House Sitting Upperville
Find a loving house sitter to watch over your pets and your home.
Upperville, 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.
“This is our second time booking Tori and all of us just love her. She is wonderful with our older dog Max and sends better pictures of him than we take! :-) Thanks again Tori!”
“Day is wonderful. Our anxious little pup was calm and happy when we got home. Day is a great communicator with our dog and with us, sending lots of pictures and keeping us informed. Definitely recommend her.”
“We are so grateful that Anahita was able to help us with Boomer, even though it was a little last minute. She was very attentive and responsive. Very lucky to have her close by!!”
About: Since a young age, I had always been the go to person for my friends, family, and often times neighbors as well for pet-sitting. From care-taking for a friends tortoise for over 8 years, to having a rabbit, birds, dogs, and more myself, leads me to have such a deep rooted passion and interest for care-taking, spending time, and bonding with all ranges of sizes and ages of pets! As of right now, I am dedicated to being available as often and frequent as possible for pet-sitting, walking, and/or care taking. My current schedule outside of these things are very flexible for now, so if ever needed, please send a direct message and we can work things out! I have a lot of previous experience in caring for all kinds of animals with a ranging variety of needs, whether a senior animal who needs more attention, carefulness, and patience; or a small puppy who is exploding with energy and needs to direct it elsewhere! Any notes, tips, and personal preferences are always appreciated as well when it comes to your pet and how they need to be cared for. (:
About: My name is Hoslan and I’ve been dog sitting/walking for almost 2 years. I have 4 of my own dogs and love them like they my own kids, when it comes to meet dogs they just love me, they’ll bark at first because they don’t know me but after showing them I’m friendly and give them love I’ll be your best dog sitter and everytime they see me theyll be excited! I work from home, and I just be on my computer in the mornings, but after I’m done I have so much time to walk dogs, play with them, take them out to potty or anything! I have a fenced in yard, I live close by a park, and I have 4 friendly pups that will play with your pup, here in my household we all love dogs so they’ll get treated like they one of ours
“Preston was great with both of our dogs! He was really knowledgeable with how to care for our senior dog and handle his medication and was available on pretty short notice! We’ll definitely want to rebook next time we go out of town.”
“Our little old man, who has seemed anxious after we've left him with some dog-sitters in the past, seemed calm and well cared for when we got home. Emelyn promptly sent an update every time I requested one and left our home very neat. She even emptied and refilled the dishwasher and watered the plants on the back porch. I would definitely recommend Emelyn!”
About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!
About: Overnight stays, daily visits, & animal boarding. Dogs, cats, bearded dragons, turkeys, farm animals. I’ve taken care of them all. I’m an adventurous and helpful pet sitter, willing to love your animal while you’re away. I work remotely with a very flexible schedule to give your pets the attention they deserve. Daily walks, complicated schedules, clingy animals. Whatever you need! I have a large yard and social dogs to play with your pup. Crate trained dogs are also welcome. I also will stay at your home if that’s preferred.
“Amazing! Jamie is one of the best sitters we’ve ever used. Before she even got to the house, she was very patient with our changing travel plans, which had honestly become a bit of a nightmare as work constraints evolved and our dates kept shifting. We had her stay with our two dogs and small flock of chickens - a bit on the unusual side of Rover bookings. One of our dogs is a very timid rescue and the other is a slightly crazy young blue heeler mix, so they have very different personalities and needs. Jamie was wonderful with both - she had the timid one eating and letting her get near within the first few hours; normally this is a 2-3 day process! She seemed to have great intuition about dog behavior and knew exactly what to do to gain his trust. The active heeler didn’t seem to throw her at all either, and both pups were quite happy and healthy when we got back. In addition to being a superb canine communicator, Jamie was also a great human communicator and was proactive with reaching out to our additional contact when a question came up and it was the middle of the night where we were. I felt like she was on top of absolutely everything and had no anxiety about her ability to handle any dog/house/chicken things that might occur while we were away. To top it off, we came back to a clean house that was exactly as we left it - she even washed the sheets and remade the bed, which was extremely appreciated after getting back from overseas and quickly turning to back-to-school mode. We will definitely call Jamie the next time we need a sitter!”
“I want to be greedy and keep Kourtney a secret…But also go on and on about how amazing she is! This was our first time leaving the girls with someone and we could not have asked for anyone better. She was timely, communicative, and most importantly so kind to our baby dogs (and our home)! You will not regret having her help care for your pups. If we could give 1,000 stars we would!”
“We absolutely love Kiana! She has taken care of Hazel and Apollo for us several times, and we always feel completely at ease knowing they’re with her. She is so kind, dependable, and attentive, and it’s obvious how much she genuinely cares about them. Our dogs are happy and comfortable with her, which means everything to us. Just as importantly, Kiana takes wonderful care of our home while we’re away. We never have to worry about a thing. We come home to happy dogs and a clean, well-cared-for house, which makes traveling so much easier. It’s a great feeling to have someone we trust completely with both our dogs and our home. We feel incredibly lucky to have found Kiana and wouldn’t hesitate to recommend her to anyone looking for someone truly caring and trustworthy.”
“Kimberly stayed with our puppy for the first time we had to leave him and brought us such peace of mind! So many photos, videos and updates for the 3 nights we were gone. She was wonderful!”
“Suyen is wonderful. Our two dogs really liked her from our initial meet and greet through her stay with them. She has a very calming demeanor which is good as we have a two year old female GSD who is pretty high energy. Suyen played ball with her several times as well as lots of cuddle time with our other dog as that is his preferred activity. Suyen also took really good care of our home while we were away and it was a delight to come home to two happy dogs and a the house looking even better than we had left. We would be delighted to have her stay with dogs/ home again.”
About: I have been pet-sitting since I was 10 years old. I have always loved animals with my whole heart. My family, friends, and neighbors have trusted me to take care of, feed, walk, and bathe their pets while they are away. I am especially praised for the amount of time I spend hanging out with the pets. I like I hang out with them as much as I can and get in all the cuddles so they know they are safe with me and feel all of my love while their owners are away! This works with my schedules perfectly! I typically work 8 hour days, so mid day check ins, and evening care work perfectly for me since I am available to stay at the pets house with them! I spend a lot of time with the animals when I am there. I always allow cuddles and honestly it is my favorite part of the job. Coming back to a pet that is excited to see you is the best feeling in the world. I make sure the dogs get plenty of time outside, and long walks if the weather permits. I love playing with the animals. Cats or dogs! I love seeing the pets be comfortable with me and building that bond between the animals and myself!
“I can’t say enough great things about Elizabeth! From start to finish, she provided exceptional care for my dog, treating them like family. She was attentive, reliable, and went above and beyond to ensure my pup was happy, safe, and well-loved. Communication was excellent—I received regular updates, photos, and videos, which gave me peace of mind while I was away. It was clear that Elizabeth truly cares about animals and understands their unique needs. My dog came back happy, relaxed, and well-exercised, which is the best sign of a fantastic sitter! If you’re looking for a responsible, trustworthy, and loving person to care for your pet, look no further. I will definitely be booking with Elizabeth again in the future!”
The median cost per night for house sitting in Upperville is $59
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 - Upperville
Select a filter and find qualifying sitters offering house sitting.Sitters in Upperville average 4 repeat house sitting clients
FAQs for House Sitting - Upperville
Frequently asked questions about Rover
As of November 2026, there are 1,877 sitters on Rover offering House Sitting across Upperville. 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 Upperville 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 Upperville 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 Upperville 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 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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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 Upperville. On Rover:
- 88% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 94% 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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