House Sitting in North Meadows, Milwaukee

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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1. Lily S.

Compassion, Experience, Flexibility
Milwaukee, WI, 53212
10.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
4 repeat clients
from
$50
per night

This was Lily’s first time house sitting Kai and she exceeded my expectations. She clearly developed a great connection with Kai, did a really nice job keeping me connected/informed, and overall left the house looking like it did when I left. I so much enjoyed her texts, pictures and video clips. Thank you Lily!

Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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2. Heather C.

Caring & loving Pet owner ❤️
Sussex, WI, 53089
8.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
7 repeat clients
from
$50
per night

Heather has been amazing with my dog! She sends me regular updates and pictures to make me feel comfortable that my pup is being cared for. She’s fantastic!

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Sitter Profile Image: Katie K.
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Sitter Profile Image: Katie K.
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3. Katie K.

Friend to felines & all animals
Menomonee Falls, WI, 53051
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$50
per night

Katie was amazing! She played fetch with our dogs, snuggled with our new kitten, and took very good care of our home while we were gone. I would highly recommend Katie for your pet care!

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Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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4. Jeanee S.

Pets just get me!
Menomonee Falls, WI, 53051
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$40
per night

Jeanee is amazing! She took the best care of our pets, provided frequent updates, and was honestly a joy to communicate with! She will most definitely be my first choice for future pet sitting needs.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Debbi O.
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Sitter Profile Image: Debbi O.
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5. Debbi O.

Rover 101
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
4.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
106 reviews
37 repeat clients
from
$54
per night

Debbi was amazing. She was so attentive to Stuart. She took such good care of him. Took him on walks, played games with him, and made him feel relaxed at home while we were gone. We were at ease while we were gone. She would send pictures to us which was much appreciated. I would highly recommend her to watch your fur babies. We will for sure use her again. 💙

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jackie C.
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Sitter Profile Image: Jackie C.
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6. Jackie C.

Looking forward to meet your pet!
Brewer's Hill, Milwaukee, WI, 53212
10.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
68 reviews
22 repeat clients
from
$65
per night

I am a first time user of Rover.com and was nervous about leaving my dogs with someone the dogs and I didn't know. The meet and greet with Jackie helped put my mind at ease. Jackie did an amazing job taking care of my 2 dogs at my house for a little over 2 weeks. One the dogs does not trust people. It did not take him long to warm up to her, which says that she has good, calm energy. It was great that the dogs could be at home and she would come to them. I think this made the dogs less anxious. She sent us great pictures and promptly responded to texts. I would highly recommend Jackie and I would definitely use her again.

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Sitter Profile Image: Tasia P.
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Sitter Profile Image: Tasia P.
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7. Tasia P.

Excited to provide safe & fun care!
Mequon, WI, 53097
8.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
4 repeat clients
from
$30
per night

Tasia is great with our dogs, they love her

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Sitter Profile Image: HeidyNoelle W.
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Sitter Profile Image: HeidyNoelle W.
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8. HeidyNoelle W.

Your next Pawesome pet-sitter!
Mequon, WI, 53092
5.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
6 repeat clients
from
$68
per night

HeidyNoelle was amazing. I felt so comfortable leaving our girl in her hands. She was detail oriented in our meet and greet, asking questions to make sure she could provide the best possible care, and has such great prior experience with dogs. Our pup is leash reactive and not socialized with kids, and this is some thing with which HeidyNoelle has experience and understanding. This had me feeling relaxed and confident with her. Our house was left in impeccable condition when we came home, and she even took a Polaroid pic of our pup and left it for us. We are so happy to have found a reliable and dependable dog sitter for when we go out of town!!

Sitter Profile Image: Anna V.
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Sitter Profile Image: Anna V.
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9. Anna V.

Trustworthy & Always Punctual
Thiensville, WI, 53092
4.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$40
per night

Anna took the best care of our two pups while we were away for the week! It was wonderful to receive daily updates and pics of our two thriving while we were gone. She took the extra time to take them on walks and to doggy daycare as well. Anna is super responsible and caring -- so thankful to have peace of mind while we were away!

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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10. Katelyn A.

Eat. Play. Love.
Bayside, WI, 53217
5.5 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
11 reviews
9 repeat clients
from
$65
per night

Katelyn was friendly and easy to communicate with. She sent us updates and pics of our pups every other day while we were on vacation (she also seemed respectful of wanting to let us truly enjoy our time away). The house was left very clean when we returned and our boys were happy and loved!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ariela M.
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Sitter Profile Image: Ariela M.
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11. Ariela M.

Experienced Veterinary Technician
Grantosa, Milwaukee, WI, 53222
6.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$55
per night

Ariela is great! She is super kind and knowledgeable about animals! I felt extremely safe and good about leaving my puppy in her care! I highly recommended her!

