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 absolutely fantastic! She kept in touch with us the whole time, which really put us at ease while we were away. Our dog was well taken care of, and she did a great job looking after our house too. When Hurricane Helene messed with our travel plans, Kory was super flexible and understanding, which we really appreciated. We came home to a happy pup and a clean house—couldn’t ask for more! Highly recommend Kory for anyone needing a reliable, communicative, and all-around awesome pet sitter!”
“Kyrah is an expert with my dogs. Both of my dogs love her so much. My little pit loves playing with Kyrah to get her energy out. I am grateful she can watch my dogs for me.”
About: Currently available for Labor Day weekend Sept. 4–7! I’m available for last-minute bookings and would love to take care of your dog while you’re away. With 9 years of hands-on experience, My love for dogs started young, I've been a devoted caregiver to my own pack of three, including my sweet Shih Tzu and two big Labs. I've also enjoyed dog-sitting for neighbors. I'm comfortable with all breeds and temperaments. I'm ready to give your dog the best care. Always willing to give care to any animal. The weekends will always work out! Also afternoons and evenings. Need mornings? I can always figure out a way to make time to see your pet. I have a fenced yard where my very calm dogs stay all day long. But I also have a big house area downstairs where the dogs are welcomed as well. Where ever they like it more
About: I have been around dogs my entire life and wouldn’t have it any other way. Growing up, we always had at least two dogs in the family. At an early age I learned a lot from my uncle who trained dogs to assist the disabled and blind. I previously worked at a boarding/daycare facility for 3 years which gave me experience with a variety of dog breeds, sizes, ages, medications, health conditions and grooming. At the daycare/boarding facility we were trained to pick up behavioral cues from dogs. We were taught positive ways to enforce good behavior and correct unwanted behavior. I am very familiar with how to handle dogs with food and/or leash aggression. Prior to working at the daycare/boarding facility, I worked with rescue groups and helped foster dogs. I’m the type of person that can’t ignore a pup in need of love and care. I currently have 5 dogs: a Jack Russell/Chihuahua mix, miniature Dachshund, Yorkie, Morkie and Border Collie/Terrier mix. I am very experienced with dogs with special needs. In the past I’ve owned a dog that went blind, another one that had seizures and currently our Yorkie is losing her hearing and sight. I treat my dogs as if they are my kids. Be rest assured, I’ll treat your pup(s) the same! I currently work from home so I’ll be available to spend lots of time with your fur babies. This will allow them to have lots of steady potty breaks and be able to stick to any routines they’re used to. I have a fenced yard and my fur babies are friendly with other dogs so they’re sure to keep your dog company. I never leaves dogs together while unattended; they would be crated (if that’s what they’re used to) or separated just to be safe if I ever needed to step away for a moment. Your pet’s safety is my utmost concern and priority.
About: Your pet will be like one of my children we will run , play and watch tv together and most importantly snuggle time is my favorite we have plenty of dog/cat toys and treats for your furry family member there will be no worries while I have your pet with me I have a huge yard ! Where they can get plenty of exercise . I have a big home also where they can also run around and play all day we love pets here at the Lewis house so no worries while i provide care for your pet and I will take and send you plenty of picture while we have our time together. Since I work from home on my own schedule I have nothing but time ! Your pet will have a great time with me ! Our whole house is partially fenced so it’s plenty of space for your fur baby to run and play with our fur baby and have fun.
“Ken is amazing!! He took great care of Dixie (and my home) while I was away, and will definitely book him again!!! He's greatly professional and his love of dogs shines through!”
“Rocky, Luna and Mocha are loved beyond and my home is exactly as I had left it. My chickens are happy! The communication while we were away was outstanding. I have never had a more relaxed trip away knowing my home and animal family is cared for.”
“Sydney was so great, and this is our second time booking with her. She gave us timely updates during the stay, and we came home to a very happy dog and clean home! Highly recommend!”
“Stephanie was a life saver. I had a short notice booking. She was able to fit in a meet and greet, which was very important because we have a high anxiety dog. She was sweet and calm with my dogs, and also playful for my high energy dog. And our high anxiety dog started to warm up to her after a day or so: She left our home clean and orderly. Would definitely recommend!”
“Emma was the absolute best!! Both of our dogs ended up getting pretty bad separation anxiety while we were gone and she was so wonderful and kind and caring to our dogs. Our house was left perfectly and she was absolutely wonderful.”
