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

Over 6 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.

“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.”

“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!”

“Nicole was great with Maya! She kept us updated with how Maya was doing and gave her her medicine at the right times and even watered our plants while we were away. This is the first time we had Nicole watch our dog and stay at our home and are going to book her again!”


About: I’ve been around dogs my entire life and have always helped my family care for them. Over the years, I’ve had 7 dogs and 2 cats, which has given me plenty of hands-on experience with different personalities and needs. I’m comfortable with feeding, walking, playtime, basic care, and giving pets plenty of attention and affection. I treat every pet like they’re part of my own family and make sure they feel safe, comfortable, and cared for while their owners are away. Pet care fits easily into my weekly routine. I’m available for evening check-ins and walks during the week, and I can also board pets on weekends. My schedule allows me to give your pets plenty of attention, exercise, and care while making sure they feel comfortable and happy. I provide a safe, comfortable, and welcoming environment for every pet in my care. I have a fully fenced yard where dogs can safely play and get exercise, as well as one friendly dog and a cat who is used to being around dogs and gets along well with them. I can also crate your dog if needed and will always follow your pet’s normal routine, feeding schedule, and any special instructions you provide.

About: 🐾 Your pet’s new favorite bestie! ✨NICU nurse with a BIG love for animals 🐶 Dog mom to Chewy & Finnegan 💕 Overnight stays, drop-ins & dog walks 📸 Plenty of updates, pictures & extra cuddles! Hi, I’m Meg! Your pet’s care, comfort, and happiness are my top priorities. I’ve spent years caring for dogs for friends and family, from overnight stays to quick drop-ins, and I love getting to know each dog’s unique personality! As a full-time NICU nurse, I’m responsible, attentive, and detail-oriented. I know how important it is to trust someone with your fur baby, and I’ll treat yours like one of my own. Whether your pup needs a long walk, playtime, a little extra attention, or someone to keep them company while you’re away, I’ve got them covered! 🐾💗 I currently work 3 twelve hours shifts a week. This leaves me with four days off throughout the week to check on your pups. My schedule is day shift work 7a-7p. I frequently walk my dogs at home along with other family members dogs. I have plenty of experience whether they’re calm and need a slow walk, or if they need the walk to get their energy out. I am also capable of feeding, medicating, and playing/spending time with your dog.
About: I have own and bred dogs. I love to play, talk and have fun with them. I am an on and off dog walker and sitter. I look forward to meeting your best friend. I take care if them as if they were my own. I work from home and have a flexible schedule. I am available to walk and be around animals 24x7. No barriers at this time to keep pets. I can care for animals in my home, walk them, I can care for crated animals as well. I walk dogs every 3 hours depending on the size of their bladder.
About: I have been taking care of dogs for a while I have some of my own pets are used to have chickens, and a sheep and goats but then I got really busy going to school and work so I had to stop. I gave them away to a farm I used to ride horses and I used to babysit for dogs are used to work at a daycare/kennel I loved working there but school got in the way and now that I am about to be finish, I want to get back into taking care of pets. I am willing to give walks , bath them, feed them I can walk and dogsit them from 2:30 pm to anytime I do go to school in the morning time until April so I will only be doing night I love pets when I am done school I want to get a husky so if anybody has huskies babies, please let me know I will send you photos. I will keep you contact all day when I am taking care of your puppy or dog or any animals.
About: Hi! I love animals and love meeting new animal friends! I am very detail oriented and love to spend time with animals whether that through training or simply just cuddling. I have taken care of all types of animals my whole life and I am honored to care for someone else’s fur baby! I have a flexible schedule as a stay at home mom and am able to offer care services from overnight stays to grooming and basic training. I hope to be your top choice for your pets care! I am currently a stay at home mom and I can offer 24/7 services! I am readily available for all breeds of dogs and cats and I also like to research different breeds to learn about how to care for everyone’s unique individual traits. I am able to carry animals as needed and I also have an SUV that can be used in cases of emergency. I am up early mornings and can adjust to your fur babies schedule as needed. I have a fenced in dog kennel that was built for my own dogs which has 1 access point to make sure there are no accidental breakouts. I have a rather large home that offers multiple places to house your pet because I know everyone has a different situation so we are very adaptable. I am able to follow a routine and instructions left by my clients in the event I am needed at their home address.
“Ashiera was fantastic with Ethan! She sent pictures everyday and was good at communicating with us. This was the first time since we adopted Ethan 2 years ago being apart for an extended time. When we came back Ethan looked as refreshed and excited as we did for our mini vacation. I wouldn't hesitate leaving Ethan with Ashiera again. She will love your fur baby as if they were her own.”

“Alexis was incredibly kind and understanding. We had a dog sitter cancel and she agreed to help with our brother’s dog alongside ours on Thanksgiving day. She took good care of the boys and was good at updating us.”

“Jessica was wonderful with my dog Emma. Emma is an 11 year old rescue with hip issues. It is often difficult for Emma to climb stairs. Jessica slept downstairs so that Emma would not be alone. Very compassionate. Also Jessica left the house the same way she found it. She was reliable and compassionate. I would recommend Jessica to anyone.”

“Trevor was wonderful during a not so great time for my pup. Burt was in post op recovery and Trevor was able to take great care of him, provided daily updates, took him for his stroller rides and gave him his meds so he can rest up.”

“Lisa was incredibly thoughtful and thorough when watching Zelda for a long weekend. I have never left her with anyone other than family and I was nervous, but Lisa put me completely at ease. From the first conversation I had with her, Lisa asked questions about Zelda's behavior, what she is comfortable with, and made sure she had all the information she needed to fully care for my dog. I would absolutely recommend Lisa and will be using her again!”

About: With 12 years of experience in pet care, I'm comfortable watching cats and dogs of all ages and personalities! I ensure that any pet in my care receives the love and attention that they deserve. You can trust that your furry friends will be safe, happy, and well-cared for while you're away! I'm currently working from home, so I'll have plenty of time to care for your pet! I'm available for boarding, house sitting, drop-in visits, doggy day care, and dog walking any day of the week! I have a fenced-in yard and an animal-free home that is ready to welcome your pet! I'm also willing to travel if you're pet would be more comfortable in their own home!
“Lucy took very good care of our dogs for 3 days. She was home all the time while we were out as one of our dogs cannot stay alone at home. She kept us updated with lots of pictures. We’ll definitely keep in touch with her for pet sitting in future.”

“Cassidy was wonderful! She was patient and kind to my two pups who take a little longer to warm up to others. Her daily updates were perfect and she treated our pups like her own. Our home looked the same as we had left it as well!”

“Incredible sitter! Rhonda was crazy knowledgeable and attentive to my boy. Very communicative and it made leaving my puppy with her so so easy. Majorly recommend her services! Thank you Rhonda!!”

The median cost per night for house sitting in Winslow is $55
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 house sitting

1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Winslow
Select a filter and find qualifying sitters offering house sitting.Sitters in Winslow average 3 repeat house sitting clients
FAQs for House Sitting - Winslow
Frequently asked questions about Rover
The average cost of House Sitting in Winslow is $50 per night as of October 2026. Most bookings cost between $48 and $58 per night. 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 3,667 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.
<b>Tip:</b> 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 , 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 .
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 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.
Yes, you can find sitters who have experience with handling special pet needs in Winslow. On Rover:
- 87% of sitters can help with special care needs
- 93% 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.



