House Sitting Upperville

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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.

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Sitter Profile Image: Sierra C.
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Sierra C.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
7 years of experience
Boyce, VA, 22620

“Sierra took great care of our dog Stella! We returned home to a happy dog. Highly recommend and will definitely be reaching out again.”

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Samantha B.
Sitter Profile Image: Reina P.
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Reina P.
from
$47
per night
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

“Our pups LOVE Reina. She took wonderful care of them and made them feel comfortable while we were away. We came home to happy dogs and a super clean home! We will be using her again, JJ”

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Jeri J.
Sitter Profile Image: Camille N.
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Camille N.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
1 year of experience
Aldie, VA, 20105

“Camille is thoughtful and did a wonderful job taking care of our little dog. We truly appreciate her help, and thank her for all the great care!”

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Michael J.
Sitter Profile Image: Anahita T.
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Anahita T.
from
$125
per night
5.0 out of 5 stars
• 79 reviews
26 repeat clients
15 years of experience
Round Hill, VA, 20141

“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!!”

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Esther O.
Sitter Profile Image: Marsha B.
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Marsha B.
from
$100
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
40 years of experience
Purcellville, VA, 20132

“We used Marsha and she was wonderful!! It was a seamless situation and we will definitely use her again!!! Very polite, friendly, tidy, thorough and most importantly great with our dog!!!”

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Jennifer C.
Sitter Profile Image: Hannah C.
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Hannah C.
from
$55
per night
9 years of experience
Stephens city, VA, 22655

About: What sets me apart from other sitters is my lifelong experience with animals, having grown up with dogs and cats in the country. I provide compassionate care for senior pets. My joyful, hardworking, and caring nature for animals ensures each pet receives the personalized attention and love they deserve. I am a flexible and reliable pet sitter available anytime with advance notice. Ready to provide loving, attentive care for your pets whenever you need! I provide attentive care in my clients' homes. For outdoor time, I use a leash to ensure safety and proper exercise. Your pets will receive personalized attention, love, and regular activity.

Sitter Profile Image: Julia Z.
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Julia Z.
from
$60
per night
4.9 out of 5 stars
• 24 reviews
6 repeat clients
5 years of experience
Winchester, VA, 22601

“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!”

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Kristyn A.
Sitter Profile Image: Darian C.
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Darian C.
from
$65
per night
5.0 out of 5 stars
• 18 reviews
3 repeat clients
20 years of experience
Strasburg, VA, 22657

“Darian was amazing! She house sat for our three cats, two dogs, and backyard chickens. She gave us peace of mind knowing she was responsible, caring, and professional. She really cared for our animals like they were her own. We will definitely be asking her to take care of our girls again in the future and I would recommend her to anyone.”

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Rae S.
Sitter Profile Image: Olga & Stepan A.
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Olga & Stepan A.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Sperryville, VA, 22740

“Olga and Stepan took great care of my two dogs while I was away. They sent me pictures, administered meds, took them for walks, and gave them plenty of affection. One of them was home with the dogs at all times which I am sure they enjoyed since I cannot work from home. I highly recommend them and will definitely request them again.”

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Laura P.
Sitter Profile Image: Kourtney P.
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Kourtney P.
from
$85
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Charles Town, WV, 25414

“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!”

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Toni S.
Sitter Profile Image: Stefany P.
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Stefany P.
from
$60
per night
3.7 out of 5 stars
• 3 reviews
5 years of experience
Winchester, VA, 22602

About: Life is Good with pets! I have been providing professional pet care services for dogs for over 5 years. I have always had different dogs in my life from childhood to adulthood. I’ve seen how happy my own pet is from taking him on regular walks and I am excited to provide this same experience for other pets. I have a large, fenced yard in a semi-rural neighborhood, and I enjoy taking dogs on nice long walks. Pets are allowed on furniture to snuggle and I am also happy to crate train pets, if preferred. I am currently working from home, so I have most of my time to give attention and love to your pet. I am happy to provide these services at all times. I have plenty space and a fenced yard for your pet to play or simple go on potty breaks, if needed. The services requested will be depending on the customers offer :)

Sitter Profile Image: Megan S.
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Megan S.
from
$75
per night
5.0 out of 5 stars
• 93 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

“Megan is an absolute treasure!! And that’s with a T not a P. Although she was also a pleasure to work with she is one of the most capable, friendly, caring, conscientious, pet sitters I have ever met. I will definitely use her again. I say treasure because she’s the sitter I would want again and again and again. 10/10 🥰🥰”

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Amanda B.
Sitter Profile Image: Kimberly H.
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Kimberly H.
from
$80
per night
5.0 out of 5 stars
• 326 reviews
44 repeat clients
30 years of experience
Chantilly, VA, 20151

“Kimberly took care of our pups while we were gone for 10 days. They were well cared for and happy when we got home. We also loved all the pictures. Thank you!”

