House Sitting Winscott
Find a loving house sitter to watch over your pets and your home.
Over 4 pet parents in Winscott have booked house sitting
Winscott, 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.
“Summerlyn helped me in a pinch when my other sitter ghosted me the day of my trip. I appreciated the updates and pictures she sent me and my cat was well taken care of. She was also respectful of my home and it was great coming home to it still being clean.”
“Casey is a 10 Plus. You can’t go wrong here. He goes above and beyond. Walked my dogs even my older dog and I am sure she loved it. He would keep in touch with me send pictures and updates ❤️. My house was spotless when I arrived which was soooooo nice . I am so HAPPY I found him. You can’t go wrong using Casey HIGHLY RECOMMEND HIM”
“Lauren is truly AMAZING. From the moment she arrived, she was so sweet, calm, and patient with our dogs. She took the time to get to know them, understood their little quirks, and made sure they felt comfortable and cared for the entire time. She took them out regularly, kept us updated, and treated them with so much kindness that it felt like they were her own. It gave us so much peace of mind knowing they were in such good hands. We will absolutely be using her again in the future.”
“Very kind, thoughtful, and respectful of our space. We booked overnight dog sitting and Heather went above and beyond putting covers on our spouts outside when temperatures dropped. Thank you!”
“We can’t thank Lori enough for taking care of our 3 dogs. This is the second time we have asked Lori to watch them and she always takes great care of them and sends updates daily. She is the best and we will definitely be using her again!”
“Diana was THES BEST! I didn’t worry a second I was away because she’d send me the cutest updates and pictures every day. As a pet owner you can tell when they’ve been loved and well cared for and when I returned I knew Diana had filled my shoes to a tee !! I’ll never travel again without knowing first that Diana is available?”
About: I’m new to Rover, but not new to dogs! I grew up in a 5-dog household, so chaos, cuddles, and constant tail wags have always been normal for me. I’ve also been dog sitting for my grandma since I was about 12 (22 now) whenever she travels, helping with feeding, walks, and general care. Now I live on a ranch with 3 dogs, plus horses & other animals. I’ve spent my whole life around animals and feel very comfortable caring for dogs of all personalities and energy levels. I genuinely enjoy spending time with them and making sure they feel safe, happy, and cared for. As a business owner with a flexible schedule, I have the ability to adjust my routine to accommodate pet care on my days off. I take Sunday, Monday, and Tuesday off, and I’m available after 3 PM on Saturdays sometimes earlier upon request. This gives me plenty of time to provide reliable care, whether it’s walks, playtime, or overnight stays. I prioritize ensuring pets receive the attention and care they need during my available hours. When I’m watching pets at their home, I make sure to follow their normal routine as much as possible so they feel comfortable and at ease. Whether it’s feeding, walking, or just hanging out, I keep them busy and happy while giving them some love and attention. I also take care to keep their space tidy and make sure everything is safe for the pets. My goal is to make them feel like they’re getting all the love and care they need while their owner is away.
“Sherrie was AMAZING and my dog (Jasper) absolutely loved her. This is the first time I had to use a house/pet sitter and I was so nervous prior to meeting Sherrie. I have only ever left my dog with family members because he is my world and I had no reservations leaving him in Sherrie's care. She came highly recommended by my neighbor and I now know why. She sent me updates multiple times a day and took such great care of my boy. She also left my house immaculately clean! Jasper I and can't wait to have her back soon! I cannot recommend Sherrie and her services enough.”
About: I’ve had dogs all my life and enjoy working with them. I currently have 3 dogs that require lots of attention! Most dogs take an instant liking and trust with me and so do cats. I have no allergies to pets either. I have 2 years of exotics with birds and reptiles. I’m currently job-hunting and am looking for income to raise money for law school. I am free most days and can do weekends and overnight stays I have a full fenced backyard as well as a dog door for emergencies. I feed my dogs separately. Room doors are always open if animals need anything and a doggie door to go outside. At your home you can expect respect and cleanliness. I appreciate written instructions on how you like things at your home. Additionally, please let me know rules on eating in the house, guests, etc.
“Jaime did a great job taking care of my 2 cats and 2 dogs while I was on a work trip. He was communicative and competent, listened to my pets needs and took flawless care of them. I didn't have to worry at all as I received regular photo updates. Thank you, Jaime!”
“Jen was absolutely amazing with my little princess Chacha. She went way above and beyond my expectations. I’m not sure Chacha missed me very much because of the great care from Jen. Jen followed my care instructions to a T, and even woke at 430am to keep Chacha on her normal feeding schedule. I wouldn’t hesitate to re-book or recommend Jen. She is amazing!”
About: I’ve cared for dogs and cats as a professional groomer for the past 5 years. I am a mom to a tripod Shiba Inu mix and a deaf Shih Tzu mix! I work for a school district 7-4 Monday-Friday. This has freed up my schedule on weekday evenings and weekends are typically free with a bit of notice! I have a soft spot for seniors, I am especially gentle with the sugar faced pets. I understand each pet is a unique situation and will have flexibility to meet their needs!
About: I love working with all pets, whether it be sitting, caretaking, cuddling, trimming nails or grooming, I love spending time with all animals. Can’t wait to meet your pet. Currently working from home so I’m available nearly every day for regular or special visits. I am currently in school for veterinary medicine to be able to help pets further! I have two friendly cats and a small nervous but friendly dog, at any point they can be kept away from your pet if needed. I have a fenced in backyard in a neighborhood with walking trails and a dog park.
“Yvette did a great job. We have an aggressive dog so our situation isn’t the easiest for most sitters but she kept everyone safe and our home clean. We would highly recommend her.”
“Tracy was such a great sitter for our multiple pets while we were away. We have a senior dog that was having some issues while we were away and Tracy took incredible care of her and kept us updated with all information without having to ask. She was very patient and kind with our pets and definitely recommend her to others!”
The median cost per night for house sitting in Winscott is $45
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 - Winscott
Select a filter and find qualifying sitters offering house sitting.Sitters in Winscott average 4 repeat house sitting clients
FAQs for House Sitting - Winscott
Frequently asked questions about Rover
The average cost for House Sitting in Winscott on Rover is $22.2 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 1,530 sitters on Rover offering House Sitting across Winscott. 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 Winscott 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 Winscott 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 Winscott 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 Winscott. On Rover:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 98% 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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