Pet Sitting in Winona Lakes
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 Winona Lakes pet sitters

“Katherine treats your pets like her own! What a wonderful experience we had with her - will absolutely be rebooking her!! We loved how quickly our pets warmed up to her - two dogs who don't socialize often but clearly loved her from all the amazing photos she took! I was so at ease leaving my pups with her I'd be comfortable doing it again in a heartbeat! She's simply amazing!”


“Another great visit from Jen! Happy, tired pups, and she somehow managed to clean all the mud off these goofballs!”


“Haley is very communicative and follows directions very well. She has no problem handling our three cats, two of them needing different medications. I would highly recommend Haley.”


“Amanda was kind enough to text me all through her visit. I have one dog that is very shy. Amanda sat with her until she was comfortable enough to come out of hiding. Then Amanda took the dogs for a walk. She sent me pictures of my crazies. Amanda is very nice. We had a meet and greet with the dogs and myself two days before. I will use Amanda again if her and my schedules work out.”


About: "With a wealth of hands-on experience managing the day-to-day operations of an animal shelter and specializing in dog training, I bring a unique blend of practical knowledge and heartfelt dedication to the field of animal care. My role involved not only overseeing the well-being of diverse animal residents but also implementing tailored training programs to enhance their adoptability. My commitment to fostering positive connections between pets and their future families has not only been a professional endeavor but a personal passion. This comprehensive background positions me as an ideal choice for anyone seeking a compassionate and skilled individual in the realm of animal care. Integrating pet care seamlessly into my daily life is not just a routine; it's a cherished commitment. With two dogs of my own, each day is filled with moments of joy, responsibility, and unwavering companionship. From morning walks to evening playtime, my life revolves around ensuring the well-being, happiness, and health of my four-legged family members. This personal dedication reflects my genuine understanding of the profound role pets play in our lives and underscores my passion for extending the same level of care to others' beloved companions. I extend the same attentive care to others' pets as I do with my own, creating a home-away-from-home experience. With two incredibly friendly dogs of my own, I understand the importance of a warm, welcoming environment. Proficient in crate training, I ensure a secure and comfortable space for all furry guests. A fenced backyard provides a safe area for play and exercise. Respecting the unique needs of each pet and their home, my commitment lies not only in their well-being but also in maintaining a secure and loving atmosphere during their stay.

About: I’ve been around dogs and animals in general since a young age, with my grandpa running a small farm. I’ve grown up around breeds like German Shepherds, and have always taken care of friends’ dogs while they were in vacation. I learned a lot from my fiancé, who ran a successful dog walking business in New York City Give yourself peace of mind, your dog is in safe, loving, caring hands. I’m currently working from home with a special schedule which I take advantage of as it frees up a lot of time during the day. Pet care fits into it quite easily, as I have a daily routine I follow which includes dog walks, time with the dogs outside and of course feedings (and tending medicine when needed). I have a home situated on a quiet, secluded private lot that backs up onto a river with several trails within a short walking distance. The yard is secluded, well shaded and has ample space. I take care to be active with the dogs, so I usually toss frisbees or play fetch several times a day to keep them content. I walk my dogs twice around the neighborhood. Besides home, I have a number of dog-friendly trails and parks both in East Stroudsburg and nearby where I bring the dogs for some quality time outside. This includes hiking on trails and in the mountains, bringing the dogs to rivers or lakes, I mix it up each week depending on the weather conditions. Any time I go on an outdoor adventure, I make sure I have the owner’s consent. Their dogs will always be hydrated and have a snack. I only ask that if your dog has specific dietary needs or is taking medication, that you provide me with the necessary information and schedule. I have two modes of transport for dogs, both of which offer plenty of space, safety and comfort for the dogs while en route.

About: I have grown up with all kinds of pets from reptiles to fluffy friends. I have also taken care of pets for my friends and neighbors. I can provide reliable care for your babies while you’re away. I currently work part time so I will have plenty of time to spend with your pets! I am available Sunday-Monday in the mornings before 11:30am and in the evenings after 4pm. I live with my grandparents, so I am currently unavailable for pet onboarding. Once I move out I will re-edit this option and be open to onboarding!

“Super job, as always!”


