House Sitting Winterberry
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Winterberry have booked house sitting
Winterberry, 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.
“Cheryl was absolutely wonderful with Chance. She took such great care of him, kept us at ease, and clearly loves what she does. We came home to a happy pup and couldn’t be more grateful. Highly recommend!”
“I have a Rottweiler and anyone with a big dog knows how hard it is to find a sitter. Kerri does an amazing job with him. She is an incredible house guest. I appreciate the love she has for my buddy. Knowing he is with someone that loves him allows me to enjoy my vacations, worry free.”
“Alexander took great care of our dog and home while we were away! We got plenty of updates and came home to a clean house which was greatly appreciated. We highly recommend him and will definitely be booking again in the future.”
“We had an emergency situation and needed someone right at that moment. On July 4th, she immediately responded and jumped to it to help us out without even meeting our 2 dogs. She has been SO great sending us updates and pictures. I don’t know what we would’ve done without her. Definitely will book again!”
About: I have experience with and am comfortable with all sizes, breeds, ages and personalities of any dog! I am reliable, friendly, and have good communication skills! I have two cats I take care of day in and day out! I also regularly dog sit one larger dog roughly once a month on weekends! I treat every animal I meet and or sit as if they were my own. As previously stated, I am an animal lover that believes every animal is unique and needs their own personalized care!
“If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.”
About: We are huge animal lovers in our home! I have been a pet owner myself and taken care of other’s pets for majority of my life. I have also had experience taking care of pets in all stages of life. Whether they’re energetic and need constant play, or they’re older and require more specialized attention. Our pets are part of our family , so I understand the importance of providing them with the attention and care they deserve. During the week I work a second job from home so I do not leave pets unattended for long if at all during weekdays. Time will be made for cuddles, play and walks in our yard or sometimes local trails! Whenever it is nice outside I like to be outside as well so your pup will join me! My schedule is fairly flexible so please reach out and I will do my best to accommodate when I can! I offer personalized care based off the needs of each pet individually. Any pet in my care will be treated with the same care and attention as if they were my own.
“Elizabeth (Lizzy) was wonderful in every way. She is sweet and mild mannered and Peanut took to her immediately! She keep me posted each day with texts and photos. AND she kept the house clean! I highly recommend Elizabeth!”
“Lonnie handled my high energy big dogs wonderfully. He clearly cared about their health and well being, which means a lot to my husband and me when we put our babies in someone else's care. Thanks Lonnie, we'll see you next time!”
About: I’ve been taking care of a family friends cats and dog for a few years now! But before that I was either helping out at human society or caring for childhood friends and family pets! Im free most days of the week! I work part time at a florist, usually helping out on Fridays and weekends and also help out a catering business around three times a month. Moved my beloved kitty’s into our new house back in November, ever since we’ve been building cat walk and plan to build a catio for even more stimulation. I love to spoil mine and anyone else’s pets with love and treats, of course not to much so they maintain a healthy weight!
“Delaney watched my dog, Roxie, while we went away for about five days. She did a great job in communicating. Roxie was well taken care of, was happy and had a full bowl of water when we got home. I will definitely ask Delaney to watch my dog again in the future.”
“Camryn did an overnight with our dog Mister Boyd and cat Piper. She followed our instructions and wasn't afraid to contact us to ask questions about things she needed further clarification on. We will definitely hire her again for further overnights.”
“Quinn is a sweet person and a loving animal sitter. She seemed very trustworthy too. My poor kitty has PTSD and suffers from nervousness and Quinn had him on his back submissive showing his belly the day after I left.🐈 I wish I could use her again but she will be in college for my next vacation. She also has a professional camera and sent me amazing pics of my little man the 4 days I was gone. 💙”
About: Former vet tech working in hospitals and farms, looking to have more animals in my life again, definitely the aspect that I miss the most. I’ve also had animals my whole life, trained dogs, loved cats, marveled at fish, and watched lizards hunt. Comfortable with all temperaments and comfortable giving medications if necessary. Let me know how I can help you and your friend and I’d be glad to lend a hand I’m currently working part time and taking online classes so my schedule is flexible which frees me up to drop in on your pets for feedings and enrichment. Taking dogs for walks, drives and to dog parks are all on the menu. Will always leave your pet tired and happy. Can turn on soothing dog music when I go or take a frozen kong out of the fridge to keep them busy until you get back. My dog has separation anxiety so no request is too much to ensure a happy stay while you’re away
About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.
“Micah took excellent care of our crew! When a minor health issue with our senior dog came up, his communication was top notch and he handled things beautifully. We came home to well cared for babies and a house cleaner than when we left. Most amazingly, all the animals were calm, happy, and relaxed when we got home! We also received beautiful photos of them every day while we were gone. We will definitely hire him again and would be happy to give him a glowing recommendation to anyone !”
About: I have taken care of animals my entire life, ranging from puppies and kittens to reptiles and fish. I’m more than willing to do drop ins or even spend the night if you require. My schedule is very flexible, please reach out with and questions or concerns! During the week, I work a full-time schedule, but I’m available for visits before work, during my lunch break, and after work each evening. This makes me a great fit for morning feedings, midday potty breaks, evening walks, dinner visits, and overnight care. Weekends: I’m available with a flexible schedule and can accommodate visits throughout the day. Overnight Care: I’m available for overnight stays any day of the week, so your pets can enjoy consistent care and companionship while you’re away. I always strive to be reliable, communicative, and attentive, ensuring your pets receive the same love and care I give my own. Your pets will always be my top priority. I’ll make sure they’re well-fed, receive plenty of love, attention, and playtime, and have opportunities to relax, unwind, and enjoy lots of cuddles. I’ll also keep up with their daily care and hygiene, ensuring they’re happy, comfortable, and well cared for while you’re away. My goal is to make them feel safe, loved, and as close to their normal routine as possible.
“Lora was absolutely wonderful with our dog and cat! She sent frequent updates and pictures and took excellent care of our home and animals. She is extremely kind! Highly recommend and we will definitely be booking with her again!!!”
The median cost per night for house sitting in Winterberry is $50
Pet parents share their Rover experiences - Winterberry
Jamie & Kasey took great care of our dog. They both sent multiple pictures throughout each day they were there. Giving updates on how she was doing. We had an unexpected snow storm while away and came home to shoveled and salted sidewalk. Our girl was loved and cared for like she was their own pet❤️
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
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Popular requests for house sitting - Winterberry
Select a filter and find qualifying sitters offering house sitting.Sitters in Winterberry average 4 repeat house sitting clients
FAQs for House Sitting - Winterberry
Frequently asked questions about Rover
As of August 2026, there are 3,136 sitters on Rover offering House Sitting across Winterberry. 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 Winterberry 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 Winterberry 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 Winterberry 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 Winterberry. On Rover:
- 92% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 93% 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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