Pet Sitting in Wingdale
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 Wingdale pet sitters

About: I have taken care of all sorts of animals since I was very little. I am a equine major and own 3 dogs and a cat. I am working evenings part time on both weekends and weekdays around my softball schedule. I am looking forward to seeing and meeting all different animals. I am very responsible and trustworthy and care for your pets just as if they were my own. I would never want to put you in a place to have to worry.

“Casey is the best! Any time Casey drops by the check on the cats while we are away, we come home to very happy kitties. Casey also always takes time to play with them and send pictures! 🐈🐈⬛”


About: I’ve been surrounded by animals my whole life, growing up with both dogs and cats, which gave me a deep love and understanding of their needs. For the past two years, I’ve been pet sitting for clients, providing personalized care based on their preferences. I have experience with a variety of animals, including birds, kittens, puppies, dogs, and cats, and I’m comfortable administering medications when needed. Whether it’s playtime, cuddles, or ensuring pets stay on their routine, I’m passionate about giving them the best care possible! As a full-time student with classes spread throughout the week and a part-time job, I balance my schedule to ensure I can provide attentive and reliable pet care. My flexible routine allows me to accommodate pet-sitting needs, whether it’s daily check-ins, walks, or overnight stays. Caring for animals is something I genuinely enjoy, so I make sure to prioritize their well-being while managing my academic and work responsibilities. I exclusively provide pet care services in my clients’ homes to ensure the best experience for their pets and mine. By caring for pets in their own home, I help maintain their routine and comfort, making the transition easier for them while their owners are away.

About: I am 22 years old and have had dogs my entire life and know how to properly take care of any dog of any size. Even though I am a dog person cats do not bother me. I graduated from Post University in Waterbury, CT. I am very easy going and super easy to work with. You can reach me at just about any time of the day with any questions or concerns. I knew I have always wanted to do something like this but, was not sure exactly where to go. If you did not catch my name, I am Joe and am happy to start helping out. When I am home I am always walking the dogs and also love to throw the ball around and run with both of my dogs. As said previously I walk and play with my pups and they love to run and stay active just like myself and they have a ton of energy.

“Meegan is the best. My dogs are so excited to spend time with her. She gives them all the love and attention they need. She’s very reliable and I wouldn’t trust anymore more with our puppies.”


“Thank you to Jessie for taking such good care of my little Fiona! Jessie is so great with communication. When you have to be away from your furbabies, the updates and puctures mean so much.”



“Being new the area we're glad we met Richie. Flexible and accommodating are two words that come to mind. Our "girls" look forward to his afternoon visits and we have piece of mind knowing we can count on him”


About: Growing up, I had a Lab and then a Boxer and two cats. I've also helped my aunt at the doggie daycare she runs out of her home where she often has more than 10 dogs at a time. Everything from a Great Pyrenees to German Shepherds to Doodles to Yorkies. And it's always so much fun! The care I'll give your pets will really depend on them and their needs. There's a very large unfenced grass area behind my apartment building that would be perfect for walks or play. And there are multiple parks in the area too we could explore. At yours, I'd keep whatever their normal routine is. Whether that's taking walks, throwing the ball or just sitting and chilling and scratching butts. Their butts of course! There's a very large unfenced grass area behind my apartment building that would be perfect for walks or for play. And there are multiple parks in the area too. At yours, it depends what you need. We could take walks, throw the ball or just sit and chill and scratch butts. Their butts of course!

“Veronica is a very sweet woman who is punctual, caring, and communicates well. She cared for my two cats while I was away. I’m very thankful I met her! She is great at what she does and I’ll absolutely hire her again. Thank you!!”


“This is the second year we have had Rhonda care for our cat while we were on vacation. She has been absolutely wonderful. Our cat is very wary of strangers and within a day or so, had Dancer allowing her to pet and brush him! Would definitely reccomend!”


“Stephen is amazing! He’s well-versed with large breeds, and we were so happy to find someone experienced who Bowser absolutely loves walking with. He’s always punctual, and after just two walks, Bowser is already so excited to see him! It’s hard to find someone you can truly trust with your dog, and Stephen is definitely that person. Highly recommend!”


About: I've had cats my entire life, I pet sit for 2 dogs during the summer before I could get a job and would love for it to become a regular part of my life again. I enjoy spending time with animals sometimes more than people. I'm a college student and a caregiver currently so feel free to reach out with questions about availability. I have a constantly changing schedule and I may be available more than what's marked here. I take care of my own 2 cats daily, and I'd love to take care of more pets in between my work hours or on my days off. I've been in an environment with animals as long as I can remember feeding them, scooping litter boxes, and my favorites giving love, and playing.

