House Sitting Winslow
Find a loving house sitter to watch over your pets and your home.

Over 1 pet parents in Winslow have booked house sitting
Winslow, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Sarah was absolutely amazing! She sent lots of pics and videos throughout the stay, and even made a highlight reel for the end! She was super clean and tidy too. Dogs had a great time, getting to spend lots of time outside playing. 10/10 would recommend Sarah!”

“Candice did an amazing job taking care of Stu. Though he was happy when we came home, there was absolutely no sign that he was lonely. Its clear that Candice spent ample time making sure he was comfortable. Candice also left the home completely undisturbed. I will use her services again and highly recommend her.”

“Stephanie done a terrific job with all 4 of my babies. They all have a few quirks but she just jumped in and had all 4 attached to her hip. So happy I was able to find such a caring person to watch them while I was away. Highly recommend !”


About: I’ve lived with animals most of my teenage and adult life. My family pet is a turtle who is about 13 years old now. I currently live with 2 dogs and 5 snakes! I have been a standby stable hand for 4 years now. I love animals and I would love to help you care for your furry friends! I work part time at Chick-fil-A on weekdays from 11-4 but I am off on Tuesdays most weeks. I could and would care for your furry friends before and after work if needed! I have dog sat before and I believe strongly in following the guidelines set by the owner. I think routine is important and I would do everything in my power to keep your furry friends routine! I could feed, train, and walk them however and whenever you want and need.
“We can’t recommend Hannah enough. She was super easy going, arrived on time, and was just overall very communicative, friendly and professional. Also did us the biggest favor. Thank you so much!”

About: Lifelong pet owner and animal lover. Friendly and trustworthy, putting pets and their people at ease with reliable, concientous care. Dos walking and play mealtimes. Hello! My name is Yaritza. I’ve taken care of rescued and owned nearly every pet imaginable. As young child I grew up in a home taking care of various animals. I’m currently available Sun-Thurs 8AM-12PM and Fri-Sat All day. Provide in-home pet sitting and pet care services, including feedings, cage and kennel cleaning, overnight care and long-term vacation, walk-ing and provide safe place where ever I am.
About: I am a dependable and experienced pet sitter with over 8 years of hands-on experience caring for dogs of all sizes and personalities. As someone who has grown up with and owned dogs, I understand the importance of providing pets with consistent care, attention, exercise, and affection while their owners are away. In addition to caring for my own dogs, I have regularly pet sat for neighbors and teammates, helping with feeding, walking, playtime, administering basic care, and maintaining pets’ daily routines. I am comfortable working with both large and small breeds and understand that every dog has unique needs and energy levels. I am currently taking supplemental online courses and am working part-time remotely, which gives me a flexible schedule and plenty of time to care for and play with your fur babies throughout the day! I live on 3 acres of property, giving dogs plenty of space to explore, exercise, and enjoy the outdoors under supervision. While the yard is not fenced, I prioritize safety and can keep dogs leashed, closely monitored, or crated when needed. I make sure pets receive daily walks, regular playtime, and plenty of attention throughout the day. For dogs that enjoy being active, I also occasionally take them on hikes to provide additional exercise and enrichment. I understand the importance of maintaining a pet’s normal routine and will follow feeding schedules, exercise needs, medication instructions, and any special care requests provided by the owner. When caring for pets in a client’s home, I treat their home and pets with the utmost respect, ensuring pets remain comfortable in their familiar environment while receiving attentive care. My goal is always to make pets feel safe and happy while their owners are away.
“MaShon did a great job watching our dogs for a few days while we were out of town. She took great care of them, sent us photos and was quick to respond anytime we checked in. She also took great care of the house and we will always check her availability first when we need someone in the future.”

About: I have lived with dogs my entire life! And I now have had lots of experience watching other people’s dogs as well! I can’t wait to take care of your pup! I have availability throughout the whole week currently. But that is subject to change. I like to spend my off days outside going for walks and enjoying the weather when it’s nice. I like to listen to the clients instructions because every household and every dog is different and has different needs so making sure I follow their rules is the most important thing.
“We are repeat clients of Eileen and she is truly the best of the best! Treats our dogs (and our home!) with so much care and love. We will plan future trips around her availability because it’s hard to imagine leaving the dogs with anyone else now!”

