House Sitting Windy Run
Find a loving house sitter to watch over your pets and your home.
Windy Run, 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.
“We had a great experience with Veronica, who helped us with cat and house sitting. She took wonderful care of our two cats, making sure they were fed, comfortable, and given attention while we were away. We also appreciated that the house was well-kept when we returned. Communication was smooth throughout, with regular updates that gave us peace of mind. We would absolutely recommend Veronica to anyone looking for a reliable and caring sitter, and we look forward to reaching out to her again in the future!”
“Sara was very responsible and loving to my great Dane and spent a lot of time with her sent me pictures and kept me posted. I would highly recommend her to sit with your animals.”
About: I’ve pet sit for neighbors, family and friends since I’ve been able to drive. I have some pets that I have been watching for multiple years. I currently work full time but it is flexible. I can let you dog out before and after work, and potentially during my lunch break if you are nearby! I can easily crate your dog and easily put them on a leash and take them on walks. If you have strict rules with your pet, I will try my hardest to enforce your rules.
“Carolyn was wonderful. She took good care of Charlie and was careful to follow instructions including administering medicine and following physical therapy instructions. She left the house very clean and orderly. We would love to use her again.”
“We highly recommend Riley. Our little Calli Has some anxiety issues, but she seemed to relax and accept Riley easily. She was in excellent spirits when we returned home, and was well cared for. Riley’s knowledge of pets and her love of them is obvious.”
About: My love for animals started early — when my family adopted our dog during my third-grade year, I took on real responsibility right away, handling his feedings and nightly walks. That hands-on care grew into a genuine passion that has only deepened over the years. Beyond dogs, I've developed experience with a range of animals, including goats, sheep, pigs, and horses, giving me a well-rounded foundation for handling pets of all personalities and needs. I'm currently studying biology and wildlife conservation at William & Mary, so animal welfare isn't just something I care about — it's what I've built my academic life around. I connect quickly with animals, take their comfort seriously, and will treat every pet in my care with the same patience and attentiveness I'd want for my own. You can feel confident leaving your furry family member in good hands! I'm home for the summer from college and have a very flexible schedule, making me available for bookings on short notice. I may be taking on part-time work as the summer progresses, but I'll always keep my Rover calendar up to date so you know exactly when I'm available. Your instructions are my playbook — I follow them closely and don't cut corners, whether it's feeding schedules, medication routines, or house rules for your pet. I'm naturally observant and attentive, so I stay tuned in to your pet's behavior and body language throughout every visit, picking up on cues that they might need something before it becomes an issue. Your pet's comfort and safety in their own environment is always the priority.
About: I’ve cared for my two cats for the past 6 years and have always loved animals of all kinds! Whether its feeding, cleaning, playtime, or giving extra cuddles, I treat every pet as if they were my own! I work from home in the Henrico/West End area, so I’m very flexible schedule wise to check in on your pet. Feel reach out with your specific needs. I have 2 cats myself for 6 years. I can provide services to feed, walk, give water, clean and just provide company to your pet!
“Celeste was great! They house sat for me and took care for my cats, sent me pictures and made sure they got attention, fed, and cleaned the litter box. Would definitely recommend them!”
“Kim stayed several nights with our kitty and senior Greyhound and we (and they!) were very happy with her. Both our pets require medication, and have complicated feedings, and she handled it all just great! We greatly appreciate her concern and care for our pets and our home.”
“Randi took such great care of my furbabies and was so patient with one of them being a puppy. She stayed overnight with them and walked them often. I came home to two happy and loved dogs! Would definitely call on her again for future pet setting needs.”
“Wesley was wonderful! Super responsive, communicative, and confident with our fur crew from the start. Our dogs can be pretty high energy, but Wesley handled them with patience and clear commands. We’ll definitely be booking with Wesley again!”
“Brittney was amazing! Took great care of both the doggies and showed them so much love. She was very attentive and would send updates frequently. Will definitely be booking with her again!”
“Collette did a great job taking care of our two girls. We got multiple daily photos and small updates on how everyone was doing. They also made the girls comfortable and made them felt like we never left. Collette also made sure our house was clean and tidy before we returned. Highly recommend!”
About: Hello! 🐶 I’ve been an animal lover my entire life, including dogs, cats, fish, and even a pet shrimp! I’m not shy around medications, multiple animals, or high energy pets. I have extensive experience loving senior pets and those with special needs. I’m a daytime and overnight dog and cat sitter with almost 20 years experience caring for animals! 🐱 I am a graduate student, dog and cat mom, and enjoy lots of hobbies like gardening, reading, sourdough baking, and biking. I would love to spend my extra time hanging out with your pets! I treat my clients’ pets and homes as I do my own. I understand how intimidating it is to trust a stranger with their schedules, medications, anxieties, and even your own home while you’re away. I’m comfortable asking for clarification when needed and communicating to make sure your pets have what they need.
“McKenzie stayed at our place with Hubbell for over a week over Christmas. It was a big deal to find someone reliable and trustworthy for so many reasons, but the time of the year and how far we traveled from home were big factors. McKenzie completely eliminated any stress we might have had. She was so communicative annd thoughtful and sent photos and videos. She clearly bonded with our boy. She sent thorough updates. She took great care of our home. She’s the first person we’re going to with any pet sitting needs in the future. Can’t recommend her enough!”
About: I’ve had animals growing up ever since I was little. I’ve grown up with 4 dogs in the household and currently have my own. I absolutely adore all animals and would love to take care of your beloved animal I work and go to school daily but during the summer, I can definitely be more free. I always take breaks to walk the dogs around the neighborhood. I always be adequate to feed them and give them water throughout the day at their assigned eating times! If the dog is crate, trained to sleep in the crate at night, they’re welcome to sleep in the crate or if the owner wants, they can sleep in the bed with me. I do not mind.
“Emily was wonderful with our two dogs! She cared for them in our home for two days while we went out of town for our son’s wedding. She sent pics and regular updates. She seemed to really enjoy being with our dogs and it is obvious that they like her. Our family will definitely work with Emily again. Highly recommend!”
About: I am a certified veterinary assistant.I graduated from a vet science class where we perform animal care on the pets we have: bunnies, cats, guinea pigs, grooming dogs, etc. I used to work at Dogtopia so I know how to handle dogs. I will be available all day on weekdays so I can spend nights in the pets home for overnights if necessary . I can't do weekends because I have a 2nd job. ⚠️ Im only available until-august 7 I have 2 ESA cats . One is a black domestic shorthair named Shadow The Hedgehog . The other is a tabby named Silver The Hedgehog
The median cost per night for house sitting in Windy Run is $50
Pet parents share their Rover experiences - Windy Run
Riley was great with Bruno. She understands the needs of a senior dog and was very patient with our boy and clearly gave him a lot of love and attention. Bruno was very calm and peaceful upon our return. We would definitely hire her again and recommend her to friends and family.
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 near you
Select a filter and find qualifying Windy Run sitters!Sitters in Windy Run average 4 repeat house sitting clients
FAQs for House Sitting - Windy Run
Frequently asked questions about Rover
As of July 2026, there are 1,396 sitters on Rover offering House Sitting across Windy Run. 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 Windy Run 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 Windy Run 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 Windy Run 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 Windy Run. On Rover:
- 94% of sitters can help with special care needs
- 98% 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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