Pet Sitting Winslow
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 16 pet parents in Winslow have booked pet sitting
Winslow, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I’ve always been an animal lover and I typically volunteer once or twice a month at the animal shelter to care for the animals there. I’m also an avid hiker and love to take the dogs out with me so that they can get some outside time in the beautiful parks or trails around the area. As I work part-time, I have plenty of time to take care of animals during the weekday and weekend. From Tuesdays through Fridays, I’m typically available in the mornings before 10:30am and early evenings after 3pm. Saturdays through Mondays are my days off. I have an un-fenced yard and two other dogs in the home to keep your baby company. Both dogs are fixed and up to date on all shots. I personally have 3 very spoiled cats of my own who are also dog-friendly and up to date on all shots. Should you require your dogs to be crated during the night, that’s easily handled.
“Sarah was simply amazing!!! I can't say enough good things about her. She truly cared for our two kitties while we were away as if they were her own. It's so freeing to feel able to travel again knowing we have such a caring, reliable sitter. Will absolutely use Sarah's services again!”
“Carla provided exceptional care for our cat during our 2-week trip. Communication was excellent and the daily photos of our cat assured us that all was well. Our cat is very emotionally expressive and she looked 100% happy to be in Carla's lap. We will definitely hire Carla again the next time we need a sitter.”
“Alex was amazing and my dogs love her! I was nervous leaving them for the first time and Alex came over and made me much better! She clearly loves dogs and is very knowledgeable! Highly recommended!”
About: I grew up with dogs around, specifically a Boxer and Boston terrier. I now have three cats of my own! I have done it all from walks to ear cleaning to baths to fetch to administering medications and inhaler treatments - I can do whatever is needed! I work full time with crazy hours! You tell me what times and days are needed, I can try to work it in somehow. Some days I am out at 11pm, others 3pm, it all depends. I will always have two days off a week and can do more for you those days. I can pick on animal cues pretty easily, as I have had non-dog friendly dogs growing up. Patience is something I pride myself on with animals and making sure they feel safe in their environment, as I’m just the visitor.
“Nicole did an excellent job caring for our two cats while we were on a work trip. She was communicative, kind, and sent plenty of pictures. We absolutely recommend her if you're looking for someone to take good care of your pet(s)! Thank you, Nicole!”
About: I have cared for both dogs and cats and I will care for yours like it is my own at all times so I hope you choose to hire me I am retired with plenty of free time for your animals and I would love to care for them like they are mine to care for I have a yard and a lovely home and I will always leash your dog when outside for safety and I like to kennel dogs when they sleep at night
About: I’ve had pet dogs and cats since I was 5 years old. I’ve always loved taking care of them, and being someone that they can rely on. Caring for animals is a big part of my life and something I hope to be forever passionate about! I am working full-time for the summer. I am a college student who will be going back to part time in the fall to finish my last year. I’m mostly free in the evenings and on odd days during the week since I work a rotating schedule. The fall will look different as I’ll be working part-time while also going to school! I’ve been handling large dogs since I was a young teenager, so I’m very comfortable with all types of breeds. I’d consider myself very gentle when it comes to animal care.
“Paige is awesome! She took great care of Stella while I was away! She sent me pictures and kept me updated! It was my first time using rover and a great experience! Would definitely ask her to look after Stella again and recommend her! :)”
About: I’ve worked at 2 doggy daycares in the last few years where we did boarding. I’ve also worked in a cat boarding facility and have worked at pet stores for about 5-6 years. I was trusted with cleaning up after and giving medications to pets that needed it. I’m currently working part time in Freeport so I’ll have plenty of time to take care of your pets and spend time with them and take them on walks depending on weather. I live in a wooded area with access to tie outs so your pets and I could sit outside on good days and play. I have an extra room in the house where I can easily board your pet but would require you to bring a crate if they’re crate trained depending on the size of the pet. I do have two crates available that I could use if you’re unable to bring their crate. I have 2 cats in the household along with my fiance so they would have to be cat and man friendly.
About: I’ve taken care of dogs, cats, birds, and small animals for three years now. I also have experience with housesitting and babysitting. I work two 12 hour day shifts a week. I am currently working part time two 12 hour days. Dogs go out before I go to work and after. On my days off I am able to spend more time with them. I cannot offer pet sitting in my home at this time. I have three years of house/dog sitting experience as well as cats. I am able to stay at the clients place as needed for pet care.
About: If you want your pets/children/homes well taken care of give me a call! I will make sure all of your needs are met if you hire me! I plan on freeing up my schedule to do more jobs through the day instead of one full time job. Help me get started by hiring me! If I was in the position to hire someone to babysit, house sit, or pet sit, I would want someone to take all of my requests seriously and do a good job so that’s what I do!
About: I've had dogs, big and small, my whole life! I'm currently always on the trails with my girls, a senior cattle dog and a puppy dachshund mix. I'm ready for any adventure, big or small! I'm currently available Thursday - Sunday to check in on your pets or take them out for little adventures while you are off on your own! We have a small home but lots of room for roaming. We do use leashes when out on trails so dogs must be comfortable with leashes.
The median cost per visit for pet sitting in Winslow is $25
Pet parents share their Rover experiences - Winslow
This was our first time booking with Erin and she was great! We hope to book her for more drop ins and housesitting in the future. We appreciated that she came for a meet and greet ahead of time to meet and learn about our dog's needs. She left a detailed Rover card about the visit which I also really appreciated, including lots of pictures, letting us know that everything went well. Thank you Erin!
Melissa struck me as a mature, articulate, cheerful, and responsible adult. She did a wonderful job dropping in and taking care of my kitties and my home for 4 days. She also would’ve been available an extra day had my travel plans gone awry. Her communications and photos were timely and thorough. This trip was during a time of below zero temperatures outside, so it was nice to not worry about home/heat/freeze issues. My cats seem to have enjoyed her too. Thank you!
Sarah was absolutely amazing! She watered our plants while we were away, and provided excellent care to our cat. She brought her treats and played with her and was determined to get her to warm up to her each time she visited. She took great photos and was always timely in her responses and made sure there were clear expectations with her visits. She was wonderful! We would 100% use her again
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 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.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet sitting.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for pet sitting - Winslow
Select a filter and find qualifying sitters offering pet sitting.Sitters in Winslow average 4 repeat pet sitting clients
FAQs for Pet Sitting - Winslow
Frequently asked questions about Rover
The average cost of Pet Sitting in Winslow is $22 per visit as of October 2026. Most bookings cost between $21 and $28 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 182 sitters on Rover offering Pet Sitting across Winslow. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.
Yes, you can find sitters who have experience with handling special pet needs in Winslow. On Rover:
- 92% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.
During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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