House Sitting in Glendale, WI

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

Confirmed availability
President's Day
1. Tasha

Rehabilitative Rescue Volunteer!

Glendale, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Tasha was awesome. This was my first time leaving my dogs overnight with someone who wasnt family. The best thing was to s3 them looking happy in the photos ... (more)"

Confirmed availability
This weekend
2. Danielle

Full time house/dog sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Danielle was a great dog sitter for our Sarah! It was wonderful to have peace of mind while we were away. (more)"

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3. Abigail

LOVE long walks more than your pup.

Murray Hill, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Abigail was terrific: I found my kittens happy, joyous, and bounding about, she nicely documented everything they were doing and sent me photos and entertai... (more)"

Confirmed availability
President's Day
4. Molly

Flexible, fun & loving Dog Sitter!

Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Molly has watched my dogs a couple times and the experience has been great! I have a golden retriever and a boxer mix. She has been very flexible with times ... (more)"

Confirmed availability
President's Day
5. Audra

Flexible schedule, love walks/runs

Downer Woods, Milwaukee, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Audra is amazing. She stayed with our pup at our home longer than we asked her to and she was so caring and such a nice person! Couldn’t recommend her enough... (more)"

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6. Elysia

Fun, pet loving sitter!

Whitefish Bay, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Elysia is an outstanding pet sitter. Our older dog didnt do well traveling any longer and when we boarded her she was stressed for weeks. Elysia took care of... (more)"

7. Katie

College Kid In Need of Puppy Love

Milwaukee, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Katie H. did an amazing job sitting at our home for an extended weekend! We are thrilled with her. She is reliable and follows through on exactly what she ag... (more)"

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8. 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)"

Confirmed availability
President's Day
9. Corina

I'll play fetch for ages

Brown Deer, WI, 53223

House Sitting, Drop-In Visits, Dog Walking

About: I love dogs, and I'm learning more and more about them every day. I've dealt with small dogs and larger dogs, and they've never turned down a belly... (more)

10. Steve

Your dogs home away from home

Lincoln Creek, Milwaukee, WI, 53218

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

"Steve watched my 3 large dogs and 4 cats while I was in India for three weeks. One of my dogs has cancer and requires several meds and supplements 3x daily a... (more)"

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11. Olivia

Animal Behavior Master's Student

Shorewood, WI, 53211

House Sitting, Drop-In Visits, Dog Walking

"Olivia was (and is) amazing! She stayed at our place and watched our darling Ruby for 4 days while we were out of town. Based on the (numerous) pictures we r... (more)"

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12. Nicole

Make your pup feel safe at home

Menomonee River Hills, MILWAUKEE, WI, 53225

House Sitting

"Nicole did a great job with Sadie! She kept us informed about how things were going, proactively checked with us to see if Sadie had issues with thunderstor... (more)"

13. Raya

Dog walker needed? Have no fear!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Raya did a great job and I have a very finicky dog. He frequently has accidents and she was really great with him. (more)"

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14. Peter

Life-long dog owner and pet lover!

Glendale, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

"Peter Kendall is a dog lover who I have complete confidence in trusting my pet’s care to. I can honestly recommend him with no reservations. Your pets will... (more)"

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15. Kimberly

Home full-time - ready to play

Old North Milwaukee, Milwaukee, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

About: I love playing with dogs and giving them love. I've had to care for dogs multiple times that were not my own and I enjoyed it very much. I've had t... (more)

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16. Theodore

Very responsible, love any animal

Shorewood, WI, 53211

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

About: I enjoy the company of animals. I will always keep dogs on leash for safety and use trust building exercises so the animal feels safe. My home is ... (more)

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17. 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)"

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18. 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)"

19. Isabella

They call me the Pet Whisperer.

Glendale, WI, 53209

House Sitting, Drop-In Visits, Dog Walking

"Isabella was great! She sent pictures and updates regularly and was able to work with our odd schedule for our time away. Plus, she handled our 75lb Lab/Pit ... (more)"

20. Nancy

Dog Lover!

Fox Point, WI, 53217

House Sitting, Drop-In Visits, Dog Walking

About: Having owned 16 dogs over my lifetime I couldn’t imagine ever living without at least one! Currently have our own chocolate lab but lost our Golden... (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.