Pet Sitting & Drop Ins in Havenwoods, Milwaukee
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Havenwoods pet sitters
About: Hi! I’m a full-time teacher and lifelong dog caregiver — I’ve been raising and training dogs since I could walk. I currently care for my two Border Collie mixes, Lilo and Winter, both of whom I fully self-trained with love, consistency, and a deep understanding of canine behavior. Over the years, I’ve rescued, rehomed, and rehabilitated dogs of all temperaments — from anxious pups to high-energy breeds. I bring calm, confident leadership, lots of patience, and a playful energy that dogs love. Whether it’s structured walks, reinforcing good habits, or just making sure your pup feels loved and secure, I’ve got you covered. Your dog will be in the hands of someone who treats every animal like her own — with heart, respect, and skill. I work full time currently as a dance teacher. During summer I prefer to spend my time with babies of the fur kind and am available the vast majority of times. When caring for pets in their own home, I focus on creating a calm, safe, and consistent environment that mirrors their normal routine as closely as possible. I follow all care instructions carefully — from feeding schedules to preferred walking routes to playtime and cuddles — and I make sure each animal feels loved and secure while their people are away. I bring a nurturing, attentive presence that animals naturally respond to, especially those who may be anxious or high-energy. I’m also experienced in reinforcing positive behaviors and setting gentle boundaries when needed, thanks to years of self-training my own dogs and working with rescues. While I currently don’t host pets in my own home, I treat every visit or overnight stay as an opportunity to provide companionship, safety, and structure — with plenty of affection and photo updates to keep you in the loop!
“This was our first time hiring a Rover caregiver for our two cats. Becky R. is so awesome! We were thoroughly pleased and impressed with her attentive care for our two cats. She sent lots of photos and gave us wonderful details about her visits with our cats, which gave us peace of mind while vacationing. Our cats warmed up to Becki right away, and they and Becki were wonderfully affectionate toward each other. Made us so happy! We are already booking Becky for our next getaway.😃”
“Very personable and reliable.”
“Great communication, very easy to work with!”
About: Hello Rover World. I am a nurse hoping to help you with your fur baby on my off days. I have always had a dog in my home growing up and currently I have one fur baby of my own. I work three days per week, that leaves me plenty of playtime and cuddles with your pet. I am available day and evening hours. We can further discuss your individual pet needs. I am available for playtime and walks near your home. If your dog has special needs, I would love to hear more about their unique traits. I understand the frustration of finding a trustworthy caregiver. I am ready to give your fur baby love as if they were my very own.
About: Growing up, my mom fostered 15 dogs along with our 2 resident Golden Retrievers. This sparked my passion for animals and I now have a rescue dog of my own, Maddie, a 6 y/o black lab. I also volunteer at MADACC and enjoy walking the dogs there. I’m comfortable with all sizes of dogs but have the most experience with large breeds. I’d love the opportunity to meet your dog(s)! I’m currently in between jobs, so my schedule is very flexible! I’m willing to work with you to align on a time/date that works well. For dog walking, I am comfortable utilizing any type of collar/harness and leash combination. At home, I walk my dog twice a day regardless of weather - I’ll be there rain or shine!
“Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.”
“Marilia has looked after my kitty several times now, and she always does a great job. I appreciate that she patiently tries hard to make friends with her, even though those overtures are typically rebuffed by the aloof kitty!”
“Alyssa was great! Did exactly what I asked her to do during her drop-in visits with my cat. I definitely recommend her!”
“Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!”
About: Since working at a humane society for two years I’ve gained invaluable knowledge of all animals and how they work! I’m able to administer medicine and not only see your pet through a loving caregiver lens but an attentive understanding lens as well. I have 2, 75 minute classes Monday-Thursday and am able to care for the animal at all other times. I wake up early and usually go to bed around midnight so I am able to be attentive. I have a fenced in dog park in my building available 24/7 and go on daily walks anyway. The animal would be able to sleep in my room/bed with food and water readily available.