About: My love for pets is unmatched! I have had pets all my life growing up! I am here to help you in your time of need!! I currently work on a hybrid schedule, which allows me flexibility in my work schedule week to week. I work 2-3 days from home each week. I do not currently offer this service. I am open to the idea, and would consider certain situations/ instances. Let’s chat and see what we could work out!
“Sara is wonderful! Easy to communicate with, sent me plenty of pictures that showed not only that my baby was doing well, but that she was being her normal self and doing her normal routines. If your pet is your family you can trust Sara will treat them that way!”
“James did a great job taking care of my two cats while I was on vacation. He sent me pics and videos every day so I could see how my boys were doing. The house was spotless and so was the litter box. Highly recommend! And I would definitely re-hire.”
About: What sets me apart is that I truly care about getting to know each pet as an individual. I don’t believe in a one-size-fits-all approach. every animal has their own personality, routine, and little quirks, and I want them to feel comfortable, happy, and loved while you’re away. I’m dependable, attentive, and happy to give your pets the extra attention they deserve. Whether it’s a walk, a drop-in visit, playtime, cuddles, or simply keeping them company, I’ll treat your pets like they’re my own. I also love keeping pet parents updated with photos and messages so you can have peace of mind. My goal is simple: for your pets to have a fun, comfortable experience and for you to feel completely confident knowing they’re being cared for. 🐾❤️ Pet care fits naturally into my routine because I’m dependable, organized, and enjoy making time to give pets the attention and care they need. I’m happy to work walks, drop-in visits, playtime, feeding, and cuddles into my schedule while following each pet’s usual routine as closely as possible. I plan ahead so I can be consistent and present during each visit, rather than rushing through care. I also make time to send pet parents updates and photos, helping you feel connected and reassured while you’re away. I like to think of pet sitting as stepping into a pet’s world without disrupting it. I pay attention to the small details—their favorite spot to nap, the sound they make when they want attention, the toys they ignore, and the routines that help them feel at ease. My goal is to make your absence feel as uneventful as possible for them. During each visit, I’ll follow your instructions carefully while adding plenty of patience, playtime, affection, walks, meals, fresh water, litter box care, and whatever else your pet needs. I won’t treat the visit like a quick checklist; I’ll take the time to notice how your pet is doing and respond to their personality and mood. I’ll also leave your home even better than I found it and keep you updated with thoughtful messages and photos—not just proof that I stopped by, but little glimpses of how your pet is spending their day.
“Rebekah and her daughter took good care of our dogs while we were away from home. They sent daily pictures and updates, which I appreciated. The house was well cared for also. My dogs have allergies and, therefore, challenging feeding routines, but Rebekah followed the instructions faithfully. She walked the dogs as well. I’d be very happy to have her take care of our home and dogs again. She even did the dishes and washed all the bedding for us!”
About: I’ve taken care of dogs since I was 20 I've had my own pets and I have experience caring for dogs of all different sizes and breeds. Family members have put trust in me to take care of their pets. I’m a lover of all pets, young and old. We can do so many fun things I am sure I will pamper your pooch. I live in a house with a fenced yard and friendly neighbors! I live in a house with a fenced backyard. Many of my neighbors own dogs and you can see them walking their dogs in the neighborhood. My home is clean, fun and lovable.
About: I’m vigilant and will keep your pup safe on a walk, will make sure they have time to do their business, and allow them to stop and smell the roses along the way. I work from home and love dogs so this is perfect opportunity for me to earn a little extra money and give a little extra love. I am used to watching dogs that need constant supervision. My husky required constant supervision during his puppy months and is now potty trained and the best boy.
About: Hi, I'm Bryan! I’m a caring, responsible, and dependable pet lover who understands that your pets are family. I’ll love your furry pals like I do my own. I currently have two black cats. I did have 2 dogs for the last 7 years or so, but they stayed with their mom when we amicably split. I miss them more than anything, and I'd love to share the love I have for them with some new friends. My older dog required daily oral medication and sometimes topical so I'm comfortable administering medication that way. I'm very good at making dogs feel at ease even in stressful moments. I've also handled dog and food aggressive dogs without incident. Currently have wide open availability. I basically need about an hour notice just so I can make sure the house is comfortable for my pets while I'm gone. Each animal has their own distinct needs and personalities, I can be whatever they need. That could be super long walks, or yard play time, if they need medications I feel comfortable giving them whatever they need. My own dog has a couple of daily medications she takes
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.
How to book house sitting
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 October 2026, there are 3,733 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Winndale. On Rover:
- 90% of sitters can help with special care needs
- 94% 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.
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