House Sitting in Hilltop Parish, 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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Sitter Profile Image: Lily S.
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Sitter Profile Image: Lily S.
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1. Lily S.

All-Day in Home Care For Critters
Milwaukee, WI, 53212
9.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
8 repeat clients
from
$60
per night
Profile image

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!

Confirmed availability: Juneteenth
Sitter Profile Image: Jeanee S.
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Sitter Profile Image: Jeanee S.
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2. Jeanee S.

Star Sitter
Pets just get me!
Menomonee Falls, WI, 53051
4.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$50
per night
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Jeanne is AMAZING. We got home to happy dog, clean house, an awesome day by day journal, and near daily check ins (that we kept requesting and appreciating). Jeanne is an awesome communicator, kept our house in immaculate condition, and all was well during our vacation. We will 100% use her again and knowing we have a great sitter for Winnie makes me even more inclined to book a future vacation. 100% recommend.

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Sitter Profile Image: Heather C.
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Sitter Profile Image: Heather C.
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3. Heather C.

Star Sitter
Caring & loving Pet owner ❤️
Sussex, WI, 53089
9.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
32 reviews
7 repeat clients
from
$50
per night
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We recently had Heather watch our dog in our home while we were away on vacation. She did an awesome job of playing and caring for our eight-year-old dog. She shared many pictures of their adventures together, playing frisbee in the yard, going for walks, and just hanging out. This was our first experience having somebody in our home, and we were somewhat leery but she made us away feel very at ease with the care we saw through the pictures she consistently sent. We will definitely be utilizing her services again in the future on our next vacation!

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Sitter Profile Image: Ali M.
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Sitter Profile Image: Ali M.
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4. Ali M.

I love dogs, cats, and herptiles !
Milwaukee, WI, 53211
9.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
19 repeat clients
from
$65
per night
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I would absolutely book with Ali again! We did a meet and greet before and my dog absolutely loved Ali. I got text updates and photos while I was away too which was awesome. Ali is great - highly recommend!

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Sitter Profile Image: Abby S.
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Sitter Profile Image: Abby S.
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5. Abby S.

Owner away? I walk, sit and stay.
Cedarburg, WI, 53012
8.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$55
per night
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Abby stayed at our house and watched a new dog (1 month with us) while we took our second dog with us. We didn't want to leave both dogs together for the first time as we are still learning how they interact. Everything went great, plenty of updates and pics. No issues despite us not quite knowing how the new dog would behave with us gone. He's a big Bullmastiff and loves attention. Abby wasn't intimidated by a big dog. House and dog were just as we left it. Definitely will use her again for house/dog sitting.

Confirmed availability: Juneteenth
Sitter Profile Image: Cody C.
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Sitter Profile Image: Cody C.
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6. Cody C.

Great Pyrenees lover
Cedarburg, WI, 53012
7.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
3 repeat clients
from
$47
per night
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Cody is a great caregiver. This was the second time we'd utilized their services. Our dogs were well cared for and communication was excellent. We will definitely be booking again soon.

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Sitter Profile Image: Beth P.
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Sitter Profile Image: Beth P.
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7. Beth P.

Summer/weekend house sitting
Milwaukee, WI, 53210
7.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$60
per night
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Beth is a Godsend! She stayed at our home for five days and took exceptional care of our many animals: our dog, cats, rabbits, Guinea pig and fish. We came back to a tidy house and relaxed animals. She took our dog on two mile walks and sent photos and updates regularly. We couldn’t have asked for a better sitter. She is kind and considerate. We highly recommend Beth!

Sitter Profile Image: Tegra R.
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Sitter Profile Image: Tegra R.
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8. Tegra R.

Star Sitter
The right Mama to care 4 your baby
Milwaukee, WI, 53223
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$28
per night
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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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Sitter Profile Image: Nicole K.
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Sitter Profile Image: Nicole K.
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9. Nicole K.

Dog loving teacher off for summer!
Germantown, WI, 53022
5.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$30
per night

Nikki has been around dogs her entire life. Her family has three cute golden retrievers and she takes care of them all when she is at the lake or when they need help. Nikki loves to cuddle with dogs and allow them to sleep in her bed. Nikki has been on Rover for about a year now, and has many clients that greatly appreciate her. One of the dogs she takes for walks all the time is named diesel.

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Sitter Profile Image: Debbi O.
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Sitter Profile Image: Debbi O.
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10. Debbi O.

