Pet Sitting in Winslow
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 Winslow pet sitters

“Josie and Jake were fantastic as always with the cats! They provide great and funny updates about how the cat’s day is going and always make sure to check on our shy guy even if he doesn’t come out to see them. They really treat them like their own and we love that. Will always book them if they are available for our trips.”


“Makensie always leaves such an impact on our babies and treats them so sweetly. I love the attention to care and her ability to message me about all the things. She is totally work the booking. We use her often.”


“Summer was great with both my dog and cat. She was very conscientious and always kept me up to date with pictures and descriptions of how they were doing. Highly recommend!”


“Brittany was absolutely wonderful! Our dog warmed up to her right away and we got picture updates every visit! Our dog was definitely in great hands and very well taken care of while we were away.”


About: Teacher by day, pet whisperer always. Your pets second favorite human (after you of course.) Flexible, loving and experienced pet lover with years of experience caring for both dogs and cats. Professionally walked dogs for a year- but I've been the go-to pet sitter for friends and family forever. Long walks, belly rubs and personalized care are always part of the package. I treat your pets like family, because that is what they deserve. ' I'm a full-time teacher with a flexible schedule and a soft spot for furry companions. I have a set schedule with afternoons, evenings, and weekends and holidays off- which gives me plenty of flexibility for pet care! During the summer and school breaks, I am even more available for visits. I make sure your pets get the attention, care, and love they need while you're away. When caring for pets in a client's home, I treat it with the same respect and care as I would my own. I stick to the pet's regular routines, mealtimes, walks, play and any other special instructions. I want them to feel comfortable and safe while you are away. I make sure they get plenty of love and attention. I'm happy to send photo or video updates so you can see how they are doing. I clean up after myself, keep things tidy, and make sure your pets (and your home!) is well cared for until you return.

“Alyssa was awesome! She took awesome care of my scaredy cat while I was out of town for a week, and sent me plenty of pictures and videos! Will definitely book her again next time I am out of town :)”


About: Hello I’m Tennia, I love animals I’ve taken care of dogs from American bully to chihuahua. And various cats like Tabby’s and more! Let me help you out with them! My schedule is right now is M,W,F- 2:30pm-9pm Tuesday - after 6:30pm-9pm Saturday -9am-9pm I am pretty flexible just let me know what you need and I’ll tell you whether I can deliver or not! I can walk, bath, and more! I can do in home or owners home. I have two dogs so if dog friendly I can do in house sitting! I would like them to meet first though and small breeds!

About: I have cared for several cats and dogs in my home as well as in others for 15 years. I am a mother of three with lots of love, attention & cuddles to share with your fur-babies! I currently work from home 3 days each week and as a mom of 3, am home most weekends to help take care of your fur-babies:) I live in a very safe neighborhood for long walks and have a large backyard (unfenced) to play in! All 3 of my kiddos (16,14 & 6) are true animal lovers who will also happily love on your fur-babies while visiting our home!

About: I have a very flexible schedule. I love all animals small and big! I have cats but they are super friendly. I have an unfenced yard, and I have several dog friendly places. I have a vehicle for plenty of fun car rides. I have 2 doggos. Mojo Madness and Roger Dodger. My flexible schedule allows for pretty much anything that you need for your furry friend. I do have a gate to keep dogs and my cats separate if they are prone to chasing. I'm a very active person so being out and about outside is something that I love to do, especially with a furry friend of any size. I have a very very flexible schedule. My full time is mostly remote, and it is not something that requires the typical 9-5. If you have more questions please feel free to reach out. Trust is super important when you are trusting someone with your bestie. I pride myself with communication. If you have any question at all or if you need certain assurances that you pet is safe with me I would be happy to oblige.

“Shelley was amazing with my dog who can sometimes be very skittish around new people. She has scared sitters in the past due to her barking but Shelley handled her like a champ. My dog took to Shelley right away and I appreciated knowing that she was in good hands during the day. Shelley sent many pictures and provided me with updates while she was at my house ensuring my dog got to potty, they played ball and she made sure she had food and water before she left each day. I would highly recommend Shelley and will definitely use her in the future.”


About: I am looking to provide love and care to your fur babies when you aren’t able to. I have two fur babies of my own currently and have had many in the past. I have experience caring for dogs and cats of all different shapes and sizes! I look forward to meeting your fur babies and caring for them like my own. I work as a bus driver so between my morning and evening run I have plenty of time to make stop ins and check on pet and/or take them for a walk. My partner works from home which provides a flexible schedule. Unfortunately, I am currently unable to care for your pets in my home due to our young children. However, your pets safety and comfort will be a top priority for me when coming into your home to care for them.

