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

Over 1 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.
“Sarah was amazing with our dogs, Apollo and Kaiser! She sent regular updates with messages, photos, and videos, which gave us so much peace of mind. The dogs enjoyed regular outdoor playtime, and their rooms were left neat and clean. We’re very happy with the whole experience and will definitely book with her again next time!”

“Very attentive to detail and instructions. She was very kind to our three cats. They were comfortable with her. Very good communications and feedback. On time and dependable. We will use her services again.”

“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.”

“Adara is amazing! We typically have friends or family watch our furbabies so we stepped out of our comfort zone booking a pet sitter. Adara was great throughout the whole process! She is definitely our go to pet sitter now and were excited that we have someone local that we can trust. Our babies just love her and miss her already. Thank you for being awesome and accommodating, can't wait to book with you again!”

About: With 20 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. I work remotely on weekdays with flexible work, so I am home during the day to provide hands-on care, engagement, and attention for your furry family member. I have a fenced-in yard and two friendly dogs who can keep yours company if they enjoy other dogs. If not, I can provide a separate, comfortable space within the home for them. Your pet's safety and comfort are my top priorities. Whether they stay in my home or I care for them in yours, I ensure they are in a secure and loving environment. Our typical day includes multiple play sessions in our fenced yard and exploring our acre of wooded property, providing endless mountain sights and smells to keep them entertained.

About: I’ve lived with animals most of my teenage and adult life. My family pet is a turtle who is about 13 years old now. I currently live with 2 dogs and 5 snakes! I have been a standby stable hand for 4 years now. I love animals and I would love to help you care for your furry friends! I work part time at Chick-fil-A on weekdays from 11-4 but I am off on Tuesdays most weeks. I could and would care for your furry friends before and after work if needed! I have dog sat before and I believe strongly in following the guidelines set by the owner. I think routine is important and I would do everything in my power to keep your furry friends routine! I could feed, train, and walk them however and whenever you want and need.
“Hannah was excellent! I highly recommend her. She took great care of our dog who needed a lot of TLC as she has separation anxiety issues. Hannah gave us regular updates and gained Daisy’s trust. We will definitely request her again.”

About: Lifelong pet owner and animal lover. Friendly and trustworthy, putting pets and their people at ease with reliable, concientous care. Dos walking and play mealtimes. Hello! My name is Yaritza. I’ve taken care of rescued and owned nearly every pet imaginable. As young child I grew up in a home taking care of various animals. I’m currently available Sun-Thurs 8AM-12PM and Fri-Sat All day. Provide in-home pet sitting and pet care services, including feedings, cage and kennel cleaning, overnight care and long-term vacation, walk-ing and provide safe place where ever I am.
“Jaci was amazing. Professional, courteous, kind, and was excellent in her communication. She took great care of my dog, and my dog clearly liked being with her and around her. I would highly recommend!”

“MaShon did a great job watching our dogs for a few days while we were out of town. She took great care of them, sent us photos and was quick to respond anytime we checked in. She also took great care of the house and we will always check her availability first when we need someone in the future.”

“She took such good care of my two dogs! She stayed over at my house for long hours and made sure they had plenty of play, love, and outside time. The pictures she sent me while away showed that they were sooo happy! I will definitely reach out again!”

About: I have lived with dogs my entire life! And I now have had lots of experience watching other people’s dogs as well! I can’t wait to take care of your pup! I have availability throughout the whole week currently. But that is subject to change. I like to spend my off days outside going for walks and enjoying the weather when it’s nice. I like to listen to the clients instructions because every household and every dog is different and has different needs so making sure I follow their rules is the most important thing.
“Kaylee was absolutely amazing, she gave us daily updates as well as pictures of our dog buddy. Our dog took to her immediately on the meet and greet, which made us feel at ease to use her. I would highly recommend her to anyone who needs a pet sitter, don’t look any further and select her now. Once again Kaylee thank you for watching buddy, we can’t wait to use you again.”

“Karen is such a gem! She takes phenomenal care of all my animals (dog, cat, chickens) and is such a great communicator. I always feel like my fur and feather babies are in gentle, caring hands while I’m gone. She’s just the best.”

“Brandon and Catherine are great! They stayed at our home and watched our two dogs for over 10 days. We got daily updates with pictures! We have older dogs so they need to be let out more often and given medications. They were able to do this with no issues. My dogs were very relaxed when we arrived home. I highly recommend them and will be using them in the future.”


“Stephanie stayed at our house for three nights to watch our Aussie, our Cavalier, and our cat. She had to administer meds three times a day, not the most enjoyable task. She sent loads of pics, and her communication was great. Our trip was relaxing since I knew our pets were in good hands. Thank you Stephanie!”

The median cost per night for house sitting in Winslow is $50
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
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 July 2026, there are 650 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:
- 94% of sitters can help with special care needs
- 96% 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.




