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Top rated Winslow house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Alyssa done a wonderful job with our 2 babies. This was the first time getting an over night sitter for 4 nights. We were very nervous doing this but she put our minds at ease immediately when meeting with her. She’s gentle, loving, and caring. She followed all requests as directed. My 2 dogs adjusted quickly to her as she has a gentle personality. I like to Thank her and hope to use her for future sitting. TY”


“Overall had an excellent experience with Logan dog sitting. She was very flexible and able to meet in advance so my dog could become acquainted with her prior to the booked dates. Great communication throughout sitting, sent daily updates and pictures! She took great care of my dog and treated my home with respect.”

“Quinn is a sweet person and a loving animal sitter. She seemed very trustworthy too. My poor kitty has PTSD and suffers from nervousness and Quinn had him on his back submissive showing his belly the day after I left.🐈 I wish I could use her again but she will be in college for my next vacation. She also has a professional camera and sent me amazing pics of my little man the 4 days I was gone. 💙”

About: I have over 11 years of experience caring for cats through both personal ownership and cat sitting for clients, friends, and family. Over the last 2 years, I’ve also gained experience caring for dogs through pet sitting for friends and family members. My experience includes feeding schedules, fresh water, litter box cleaning, potty breaks, walks, playtime, and making sure pets feel safe, comfortable, and loved while their owners are away. I truly enjoy being around animals and understand how important it is to trust the person caring for your pets. I treat every pet like they’re my own and always do my best to provide dependable, patient, and attentive care. Whether your pet is energetic, shy, playful, or needs extra comfort, I want owners to feel confident knowing their pets are in good hands with me. Currently working full time Monday through Friday. I clock in at 7:30am & finish between 2:30-3:30pm depending on the week. If you’d like my services anywhere between those times, I’d just need 5 days to a week’s notice prior to booking. Always free Saturday & Sundays. I make sure to ask numerous questions during meet & greets, that way I follow all care instructions exactly! I keep the environment clean, and make sure doors and windows are secured at all times. I also keep a close eye on every pet in case of any changes in behavior/health and provide regular updates with photos and videos
“Nicole was diligent in caring for our dog and bought him a couple of new toys that he loves! She was cheerful and exhibited a great ability in being able to manage his rambunctious behaviors from the very first day. We appreciated her dependability and punctuality.”

About: I have had dogs my entire life and developed a genuine love for animals from an early age. I have sat and taken care of friends’ and families' pets over the years. While in high school my mother and I fostered dogs while they waited to be adopted. In addition, I spent 2.5 years working at a locally owned pet store, where I gained hands-on experience with pet care, behavior, and nutrition. I am widely available during the week besides scheduled appointments, errands, and housework. I have reliable transportation and keep an organized schedule so there is no overlap. Each animal should feel safe in their home while their owner is away, so I work calmly and patiently to earn their trust through my actions. Your dog should know I am there for their well-being, including all the good things like snuggling, playing, and tail wags. I treat each client's home with the kindness and respect I would want in return if the roles were reversed. I follow all instructions and information provided to the best of my ability, and your dog will receive plenty of love in the process.
“We’re so grateful for the amazing care you gave Otis this week while we were away. It gave us such peace of mind knowing he was in such good hands. Thank you for all the updates, attention, and love you showed him it was clear he was happy, comfortable, and well cared for the entire time. You went above and beyond, and we truly appreciate your reliability, kindness, and care for Otis like he was your own. We would absolutely recommend you to anyone looking for a trustworthy and caring dog sitter. Thank you again for everything!”

“Devon is a true professional. She made sure to meet us and our puppies to make sure all was comfortable. Met me in advance a second time for the key. Each day she was patient with sparkles and scarlet as sparkles is shy. She followed all instructions and kept us informed. The dogs were very well taken for and super excited when we got home. Thank you Devon well done. We will absolutely use her again!”

About: Ever since I was old enough to stay home alone, I've always enjoyed taking care of pets. Overtime I've gotten used to walking, feeding, and entertaining dogs for my friends and relatives. I’ve cared for dogs from months old to their last years. I currently work 2 jobs, with Sunday as my consistent day off. Despite having multiple jobs, most of my shifts don't exceed 5-6 hours. Both jobs and home are not far from each other. I am all about adopting the dog’s routine whether it be playing in the yard and going for long walks, or spending quality time indoors. I’m always observing behavior, ensuring that I can take care of them to my utmost ability.
About: I have experience with cats with health issues and giving medications. My 18 yr old has CKD and a few other issues he gets supplements for that keep him going. I have volunteered with cats at an animal shelter and helped with dog adoption events as a dog handler. My schedule is very open at the moment so I'm available for whatever is needed. I have 3 cats so I do need to be home several times a day to care for them. My cats are indoor only but I take my 18 year old out on a leash on walks around the yard, but he mostly prefers to be carried. I'm happy to take other cats on walks if they are harness trained, or just play with them indoors. Dogs I will walk of course and play with as needed.
“Maddy was an amazing house sitter for our boy Oliver. We cannnot recommend her enough. She was clean and kept us updated on Oliver while we were away. She will be our go too from now on!”

“Rebecca was great! She put up with my very clingy dog and gave her lots of snuggles and attention. ❤️ Great communication and overall wonderful experience. Will be booking with her again!”

“Madilyn was wonderful. This was her first time sitting for us. She was very attentive to our dogs’ needs, and even sent me one of the best photos ever of my collie, Ollie! I’m pretty sure she left the house cleaner than when we left for vacation :-). I would highly recommend her and I’d use her again in a heartbeat!”


About: I’m a nursing student who also loves animals I have my own 3 cats and 2 dogs that I take care of I’ve been pet sitting for my families pets for the past 10 years :) I’m currently working part time babysitting for 2 hours a day Monday-Thursday, my semester ends on may 5th but until then i have classes in the mornings on Tuesday’s Wednesday's and Friday’s, once my semesters over I'm very flexible :) Let me know if there is any accommodations needed for your furbabies and I will always do my absolute best to make sure they’re always taken care of in the best way possible :)
“Madison!!! Can’t say enough great things about her! She was the first person I hired off of this site and she was absolutely awesome! Everything went smoothly! She was so good to my pets and I felt so safe having her stay in our home. She’s very down to earth and you can tell she loves animals. I would ABSOLUTELY RECOMMEND HER to literally anyone and everyone!!”

“Greg and his girlfriend, Hannah, were so wonderful. My flight got delayed and I had to find a sitter to watch my two pups for the same day and they were fast to respond and very accommodating! Greg seemed super knowledgeable and sent me updates and pictures of my dogs! They were respectfully of my home and left it just as they found it! Definitely will book with him again :)”

About: i've lived with dogs since u was little and all my family has dogs so i am very used to different dog breeds and temperaments. i love to take dogs on walks and play and even just keeping them company. i'm currently not working so i am free whenever. i am able to watch any pet on week days or weekends. i am very flexible and am able to change dates or times whenever i have two friendly dogs at my home and am able to provide anything that your pet will need so matter what. i do not have a fenced in yard but am able to give your pet as many potty and walk breaks as needed.
How Rover works

1. Search
Read verified reviews and choose a house 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 house and 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!
The median cost per night for house sitting in Winslow is $55
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 house 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 3 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winslow on Rover as of Jun 2026 was about $55 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 2,464 house sitters in Winslow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Winslow house sitters respond in under an hour.
House sitters in Winslow have an average of 14 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winslow.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winslow house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.


