House Sitting Winndale
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Winndale have booked house sitting
Winndale, 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.
“Kory was open to Emmy’s “quirks” and lovingly handled them. Prior to sitting, Kory provided information, level set her personal schedule so that we knew what her time looked like, and kept us informed. I would definitely ask Kory to sit again. ?”
“Had a few bumps and adjustments, but Jessica was very responsive and took care of my pups and home while I was away. I have two senior dogs and Jessica was great in ensuring they got their medicine in time and had plenty of potty breaks. They enjoyed her stay!”
“This was our first time booking with rover. Rachel’s profile stood out to us since she had pictures of schnauzers on her page and that’s what we have. Rachel came to our house a day early to meet our girls and get acquainted with them. I was so happy to see that our timid rescue girl even put her paws on Rachel’s leg, which was a huge indication that she felt comfortable with Rachel. She took great care of our girls and I had no worries about Rachel being at our house. She confirmed the times and sent us pictures of our very relaxed girls and even had one of them camped out laying beside her. We are definitely going to be using Rachel again!”
“Mai and Jonathan are wonderful dog sitters - going above and beyond to care for our two dogs. They took excellent care of our home and communicated with pictures and videos throughout their sit. Since they both work from home, they were with the dogs far more often than other sitters, and we are so appreciative of their kindness and enthusiasm with our babies. Highly recommend!”
“Carole was an absolutely wonderful pet sitter! She stayed with our 1.5-year-old rescue puppy and our 11-year-old cat, and we couldn’t have asked for a better experience. She was friendly, reliable, and consistently sent plenty of updates and photos, which gave us great peace of mind while we were away. Carole spent quality time caring for and playing with our puppy, making sure his energy and needs were met, while also being respectful of both pets’ unique personalities and boundaries—especially important for our older cat. It was clear she truly cares about animals and takes the time to understand them individually. We would highly recommend Carole to anyone looking for a trustworthy and attentive pet sitter, and we”
“Cindy was a great sitter for Tippy! He is a very anxious dog. She was patient with him and waited until he came to her. She worked with him to get him to eat while I was gone. I highly recommend Cindy! She worked with me when I had to leave a day early. She came in and took care of things.”
“Sydney was great. She was excellent with communication, and I especially appreciated her asking what she could be doing to help our shy pup feel more comfortable. She sent photos and spent a lot of time with him and was super accommodating to working with our other farm pets. We are so thankful we found her and would definitely book again!”
“Lauren was absolutely amazing!! I had to find a sitter last minute, and I loved her bio the moment I read it. She responded quickly to my request and made sure to nail out the details for my dog’s stay. I could tell she’s experienced and loves animals, and so could my dog! She sent regular updates and pictures, and when I saw my dog frolicking in her backyard and snuggled up later on in the evening like he forgot I had dropped him off was all I needed to set my mind at ease haha! Lauren is a fantastic sitter and I will absolutely be booking her again. Thank you so much!!”
“Stephanie was great with my two dogs! She communicated clearly and I never once had to worry that they were in goods while I was away. I have a high strung working line GSD who insist on lots of play and Stephanie picked up on all her games to keep her entertained inside while it’s too hot outside. Already have another stay planned!”
“We are so grateful for Kelly! She stayed with our three dogs from November 7–9 and took such wonderful care of them. It’s not easy managing three personalities, but she gave each of them so much love and attention. She kept us updated with pictures and messages, which really put our minds at ease while we were away. When we got home, the dogs were happy, calm, and clearly had been well cared for — it was such a relief to know they were in such good hands. Kelly went above and beyond, and we can tell she truly loves what she does. We’ll definitely be calling her again the next time we go out of town or just need a drop-in!!”
“Sam is simply the best. This was our second sit with her and both experiences made our traveling so much more enjoyable knowing the babies are in good, responsible, and capable hands. We received updates throughout the day with pictures without needing to prop her. She is respectful of our home and seems to genuinely care about our animals. I absolutely adore this sitter and will always come to her first with pet sitting needs.”
About: I have walked and cared for a variety of kinds of dogs for a variety of years and always include play/pet time. I have helped with puppy training and also cared for the seniors who need a little extra love and patience. With 2 high-energy dogs of my own I understand the importance of a long walk and time to burn off some energy! I currently work part-time on the weekends, so my greatest amount of flexibility is during weekdays. I do my best to schedule during times when I have availability to spend adequate quality time with the pets! Unfortunately due to my own animals I am unable to provide care for other animals from my own home, however I have experience staying in the homes of a variety of other clients which has helped keep their animals comfortable and on their usual schedule.
“This was our second time booking with Kasianay and it won't be our last! Our dog, Mable, loves spending time with her. She is an excellent house sitter and did a fantastic job communicating with us while we were away.”
“This was our first time using Angela and she was amazing. Asher fell in love with her right away. She was so communicative throughout our trip and sent picture updates throughout the day. She even got Asher some cute Halloween treats to enjoy! We will definitely be using Angela when we go out of town!!”
“I really wanted to keep Brianna, but she communicates well when securing the job but her communication is hit or miss when sitting. Also, the last visit she was late and I asked for her to modify the visit to a drop in since she came late even after me asking for a cancelation. I still have not gotten half of my money back even after contacting Rover, which Brianna has nothing to do with. She was great with my pet and I appreciate that, but as a traveling fur mommy, communication is non negotiable and I still want my refund from Rover.”
“Taylor was absolutely amazing! She took such great care of our pup Lewis and our home. She kept us updated with photos every day we were gone. Our pup Lewis loved spending time with Taylor, playing in the yard, going on walks, and snuggling. Taylor truly went above and beyond!”
“Summer is incredible!!! She goes above and beyond for our pups and even cleans the house before she leaves. Our pups love her so much and so do we! We couldn’t be happier we found her.”
“Luna had a great time with Sara! Sara is a good communicator and sent lots of updates so I never had to worry how my girl was doing while out of town. She followed all instructions and we came back to a happy, content pup! I’d definitely use Sara again in the future.”
“Macheala is phenomenal! She was so intentional and caring with my pup. She kept him in routine (with meds as well as his day to day schedule) and made him feel so comfortable and loved. Was on a busy work trip and received so many photos and lots of updates. Came home to a happy dog and she took such good care of the house when I was away which is a huge plus. Super impressed.”
The median cost per night for house sitting in Winndale is $50
Pet parents share their Rover experiences - Winndale
Lexi did a great job watching our pets and home while we were away. She was very communicative, kind, and made sure both animals were well taken care of. Everything went smoothly and we felt comfortable knowing our pets were in good hands. We’d definitely trust her to watch them again!
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 - Winndale
Select a filter and find qualifying sitters offering house sitting.Sitters in Winndale average 4 repeat house sitting clients
FAQs for House Sitting - Winndale
Frequently asked questions about Rover
As of August 2026, there are 3,833 sitters on Rover offering House Sitting across Winndale. 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 Winndale 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 Winndale 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 Winndale 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 Winndale. On Rover:
- 93% of sitters can help with special care needs
- 95% 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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