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Jaime M.
Sitter Profile Image: Kylie C.
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Kylie C.
from
$75
per night
5.0 out of 5 stars
• 1 review
5 years of experience
Hume, VA, 22639

“My pups loved Kylie! She was very communicative and gave us updates. Definitely recommend her to watch your fur babies :)”

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Kristina M.
Sitter Profile Image: Victoria S.
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Victoria S.
from
$27
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Winchester, VA, 22602

“Victoria stayed in our home to take care of our dog Mika. She was very conscientious and respectful of place and took great care of Mika. Victoria spent most of the day with Mika so she wasn’t alone. We returned to a very calm and relaxed pup. Victoria is a good communicator, anytime she had a question or concern she was quick to let me know. We won’t hesitate to use Victoria again.”

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Belinda M.
Sitter Profile Image: Amirah W.
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Amirah W.
from
$25
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Gainesville, VA, 20155

“A wonderful pet/home sitter, Amirah provides excellent, thorough care. Her love for animals is apparent in all she does: meeting our dogs and cat prior to the sit, asking questions to clarify responsibilities and expectations, consistent communication and updates, even photos of our fur babies. She sat for our two dogs and cat for two weeks in our home. We would not hesitate to book her again.”

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Cecilia C.
Sitter Profile Image: Laila B.
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Laila B.
from
$125
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
25 years of experience
Herndon, VA, 20170

“Laila was incredible! My boys had the best time with her. They went on so many walks, had so much play time, and received an abundance of attention. Both of them pull quite a bit on their walks, and she got them to relax and enjoy the scenery! Not only that, she managed to tire my super energetic 6 y/o out (which is basically impossible) Laila sent a bunch of pictures & videos & remained extremely responsive the entire time. If I could leave her more than 5 stars, I would!”

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Alysandra W.
Sitter Profile Image: Emily J.
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Emily J.
from
$50
per night
5.0 out of 5 stars
• 63 reviews
15 repeat clients
12 years of experience
Middleburg, VA, 20117

“Emily was amazing! Sent us pictures and constant updates while we were away, loved on the dogs and took them for walks. We couldn’t express how grateful we were to have her as a resource!”

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William O.
Sitter Profile Image: Romely A.
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Romely A.
from
$75
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
16 years of experience
Gainesville, VA, 20155

