House Sitting in Heritage Heights, 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 Holiday Availability
1. Emma

I would love to run with your dog!

Wauwatosa, WI, 53213

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

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

2. Melissa

Dog loving nurse, large fenced yard

Mequon, WI, 53092

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

30 repeat clients

"I highly recommend Melissa. I sincerely appreciated the communication leading up to and during her time sitting our puggle Cody. I look forward to working ... (more)"

Confirmed Holiday Availability
3. Jazmine

I have a passion for animals!

Bradley Estates, Milwaukee, WI, 53223

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

2 repeat clients

"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)"

4. 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)"

5. Christa

The ultimate pup paradise!

Mequon, WI, 53097

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christa was wonderful with our dog Leela! She watched her Fri-Sun and we came home to a very happy, well taken care of pup. We will definitely book with her ... (more)"

Confirmed Holiday Availability
6. Sara

Long walks and a fenced in yard

Wauwatosa, WI, 53213

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

"Sara is the kindest most honest person in the world. As long as I’ve known her she’s had 2 dogs in her home as well as other pets. She also has been taking c... (more)"

7. Kim

It's a dog's life

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kim was perfect for our labs while we were away! Both of my guys are older & have a little anxiety so boarding them is not the best for them. Kim loved them,... (more)"

8. 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)

9. Jennifer

Compassionate and Caring

Wauwatosa, WI, 53226

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jenny did a great job for us while we were out of town for four days. She is responsible and communicated very well, even trying to help us out when we were ... (more)"

10. Lori

Dependable & Loving!!!

Mequon, WI, 53092

House Sitting, Drop-In Visits

"Lori is a very loving, patient and responsible person. These qualities make her a perfect candidate for any kind of pet care. She is very easy going, perso... (more)"

Confirmed Holiday Availability
11. Sara

Lifetime dog lover

Wauwatosa, WI, 53222

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

11 repeat clients

"Sara took great care of my pets while I was away at work. She sent me pictures and updates throughout the day so I knew they were being loved on. :-) (more)"

12. Marina

I will love them like family

Dineen Park, Milwaukee, WI, 53216

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Marina is a wonderful dog sitter, she loves animals unconditionally and treats all animals with the same love! She can groom your dog and take them on amazin... (more)"

13. Lindsey

I love dogs.

Grantosa, Wauwatosa, WI, 53222

House Sitting, Drop-In Visits, Dog Walking

About: I have worked with taking care of my own dogs since I was 10. I have 2 of my own 8 and 3.they are my life. I schedule my work around my dogs so the... (more)

Confirmed Holiday Availability
14. Dani

Will house sit/walk dog

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

About: I am a full time college student, part time employee with a company that provides ABA (in-home) therapy for kids with Autism. So my schedule is a l... (more)

15. Michael

Home full time.Fenced yard.Runner

Cooper Park, Wauwatosa, WI, 53213

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

"Mike has been an animal lover for his entire life! He can’t pass a dog or cat without saying hi to them. He is an energetic, optimistic, kind, and caring pe... (more)"

Confirmed Holiday Availability
16. Bruce

I LOVE DOGS! Plain and simple!

Menomonee Falls, WI, 53051

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Bruce has taken care of our two labs multiple times and our dogs love him - he's extremely kind and sweet with them. He's very responsible and reliable, as w... (more)"

17. Stephanie

Dogs all breeds and sizes welcome!

Menomonee River Hills, Milwaukee, WI, 53224

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

"Stephanie is really great with my dog and cats. She has always been really caring and compassionate towards my pets. She really goes off her way to make sure... (more)"

18. Samantha

I'll care for your pup as your away

Calumet Farms, Milwaukee, WI, 53224

House Sitting, Drop-In Visits, Dog Walking

About: I have two dogs of my own that I love and care for as if they are my children! I have worked at doggie boarding places and have 4 years in watching... (more)

19. Sandy

I'll love your dog like you do.

Silver Spring, Milwaukee, WI, 53218

House Sitting, Drop-In Visits, Dog Walking

"Sandy is a loving and caring person in whole. She has the passion and love for animals especially dogs. Sandy is very patient and understanding person. She’s... (more)"

20. Cassidy

I can provide training sessions!

Park Knoll, Milwaukee, WI, 53225

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

"Cassidy has been my dog sitter for about 3 years and I can not say enough great things about her! She is professional, dedicated, and has a genuine care for ... (more)"

Dog owners in Heritage Heights, Milwaukee, WI love booking house sitting 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 stars. Booking house sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book house sitting with Rover? Check out our average house sitting rates to get an idea before reaching out and starting a conversation with a house sitter near you in Heritage Heights.

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 Heritage Heights, Milwaukee house sitting needs. On Rover, it's easy to find a loving dog sitter in Heritage Heights, 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 Heritage Heights 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 Heritage Heights, 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 pet sitter or dog walker. 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 Heritage Heights, 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: