House Sitting in Hilltop Parish, Milwaukee, WI

Find a loving house sitter to watch over your pets and your home.

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Hilltop Parish house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Cynthia E.
Verified Enhanced Background Check
Cynthia E.
Star Sitter
from
$40
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
40 years of experience
Brown Deer, WI, 53223

Felt very safe knowing she was taking care of dogs.

Profile image
Carol L.
Sitter Profile Image: Samantha L.
Verified Enhanced Background Check
Samantha L.
from
$55
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Milwaukee, WI, 53224

Samantha was a great match for us. She took great care of Millie and was an excellent communicator. She was overnight several nights and and I had no concerns. You can tell Samantha is a dog lover and is kind and patient.

Profile image
Kemmy S.
Sitter Profile Image: Lenys H.
Verified Enhanced Background Check
Lenys H.
from
$50
per night
4.9 out of 5 stars
21 reviews
9 repeat clients
12 years of experience
Bayside, WI, 53217

Lenys was wonderful!! She took such great care of our pups! She Sent lots of pictures and was easy to communicate with! We would highly recommend her!

Profile image
Gwynn B.
Sitter Profile Image: Tegra R.
Verified Enhanced Background Check
Tegra R.
from
$40
per night
5.0 out of 5 stars
49 reviews
16 repeat clients
30 years of experience
Milwaukee, WI, 53223

Tegra was amazing with our quirky doggo. We couldn't have asked for a better experience. Tegra provided updates and loved on our pup while we were away for almost two weeks. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tegra again.

Profile image
Bret K.
Sitter Profile Image: Paul S.
Verified Enhanced Background Check
Paul S.
Star Sitter
from
$70
per night
5.0 out of 5 stars
73 reviews
26 repeat clients
20 years of experience
Germantown, WI, 53022

Paul did an awesome job taking care of our elderly dog. It was difficult to leave her with a new dog sitter (our usual sitter got a new job) but after meeting Paul and seeing that Rheyah was immediately comfortable with him, we felt confident that he would take good care of her. Paul made sure that Rheyah took her medicine multiple times per day, fed her a special diet and even gave her a partial bath every other night to treat her chronic skin condition. He also took her for 2 walks per day when the weather permitted. Paul’s frequent photos and descriptions of what he and Rheyah were doing helped to calm my anxiety about leaving her with someone new. Not only did Paul take care of Rheyah, but he also fed my fish and managed to keep my not-so-healthy plants alive! We are very grateful that Paul’s profile came up on Rover and that he agreed to take care of Rheyah so that we could attend our granddaughter’s 1st birthday. We highly recommend Paul to anyone who needs a conscientious caring pet sitter!

Profile image
Ann Marie H.
Sitter Profile Image: Katie M.
Verified Enhanced Background Check
Katie M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
47 reviews
14 repeat clients
15 years of experience
Brookfield, WI, 53005

My pups were so happy to stay at home with a friendly person like Katie than they would be boarding somewhere. I am quite satisfied with how she took care of the house and the pups. I will definitely reach out to her for future travel plans.

Profile image
Sara S.
Sitter Profile Image: Rachelle P.
Verified Enhanced Background Check
Rachelle P.
from
$28
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Brown Deer, WI, 53223

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

Profile image
Janet W.
Sitter Profile Image: Katelyn A.
Verified Enhanced Background Check
Katelyn A.
Star Sitter
from
$85
per night
4.9 out of 5 stars
34 reviews
17 repeat clients
8 years of experience
Bayside, WI, 53217

Kate was excellent!! Will definitely use her again. One of my dogs has high anxiety and they did great together. I can't say enough good things about her.

Profile image
Denna S.
Sitter Profile Image: Raygan J.
Verified Enhanced Background Check
Raygan J.
from
$50
per night
3 years of experience
Menomonee Falls, WI, 53051

About: I have extensive care with disabled animals and I am currently working as a vet assistant in a clinic and would love the opportunity to care for your pet. I work full time at a vet clinic so I am available mostly on the weekends and my times during the week days will vary I will follow instructions provided by my clients for drop ins and take into account the personal description that I am given of each pet and handle all with care.

Sitter Profile Image: Valerie P.
Verified Enhanced Background Check
Valerie P.
from
$50
per night
5.0 out of 5 stars
2 reviews
1 repeat client
8 years of experience
MENOMONEE FALLS, WI, 53051

Valerie is one amazing dog sitter. We are very happy with her , and will definitely use her again. she was always keeping us in the look how the dogs were doing. Sent updates along with some adorable pictures throughout the stay

Profile image
Michelle R.
Sitter Profile Image: Michael R.
Verified Enhanced Background Check
Michael R.
from
$28
per night
1 repeat client
30 years of experience
Menomonee Falls, WI, 53051

About: I have been around pets my entire life. I am very experienced at caring for big and small, young and old. Any type of pet you have, I will provide excellent care. I am available from early mornings to late nights. I can work 7 days a week. Anything from a quick visit to an overnight stay works for me. I can provide any services you need at your home. I have a lot of experience doing overnight care. You can rest assured your pet will be in excellent hands.

Sitter Profile Image: Perseus M.
Verified Enhanced Background Check
Perseus M.
Star Sitter
from
$85
per night
5.0 out of 5 stars
69 reviews
20 repeat clients
10 years of experience
Milwaukee, WI, 53223

About: 🐾 Buddy’s Boarding — Where Pets Feel at Home 🌈 Hi! We’re Percy and Darik, two experienced pet lovers offering premium dog boarding from our home in Brown Deer. I’m a professional dog handler with experience working with hundreds of dogs of all breeds and temperaments, and Darik works from home full time. Between the two of us, pups are rarely ever alone and always cared for with confidence, attention, and a whole lot of love. 🐶 Why pet parents love Buddy’s Boarding: • Spacious fenced in yard for play and potty breaks • Flexible pick-up/drop-off times with clear communication • Convenient location — just 10 minutes from I-43 and Hwy 41 • Quiet, dog-friendly neighborhood with sidewalks and green space • Two attentive, dog-experienced sitters under one roof ✨ Our Story ✨ Buddy’s Boarding is named after the dog that started it all. At 10 years old, I found Buddy as a stray near my dad’s business and begged my mom to let us keep him. She said yes, and from that moment on, my bond with animals was sealed. That connection still fuels the love and care we give every dog who stays with us. Whether your pup is active and playful or chill and cuddly, we tailor each stay to their needs. Let us know your dog’s routine and preferences, we’re happy to accommodate. 🟢 Drop Off & Pick Up Windows 🟢 Monday through Friday 8am to 8pm Weekends 9am to 7pm Pick ups or drop offs outside of the window can be accommodated for an additional fee. We can’t wait to welcome your dog into our home. 🐾 👉 Send us a request to get started! We’d love to meet your pup! Schedule Caring for dogs is our full time focus. Darik provides Rover pet care full time, and I am home the majority of the time, aside from a short shift on Thursday mornings from 6am to noon. This allows us to maintain a calm, attentive environment where dogs are rarely alone and always have someone nearby to meet their needs. Safety We prioritize safety by pet-proofing our home, keeping hazardous items out of reach, and supervising pets at all times. Whether it’s backyard play or a leashed walk, we ensure dogs are always in secure, pet-friendly environments. We also tailor safety measures to each dog’s personality, energy level, and needs. Trust Building trust with both pets and their people is at the heart of what we do. We take time to understand each dog’s routine and preferences, and we maintain regular communication with pet parents — sharing updates and photos so they always feel connected and confident in our care. Environment Our home is clean, cozy, and designed with dogs in mind — with plenty of space to move, comfy spots to rest, and loving attention throughout the day. We create a calm, positive environment and adjust our approach to meet each dog where they’re at.

Sitter Profile Image: Elizabeth J.
Verified Enhanced Background Check
Elizabeth J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
5 repeat clients
17 years of experience
Lower East Side, Milwaukee, WI, 53202

Elizabeth did the most fantastic job with our dog Annie. She was always fast to respond and sent multiple updates with pictures! Annie can be reactive and has grudges against many of our neighbors dogs so leaving her with someone new for neighborhood walks can be daunting. I felt completely confident in Elizabeth after one walk with her and Annie. We will absolutely be reaching back out to Elizabeth the next time we are looking for a rover! Thank you so much for the best first rover experience.

Profile image
Emma L.
Sitter Profile Image: MaTeo H.
Verified Enhanced Background Check
MaTeo H.
from
$28
per night
3 years of experience
Brown Deer, WI, 53223

About: What sets me apart from other sitters is the level of care and connection I bring to every animal I work with. I have experience with all types of animals, and I treat each one like they’re my own patient, gentle, and fully attentive to their needs. I don’t believe in one size fits all care. I follow your pet’s routine closely and make sure they feel safe, comfortable, and loved. I’m a great communicator, always keeping you updated with photos and messages so you can relax knowing your pet is truly in good hands. With a calm energy, a clean environment, and genuine passion for animals, I make every pet’s stay a positive and stress free experience. Pet care fits naturally into my daily routine because I build my day around the animals I’m watching. I start and end each day with feeding, potty breaks, and quality time, and I make sure every pet gets plenty of attention, play, and exercise throughout the day. Whether it’s walks, check ins, or simply giving them comfort and company, I plan my schedule to stay consistent and reliable. Pets aren’t an “extra” for me they’re a meaningful part of my day, and I make sure their needs are met with patience, love, and structure. When I’m caring for pets in a client’s home, I respect their space and keep everything exactly how their pet is used to. I stick closely to the pet’s daily schedule, maintain their feeding and exercise routine, and make sure they get quality time, attention, and reassurance. No matter where the care takes place, my goal is to make every pet feel safe, loved, and stress free, just like they’re with family.

Sitter Profile Image: Stephen & Wipawee D.
Verified Enhanced Background Check
Stephen & Wipawee D.
from
$95
per night
5.0 out of 5 stars
50 reviews
19 repeat clients
5 years of experience
Dineen Park, Milwaukee, WI, 53216

Stepen and Amelie took great care of our 1 year old dog and our home. They took our dog on multiple walks, played with him and made sure he was comfortable. They were great about keeping us up to date with pictures, videos and messages about how our dog was doing. We came home to a detailed list of what our dog did each day, how much he ate, when he used the bathroom and when he slept. We were very impressed and would recommend Stephen and Amelie.

