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.
“Alyssa done a wonderful job with our 2 babies. This was the first time getting an over night sitter for 4 nights. We were very nervous doing this but she put our minds at ease immediately when meeting with her. She’s gentle, loving, and caring. She followed all requests as directed. My 2 dogs adjusted quickly to her as she has a gentle personality. I like to Thank her and hope to use her for future sitting. TY”
“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.”
“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 experience with cats with health issues and giving medications. My 18 yr old has CKD and a few other issues he gets supplements for that keep him going. I have volunteered with cats at an animal shelter and helped with dog adoption events as a dog handler. My schedule is very open at the moment so I'm available for whatever is needed. I have 3 cats so I do need to be home several times a day to care for them. My cats are indoor only but I take my 18 year old out on a leash on walks around the yard, but he mostly prefers to be carried. I'm happy to take other cats on walks if they are harness trained, or just play with them indoors. Dogs I will walk of course and play with as needed.
“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.”
About: I have had dogs my entire life and developed a genuine love for animals from an early age. I have sat and taken care of friends’ and families' pets over the years. While in high school my mother and I fostered dogs while they waited to be adopted. In addition, I spent 2.5 years working at a locally owned pet store, where I gained hands-on experience with pet care, behavior, and nutrition. I am widely available during the week besides scheduled appointments, errands, and housework. I have reliable transportation and keep an organized schedule so there is no overlap. Each animal should feel safe in their home while their owner is away, so I work calmly and patiently to earn their trust through my actions. Your dog should know I am there for their well-being, including all the good things like snuggling, playing, and tail wags. I treat each client's home with the kindness and respect I would want in return if the roles were reversed. I follow all instructions and information provided to the best of my ability, and your dog will receive plenty of love in the process.
“Devon took a lot of care in watching our three pups. Each of them is quirky and two of them are anxious around new people, but she was able to get them to be brave with her. If you’re looking for someone that is attentive, communicates well, and loves your best friends as much as you do - definitely book Devon!”
“Skye was wonderful. We felt very relaxed knowing our two dogs were in great hands while we were at the beach for vacation. House was pristine when we came home and dogs were well loved. Thanks Skye!”
“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!”
“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.”
About: I’ve grown up with dogs all my life and have turned that love into a career as a vet tech. Looking for some side work where I get to take care of your pets some more! Comfortable around any type of dog from mini to giant, puppy to senior, friendly to not so much. I can administer any type of medication your pet may need and know CPR. I work full time as a vet tech during the week so I’m only available during the weekends. May be available during the week for special situations. I care for all pets as if they are my own. Their safety and happiness comes first. Every pet is different and I feel confident I can care for your pet while keeping them happy and healthy while you’re away.
“Julia stayed with our pup for 9 days while we were away. He was so happy with her. We received pictures and updates unsolicited but also quickly if we asked how everything was going. Our dog was so relaxed (although very excited to see us) when we got home. Previously when he had come home from a kennel he'd be off for a good 48 hours. I'd happily book again.”
“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!”
“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!”
“Greg was a fantastic pet sitter. He stayed overnight in our home with our three small dogs during our vacation, and we couldn’t have asked for a better experience. He was on time, great with communication, and consistently sent detailed updates and photos that kept us at ease. Our dogs loved him. Our senior dog with medical needs received extra patience and care. Greg followed every instruction, left our home immaculate, and went the extra mile to give each dog plenty of love. We’ll definitely be using him again in the future, and I recommend Greg to anyone looking in-home pet sitting.”
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.
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
3. Book & Pay
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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
The average cost for House Sitting in Winslow on Rover is $49.95 per night (as of July 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 July 2026, there are 3,835 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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