“I felt very comfortable with Lainie caring for Trixie while I'm at work from day one. She's so great with her! She sends adorable pictures of Trixie and receiving them are the best part of my work day!”
“Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.”
“Excellent communicator and did a great job with making sure Bo had everything he needed.”
“So caring... Thanks Adri!”
About: I have been passionate about animals, big and small, my entire life! I have volunteered at humane societies, fostered animals in need, cared for the pets of family members and friends, interned at AZA-accredited zoos, and worked at wildlife sanctuaries. Currently I am a full-time licensed wildlife rehabilitator caring for injured and orphaned Wisconsin wildlife with the goal of releasing them back into the wild, but I have previously worked with a variety of domestic animals both in my personal and in my professional life. I am well versed in animal behavior, body language, and positive reinforcement. I promise to treat (and spoil) your pets like they are my own! At the moment I have 3 sweet cats, a high-energy dog, a mischievous chinchilla, and a gentleman of a ball python! Please do not hesitate to reach out and get to know me more! I currently work 4 days of the week at my full time job so I am only available select days. I am eager to spend time with your pets, however, so if my schedule shows I am unavailable, please reach out anyway as I try to be as flexible as possible! It is extremely important to me to use Fear Free tactics when interacting with any animal. Gaining the trust of you and your pet are my top priority!
About: I’ve never NOT had an animal in my life, and Rover is a great way to be around pets even more! Life with pets is the best way to live ☺️ I work from home remotely full-time with a very flexible schedule, and love to fill my break time with a drive or a walk. Perfect for taking care of someone’s pet! In a client’s home, I’ll take care of their pets with any space they have available (indoor play, outdoor fenced play, etc) or walk the dog outside as needed!
About: Ive have dog since i was about 7 i cared for them since i was 20 they always kept me happy and they always loved on me so hard I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have 4 dogs they are groomed once a week they been out their cages more than they be in them. Sometimes I make steak for them just cause they live on me so much and they are walked about 4 times a day . We also love going to the doggie park to have some free time
“Suzi was excellent with our puppy. She communicated well during the day and he was in great hands. Will use again when I need someone to pop by.”
“Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!”
Loving pet sitters in your neighborhood
Search Results
1. Nari S.
“Nari is an incredibly responsible and loving pet caregiver. She’s cared for her rescue cat for over 8 years and her gentle collie/pit mix for 9 years with deep compassion and consistency. She’s also frequently pet sits for my sweet lab/collie mix that is 7 years old and I have had since a pup. Nari treats every animal like family. Nari is patient, attentive, and truly understands rescue pets and their unique needs. I wholeheartedly recommend her to anyone seeking reliable, heartfelt care for their furry loved ones. 🐾”
2. Becky R.
“This was our first time hiring a Rover caregiver for our two cats. Becky R. is so awesome! We were thoroughly pleased and impressed with her attentive care for our two cats. She sent lots of photos and gave us wonderful details about her visits with our cats, which gave us peace of mind while vacationing. Our cats warmed up to Becki right away, and they and Becki were wonderfully affectionate toward each other. Made us so happy! We are already booking Becky for our next getaway.😃”
3. Charles B.
“Very personable and reliable.”
4. Genesis A.
“Great communication, very easy to work with!”
5. Dieana D.
“Dieana is the greatest! She has such a natural love for dogs. Her warm and calm spirit naturally attracts fur babies of all kinds. My 2 dogs love when she's around. She really treats your dog, like her own. I'm excited to have someone I TRUST to care for my dogs. I highly recommend booking with Dieana. Your dogs will love you for it! 🐶”
6. Tierney V.
“I highly recommend Tierney as a caretaker for anyone’s dog. With a wide range of experiences from being a dog mom, volunteering at madacc, and growing up fostering dogs, you can feel assured she will treat your loved ones as her own.”
