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House Sitting in Dineen Park, Milwaukee

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)"

Confirmed 4th of July Availability
2. Savannah

Dog lover for hire!

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

"Savannah has a great work ethic and does a good job handling animals and is a wholesome caregiver. I highly recommend her for your pet sitting needs. (more)"

3. 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)"

4. 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)"

5. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

"Marina is just wonderful when it comes to dog sitting. She has watched my German Shepard three times now, and I don't have a single complaint. She arrives on... (more)"

Confirmed 4th of July Availability
6. 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
7. Amanda

Happy Paws make for Happy Owners!

Johnson's Woods, Milwaukee, WI, 53214

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

"Amanda stayed at my home as a house-sitter my little dog who suffers from separation anxiety. Buff, who is normally very hostile to strangers attached herse... (more)"

8. 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)

9. Lori

Experienced dog & cat sitter

Miller Valley, MILWAUKEE, WI, 53208

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

"Lori was super! Hit it off with my guy right away at the pre-meet. Sent me lots of photos and updates so I could keep tabs on my dude. Took great care of hi... (more)"

10. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting, Drop-In Visits

"Sandy was absolutely fantastic! She was very conscious of our care instructions for the girls, kept in great communication with us while we were away and se... (more)"

Confirmed 4th of July Availability
11. Anna

Dog Lover & Dental Student!

Story Hill, Milwaukee, WI, 53208

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

"Anna was great at watching Apollo, my Great Pyrenees, who isn’t always a fan of new people. He took to her right away! Anna also was a lifesaver and helped m... (more)"

12. Cynthia

Willow's Way Dog Haven!

Wauwatosa, WI, 53213

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

"Highly recommended. They came for a meet and greet prior (more)"

13. Maureen Casey

Love to get outside with your pup!

Wauwatosa, WI, 53213

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

"Maureen was an amazing sitter for my little dog, Winnie. She sent me updates on how things were going while I was on my trip which I so appreciated. This w... (more)"

Available this weekend
14. Tim

Retired Police Lieutenant

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Tim was an excellent dog sitter! Our dog is a little shy to say the least. Tim sat on the floor to play with our dog the first day they met-they have been ... (more)"

Available this weekend
15. Amari

Love & Respect for your pets

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"Kind, intelligent, responsive & overall OUTSTANDING! Above & beyond our expectations. (more)"

16. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Emma was professional, and very caring. I love that she sent us photo updates of our pets and that she was very responsive. (more)"

17. Clare

An active, caring, happy dog lover!

Wauwatosa, WI, 53226

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

"Thank you to Clare who looked after Flynn while I was out of town. At times Flynn can be a challenge, however Flynn enjoyed his long weekend with Clare. I wi... (more)"

18. Daniela

Extra attentive to your fur baby

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"Working in the medical field unfortunately means that I can't be there for my dogs all the time. However, Daniela is always the first person I think of to wa... (more)"

19. Christin

I'll treat your dogs like my own!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

"We were very happy having Christin house and dog sit for us while we were away. Very nice and easy to communicate with. She took the time to help our dogs ge... (more)"

20. Yvette

Your stay at home dog mom

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

"Yvette is a very kind, patient animal lover with great energy. If your pet is in her care, you can be assured that he/she will get plenty of attention and e... (more)"

When it comes to pet care and house sitting, pet owners in Dineen Park, Milwaukee, WI trust their pets with sitters on Rover.com. Over 1,089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5. House sitting doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a house sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a house sitter and pet care on Rover? Check out our average house sitting rates to get an idea before you begin a conversation with a sitter who seems like a great match.

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 Dineen Park, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Dineen Park, Milwaukee, WI 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 Dineen Park 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 Dineen Park, Milwaukee, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Dineen Park, Milwaukee donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Milwaukee.

We're proud to support over 200 organizations across the nation, including: