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.
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Confirmed New Years Availability
1. Sandy

Mature & Special Needs Dogs Welcome

Story Hill, Milwaukee, WI, 53208

Dog Boarding, House Sitting

18 repeat clients

"We highly recommend Sandy! Sandy is the first person to watch Rockie that was not a family member, so we were very nervous to leave him! But Sandy came to vi... (more)"

2. Emily

Caring, Committed & Active

Avenues West, Milwaukee, WI, 53233

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Emily was awesome! She watched Buster while we went to the Packer game and gave him all the attention he needed. She updated us throughout the game with phot... (more)"

Confirmed Holiday Availability
3. 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)"

Confirmed New Years Availability
4. Nicole

Will work for snuggles & long walks

Uptown, Milwaukee, WI, 53210

House Sitting, Drop-In Visits

1 repeat client

"We have an initially apprehensive pup, who can be quite vocal and intimidating (even though he's actually a big softy), and Nicole handled the situation so w... (more)"

5. Dylan

Doggo-Lover in need of Doggos

Brewer's Hill, Milwaukee, WI, 53212

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dylan did an awesome job with Lana. She had recently had ACL surgery and was a bit of a handful in terms of care, but Dylan was very attentive to her needs a... (more)"

Confirmed Christmas Availability
6. Amari

Love & Care for your fur babies!

Vogel Park, Milwaukee, WI, 53225

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Amari for a few years now and I just want to say what an amazing girl. She’s very hardworking, caring,respectful, and responsible especially when ... (more)"

7. Sarah

Your dog is my priority.

Avenues West, Milwaukee, WI, 53233

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

"I highly recommend Sarah as a dog caregiver! She will love your pet like it is her own. She has vast experience with dogs from puppies to elderly dogs. He... (more)"

8. Lori

Experienced dog & cat sitter

Miller Valley, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

53 repeat clients

"Lori stayed overnight at our house during the week we were overseas. She sent us pictures every day and worked with my mom and sister to manage the dogs (we ... (more)"

9. Yessenia

Home full-time- Years of experience

Riverwest, Milwaukee, WI, 53212

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

1 repeat client

"Yessenia has been watching my babies for a long time, she's like family. I have been comfortable leaving them with her since day one. They always seem so com... (more)"

10. Rachel

Experienced dog handler-dog lover

Golden Valley, Milwaukee, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"She was amazing! I was so worried about my pups but she calmed my nerves. She sent me messages daily with updates. She was professional with everything. Appo... (more)"

11. 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)"

12. Dan

Me + Your Dog = Loads of Fun!

Wauwatosa, WI, 53226

House Sitting, Dog Walking

About: I'm very passionate about animals of all kinds and enjoy giving them love and affection they deserve. I've grown up around dogs through various fam... (more)

13. Megan

I love all, no matter how many paws

Story Hill, Milwaukee, WI, 53208

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

5 repeat clients

"Megan was great before, during and after her stay! My guy seems happy and healthy and barely noticed we were gone. I'd like to get a few photos of him during... (more)"

14. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marina is one of the best people I have seen with all animals especially pups. She is very patient and kind with them. She has a genuine love that she gives ... (more)"

15. Emily

Experienced and First Aid Certified

Bluemound Heights, Milwaukee, WI, 53214

House Sitting, Drop-In Visits, Dog Walking

"Emily always goes above and beyond to make sure that any pets in her care receive the BEST care and also communicates so well with pawrents. I've had the ple... (more)"

16. Raven

Country raised animal lover!

Washington Heights, Milwaukee, WI, 53208

House Sitting, Drop-In Visits, Dog Walking

"Raven is a dog person, and is a very kind caregiver. She grew up a country girl, and now lives in the city. She understands the importance of animal exercise... (more)"

17. Moira

Your dogs comfort is my priority!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

About: Hi! My name is Moira and I'm a lifelong dog lover and owner. I grew up with dogs at home and adopted my own rescue mutt Mabel (the love of my life)... (more)

Confirmed Holiday Availability
18. Eden

Will provide doggy playdates!

Wauwatosa, WI, 53213

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

"Eden loves dogs! She has been such a fantastic support for when we need someone to look after our 6 year old boxer mix! He loves her more than us sometimes!! (more)"

19. Kelsey

Dog lover in need of a dog friend!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

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

20. Marijana

Live, Love, Bark

Enderis Park, Milwaukee, WI, 53210

House Sitting, Drop-In Visits, Dog Walking

"Marijana has a true passion for caring for dogs. By having her own dog, Marijana knows the responsibilities and tasks it takes to care for a dog. Marijana r... (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: