House Sitting in Whispering Hills, Milwaukee
Find a loving house sitter to watch over your pets and your home.

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Top rated Whispering Hills house sitters

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”



“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”



“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!”


“We cannot thank Cody enough for taking such great care of Archie while we were away for the weekend. She was very communicative throughout her stay. She took care of unexpected extras while staying at our home as well, which was very much appreciated. We will definitely book her again.”


“Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!”


“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.”


“Jasmine was amazing! She was extremely communicative and professional. I would absolutely book Jasmine again. She sent tons of photos and updates and my pets loved her!”


“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”


“Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.”


“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.”


“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!”


About: I currently do not own a pet, but I often pet-sit my sister's two adorable puppies that they sometimes have me pet sit them. I like small pets. I am currently working from home and end shift at 12:30pm. This flexible schedule allows me plenty of time to provide attentive and loving care as pet-sitter. My property feathers a fenced yard, and I am planning to create a smaller, fenced grassy area to provide pets with a clean and safe.

“Megan was wonderful with our cat Leo! She cared for him and our home like they were here own. She sent plenty of picture and videos and didn’t hesitate to reach out with questions to make sure Leo got the best care possible. We look forward to working with Megan again!”


About: I have many years of pet care experience, I grew up on a farm,I have a calm caring approach I'm dependable and full of heart! I'm currently in between jobs so I have plenty of time for your fur baby for walks , belly rubs, treats & tail wags everything we're together! Safety is always a priority!! Love and affection & pets happiness is very important to me - treat them like family - because they are!

“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!”


About: Animals have always been a part of my life. They show us so much love. Who are we not to give it back in return. Since the passing of our long time dog (Roc,15) we’ve been watching our friends and family dogs while they’re out of town. In each case the owners return with their dogs a little hesitant about wanting to return home. LOL. I work from home and I have no plans of switching to another job that would require me to go into the office. Therefore, I have plenty of time to play with your big and little babies. I also like to take walks at minimum twice a day. This is a perfect time for your fur babies to stretch their legs. After a nice long walk I clean their paws to make sure they leave the yucky stuff outside. I have a designated area where they can sleep. However, I like to keep them close to me during the day while I’m working. I think it sets them up for a positive visit. They immediately become part of the family. I also have the flexibility to take them out throughout the day. There is a highly recommended veterinarian within a two minute driving distance and maybe a ten minute walk in the event of an emergency.

About: I often take care of my mom’s senior dog. He requires a lot of attention due to his health and getting around. I love to be an assistant to him. I work from home on Mondays and Fridays and I am often free during the weekends. I can make sure I have enough time available for any of your needs. I live in a pet friendly apartment. I don’t live near any busy streets and can take a dog on a nice stroll around my neighborhood. I can keep animals in crates, if requested.

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. One of us is home full-time, giving us the flexibility to provide reliable, personalized care for every pup we host. 🐶 Why pet parents love Buddy’s Boarding: • Spacious yard with a partially fenced area 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 • Access to a dog-friendly pool (summer months only, supervised, optional) ✨ 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. 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! Pet care fits seamlessly into our daily routine. My partner Darik works from home as a graphic designer, so there’s always someone present to supervise and care for the dogs. I work part-time as a dog handler in the mornings, which means I bring both experience and structure to our day. Between the two of us, we’re able to give pets plenty of attention, play, and potty breaks throughout the day — with flexibility for early drop-offs, midday walks, and evening wind-downs. It’s a rhythm that’s built around making dogs feel safe, happy, and at home. 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. If we’re caring for pets in their home, we follow their routine closely to ensure they feel safe, secure, and comfortable in their own space.

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
Loving house sitters in your neighborhood
Search Results


Addoris D.

“Did a great job managing our house full of animals while we were away for two weeks. We came home to happy healthy animals, and I could tell they'd been well-cared for!”




Ashley W.

“As usual, a smooth transaction/stay! We absolutely love Ashley. She is very flexible, punctual and most importantly - clean (we only do home stays). Our pup is always happy to see Ashley and enjoys her company very much.”




Paul S.Star Sitter

“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!”


Cody C.Star Sitter

“We cannot thank Cody enough for taking such great care of Archie while we were away for the weekend. She was very communicative throughout her stay. She took care of unexpected extras while staying at our home as well, which was very much appreciated. We will definitely book her again.”


Jeanee S.

“Jeanee was the most incredible dog sitter we have ever had. Lilly got to go on many adventures and walks. Once Lilly got to know Jeanne, she asked if Lilly could with on errands, Lilly loves car rides. I suggested if she wanted to take her home to introduce Lilly to her furbaby - she could give it a shot. Keeping in mind that Lilly is food & person possessive and can be aggressive with older dogs, but Jeanee knew exactly how to handle her. It worked out so well that Lilly stayed at her home the remaining 6 days! Her dog really enjoyed having another dog around. She took Lilly's bed, food, treats and favorite stuffie to her house, so Lilly felt right at home. It really helped Lilly, she wasn't constantly watching for us, missing us and she ate so well. We had constant communication and updates. Anytime I sent a message she responded very quickly. This was the most confident and secure we have ever felt on our vacation. It made for a very relaxing and fun vacation. Knowing we now have an incredible sitter for Lilly, we are looking to book future vacations. 100% recommend!! Your furbaby will be in incredible hands!!”


Tegra R.Star Sitter

“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.”


Jasmine T.Star Sitter

“Jasmine was amazing! She was extremely communicative and professional. I would absolutely book Jasmine again. She sent tons of photos and updates and my pets loved her!”


Katelyn A.Star Sitter

“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.”


Charles B.Star Sitter

“Could not recommend more! Was amazing with my dog and when I got stuck and had to stay an extra day got me out of a tight spot by continuing to look after my dog! I would recommend to anyone and will be using again!”


Joan P.

“Joan stayed for 3 days with my dog Charlie at my house. She was timely, responsive and took excellent care of both my home and my dog. I would absolutely ask Joan to pet/house sit for me again. Charlie is an old guy who can have separation anxiety causing him to pee in the house. Joan did such a great job making him feel safe and happy.”


Jaclyn O.

“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.”


Jeff G.

“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!”


Ncais V.
“Ncais was fantastic! They provided excellent care for my dog, following all instructions and sending regular updates with photos. My dog came back happy, relaxed, and clearly well-loved. Communication was prompt and professional, making the process stress-free. I highly recommend Ncais and will definitely book again!”


Megan C.

“Megan was wonderful with our cat Leo! She cared for him and our home like they were here own. She sent plenty of picture and videos and didn’t hesitate to reach out with questions to make sure Leo got the best care possible. We look forward to working with Megan again!”


Cynthia E.

“Cynthia is a wonderful human being who loves all animals, specially dogs. I've known her for almost 30 years and have seen her with her dogs and other people's dogs. You wouldn't know which one was hers because she spoiled them all. Cynthias energy is calm and patient, which is great energy around dogs, but she is also goofy and fun in a way that every dog would love. I've trusted her with every dog I've had.”


Jenn L.

“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!”


Yolanda W.Star Sitter
“Yolanda has been phenomenal. She has made herself available to help accommodate our travel plans…which took all of the stress and worry about finding a caregiver away. Most importantly, she took excellent care of our Kobi! She sent us pictures throughout his stay and communicated frequently about how he was doing. We are very grateful to have Yolanda care for our dog! We already have her booked for future vacations!”


Selena M.
“Selena did an amazing job caring for my cat, Gracie! She made sure Gracie was well fed, comfortable, and had plenty of attention while I was away. It’s clear she genuinely loves animals and treats them like her own. I highly recommend Selena to anyone looking for a reliable and caring pet sitter!”


Perseus M.
Star Sitter

“As someone very nervous about leaving my cats while on vacation, I knew I needed to find someone I could trust. Perseus watched my three cats on short notice and took the time to understand their individual needs and very specific feeding schedules. One of my cats only eats one type of food and changes her mind every other day, another needs to eat behind a closed door so the others won't eat their food, and one of them is very shy around strangers and I was worried he wouldn't eat while I was gone, but Perseus was patient and made my scaredy-cat feel right at home. Upon my request, he agreed to send daily updates on the cats so I could be assured they were being well-cared for, and he was happy to confirm all the tedious things I asked for to make my cats as comfortable as possible in someone else's home. He was personable, kind, and patient with both me and my cats, and made me feel more comfortable with leaving my babies with a stranger! At the end of the week, he didn't feel like a stranger anymore but someone I could genuinely trust.”


Jessica s.
“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!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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
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 Whispering Hills.
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. Whispering Hills 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.
