

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

"Great job with our special needs dog! (more)"

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17. Jessica Verified Background Check

Excited, flexible pet sitter!

Greenfield, WI, 53228

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

"No one I know loves dogs more than Jessica. Phoebe, her dog, is her best friend and when I needed someone to watch my dog for a week, I knew she would be the... (more)"

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18. Emmanuel Verified Background Check

Dogs are children.

Woodland Court, milwaukee, WI, 53220

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

About: Just a young active ‘Milwaukee Native’ dog owner/lover willing to give your four legged child the tender love and care they desire while you are ou... (more)

19. Carlie Verified Background Check

Pet lover, accepting of all types.

Root Creek, Milwaukee, WI, 53220

House Sitting, Drop-In Visits, Dog Walking

"Carlie is an amazing person for all personalities, especially different animals. She’s great with animals of all kinds, and she’s willing to work hard and be... (more)"

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20. Hillery Verified Enhanced Background Check

Happy to help!

Greendale, WI, 53129

House Sitting, Drop-In Visits, Dog Walking

About: I love long walks and having a furry companion makes it so much better! I have personally rescued a dog and was able to become that dogs forever ho... (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 Greendale house sitting needs. On Rover, it's easy to find a loving dog sitter in Greendale 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 Greendale 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 Greendale for your dog — people who'll treat him like family.