About: I have experience with both cats and dogs as I have both. I had a wonderful dog named Tessa. I miss her so much. She was a rescue and an amazing dog. Albany is a manx cat and was adopted at the age of 3. She is 6 now. She loved to play and can be ornery! I love fur babies and would love to help take care of your fur babies. I hope with providing this service I can give you piece of mind that your cat or dog is being taken care of. With adopting a rescue, I also had to work with some behavioral issues my dog had and feel that gave me a better understanding of her needs. I hope to speak with you soon!

About: I’ve taken care of my household dogs for 18 years. Sadly due to my father’s allergies I haven’t been able to have a cat. But have been around them in any chance I can get and have experience caring for them. I’m working part time but would love to make room for taking care of your pets. I also volunteer at St Mary’s but will do my best to fit your animal into my schedule. I can’t care for pets in my own home due to my family not wanting to be around pets at the moment. But I would love to branch out to other homes to care for your pets.

About: As someone who has owned dogs, cats, bunnies, pigs, an axolotl, a monkey (yes a monkey); I feel well versed and confident in my abilities to give your pet all the love and care it desires. From baby stage to old age, I am willing and capable. I am a PE teacher who looks forward to sharing love for exercise with your pet! This is how I leisurely stay active and moving after work hours and during summer break. During the months of June and July, I am offering open availability to reach the needs of as many pets as possible. Whilst the school year is in session, August-May, availability moves to evenings through the week, and open availability on the weekends. In your home, I respect your space and follow your pet’s routine. I make sure your furry friend feels safe, and gets plenty of attention. From daily walks and playtime to meal prep and snuggles, I provide consistent, loving care while keeping your home tidy and secure. In my home, I provide a safe, cozy, and pet-friendly space where they can relax, play, and feel right at home. I stick closely to your pet’s routine, including feeding schedules, potty breaks, walks, and medication if needed. Whether they’re high-energy or more laid-back, I tailor the day to their needs—with lots of playtime, cuddles, and supervision throughout. I have a large fenced in backyard that leaves lots of room for zoomies and playtime. I never leave pets unattended for long periods, and I make sure they’re always comfortable, entertained, and loved. I have a very playful Dachshund who looks forwards to play dates :) I’ll also send regular updates and photos so you can relax knowing your pet is happy and in good hands. As someone who desires to give back to the community in a variety of ways, I can assure you, your pet is in good hands.

About: I’ve had dogs and cats throughout my childhood and my own fur babies since 2019! I have worked as a vet tech and have 5 years of petcare experience. I currently work as a substitute teacher, so my days are very flexible! I can help early mornings throughout the day until the late evening! I always make sure to care for pets and their environment as I would my own. I am more than happy to send updates, photos, etc while caring for pets!

About: I have always had animals around. I work closely with local animal shelters. I am that person who sees an animal out on the loose and stops to find it’s home. My babies are my life. I have two dogs and two cats. I have always had animals. Your pets will be well taken care of and loved just like humans. I have two dogs and two cats. We are constantly playing outside, snuggling on the couch or watching movies. My pets love play time so I make sure to always give them the attention they need. I have a fenced in yard and two friendly doggos to keep your pet company. My pets are allowed in the bed and on furniture.
Loving pet sitters in your neighborhood
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Josie C.Star Sitter

“Josie and Jake were fantastic as always with the cats! They provide great and funny updates about how the cat’s day is going and always make sure to check on our shy guy even if he doesn’t come out to see them. They really treat them like their own and we love that. Will always book them if they are available for our trips.”


Madalyn C.

“Love getting pictures of the pups while I am at work. Both dogs warmed up to her quickly and they love getting all the extra attention from Madalyn!”


Makensie R.Star Sitter

“Makensie always leaves such an impact on our babies and treats them so sweetly. I love the attention to care and her ability to message me about all the things. She is totally work the booking. We use her often.”


Summer A.Star Sitter

“Summer was great with both my dog and cat. She was very conscientious and always kept me up to date with pictures and descriptions of how they were doing. Highly recommend!”


Damien M.

“Dependable, always on time, and my dog Hershel took to him! A+”


Brittany W.
Star Sitter


“Brittany was absolutely wonderful! Our dog warmed up to her right away and we got picture updates every visit! Our dog was definitely in great hands and very well taken care of while we were away.”


Kylie M.
“Kylie watched my kitty Maisie while we were out of town on vacation. She did an excellent job! Maisie loves her and she was great with communication, sending photo updates, etc. 10/10 recommend!”


Natalie H.

“Did a great job with my girl. Would definitely recommend her to friends and hire her again.”


Alyssa H.

“Alyssa was awesome! She took awesome care of my scaredy cat while I was out of town for a week, and sent me plenty of pictures and videos! Will definitely book her again next time I am out of town :)”


Tennia D.
“Tennis keeps my pooch happy and active hen she cares for her. She is great with keeping her engaged. She meets the needs of this high energy girl! Thanks Tennia!”


Ellie D.

“Ellie went above and beyond for Tucker! I would recommend her to anyone and will absolutely be requesting her from now on!”