Profile image
Kristin L.
Sitter Profile Image: Lynn C.
Verified Enhanced Background Check
Lynn C.
from
$40
per night
30 years of experience
Menomonee Falls, WI, 53051

About: Hi, my name is Lynn and my love for pets started at a young age. I find that dogs need more than love and affection. They need mental stimulation. While your dog is in my care, I assure you they will have all three. (Love, affection and mental stimulation) I have always had dogs my entire life. I currently have a 3 year old Lagotto Romagnolo named Bonita. She loves to play with other dogs big or small. I live across the street from a park so we will have plenty of play time. We will do lots of walks, play time as well and some down time. If you need help with basic obedience training, let's chat. If you have a kennel or doggy bed please bring it with you, as well as food and treats. I look forward to taking care of your dog(s)! Pet care is my life. I have a daily routine with my dog Bo. I take her to the dog park a few days a week and also let her run in the yard as well as across the street at the park. My days and hours are flexible, and someone is always home. I don't have a fenced in yard, but I will use a leash with your dog. I live on a quiet culdasac and have a park across the street for lots of play time.

Sitter Profile Image: Kayla W.
Verified Enhanced Background Check
Kayla W.
from
$25
per night
4.8 out of 5 stars
18 reviews
7 repeat clients
5 years of experience
Mequon, WI, 53092

About: I am a nearby teacher just looking to help you out with your dog/s! I know how stressful it can be to leave your dog with someone else and I want it to be stress-free for you. I have a dog of my own, and I grew up with dogs all my life and love to be around them! I can socialize your pup with mine or keep them separate. I am free most weekends and holidays. I can go on a run and/or walk with your dog or just give them a little extra love and attention. I am a big fan of all dogs whether they are big or small. I also know some about cats if you need help with them as well. I am available on weekends and if needed can work in a Friday too. This allows me to put all my attention on your pets. I have one fur baby of my own that can easily be separated from your pup if needed. I also have easily access to a crate and a neighborhood dog park.

Sitter Profile Image: Jessica s.
Verified Enhanced Background Check
Jessica s.
Star Sitter
from
$36
per night
5.0 out of 5 stars
52 reviews
13 repeat clients
10 years of experience
Whispering Hills, Milwaukee, WI, 53223

About: Have owned all types of animals all my life and grown up with them. Always ready to meet a new friend and establish new animal relationships I work an 8-5 job with an hour lunch break. I can follow strict schedules and maintain flexibility. I can accommodate special needs. I am home most nights and weekends. missed pick up times may be subject to an additional 50 dollar fee and rescheduling of pick up I can provide love and care to your pet and a comforting environment. Playing with them and marking sure they are happy and healthy in different settings

Sitter Profile Image: Clare K.
Verified Enhanced Background Check
Clare K.
from
$60
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Mequon, WI, 53097

Clare did an awesome job, going above and beyond to take care of Altas. She kept me up to date on everything and shared pics. We will have her again!

Profile image
Joni G.
Sitter Profile Image: Jaclyn O.
Verified Background Check
Jaclyn O.
from
$50
per night
4.9 out of 5 stars
82 reviews
36 repeat clients
25 years of experience
Park Knoll, Milwaukee, WI, 53225

Jackee is amazing. Need I say more?! She stayed overnight to watch our two dogs, including a spirited puppy. All was perfect. Before the dog-sitting event, Jackee came to our home to meet the dogs, so that she and they would be familiar with each other. This really helped. The overnight stay went well, and the dogs were comfortable in the familiar surroundings of home, even though their "humans" were absent. We so appreciate the competence and warmth that Jackee shared with our dogs.

Profile image
Anne C.
1 / 1
View more sitters

Hilltop Parish pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Rachelle was a very nice, considerate and tidy sitter to have in my home. She let us know all was well and responded quickly to our texts. When we returned home Kikki came downstairs to greet me and went and sat near Rachelle ‘s feet. So she was definitely Kikki approved.

Profile image
Janet W.
House Sitting
5.0 out of 5 stars

Angelina was amazing! Very communicative before and during the trip. Also very flexible with any changes. She stayed in our home and the place was very clean when ww got back. My pets loved having her here.

Profile image
Erin L.
House Sitting
5.0 out of 5 stars

Emily was amazing! She sent many photos/ videos. Gave us updates all weekend long. You could tell she gave Libby lots of love! The house was clean when we returned . Emily brought in mail, packages, and garbage can after garbage pick up day. She emptied her garbage, and put all dishes in the dishwasher, and stripped the sheets. I would hire Emily again in a heartbeat! Thanks so much Emily!!

Profile image
Kimberly P.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your house sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

House Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Hilltop Parish house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, house sitters on Rover respond in under an hour.

Experience can vary widely from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when comparing house sitters available in Hilltop Parish.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Hilltop Parish house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.