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
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.
“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!”
“Julia stayed with our dog and cat for two nights. She gave us great updates with pictures while we were gone, and also took good care of our house. We definitely recommend Julia!”
About: 🐶 Brachycephalic Dog Support Short snouts, big hearts, special care. We understand the unique needs of brachycephalic breeds like Pugs, Bulldogs, and Frenchies. From managing heat sensitivity to promoting easy breathing and calm environments, we tailor our care to keep your flat-faced friends safe and comfortable. I currently work FT in the medical field. I am only available weekends and holidays for dog sitting and open for drop in visits late evenings. I have a fenced in yard for your fur babies safety. When pets stay with me, they become part of the family. I provide a calm, secure environment with plenty of love, play, and routine. I follow your pet’s schedule for feeding, walks, medications, and snuggles—so they feel right at home, even when they're not. 🐾 Comfortable spaces to relax and sleep 🐾 Safe, supervised playtime indoors and out 🐾 Personalized attention based on your pet’s needs 🐾 Regular photo updates so you can stay connected
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.
“Morgan was a great pet sitter. My dog can be very shy and warmed up to her quickly. She was very attentive and helpful. My pets were well cared for by her, and I will definitely use her services again when I need an overnight sitter.”
“Jordan was awesome. She didn’t sign up for this, but was stuck on one of the islands during the big Nor’Easter watching our dog Frannie. She did an amazing job keeping her safe while braving the storm. She was one of the MVPs of our wedding weekend”
“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!”
“Sarah did a great job with my cat on an overnight 6/7 - 6/8. Everything was left as it should have been and my little girl was in good spirits when I arrived back. I will not hesitate to contact Sarah the next time I need a pet sitter. She is very easy to work with.”
“Paige was amazing to work with! She was communicative from start of booking all the way to the end! Jamie enjoyed her visits and was taken care of excellent! Picture and text messages updates put me at ease! Paige handled Jamie’s old dog needs with ease and efficiency! I would recommend Paige and will be using her again soon! Thanks Paige!”
About: I can be your dog’s personal nanny and hiking buddy!! I have a mini Goldendoodle named Ava, and she loves when we go on walks, play fetch and hide and seek!! She is the daughter I’ve never had, being I am a mom to 3 boys, and I spoil her TONS and would love to share my time with your fur babies as well. I’m a stay at home mom, and looking to help out any parents who need some extra care and love for your doggies as well!! I will care for your pets as I do my own and I’m committed to creating a safe, positive and fun experience :) As stated above, I am a stay at home mom and have the time and patience to help anyone out with your fur babies as well :) My schedule is very open and I can easily accommodate many requests as needed. I also live on a farm and can take your dog for walks around our fields, if that is something you would also want. I have no problem coming to your house to take your dog on walks, provide bathroom breaks and even a friendly game of catch, whatever their heart desires! I also have a very friendly dog, named Ava, that can keep your dog company if watching them at my house was a preference as well. We live on a farm and have tons of land to keep them busy. We also have a dog crate, if needed, and plenty of cute toys!
About: i've lived with dogs since u was little and all my family has dogs so i am very used to different dog breeds and temperaments. i love to take dogs on walks and play and even just keeping them company. i'm currently not working so i am free whenever. i am able to watch any pet on week days or weekends. i am very flexible and am able to change dates or times whenever i have two friendly dogs at my home and am able to provide anything that your pet will need so matter what. i do not have a fenced in yard but am able to give your pet as many potty and walk breaks as needed.
About: I don’t discriminate against any type of breed. I care for them as they are my own . There is no problem for me in giving medications, if needed. I currently work full time . They would be taken care of in the morning, if needed at lunch time . Once done my normal work day, then I would go back to them for however long was needed . In the clients home : We would play, go for walks if the dog enjoys them . I like to snuggle and sit with them, I will converse with them . I always make sure they have fresh water .
About: I've taken care of many dogs, my own and family members. I've walked family dogs for a while as well. I'm able to care for seniors!! I'm not employed this summer so my hours are super flexible!! I have transportation as well, since I care for my own pets the nature of pet care is in my daily routine! I have a fenced yard, and two dogs that can help your fur baby feel comfortable! I care for all my pets deeply and also am willing to meet there needs in whatever way I can. I've got experience working with all kinds of personalities! And have taken courses in college dedicated to animal care. I truly do love all animals! I have my own dogs and a cat who I adore! I'm also able to care for some exotic critters like birds, reptiles, or small mammals!
“My dog Stella loves Lucy. Working with Lucy was an absolute pleasure! I recently needed someone reliable and caring to look after Stella while I was away, and I couldn't have asked for a better experience.”
“John was able to help us out last minute with our two pets over Thanksgiving. He did an excellent job over that time taking care of them, giving us frequent updates and pictures about our pets.”
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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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
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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 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.
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