Bianca B.
“Bianca has watched my cat, Frankie, many times. Frankie absolutely loves her (and she’s a picky one!) and I know that my baby is safe and happy with Bianca! She is always my first call!”


Brooke V.
About: I have a very flexible schedule. I love all animals small and big! I have cats but they are super friendly. I have an unfenced yard, and I have several dog friendly places. I have a vehicle for plenty of fun car rides. I have 2 doggos. Mojo Madness and Roger Dodger. My flexible schedule allows for pretty much anything that you need for your furry friend. I do have a gate to keep dogs and my cats separate if they are prone to chasing. I'm a very active person so being out and about outside is something that I love to do, especially with a furry friend of any size. I have a very very flexible schedule. My full time is mostly remote, and it is not something that requires the typical 9-5. If you have more questions please feel free to reach out. Trust is super important when you are trusting someone with your bestie. I pride myself with communication. If you have any question at all or if you need certain assurances that you pet is safe with me I would be happy to oblige.


Shelley U.

“Shelley was amazing with my dog who can sometimes be very skittish around new people. She has scared sitters in the past due to her barking but Shelley handled her like a champ. My dog took to Shelley right away and I appreciated knowing that she was in good hands during the day. Shelley sent many pictures and provided me with updates while she was at my house ensuring my dog got to potty, they played ball and she made sure she had food and water before she left each day. I would highly recommend Shelley and will definitely use her in the future.”


Andrea S.
“Annie watched my cat many times. Always sent updated pics, litter box was always cleaned. Annie loves animals and is wonderful with them. My cat was given great care by Annie.”


Taylor S.
“I wouldnt hesitate to put my fur babies in Taylor's care. She treats her own pets as part of the family and plans her daily life around them. She is a honest, caring and trustworthy person. I highly recommend her to help with your animals at times when you are unable.”


Cameron S.
About: I’ve taken care of my household dogs for 18 years. Sadly due to my father’s allergies I haven’t been able to have a cat. But have been around them in any chance I can get and have experience caring for them. I’m working part time but would love to make room for taking care of your pets. I also volunteer at St Mary’s but will do my best to fit your animal into my schedule. I can’t care for pets in my own home due to my family not wanting to be around pets at the moment. But I would love to branch out to other homes to care for your pets.


Tommi L.
About: As someone who has owned dogs, cats, bunnies, pigs, an axolotl, a monkey (yes a monkey); I feel well versed and confident in my abilities to give your pet all the love and care it desires. From baby stage to old age, I am willing and capable. I am a PE teacher who looks forward to sharing love for exercise with your pet! This is how I leisurely stay active and moving after work hours and during summer break. During the months of June and July, I am offering open availability to reach the needs of as many pets as possible. Whilst the school year is in session, August-May, availability moves to evenings through the week, and open availability on the weekends. In your home, I respect your space and follow your pet’s routine. I make sure your furry friend feels safe, and gets plenty of attention. From daily walks and playtime to meal prep and snuggles, I provide consistent, loving care while keeping your home tidy and secure. In my home, I provide a safe, cozy, and pet-friendly space where they can relax, play, and feel right at home. I stick closely to your pet’s routine, including feeding schedules, potty breaks, walks, and medication if needed. Whether they’re high-energy or more laid-back, I tailor the day to their needs—with lots of playtime, cuddles, and supervision throughout. I have a large fenced in backyard that leaves lots of room for zoomies and playtime. I never leave pets unattended for long periods, and I make sure they’re always comfortable, entertained, and loved. I have a very playful Dachshund who looks forwards to play dates :) I’ll also send regular updates and photos so you can relax knowing your pet is happy and in good hands. As someone who desires to give back to the community in a variety of ways, I can assure you, your pet is in good hands.


Makayla F.
About: I’ve had dogs and cats throughout my childhood and my own fur babies since 2019! I have worked as a vet tech and have 5 years of petcare experience. I currently work as a substitute teacher, so my days are very flexible! I can help early mornings throughout the day until the late evening! I always make sure to care for pets and their environment as I would my own. I am more than happy to send updates, photos, etc while caring for pets!


Kayla M.
About: I have always had animals around. I work closely with local animal shelters. I am that person who sees an animal out on the loose and stops to find it’s home. My babies are my life. I have two dogs and two cats. I have always had animals. Your pets will be well taken care of and loved just like humans. I have two dogs and two cats. We are constantly playing outside, snuggling on the couch or watching movies. My pets love play time so I make sure to always give them the attention they need. I have a fenced in yard and two friendly doggos to keep your pet company. My pets are allowed in the bed and on furniture.
Popular requests near you
Select a filter and find qualifying Winslow 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 Winslow 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 Winslow average 4 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 Winslow 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 24 pet sitters in Winslow. 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, 80% of Winslow pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 4 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 Winslow.
Rover makes it easy to find Winslow 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 24 pet sitters in Winslow 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.
