House Sitting in Glendale, 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.
Available this weekend
1. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle did a fantastic job watching my dog while I was out of town. She kept me updated during her stay, and I came home to a well-exercised, contented dog... (more)"

2. Tasha

Your dog’s next bff!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome with our dog! She came organized and prepared to our meet and greet with important questions about Gus. She was patient and did great helpi... (more)"

3. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah is an animal lover she have a dog and two cats. And she treats them like if they were her kids. If there is anyone I would like to take care of my t... (more)"

4. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina is one of the most passionate and loving people you will meet. She will treat your pup as her own. You will immediately feel comfortable leaving your ... (more)"

Confirmed 4th of July Availability
5. Jacob

Ill run and play with your dog

Timmerman West, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

About: I have been around animals my whole life and love the presence of them. I have always had a pet in the household and had a responisiblity to help c... (more)

Confirmed 4th of July Availability
6. Ykevin

Home Full Time and Ill play and run

Bradley Estates, Milwaukee, WI, 53223

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

"Ykevin is the best dog sitter ever! I own two dogs, Golden Retriever and American Bull Dog and they absolutely love Ykevin. He’s been dog sitting for me for ... (more)"

7. Chloe

I’ll walk your dog rain or shine

Cambridge Heights, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Chloe has watched my new puppy twice now and has been great! The first time was when I had JUST gotten my puppy in my house, so as a new “dog mom,” I was ner... (more)"

Confirmed 4th of July Availability
8. Rita

I LOVE LONG WALKS!

Whitefish Bay, WI, 53217

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

"Rita was a wonderful sitter for my pack of fur kids. She provided regular updates and pictures, and took very good care of the house. Would recommend to anyone. (more)"

9. Joanna

Snow White & Animals = Me & Dogs!

Riverwest, MILWAUKEE, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Joanna did an awesome job housesitting for our Australian Shepherd. She is very friendly and made us feel at ease about having her stay with our pup. We got ... (more)"

10. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole is in every way a true dog/cat lover and it shows. Our animals warmed up to her immediately. She came to visit us a couple of times before coming to... (more)"

11. Jacey

I'd love to take your dog for a run

Fox Point, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Jacey was great! My cavapoo, who sometimes can be anxious, warmed right up to her! Jacey was responsive with communication before and during the stay. I woul... (more)"

12. Jim

Home full time. Love to go on hikes

Whitefish Bay, WI, 53217

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

"Jim was fantastic! He took our dog out multiple times a day while keeping us up to date and sending photos too! Our dog had over 60 minutes of activity every... (more)"

13. Wanda

I love taking care of pets.

Whitefish Bay, WI, 53217

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

"Very flexible and accommodating. Made our dog feel comfortable, and made us feel assured he was being well-cared for. (more)"

Confirmed 4th of July Availability
14. Jessica

Experienced dog-lover

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Jessica loves animals and especially dogs very much. She has an expert knowlegde concerning pets and since the day I became one of her best friends, I know... (more)"

15. Alyssa

Lover of animals, especially dogs

brown deer, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Alyssa is a caring, hardworking and driven individual. Her actions of being at graduate school at Concordia University show that. Alyssa herself has three do... (more)"

16. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

"Jazmine is a very knowledgeable and friendly sitter. It made me feel so much better knowing my munchkin could be in his own environment while I was gone. (more)"

17. Stacey

Fur baby lover

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

About: I grew up with dogs so I've had them my whole life, I know what an important part of the family they are. I'd treat them like my own with lots of l... (more)

18. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: In a time when I needed it most, my dog was there for me. Let me be there for your sweetie pup and give all the hugs and walks and games of fetch y... (more)

19. Katie

College Kid In Need of Puppy Love

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie was such a good fit for my family and I! We have a pet lab that is very energetic and Katie made a priority to help us walk her everyday to work off so... (more)"

20. Kylie

Run, walk, eat, snuggle, repeat!

Fox Point, WI, 53217

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

"Kylie is one of the best people I know hands down. She is so caring towards both her own dogs and other peoples. I trust her with my pup (Pearl is my baby) b... (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 Glendale house sitting needs. On Rover, it's easy to find a loving dog sitter in Glendale 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 Glendale 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 Glendale for your dog — people who'll treat him like family.

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.