House Sitting Winfrey
Find a loving house sitter to watch over your pets and your home.
Over 28 pet parents in Winfrey have booked house sitting
Winfrey, 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.
“Noeli is incredibly amazing, trustworthy and responsible. She constantly sends me updates and pictures of my baby. I Highly recommend her. Max loves her very much and that speaks louder than a thousand words! ❤️”
“Erica was prompt with all communication and I’m pretty sure my home is cleaner than I left it. I appreciated her frequent updates, especially considering our dog can be a handful. I’m glad to have found a trustworthy sitter who is willing to care for our pet in our own home. We’ve already booked her again!”
“Melissa was fantastic with my dog, Bentley. From the start, she was communicative, reliable, and clearly attentive to his needs. I really appreciated the consistent updates and photos - it gave me peace of mind knowing he was in great hands while I was away. She also treated my home with respect, which didn’t go unnoticed. Overall, Melissa made the entire experience smooth and stress-free. I wouldn’t hesitate to book with her again and would absolutely recommend her to anyone looking for a trustworthy and caring sitter.”
“Farrin was wonderful with our two dogs and cat. They took to her right away! She was on time, followed our instructions, sent daily messages, and left the house in good and clean condition. Highly recommend!”
“A huge thank you to Deborah for staying with our two dogs while we were out of town. She took wonderful care of them, and gave me plenty of updates. She even dressed them up and took Halloween pictures with them! We appreciate it so much. It was so great to be able to travel and not worry about our fur babies at all.”
“Elizabeth was the perfect house sitter and companion for our dog, Pringles! Her communication and service were superb. We will definitely invite her back!”
“Ronda was not only efficient and responsive, sharing twice-daily feedback about the care and feeding of our two kitties, but she was also able to establish an affectionate bond with them during our 16-day absence. We are pleased to give Ronda 5 stars and would highly recommend her.”
“Cindy went out of her way to make sure my dog felt comfortable with her before we had her stay at the house. She was very responsive to communication and sent pictures which I appreciated greatly.”
“Such a nice young Lady. Shes like a dog whisperer, they loved her instantly! My dogs dont get that excited when I come home! Top notch! I would give her ten stars if I could. Madison went above and beyond!”
“Katie watched our cat and did some house sitting for several days, and she did an amazing job! She sent picture updates that gave me so much peace of mind, and he was clearly happy, playful, and well cared for. She followed all his routines, kept everything tidy, and was great at communicating. I’d definitely recommend her and would happily book with her again!! 10/10!”
“This is my second time using Kaitlynn and will continue to book her for my pet care. She is prompt, responsible, and truly does go above and beyond when it comes to caring for my dog and for the home while I’m away. I never have to worry about communication or lack of it. She is great about check in photos and notes and will ask questions if needed.”
“Scott and Sarah were fantastic. I really appreciated their level of communication, care, state in which they left my home. They pay attention to the details. Every picture I received of my dogs, it looked like they were smiling ear to ear and have the best days. So cute.”
“Billy was the perfect Dog Sitter. All four of my dogs loved him immediately. He took such good care of them. He was prompt, courteous, attentive to all of my dogs. He was fantastic, and I will certainly use him again.”
About: Have only had 9 months total of my life without a dog or a pack of them by my side. Your fur baby will be fostered as one of my own; their walk, run, or potty break is all about them! With guidance from you, we will move at their pace. If they want to go for a run... then we run! If they prefer to walk tree to tree and smell every flower, that's fine too! I am available early mornings and mid-days during the week. I also have availability nightly to check on the pups and make sure they're ready for bed. I look forward to meeting the needs of your family, if it be walking or running the dogs, or making sure they are comfortable in your home, just let me know. I am fortunate enough to have a remote role, so my schedule is usually set to my own dog's needs. I am by no means a gym rat or a marathon runner. Yet that doesn't stop me from getting in usually 2-6 miles a day, both walking and running. While my dog is crate trained, it would be great if yours is as well, for those few errands that may take me away for up to 4 hours at a time (a busy week would be 3 half days in the office)
The median cost per night for house sitting in Winfrey is $50
Pet parents share their Rover experiences - Winfrey
Catlin did a wonderful job taking care of our babies over the holidays. She went above and beyond! Our dogs can be very picky and somewhat spoiled :) . But Caitlin managed them quite well. Keeping up with their special feeding instructions as well as making sure that they got the attention they are used to. My wife Ana and I are very thankful for all her help!
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 - Winfrey
Select a filter and find qualifying sitters offering house sitting.Sitters in Winfrey average 3 repeat house sitting clients
FAQs for House Sitting - Winfrey
Frequently asked questions about Rover
The average cost for House Sitting in Winfrey on Rover is $54 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 584 sitters on Rover offering House Sitting across Winfrey. 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 Winfrey 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 Winfrey 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 Winfrey 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 Winfrey. On Rover:
- 95% of sitters can help with special care needs
- 97% 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.
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