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

Over 2 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.
“Candice did an amazing job taking care of Stu. Though he was happy when we came home, there was absolutely no sign that he was lonely. Its clear that Candice spent ample time making sure he was comfortable. Candice also left the home completely undisturbed. I will use her services again and highly recommend her.”

About: With 30 years of extensive pet care experience, I have cared for family and friends' pets from a young age. I've also rescued and cared for a variety of beloved pets over the years, which has given me a wealth of knowledge in pet care. My schedule is flexible and designed around each household's needs. I specialize in house sitting and drop-in visits, with availability for morning, afternoon, evening, and overnight care. Specialized services for reptiles, farm animals, and plant care can be added to any booking. Your home and pets are treated with the same care and respect as my own. I prioritize secure routines, clean environments, detailed communication, medication administration when needed, and careful attention to each pet's normal behavior, reducing stress while you're away.
“Taryn is an extremely reliable sitter. Any request or accommodation our kitties needed, Taryn was there! Taryn stayed in our apartment for a week and our kitties were so happy to have somebody there the whole time we were gone. Will book again!”

“Gracen was able to sit with my pets to keep them safe while my home is getting renovated. Gracen was able to sit at my home with short notice. My 14yo pup and 3 older cats adore her. Thanks Gracen!”


About: I have been pet sitting for 4 years. I have also been a part time dog groomer for a couple of years. I have experience with dogs as small as French Bulldogs to as large as Spanish Mastiffs and Bernese Mountain Dogs. I have experience with LOTS of dogs and cats. My mother is a dog breeder, so I have experience caring for puppies from birth all through the puppy and adult stages. I am a full time college student and volunteer soccer coach, so I will not be able to always stay at a home for hours at a time. I take top precautions when pet sitting in people's homes, sending pictures, messaging owners, and calling if there are any issues or uncertain about something.

“Shannon was great with our dogs and very communicative with us throughout the entire experience. One of our dogs is a little apprehensive with new people and he did a great job giving him time to warm up. He was also a wonderful house guest - left everything very clean, helped by watering the plants, taking out the trash, etc. We will definitely book with him again!”

About: I’ve been working with animals for 15 years, caring for dogs, cats, birds and can help with farm animals as well. I have handled breeds that are small to very large. I am very flexible with my schedule. I love to ensure they are getting their exercise as needed, as well as a well rounded diet. I am a stay at home mom so I am very happy to be with them however they require. We use leashes and harnesses for outside. We have a dog park close by that’s fenced in and safe for giving them running time and ability to play freely
“Patricia was an excellent dog sitter. She was conscientious and loving with my dogs. She kept in consistent communication with me. She left my house in good order. I was very pleased.”

“Jay was a great sitter to my fur babies! I booked last minute and for a holiday weekend. Jay was super easy going and took good care of my crazy puppy and my cat. He was easy to communicate with. Both animals were happy and content when I got home. The apartment was clean. I would definitely book Jay again.”

The median cost per night for house sitting in Winslow is $50
Pet parents share their Rover experiences - Winslow
Ashley was amazing! She sent photos of the dogs and frequent updates. Our home looked like no one was there. She made adjustments as needed to find our outdoor cat and to sleep with our heat seeking dogs. We love her and definitely recommend her for caring for your pets.

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
As of October 2026, there are 614 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:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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.