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Sitter Profile Image: Dawn U.
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Sitter Profile Image: Dawn U.
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12. Dawn U.

Laid back furbaby care.
Menomonee Falls, WI, 53051
3.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
1 review
from
$50
per night

About: I am currently accepting clients who want in-home or drop-in care. No cats please. I have been a dog owner for over 25 years, as well as growing up with dogs in my home. I love to follow their lead with their activity needs - whether it be a rowdy romp in the back yard, a energetic walk (weather permitting) or a relaxing day of being a couch potato. We currently have 2 rescue furbabies who gets along with other dogs and like to interact with our fur guests. Will only be caring for one furbaby family at a timne. No other pets in the home, no children and no smoking. We have a fenced in back yard and are not far from several dog parks, if that is an approved activity by the dog owner. I have a very flexible part-time schedule, so I can usually work around your schedule and care needs. For in home care I will come and go throughout the day with frequent check ins per your preference, as well as meals and overnight care. I am currently offering drop-in care for potty breaks and/or meals plus play time, and in your home days and overnight pet care. No cats in the home please.

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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13. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
5.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night

So happy we found Jeff. He not only took care of our little fur angels, but he took packages for us. The girls loved him, he stayed the whole weekend. When we returned the girls were calm and content, and Jeff even left a detailed log of their weekend activities. Happy to say we will book again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Grace A.
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Sitter Profile Image: Grace A.
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14. Grace A.

Reliable and genuine dog lover!
Menomonee Falls, WI, 53051
3.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
3 repeat clients
from
$45
per night

Grace did a great job watching our dog overnight. She sent multiple pictures and he had a great time with her. She was great communicating with us. We will definitely use her again!

Sitter Profile Image: Cadance T.
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Sitter Profile Image: Cadance T.
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15. Cadance T.

A pet-lover with love to give
Milwaukee, WI, 53225
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
from
$70
per night

My granddaughter, Cadance, is such an animal lover. So much so that even her email address reflects that. Her future goal is to become a veterinarian. She is a high honors student and a person of high morals. She has grown up with animals and, even now, has dogs and bunnies in her life. When she was in her teens she started dog training classes with my dog, Tilly. She did a fantastic job! The instructors used to come to sit and talk with her and often complemented her on her abilities in training, Tilly was always at the top of her class. She and Cadance were such a pair! Tilly was in three classes at one time, including agility classes. The two of them did so well that they were allowed to skip one level in agility. To say that I am proud of her is to say the very least. You would be lucky to have her as an employee. She is loyal and takes jobs seriously. Her only “fault” seems to be loving animals too much, especially dogs. Thank you for considering her for Rover.com.

Sitter Profile Image: Pamela N.
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Sitter Profile Image: Pamela N.
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16. Pamela N.

Loving & Compassionate Pet Sitter
Mequon, WI, 53092
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$41
per night

Pamela is amazing!! She is very responsive, very respectful, and my lab loves her! We returned from a weekend trip to a safe, happy and loved dog. She has been accommodating when plans change and is always so nice.

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Sitter Profile Image: Jenn L.
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Sitter Profile Image: Jenn L.
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17. Jenn L.

I like big mutts, and I cannot lie.
Mill Valley, Milwaukee, WI, 53224
3.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$63
per night

Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!

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Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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18. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$40
per night

Jessica is an excellent pet caregiver. Any breed of Dogs love her. Flexibility was huge for us knowing we needed someone to come to our home where we know our dogs are the most comfortable. She gives them lots of attention and walks. Highly recommend!

Sitter Profile Image: Olivia W.
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Sitter Profile Image: Olivia W.
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19. Olivia W.

Passionate Pet Enthusiast
Heritage Heights, Milwaukee, WI, 53224
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$29
per night

We cannot give enough praise to Olivia for watching our three dogs over winter break in 2023. We have one rescue, Rex, who was abused before he became part of our family and he is very protective of us and aggressive towards strangers. With her experience and interest in dogs, Olivia knew exactly how to interact with Rex and it only took an hour or so before they were good buddies! I'm sure our mouths dropped in amazement, because that really had never happened before. Throughout or trip, Olivia kept us well informed and sent us pictures of the pups happily hanging out with her. Olivia is always welcome back at our home and I thinks the dogs already adopted her anyway! Olivia is a lovely person who is great with dogs. She is easily 11 out of 10 stars!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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20. Tegra R.

The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
16 reviews
9 repeat clients
from
$28
per night

Tegra made me feel comfortable with leaving my senior pup. She provided photos and communicated with me when the many times I reached out to check in on Tedi. I came home to a happy pup!

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Pet parents in North Meadows, Milwaukee, WI love dog sitters on Rover.com. 1089 owners have reviewed sitters in Milwaukee, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

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

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