About: I am a dog lover and owner just like you. I know how difficult it can get sometimes but no worries. That's what I'm here for. Your dog will be in excellent hands. I will play, exercise, and create a bond with your dog as if they were my own. I will always keep you updated since I know how nerve wrecking it may be sometimes. I have experience with many different dogs such as but not limited to Maltese, Pitbulls, German Shepherds, Collie's, Yorkie's, and more. Don't hesitate to contact me ever (even if it's just to say hello to your baby's - I understand). I'll make sure your dogs are feed and they get a well enough walk before taking them home to rest. I'm currently a full-time dog sitter/walker, so I'll have plenty of time to spend with your doggies. I am available at anytime, reach out with your request! If I am caring for your fur-baby in my home I have an unfenced yard to 3 friendly dogs to keep your fur baby company. I do have an outdoor doggie playpen. I can easily separate and crate your dog as well as mine if needed. I like to work with your dog, so introductions to my dogs as well as my yard will be done at your dogs pace. I am great with commands and a great alpha for the dogs to follow.

“Candice did a great job with my Jax, I would recommend her services to anyone who needs a reliable drop in visitor to take care of their furry baby”


About: I’ve worked with so many animals, I’ve trained all 5 of my dogs. Worked with senior dogs and help grow and understanding with dogs in a way most people don’t know how. I am always available, all animals are my top priority. I will plan out my day accordingly to make sure their needs are fully met and they get the love they deserve when they are away from their owners. I take care of pets in my clients home, so they feel safe and comfortable. They are familiar with their surroundings. I work on there time but i stop by every hour or so to make sure things are okay.

“Heather was great with our large dog! She completed drop-in visits which included feeding, playing and potty. Heather was on time and communicated with us throughout the visits so we knew our pup was in good hands. We will definitely be calling on Heather going forward!”



About: Located just 10 mins from Shawnee Mountain and 25 minutes from CamelBack Peace of mind and knowing your little beauty is having fun and being treated as part of a loving family. I love going above and beyond. It's not the time you spend with dogs, it's the QUALITY of time. I show dogs that I take care of lots and lots of LOVE. This includes petting, hugging, kissing, playing, walking and sometimes just quiet time together. This is what you can expect with me when I care for your precious dog. 100% of my time is spent with and caring for your dog while they are in my care. I have been taking care of three dogs for years now. Buddy, Daisy and Honeybear. I enjoy it very much. It is a passion of mine. The home has central air and heat. A gated run area is located on the premises. I am looking forward to caring for more dogs by joining the trusted site of Rover. I will be home all day with your pets and able to play with them and take them out as often as they need to go out. I do not have any pets and only watch one pet at a time so your pet will get all the time and attention they need.

About: I have always been an animal lover. I try to take care of my pets as much as I can and I never leave the house without taking my pet out or feeding them. I will do my very best to provide for your pet/s and leave a safe environment for your pet/s with toys, food, and a nice clear view to see outside. If my client would like to get updates on his/hers pet, I will be more than happy to send you updates. I know how it feels leaving your pet to a stranger so I would be more than happy to answer any questions or concerns you may have. Thank you for considering me as your pet sitter. You will not be disappointed. I have plenty of time to provide care for your pets! I am currently unemployed taking care of my mom and I am looking for a flexible job to provide some sort of income for my family. I think it is always important to test the chemistry between a pet and a person. All of my clients pets have welcomed me into their environment with no problem. I will never leave the food/water bowl empty. I will always take out your pet/s on an agreed schedule. I will always treat your home with respect and clean up any mess made before your arrival back home. I will always be within reach for any questions, comments, or concerns you may have regarding pet and home care.

“Leann did an amazing job with my three dogs! They loved her!! She is amazing and caring and we will definitely be booking her again.”


About: I am a dog groomer by trade, I enjoy giving one on one attention to pups and see how they thrive, with contact and play. I have an open schedule at this time, mornings, afternoons and weekends are good times to take your furry friend for a walk or play. I feel that sitting in your home there is no disruption from routine so your pet feels relaxed and safe while having personalized attention and care.

