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

About: Hi, I’m Kristin! I’ve had over 10 years of experience caring for dogs, cats, and all kinds of animals. Whether it’s playtime, snuggles, or keeping up with their routine, I treat every pet like they’re part of the family. I’m reliable, patient, and absolutely love animals of all sizes and personalities. Looking forward to meeting your furry (or feathered!) friend! As a stay-at-home mom, I’m home almost every day and have a flexible schedule, making me available for frequent check-ins, walks, feedings, or overnight care. My home offers a secure, pet-friendly space with a large, fully fenced yard—perfect for safe play and exercise. I always supervise outdoor time to ensure your pet’s safety.

About: Hello, I’m Cassidy, I’ve had dogs of my own and many years of helping family and friends with their animals. Animals as we know are the best and I’d be more than happy to help anyone out with theirs. I’m currently working a job at night, therefore throughout the day, I am free and ready to help anytime! I can be flexible and work around your schedules and mine. Your pet is my top priority when taking this job and I will ensure a safe and fun visit for your fur babies. I will listen to what needs to be done and complete the task.

“Vanessa has a warm and loving personality that puts pets and their owners at ease. She sends pictures and keeps the owner aware of how the drop-in visits are going. My dog Millie and I highly recommend her. We are looking forward to having her housesit in the near future.”


“Thank you for checking in on my sweet pups!! I knew they were in great hands, and i received lots of adorable pictures! They even gave my cat, Nori, some love!! Will definitely book with you again!”


“Christina has been awesome! We took time to meet her before actually booking her and knew right away she'd be perfect. Not only is she dependable and trustworthy, she really cares about our dogs and takes time to make sure each visit is a good one. At each visit she sends us a text message and picture so we can see for ourselves how much fun they've had. We could not be more pleased with Christina and her services.”

“Amazing Rover! She is very responsive! She let my dogs out for potty break and made sure they had food and water while we were gone for the day. Definitely recommend and will use her again :)”


“Jenna did amazing with our babies! She was kind enough to watch our Guinea pig as well as our dog and both of them loved her! We highly recommend her and will definitely be booking her again in the future!”


About: Hi my name is Dana! I am currently a stay-at-home working mom. I am available for care in my home for 1 dog as we have one male dog already. I know how important it is to find a good, safe and happy place for your dog while you are away. We would be happy to do a meet and greet to make sure that our home is the perfect fit for your dog! I work from home but also transport a child 3 times a day. I can take the dog with me if needed but I’m not usually gone more than 30 minutes. We have a mostly fenced in yard. We have wetlands/canal on one side and a river on one side. Not currently taking escape artists! LOL

About: I have grown up with dogs my whole life. I currently 1 dog at home. She is a young German Shorthair Pointer with a ton of energy! I have a lot of experience with special needs dogs and have dealt with pets with extreme separation anxiety in the past. I believe that there is nothing better than a clean, healthy, happy dog. I don’t mind cleaning the yard, washing your dogs, or making their food for them. If your dog has a specific place that they love going, I definitely do not mind taking them there. I understand that dogs are family and I want them to have the best care possible. I currently have a full time job, but I would still love the opportunity to help care for your wonderful pets! I am currently working a part-time job so I have plenty of time to take your dog on a walk/check-in, whenever it is needed! I am more than happy to help. I have a fenced in yard if your pet ever comes to my house. I am also very familiar with working with reactive and anxious dogs so I know how to handle those situations.

“Rachel was absolutely amazing with Xena. Xena was so happy and calm when I got home. I could tell she really liked having Rachel look after her and play with her. I would definitely recommend Rachel as a dog sitter.”


About: I have taken care of dogs my whole life, whether they were my own dogs to take care of or my neighbors and friends dogs. I care for each one as they are my own. I am currently working towards getting a degree in veterinary technician and have some experience in the field. I am currently working part time so I will have plenty of time playing with your pups. I am available walks and playtimes during the week before 2. I have a great fenced in backyard and I have a playful Australian shepherd to keep your dog company. I can also easily crate your dog if needed.

About: I had two labs growing up that I was always around feeding bathing and walking and I currently have a girl pit mix who I’ve had since she was a puppy. I currently work part time so I have a lot of free time and am available anytime Sunday and Monday and anytime everyday after 4:30! I have a fenced in back yard with plenty of space to run around and I also have a friendly pit mix female dog she just turned one and loves having friends to play with!

