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 amazing! I am so beyond happy that we found her!! My dogs are my babies and she treated them as her own! She sent pictures daily and even FaceTimed us when we were missing them so much! I was extremely comfortable with Kimberly being in my home for the week. Stop scrolling and book Kimberly now!”
“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.”
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.
“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.”
“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 absolutely wonderful with my Beagle Jackson. I was a little worried because of his separation anxiety, but the minute he met her I knew he would be just fine. This was the first time I have left him, but he did great thanks to Skye. He loved her at first sight and was sad to see her leave. She was great about sending me pictures and keeping me updated. I will definitely use Skye again and highly recommend her!”
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 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.
“Madi was great! She was very communicative the whole time we were gone letting us know how the animals were and sending picture updates. Would definitely book her again and highly recommend!”
“Devon was amazing. She was so caring & took amazing care of our crazies pups. She was informative throughout our time away & even helped with house chores before leaving. Devon was great & we can’t wait to have her back 🩷”
“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 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: I have taken care of all kinds of animals through my life, from household pets to pigs and would love to be there for your pet too! Looking for a side gig that is fufilling and helpful. I am available anytime and always reachable by phone, I can be there for your pets and ensure they are living their best lives too. I will be sure to keep an eye on your pet while house sitting, to be sure they are getting the most out of the experience.
“Jessica stayed at our hose to watch our dog for a short weekend. She would come in and out to check on Millie and make sure she went to the bathroom. We enjoyed the pictures and updates she would send. She left the house clean and the same as she found it! Would book again! Thank you Jessica!”
“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!”
“Morgan was phenomenal! Our dogs bonded with her right away. She learned their individual characters and personalities! We got lots of funny pictures. She took them out back and played with them! She was great in the house and she has the sweetest personality! Ww can’t wait to have an excuse to use her again. I think the dogs were bummed after she left Lol!”
“Ashiera was amazing! She sent pictures and updates everyday. Honey Mochi is very shy but Ashiera was patient with her and got her to warm up eventually. I will definitely be working with Ashiera again!”
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 August 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 August 2026, there are 3,688 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:
- 89% 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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