“We had a wonderful experience with Amy. She took care of our aging cat Betty and kept all my plants alive and happy! Will definitely book again :)”


About: Hello! I'm Kristie. I have been caring for dogs for more than half of my life. If you choose me as your loved ones temporary caregiver, they'll have a huge yard to run and play in and a loving home to call their own for the day or however long care is needed for. I am primarily available after 6 on weekdays and all day weekends, so you can have a getaway worry free! If you have any special requirements, do not hesitate to ask and I will fulfill them to the best of my ability. I am available for drop in visits also in case your pet just needs some fresh air! Thank you so much for this opportunity and thanks for considering me!

“Tara was amazing with our pup Henry! He felt comfortable and happy with her. She kept us updated throughout the stay with photos and messages, which gave us such peace of mind. Highly recommend Tara if you’re looking for someone caring and reliable to care for your pet!”

Loving pet sitters in your neighborhood
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Kathrine J.Star Sitter

“Katherine treats your pets like her own! What a wonderful experience we had with her - will absolutely be rebooking her!! We loved how quickly our pets warmed up to her - two dogs who don't socialize often but clearly loved her from all the amazing photos she took! I was so at ease leaving my pups with her I'd be comfortable doing it again in a heartbeat! She's simply amazing!”


Jennifer B.

“Another great visit from Jen! Happy, tired pups, and she somehow managed to clean all the mud off these goofballs!”


Haley S.Star Sitter

“Haley is very communicative and follows directions very well. She has no problem handling our three cats, two of them needing different medications. I would highly recommend Haley.”


Amanda S.

“Amanda was kind enough to text me all through her visit. I have one dog that is very shy. Amanda sat with her until she was comfortable enough to come out of hiding. Then Amanda took the dogs for a walk. She sent me pictures of my crazies. Amanda is very nice. We had a meet and greet with the dogs and myself two days before. I will use Amanda again if her and my schedules work out.”


Thalia A.
“Thalia has a magical touch with pets. Their patience, understanding, and genuine love for animals are truly remarkable. They seem to understand the unspoken language of pets and respond in a way that makes the pets feel secure and loved. Their dedication towards the well-being of animals is commendable. If you're looking for someone who treats pets with the love and respect they deserve, look no further.”


Seb K.Star Sitter
About: I’ve been around dogs and animals in general since a young age, with my grandpa running a small farm. I’ve grown up around breeds like German Shepherds, and have always taken care of friends’ dogs while they were in vacation. I learned a lot from my fiancé, who ran a successful dog walking business in New York City Give yourself peace of mind, your dog is in safe, loving, caring hands. I’m currently working from home with a special schedule which I take advantage of as it frees up a lot of time during the day. Pet care fits into it quite easily, as I have a daily routine I follow which includes dog walks, time with the dogs outside and of course feedings (and tending medicine when needed). I have a home situated on a quiet, secluded private lot that backs up onto a river with several trails within a short walking distance. The yard is secluded, well shaded and has ample space. I take care to be active with the dogs, so I usually toss frisbees or play fetch several times a day to keep them content. I walk my dogs twice around the neighborhood. Besides home, I have a number of dog-friendly trails and parks both in East Stroudsburg and nearby where I bring the dogs for some quality time outside. This includes hiking on trails and in the mountains, bringing the dogs to rivers or lakes, I mix it up each week depending on the weather conditions. Any time I go on an outdoor adventure, I make sure I have the owner’s consent. Their dogs will always be hydrated and have a snack. I only ask that if your dog has specific dietary needs or is taking medication, that you provide me with the necessary information and schedule. I have two modes of transport for dogs, both of which offer plenty of space, safety and comfort for the dogs while en route.


Julia B.
“I highly recommend Julia as a pet sitter. She has taken care of my dog and 3 cats many times. She enjoys playing with them and they love seeing her. She is responsible and honest. I will definitely use her again in the future!!”


Elliot K.
“Super job, as always!”