About: i’ve taken care of dogs, cats and fishes personally my whole life and professionally only a hand full of times for neighbors and i would love to show your animals love and care. i work cleaning houses on Saturday, Sunday and some Thursday's so i’m available on Mon, Tues, Wed, Fri, and some Thursdays just message me if you have questions about Thursdays. i have a fenced in yard and there are others dogs in the house but they are not mine and separate from me and my space. They are friendly and playful and i live right near a park for walks. If your dogs need to be crated i can accommodate.
Loving pet sitters in your neighborhood
Search Results


Kristin F.
“Kristin did an amazing job taking care of our dog while we were out of town! Our dog can be incredibly challenging at times, but Kristin jumped right in and was able to make sure our dog was happy and safe! Would absolutely recommend her to everybody!”


Addison I.

“Addison was absolutely wonderful! She treated my cat like a princess. My kitty was happy when I returned. I will definitely book Addison again.”


Cassidy G.
“Cassidy is great with animals she has took care of my 2 dogs both English pits she has done a wonderful service she is very determined to get work done and never complains”


Vanessa M.

“Vanessa has a warm and loving personality that puts pets and their owners at ease. She sends pictures and keeps the owner aware of how the drop-in visits are going. My dog Millie and I highly recommend her. We are looking forward to having her housesit in the near future.”


Christianna T.
Star Sitter


“Thank you for checking in on my sweet pups!! I knew they were in great hands, and i received lots of adorable pictures! They even gave my cat, Nori, some love!! Will definitely book with you again!”


Christina D.
“Christina has been awesome! We took time to meet her before actually booking her and knew right away she'd be perfect. Not only is she dependable and trustworthy, she really cares about our dogs and takes time to make sure each visit is a good one. At each visit she sends us a text message and picture so we can see for ourselves how much fun they've had. We could not be more pleased with Christina and her services.”


Andrea G.
Star Sitter


“Andrea did a great job taking care of my dog, and was really great about communicating with me. I definitely hope she is available for my future needs.”


Kimberly G.


“Amazing Rover! She is very responsive! She let my dogs out for potty break and made sure they had food and water while we were gone for the day. Definitely recommend and will use her again :)”


Kelsi S.

“So appreciative of the care and cuddles she gave my kitties while out town! Thank you so much again! 💕”


Jenna C.

“Jenna did amazing with our babies! She was kind enough to watch our Guinea pig as well as our dog and both of them loved her! We highly recommend her and will definitely be booking her again in the future!”


Dana P.
About: Hi my name is Dana! I am currently a stay-at-home working mom. I am available for care in my home for 1 dog as we have one male dog already. I know how important it is to find a good, safe and happy place for your dog while you are away. We would be happy to do a meet and greet to make sure that our home is the perfect fit for your dog! I work from home but also transport a child 3 times a day. I can take the dog with me if needed but I’m not usually gone more than 30 minutes. We have a mostly fenced in yard. We have wetlands/canal on one side and a river on one side. Not currently taking escape artists! LOL


Rebecca R.

“Grateful for Rebecca’s drop ins with our cat! She is reliable and always sends lots of photos and updates. Definitely recommend and will use again in the future!”


Bonnie M.

“For my first experience with rover I certainly found the best sitter”


Samantha F.

“Samantha has always taken great care of my dogs. She is very familiar with the different breeds of dogs I own. One of my dogs has special dietary needs and I never have to worry about him when Samantha is taking care of him. My dogs love her!”


Brice S.

“Fantastic care of Soxy. Wonderful communication. Very reliable. Went above and beyond. Could not ask for a better care taker for my dog. Thank you!”


Courtney H.

“Courtney was great! Very professional, responsive, and took great care of my Luna Would definitely recommend!”


Rachel K.

“Rachel was absolutely amazing with Xena. Xena was so happy and calm when I got home. I could tell she really liked having Rachel look after her and play with her. I would definitely recommend Rachel as a dog sitter.”


Nicole M.
About: I have taken care of dogs my whole life, whether they were my own dogs to take care of or my neighbors and friends dogs. I care for each one as they are my own. I am currently working towards getting a degree in veterinary technician and have some experience in the field. I am currently working part time so I will have plenty of time playing with your pups. I am available walks and playtimes during the week before 2. I have a great fenced in backyard and I have a playful Australian shepherd to keep your dog company. I can also easily crate your dog if needed.


Karima Q.
“Karima is great with dogs. She plays with them and cares for them as her own. She feeds them and walks them and cuddles them.”


Cynthia K.
“Cynthia is great with animals she has watched my mothers dogs lots of times and she is so good to them they come up to her like she’s part of the family and it’s adorable cynthia can watch my family’s dogs anytime she’s bathed and fed them we’ll and listens to instructions very thoroughly thanks again Cynthia your a great dog sitter.”
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 Winslow on Rover as of Aug 2025 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 Aug 2025, there are 23 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, pet sitters on Rover respond in under an hour.
Pet sitters with repeat customers have an average of 3 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 23 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.