About: I’ve been working with animals for 15 years, caring for dogs, cats, birds and can help with farm animals as well. I have handled breeds that are small to very large. I am very flexible with my schedule. I love to ensure they are getting their exercise as needed, as well as a well rounded diet. I am a stay at home mom so I am very happy to be with them however they require. We use leashes and harnesses for outside. We have a dog park close by that’s fenced in and safe for giving them running time and ability to play freely
“Kaylee was absolutely amazing, she gave us daily updates as well as pictures of our dog buddy. Our dog took to her immediately on the meet and greet, which made us feel at ease to use her. I would highly recommend her to anyone who needs a pet sitter, don’t look any further and select her now. Once again Kaylee thank you for watching buddy, we can’t wait to use you again.”


“Stephanie stayed at our house for three nights to watch our Aussie, our Cavalier, and our cat. She had to administer meds three times a day, not the most enjoyable task. She sent loads of pics, and her communication was great. Our trip was relaxing since I knew our pets were in good hands. Thank you Stephanie!”

“Brandon and Catherine are great! They stayed at our home and watched our two dogs for over 10 days. We got daily updates with pictures! We have older dogs so they need to be let out more often and given medications. They were able to do this with no issues. My dogs were very relaxed when we arrived home. I highly recommend them and will be using them in the future.”

About: Hi, I’m Cas – I'm here to keep your pets happy, healthy, and stress-free at home! I’ve worked in animal shelters and as a veterinary assistant, so I’ve had hands-on experience with pets of all ages, temperaments, and medical needs. I’m familiar with canine & feline CPR and first aid, and I have extensive experience stabilizing critically ill and crashing animals. Whether your pet is perfectly healthy, managing a chronic condition, or just needs a little extra support, I’m confident and comfortable providing high-quality care. Some of the conditions I’ve worked with include diabetes (including insulin administration - and I'm a T1D myself, so you can trust that I truly understand the complicated ins & outs of diabetic care, hypo/hyperglycemia, and monitoring), kidney disease (including administration of subQ fluids), allergies (both skin-related and dietary), and senior pet care. I’m experienced with both oral and injectable medications, and I always prioritize a gentle, stress-free approach. I am a Fear-Free Certified professional, I prioritize minimizing stress for pets during interactions. I will work to make every experience as calm and comfortable as possible for your animal. When you entrust me with your animal companion's care, you can expect a reliable, gentle, and knowledgeable approach. I offer pet sitting in your home because I truly believe pets are happiest in the space they know best. I do my best to maintain their routines and provide comfort, enrichment, and calm companionship while you’re away. Looking forward to meeting your pet and making sure they feel safe, loved, and well cared for. Pet care naturally fits into my flexible schedule, which means I can fully adapt to your pet’s needs. Whether it’s early morning feedings, midday playtime, or scheduled medications, I’m able to provide care that matches your animal companion's routine without conflicts or time constraints. The most comforting place for an animal is their own home, surrounded by familiar scents, sounds, and routines. That’s why I offer in-home pet sitting—so your animal companion can stay relaxed and happy in the space they know best. Whether it’s curling up in their favorite sunny spot or sticking to their usual feeding schedule, I make sure everything feels just right while you’re away. My goal is to provide gentle, attentive care that keeps your animal comfortable and your mind at ease.
About: I’ve taken care of small dogs and big dogs! I’ve had mean cats and sweet ones. I always seem to get along with them. Animals love me I’ve walked them for neighborhood friend! I can do any pet care after school! I’m a barber and would love to fit in this industry somewhere! I would also be able to board on Friday,Saturday ,and Sunday, also Monday in my home. I have about 2 acres and it’s pretty inclosed. They will not be leg outside unsupervised or without a leash. I have a medium size trailer but it’s on its own land!
“What an AMAZING house/dog sitter❣️ Annabelle went above & beyond expectations...from taking care of unexpected floral shipments that came in, to preparing the storm shelter due to possible tornados for the worst outcome & herding the 4 fur-babies in there with herself to spend the night. She kept such great communication with me while I was overseas & eased my mind with daily updates/pics. I came home to a spotless house; she even did the bed linens/bath towels, took out the trash...AMAZING doesn't begin to describe her❤️. If you don't hire her to watch your house/pets, you are missing out...but just remember, I get first dibs ❣️”

The median cost per night for house sitting in Winslow is $50
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winslow sitters!Sitters in Winslow average 3 repeat house sitting clients
FAQs for House Sitting - Winslow
Frequently asked questions about Rover
As of July 2026, there are 650 sitters on Rover offering House Sitting across Winslow. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Winslow walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Winslow maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Winslow choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
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 Rover's Trust & Safety page .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Winslow. On Rover:
- 94% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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.