Raydeli J.
“Raydeli was the best companion provider I’ve ever had the pleasure and privilege meeting. Allowing to her to help with the maintance of my favorite two girls has been the best experience of their lives. Foxy and mya love raydeli and the energy she brings whenever she came over. It was amazing. My first dog foxy is a bit older she is a German Shepard collie, and she still has the energy of a puppy. She is a medium sized dog who sheds a lot! When raydeli and foxy first met it was magical. Foxy doesn’t take to strangers much but when she had her first walk with ray she was so tired she went right to bed. Mya my pitbull is still a young dog she is 2years old and she is a big girl,who demands attention no matter what. Even though pit bulls get a bad reputation for being aggressive dogs (which is not the case) raydeli”s initiative with mya she could not help but fall in love with raydeli. Raydeli’s attentiveness to my girls always makes me and them feel safe and fun.”


Candice G.

“Candice did a great job with my Jax, I would recommend her services to anyone who needs a reliable drop in visitor to take care of their furry baby”


Thalia O.
About: I’ve worked with so many animals, I’ve trained all 5 of my dogs. Worked with senior dogs and help grow and understanding with dogs in a way most people don’t know how. I am always available, all animals are my top priority. I will plan out my day accordingly to make sure their needs are fully met and they get the love they deserve when they are away from their owners. I take care of pets in my clients home, so they feel safe and comfortable. They are familiar with their surroundings. I work on there time but i stop by every hour or so to make sure things are okay.


Heather R.

“Heather was great with our large dog! She completed drop-in visits which included feeding, playing and potty. Heather was on time and communicated with us throughout the visits so we knew our pup was in good hands. We will definitely be calling on Heather going forward!”




Michael V.
“I am so glad I found a great sitter/walker for my dog. Michael shows great patience with Daisy and is very reliable. Michael is responsible, caring and most of all loves my dog! Thank you for taking outstanding care of Daisy.”


Melyssa B.
About: I have always been an animal lover. I try to take care of my pets as much as I can and I never leave the house without taking my pet out or feeding them. I will do my very best to provide for your pet/s and leave a safe environment for your pet/s with toys, food, and a nice clear view to see outside. If my client would like to get updates on his/hers pet, I will be more than happy to send you updates. I know how it feels leaving your pet to a stranger so I would be more than happy to answer any questions or concerns you may have. Thank you for considering me as your pet sitter. You will not be disappointed. I have plenty of time to provide care for your pets! I am currently unemployed taking care of my mom and I am looking for a flexible job to provide some sort of income for my family. I think it is always important to test the chemistry between a pet and a person. All of my clients pets have welcomed me into their environment with no problem. I will never leave the food/water bowl empty. I will always take out your pet/s on an agreed schedule. I will always treat your home with respect and clean up any mess made before your arrival back home. I will always be within reach for any questions, comments, or concerns you may have regarding pet and home care.


Leann W.

“Leann did an amazing job with my three dogs! They loved her!! She is amazing and caring and we will definitely be booking her again.”


Katherine D.
“Catherine is awesome we wouldn't want anyone else to watch our pets she loves our pets as much as we do and she's always very friendly and accommodating she used to be a dog groomer so she has a lot of experience with pets”


Amy M.

“We had a wonderful experience with Amy. She took care of our aging cat Betty and kept all my plants alive and happy! Will definitely book again :)”


Kristie P.
About: Hello! I'm Kristie. I have been caring for dogs for more than half of my life. If you choose me as your loved ones temporary caregiver, they'll have a huge yard to run and play in and a loving home to call their own for the day or however long care is needed for. I am primarily available after 6 on weekdays and all day weekends, so you can have a getaway worry free! If you have any special requirements, do not hesitate to ask and I will fulfill them to the best of my ability. I am available for drop in visits also in case your pet just needs some fresh air! Thank you so much for this opportunity and thanks for considering me!


Tara T.


“Tara was amazing with our pup Henry! He felt comfortable and happy with her. She kept us updated throughout the stay with photos and messages, which gave us such peace of mind. Highly recommend Tara if you’re looking for someone caring and reliable to care for your pet!”


Vanessa B.

“Vanessa did a great job cat sitting. She was both genial and reliable.”
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 pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your 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 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 Winona Lakes on Rover as of Aug 2025 was about $21 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 Aug 2025, there are 135 pet sitters in Winona Lakes. 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, 87% of Winona Lakes pet sitters respond in under an hour.
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 Winona Lakes.
Rover makes it easy to find Winona Lakes 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 135 pet sitters in Winona Lakes on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened 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.