“Sophia is amazing! This was a last minute request, and not only was she able to take care of our pups, but she was over and above what I asked! She is also so flexible and a very good communicator. Thank you so much for taking such good care of our babies!”


About: My passion in life has always been training and caring for animals. I have 17+ years of working for a guide dog organization, where I trained, evaluated, exercised, and cared for puppies and adult dogs, and taught families basic obedience and proper leash-handling skills. My specialty is relationship-centered training which creates happy, healthy relationships and is effective, humane, and FUN! I am highly experienced in all areas of animal husbandry, including nail cutting, ear cleaning, administering oral medications, bathing, grooming, etc. I treat all animals as my family and I look forward to meeting and caring for your special fur babies. I am currently working remotely and part-time so I am fairly flexible to care for your pet(s) any day of the week between the hours of 10am and 8pm. I am not currently offering boarding services, but I will take care of your pets in your home with the utmost kindness and love. I respect each animal and will care for them according to the owner's instructions and guidance. They will be kept safe, receive a lot of affection/attention and have FUN!

About: Growing up, my very first chores were dog- related, so animal care has always been integral in my life. While I sadly no longer have any furry friends of my own, I am an animal person at heart. I’ve pet-sat for family, neighbors, friends, Rover clients, for pets of all breeds and sizes, and I’m very comfortable around any dogs. I grew up with 2 German-shorthaired pointers, and I was responsible for their care daily before and after school. As we (me and the dogs!) all got older, I was the primary caretaker of them in their senior years, so I’m very familiar with the struggles and ailments that come with elderly dogs. I am strong enough to lift most dogs if stairs are any issue- our dogs were around 60-70lbs. I have had roommates with cats who I’ve become very close with. I’ve always loved cats, so learning to care for them and earning their trust was so exciting. I’ve cared for the cats for a week’s time before, so would feel comfortable caring for cats as well. I love pet sitting- it’s nice to have a furry friend to visit since I lack one in my own family at the moment! Any client of mine gets all the pets and attention they could ever dream up. I am also very active, and I walk or run every day, so having a companion there is a bonus for us both! I look forward to your consideration, and if you have any questions about my experience or anything please let me know. I am currently between full-time jobs but keeping my calendar updated very frequently with my summer availability as I am hoping to pick up work either ongoing or on a one-time basis! Depending on the comfort of each pet, I always spend some time introducing myself and getting to know them at first. Spend some time petting them and getting them comfortable with my presence in their space, and next playing with them if they’re up for it. Once they know they can trust me, we’ll take the day ahead together and they’ll alternate resting, playing with toys, and walking outside. I also love to share photos with owners, so I’ll be sure to keep you posted on what we’re up to.

“Wonderful experience - we had to rush out of town twice because of an elderly parent’s health. Samantha was there for us both times even though it was short notice. She saw to our cats needs and even helped out with an issue with unplugging a machine that was left running. Wonderful lady!!!”


About: Ive been able to care for freinds dogs in the past and boy have I loved it ! I always pour my love and time to taking care of any furbaby. As of now I'm working part-time and that allows my schedule to be quite flexible when it come to providing care for your fur baby. I will always keep in mind any instruction given at my clients home to ensure the safety and that the proper care is given to your furbaby.
Loving pet sitters in your neighborhood
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Angela D.

“Angela is great! We highly recommend her services!”


Jessica B.
About: I have taken care of all sorts of animals since I was very little. I am a equine major and own 3 dogs and a cat. I am working evenings part time on both weekends and weekdays around my softball schedule. I am looking forward to seeing and meeting all different animals. I am very responsible and trustworthy and care for your pets just as if they were my own. I would never want to put you in a place to have to worry.


Casey S.
Star Sitter


“Casey is the best! Any time Casey drops by the check on the cats while we are away, we come home to very happy kitties. Casey also always takes time to play with them and send pictures! 🐈🐈⬛”


Jillian G.Star Sitter
“Jillian is excellent dog caregiver! She is very responsive and helpful. Jillian is great at her job and shows so much love for animals like they’re her own. I recommend Jillian to receive the best pet sitting experience and to give your furry friend so much love when you’re away!”