7. Kim S.
“Kim has great communication and attention to detail. She clearly cares for animals dearly so I felt very comfortable having her check in on my cats. She gave nice updates and pictures.”
8. Marilia D.
“Marilia has looked after my kitty several times now, and she always does a great job. I appreciate that she patiently tries hard to make friends with her, even though those overtures are typically rebuffed by the aloof kitty!”
9. Alyssa S.
“Alyssa was great! Did exactly what I asked her to do during her drop-in visits with my cat. I definitely recommend her!”
10. Cindy T.
“Cindy took great care of our dog and sent great pictures of him playing. I feel confident that she loved and cared for him just as we would have. We will be using her again!”
11. Ella V.
“Ella has been an animal lover forever! I think it is awesome that on top of this she has volunteered and worked at animal shelters growing up. Her cat “Cheeto” is her best friend and she will do anything and everything to make any animal feel loved!”
12. Melainie T.
“I felt very comfortable with Lainie caring for Trixie while I'm at work from day one. She's so great with her! She sends adorable pictures of Trixie and receiving them are the best part of my work day!”
13. Jeff G.
“Jeff is very conscientious and even has studied the commands we use with our year old puppy. He anticipates issues and asks about them ahead of time. Jeff stays in touch during his visits, making me feel very confident that my pup is in good hands.”
14. Krystal D.
“Excellent communicator and did a great job with making sure Bo had everything he needed.”
15. Adrianna H.
“So caring... Thanks Adri!”
16. Alyssa B.
About: I have been passionate about animals, big and small, my entire life! I have volunteered at humane societies, fostered animals in need, cared for the pets of family members and friends, interned at AZA-accredited zoos, and worked at wildlife sanctuaries. Currently I am a full-time licensed wildlife rehabilitator caring for injured and orphaned Wisconsin wildlife with the goal of releasing them back into the wild, but I have previously worked with a variety of domestic animals both in my personal and in my professional life. I am well versed in animal behavior, body language, and positive reinforcement. I promise to treat (and spoil) your pets like they are my own! At the moment I have 3 sweet cats, a high-energy dog, a mischievous chinchilla, and a gentleman of a ball python! Please do not hesitate to reach out and get to know me more! I currently work 4 days of the week at my full time job so I am only available select days. I am eager to spend time with your pets, however, so if my schedule shows I am unavailable, please reach out anyway as I try to be as flexible as possible! It is extremely important to me to use Fear Free tactics when interacting with any animal. Gaining the trust of you and your pet are my top priority!
17. Charlotte M.
“Charlotte is an important part of my pets life. Whether she is spending time on a long walk or just playing with them in the yard, they thoroughly enjoy every minute they spend with her. Charlotte is the first person I call when I am unable to spend quality time with my pets.”
18. Sheree P.
About: Ive have dog since i was about 7 i cared for them since i was 20 they always kept me happy and they always loved on me so hard I work from home and ha e alot of free time so figured this job would be a great fit for me and I get to be around different dogs I have 4 dogs they are groomed once a week they been out their cages more than they be in them. Sometimes I make steak for them just cause they live on me so much and they are walked about 4 times a day . We also love going to the doggie park to have some free time
19. Suzi A.
“Suzi was excellent with our puppy. She communicated well during the day and he was in great hands. Will use again when I need someone to pop by.”
20. Tegra R.
“Tegra is super sweet and I immediately felt comfortable into our home and trusting her with our little rascal Kitty cat. Assuming she accepts I'll happily use her services again!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
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?
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Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Havenwoods on Rover as of Jul 2024 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jul 2024, there are 282 pet sitters in Havenwoods. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 84% of Havenwoods pet sitters respond in under an hour.
Pet sitters in Havenwoods have an average of 12 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Havenwoods.
Rover makes it easy to find Havenwoods pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 282 pet sitters in Havenwoods on Rover, so you’re sure to find the perfect match for your pet! In Havenwoods, 100% of pet sitters offer daily exercise, 95% offer medication administration, and 95% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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