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.
“Kimberly was accommodating, attentive, and communicative. She sent regular updates with photos. I felt confident that she was properly caring for my pets the whole time. 10/10 would recommend.”
“SirJahad was a fantastic housesitter for my 5 month old puppy and cat. He sent plenty of pictures and detailed messages over the three days we were away. He followed our instructions and took our rambunctious dog on several walks daily.”
“This was my first time using any sort of pet sitter app. I’ve always been on the fence about leaving my two Maine coon babies behind but I’m so glad I took the chance and booked Devon for my most recent weekend home. Communication was prompt and she eased my mind the very first night. She sent photos, videos and text updates daily at each meal time and during their play and rest times. It’s almost like I wasn’t away from them. She provided updates on their behavior, moods and quickly learned their quirks and personalities lol. I’m very happy I left them in her hands; she took care of them as though they were her own and we appreciate it!! We will definitely be booking with her for future trips.”
“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.”
“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!”
“Zahira was a great dog and housesitter! She was punctual, very communicative and sent plenty of photos and videos of our dog each day. Our pup was happy and healthy when we got home. We’ve already booked her to watch our dog again! Highly recommend, thanks so much!!”
“Skye was wonderful! She was very responsive from the initial booking all the way through her stay and kept me updated frequently on how my pets were doing, which gave me great peace of mind while I was away. She took excellent care of my dogs and went above and beyond to make sure they were happy and well cared for. She also kept everything in order, and my house was clean and tidy when I returned. Skye is friendly, dependable, and clearly cares about the pets she looks after. I’m very happy with the care she provided and would absolutely recommend her to anyone looking for a reliable and caring pet sitter!”
“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!”
“Jess was amazing! She sent us photo and video updates throughout the whole weekend keeping us at ease. She was so sweet and attentive, and even came over a few days before to meet the pups. We will definitely be booking with Jess again in the future!”
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: I’ve been caring for dogs for 10 years. I’m really in it for the love of the game. I unfortunately can’t have a dog my self, which in turn makes me love and care for others dogs even more. I’ve cared for all kinds of dogs and can handle just about anything when it comes to caring for them. I know how much you care about your dog, which is why I will go to the ends of the earth to take care of them Lucas Domazet I’m part time at the family business, so I’m free most days. Just text me when ever and I’ll let you know. Call at midnight for all I care. I know life is crazy and sometimes you can’t take your pets with you. That’s why I’m here What ever special requirements your pet may need, I will do. I know everyone loves their dog(s) more than most other people in their life. So obviously they deserve as much love and care as we can give them.
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.
“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!”
“I highly recommend Julia! She was wonderful with our dog, Charlie, and took great care of our house. She was responsible, timely, and communicative. I will definitely book her again in the future.”
About: I have had a wide range of experience caring for a variety of pets ever since I was a young child. I have taken care of dogs and cats for over a decade. Your pet will have all the attention and care they need during their time with me or in my home. I work Monday to Friday with weekends off. I am able to care for them before and right after work, with family home during the day as well. I care for pets by feeding them their proper diet, playing with them/making them feel welcome, making sure their bathroom needs are met, and updating the owners.
“Victoria was excellent to our cats. She gave them all the time and attention they needed while we were gone and despite them not generally being warm to strangers she got one of cats to pet her which is huge for a stranger to come in and do.”
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?
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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.
Meet local sitters who will treat your pets like family
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
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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 for House Sitting in Winslow on Rover is $49.95 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of September 2026, there are 3,696 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:
- 90% of sitters can help with special care needs
- 95% 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.
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