Joe C.
“Joe is a very responsible person. You give him a task, he will do whatever it takes to get the task done. Joe loves dogs very much, so he is easy going and he will treat your dog as one of his own. I strongly recommend using Joe as a dog caregiver. He will take care of your dog in the best way possible.”


Erik T.


“Erik was patient with our anxious dog Brock, and gave both dogs lots of time to play and be outside. We appreciate his patience and how good he is with the dogs!”


Meegan B.

“Meegan is the best. My dogs are so excited to spend time with her. She gives them all the love and attention they need. She’s very reliable and I wouldn’t trust anymore more with our puppies.”


Jessie G.Star Sitter

“Thank you to Jessie for taking such good care of my little Fiona! Jessie is so great with communication. When you have to be away from your furbabies, the updates and puctures mean so much.”




Richie G.

“Being new the area we're glad we met Richie. Flexible and accommodating are two words that come to mind. Our "girls" look forward to his afternoon visits and we have piece of mind knowing we can count on him”


Jillian P.
“Jill is fantastic with our dog, Penny. Penny is a 55 pound pitbull and absolutely loves her. She jumps up to sit with Jill (and on Jill) and gets so excited to see her. Jill is playful with her, gentle, and trustworthy. Jill is a pet person for sure and definitely has a warm heart for animals. She’s been great with our dog and will be a wonderful caregiver to your dog or cat.”


Veronica C.

“Veronica is a very sweet woman who is punctual, caring, and communicates well. She cared for my two cats while I was away. I’m very thankful I met her! She is great at what she does and I’ll absolutely hire her again. Thank you!!”


Kevin H.

“Kevin was great … highly recommend him and he was referred to me from another walker who couldn’t fit me in. Happy he was available!”


Rhonda J.

“This is the second year we have had Rhonda care for our cat while we were on vacation. She has been absolutely wonderful. Our cat is very wary of strangers and within a day or so, had Dancer allowing her to pet and brush him! Would definitely reccomend!”


Stephen N.Star Sitter

“Stephen is amazing! He’s well-versed with large breeds, and we were so happy to find someone experienced who Bowser absolutely loves walking with. He’s always punctual, and after just two walks, Bowser is already so excited to see him! It’s hard to find someone you can truly trust with your dog, and Stephen is definitely that person. Highly recommend!”


Claire M.
“Claire is one of the most caring people I know with pets and people! She lights up when interacting with cats and dogs. I trust her completely and never hesitate to leave my dog with Claire because I know she’s in great hands.”


Sophia S.

“Sophia is amazing! This was a last minute request, and not only was she able to take care of our pups, but she was over and above what I asked! She is also so flexible and a very good communicator. Thank you so much for taking such good care of our babies!”


Sarah B.
“I’ve worked with Sarah for over a decade. She is very knowledgeable about dogs. She has a close eye on details & very reliable. She has trained and helped countless dogs (as well as their owners). Sarah love all animals all shapes and sizes. I would trust her with my fur babies anytime.”


Lauren J.
“Max came home from his week with Lauren exhausted- but super happy and lots of tail wags. It was really nice to know that he was still getting lots of love and activity while we were gone, it put my mind at ease. It was like sending him to summer camp while I’m vacationing!”


Samantha & Michael M.

“Wonderful experience - we had to rush out of town twice because of an elderly parent’s health. Samantha was there for us both times even though it was short notice. She saw to our cats needs and even helped out with an issue with unplugging a machine that was left running. Wonderful lady!!!”


Crystal E.
About: Ive been able to care for freinds dogs in the past and boy have I loved it ! I always pour my love and time to taking care of any furbaby. As of now I'm working part-time and that allows my schedule to be quite flexible when it come to providing care for your fur baby. I will always keep in mind any instruction given at my clients home to ensure the safety and that the proper care is given to your furbaby.
Over 23 pet parents in Wingdale have booked pet sitting
Popular requests near you
Select a filter and find qualifying Wingdale sitters!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!
The median cost per night for pet sitting in Wingdale is $25
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.
Sitters in Wingdale average 5 repeat pet sitting clients
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 Wingdale on Rover as of Aug 2025 was about $25 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 184 pet sitters in Wingdale. 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, 89% of Wingdale pet sitters respond in under an hour.
Pet sitters in Wingdale have an average of 17 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 Wingdale.
Rover makes it easy to find Wingdale 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 184 pet sitters in Wingdale on Rover, so you’re sure to find the perfect match for your pet! In Wingdale, 93% of pet sitters offer daily exercise, 87% offer medication administration, and 88% 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.