Rover 101
Star Sitter
Care for Your Furry Family Member!
THIENSVILLE, WI, 53092
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
120 reviews
42 repeat clients
from
$68
per night
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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. 💙

Sitter Profile Image: Katelyn A.
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Sitter Profile Image: Katelyn A.
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11. Katelyn A.

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

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Sitter Profile Image: Jeff G.
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Sitter Profile Image: Jeff G.
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12. Jeff G.

Care for dogs like they're children
Glendale, WI, 53209
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
10 repeat clients
from
$68
per night
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Jeff was amazing! We were very nervous about a dog sitter having never used one before. Jeff was great at making us feel comfortable and at ease during our week long trip overseas. The daily updates were greatly appreciated. Our dog can take time to warm up but seemed to like Jeff right away. At a certain point we thought our dog was having a better time than us on our trip. He also made our cats very comfortable. When we got home the place was spotless, going above and beyond to give us a nice home to return to. We will definitely use Jeff in the future for any of our pet sitting needs.

Confirmed availability: Juneteenth
Sitter Profile Image: Heather Z.
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Sitter Profile Image: Heather Z.
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13. Heather Z.

Professional & friendly dog lover!
Germantown, WI, 53022
5.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$80
per night
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Heather was so sweet and understood our animals are our family. She sent pictures throughout her stay which really put my mind at ease. We will book Heather again for the future!!

Confirmed availability: Juneteenth
Sitter Profile Image: Dawn U.
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Sitter Profile Image: Dawn U.
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14. Dawn U.

Laid back furbaby care.
Menomonee Falls, WI, 53051
3.6 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.

Sitter Profile Image: Skyler S.
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Sitter Profile Image: Skyler S.
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15. Skyler S.

You got it I can walk it
Menomonee Falls, WI, 53051
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
12 reviews
12 repeat clients
from
$40
per night
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Skyler did a good job looking after the dogs.The updates of how things were going could be improved. Overall a good job.

Confirmed availability: Juneteenth
Sitter Profile Image: Odessa B.
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Sitter Profile Image: Odessa B.
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16. Odessa B.

Can't wait to meet your furbaby!
Brown Deer, WI, 53223
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
4 reviews
from
$63
per night

I had Odessa cat-sit for me four years ago while my now-fiance and I went on vacation for almost a week. Odessa sent us updates every day, multiple times a day with pictures and videos so that we knew how our cats were doing without us there! Odessa is an amazing person and is so great with our cats. She is the only person (aside from us) that we trust to take care of our cats!

Sitter Profile Image: Grace A.
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Sitter Profile Image: Grace A.
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17. Grace A.

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

Confirmed availability: Juneteenth
Sitter Profile Image: Clare K.
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Sitter Profile Image: Clare K.
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18. Clare K.

No animal is too big or small!
Mequon, WI, 53097
3.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 repeat client
from
$50
per night

About: I have worked with all animals, from dogs and cats, to rats, turtles, hamsters, rabbits and fish! I have worked at a Humane Society, and love volunteering my time to work with animals. I have experience administering medication, as well as working with animals that have a bit of an attitude. I enjoy training dogs, and sitting on the coach and watching a movie together! While I have a full time job, I am able to commit all of my other time to petsitting! I do not board in my home, but I have a reliable car that allows me to travel and spend the night in your home. That means less stress on your furry companions! While I do not provide care in my home, I prefer to meet families and their animals in advance so that we are able to discuss the little things about your animals. I love getting to know their quirks, and the best way to do that is talking to owners. I enjoy long walks with the dogs, and snuggling with cats and other animals!

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
3.2 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!

Confirmed availability: Juneteenth
Sitter Profile Image: Jessica s.
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Sitter Profile Image: Jessica s.
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20. Jessica s.

Provide care and comfort!
Whispering Hills, Milwaukee, WI, 53223
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
from
$32
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!

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In Hilltop Parish, Milwaukee, WI, dog lovers trust Rover.com for their house sitting needs. Over 1089 pet owners have reviewed house sitters in Milwaukee, giving them an average rating of 5.0/5 stars. Booking house sitting in Hilltop Parish can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book house sitting in Milwaukee on Rover? Check out our average house sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

Rover.com is the simple, savvy way to find and book Hilltop Parish house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Hilltop Parish, Milwaukee, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Hilltop Parish house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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