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.
“Karen provided on-site petsitting approximately 10 days for us. We recently relocated to our new home from out of state and the extended time away from the pets was sure to be a challenge. We are very grateful for the assistance provided by Karen. Upon our return, all was good. The pets appeared clean, happy and healthy.”
“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!”
“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!”
“Libby was great with our two dogs. One is blind and one is still in the process of house breaking. Both are so shy. She was able to win them over and support potty training! They just loved her. She sent pictures every day. She also took excellent care of our home while we were away. She’s all around an excellent choice and would highly recommend to anyone. Thank you Libby!!”
“I'd recommend Melissa to ANYONE looking for of a kind, professional and trusting Petsitter. ❤️ she took such good care of my fur babies, was very communicative, and sent awesome pictures/recurring updates. I loved coming home to happy puppies that clearly looked like hey had the best time with Melissa. Thank you so much, girl ❤️”
“Deborah was absolutely wonderful when she house sat for us while we were out of town! Our Great Dane loved her and our house was in better shape than when we left! 10/10 recommend and will be using her again in the future!!”
“Darlin was amazing! She took notes in our initial meeting. She provided me updates almost hourly and she seemed to train my puppy to have a bowel movement in a spot she used to refuse previously. So very grateful for her assistance and will def. be using her services again!”
“We loved working with Anastasia! She stayed at our home with our dog for a week. She was a perfect and polite houseguest and took such good care of our dog. She sent tons of pictures, videos, and updates. We felt so comfortable and relieved on our vacation leaving our dog and our home in Anastasia’s care. We fully recommend working with her!”
About: I have over 5 years of experience house sitting and pet sitting . I have experience from puppies to seniors! I’m comfortable in giving meds I own my own business and work a part time job but they both allow so I’m able to make my own schedule . Day I care for pets in Clients home with all the respect of there home and follow all the guidelines the client sets for their pet
“Brooke is FANTASTIC! I this is my first solo ROVER AND I AM THRILLED! I loved getting the daily photos and updates. My boy is older and not used to being without his family at all. Brooke was so kind and made me feel so much better! Thank you Brooke!!”
“Megan did outstanding her first time with Crosby and Luna! We were in contact daily and she made sure that everything went smoothly which is always a concern for me since Luna is a rescue still figuring things out. Communication leading up to the stay was above and beyond and my house was perfectly the way I left it and she even went the extra mile to wash and dry the towels and sheets. A girl after my own heart!!!! I would. highly recommend!!!!!”
“Julia is wonderful with our cat! We always know he is in good hands. When we come home, it's like we never left. Julia always keeps us up to date with photos and videos which is really nice when we're missing him. Thanks so much!”
“As always, Bucky had a wonderful time with Desi and all was safe and sound. I could not recommend Desi enough! She is fantastic and great to stay at your house with your fur-babies!”
“Kim was amazing with our high maintenance little dachshund. We are so appreciative of her attentiveness, kindness, and professionalism. Your pup will be in great hands with Kim!”
“What an incredible pet sitter! I got multiple photos and updates, and she even brushed my dog! Both he and my home looked great when I returned. Elisabeth asked great questions when I met her and wanted to keep his routine consistent while I was gone. I look forward to working with her again real soon.”
About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.
The median cost per night for house sitting in Upperville is $55
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 - 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 August 2026, there are 1,992 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 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 Upperville. On Rover:
- 92% of sitters can help with special care needs
- 97% 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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