About: Please take a moment to read my full description 🐾💛. It’s very important to me that you do, as everything I include here is designed for the benefit of everyone involved —your pet, myself as their caregiver, and you as their loving parents, because I know your furry friend is truly part of your family and deserves the best care. You may find that what I’ve written here answers several of your questions, especially if this is your first time leaving your pet in someone else’s care. Here you’ll find all the details about boarding and daycare, including my routine, flexibility, safety measures, and how I care for each pet’s needs. If you have any questions or additional concerns, please don’t hesitate to contact me. I’ll be happy to answer everything you need so you can feel completely comfortable and at ease before booking. 🐾✨ ⸻ Hi! I’m Romely, a lifelong animal lover currently living in Virginia. I’m bilingual (English & Spanish), so I can communicate comfortably in both languages —making it easier for you to feel understood and confident when we talk about your furry family member. 💬🐾 I began my journey as a rescuer and volunteer in animal shelters in Puerto Rico, caring for dogs and cats in delicate conditions and staying by their side until they found their forever homes. That experience taught me empathy, patience, and what it truly means to care from the heart. After moving to Virginia, I continued volunteering at local shelters, gaining even more experience with pets of all ages, sizes, and special needs. Caring for animals remains the heart of my daily life. At home, your pet will meet Athenas, my sweet, calm, and friendly dog who loves making new friends —both dogs and cats. I like to provide a balanced routine, with fun walks around our community’s pet park, interactive play, mental stimulation, and cozy relaxation time in a safe, loving environment. During their stay or care, your pet is my priority. I make sure they receive all my attention, love, and supervision so they feel comfortable, happy, and safe at all times. 💛🐾 For me, the most important thing is your pet’s safety and your peace of mind, knowing your furry friend is in good hands. I like to maintain constant communication with pet parents and share multiple updates throughout the day, whether it’s photos, videos, or messages showing how your pet’s day is going. 📸🐾 I never call unless it’s an emergency, but I genuinely enjoy keeping you updated because I know how important it is to feel connected and reassured. If you prefer a different communication style (for example, fewer updates or only once a day), just let me know —I’ll gladly adapt to your preferences. 💕 I’m trained in Pet CPR and First Aid, and I’m comfortable administering oral medications when needed. I completely understand that leaving your pet in someone else’s care can be hard —for both you and your furry friend. That’s why I do everything possible to ensure everyone feels comfortable and at peace from the very beginning. We love treating every pet as part of our own family, giving them the same love, respect, and attention we give to our own. ✨ I only host one family at a time to guarantee fully personalized care. For day sitting, I can care for up to two pets per day, always ensuring each one receives the attention, love, and space they deserve. We also love celebrating pets! 🥳 If your furry friend has a special day —like a birthday or adoption anniversary— please let me know. I enjoy hosting small “puppy parties” and making homemade pupcakes, decorating the space to make their stay extra special. 🎂🐾 📸 I also love photographing pets during their stay and sharing some of those joyful moments on Rover or social media, showing happy, everyday activities. If you’d prefer that I don’t post photos of your pet, please just let me know —I’ll fully respect your wishes. 💕 💻 Since I work from home, I’m not available for in-person meet & greets, as I often have meetings or need to be on call, and I wouldn’t be able to give you the full attention you deserve. I also made this decision because most of my apartment is carpeted, and some people prefer not to remove their shoes when entering. In our home, we don’t wear shoes indoors, keeping the environment clean and safe for the pets. At the entrance, we have a paw-cleaning station, where every time the dogs go out or come back in, we wash their paws with dog-safe soap and water before letting them walk freely inside the apartment. I’m happy to share details about the soap I use, and if your pet has any allergies or needs a specific type of shampoo, please let me know so I can use their own product and ensure their comfort and safety. 🧼🐾 It’s also very important to let me know if your dog has any food allergies or follows a strict diet. Sometimes a small piece of fruit, a bit of cheese, or a treat dogs love 🧀🍎 might sneak its way in —and I always want to make sure everything your pet receives is completely safe. 💕🐶 For Drop-Off and Pick-Up, you’re welcome to come right up to my door to say goodbye to your furry friend, or if you prefer, you can sit on the porch for a few minutes to have a calm and loving farewell. The same applies when you come for pick-up —I want both you and your pet to feel relaxed and supported during that transition. 💛🐾 🐾 I’m also very flexible with schedules and family needs. If you live nearby, I can offer free pick-up for your pet. If you’re a bit farther away, I can still help with transportation for a small, low fee, just to cover travel costs. I’m also flexible with drop-off and pick-up times —you can set them through the app, but if something unexpected comes up or you need to adjust, please don’t stress! I completely understand. If your dog is with me for day sitting and something comes up at the last minute where they need to stay overnight, don’t worry —these things happen, and I’ll gladly make sure they’re safe and comfortable for the night. 🌙🐾 And if your booking was last-minute and you didn’t have time to buy food or any items your pet might need for their stay, I can take care of that for you and do the shopping myself to make sure your furry friend has everything they need. 🛒💕 If, for any reason, your pet needs to extend their stay, I can often make exceptions when possible, even if Rover shows no availability. My priority is to keep everything stress-free for both you and your pet. 💕 That said, I’m happy to schedule a 15-minute virtual tour of my home, send videos of the community and the dog park, and meet through a video call before your pet’s stay. This way, you can feel completely comfortable and confident before leaving your furry family member with me. 💕 Thank you so much for considering my services! I can’t wait to meet you and your beloved pet. 🌿🐶 I work from home full-time, so your pet will always have company, attention, and supervision throughout the day. I’m available on weekdays, weekends, and even for last-minute bookings, giving you peace of mind knowing your furry friend is always cared for and never left alone. I live in a safe, pet-friendly community with its own dog park, perfect for daily walks, exercise, and playtime. At home, your pet will meet Athenas, our sweet and friendly dog who loves both dogs and cats. If needed, I can provide crate space or separate areas to make sure every pet feels safe, comfortable, and loved.

Sitter Profile Image: Cammie S.
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Cammie S.
from
$80
per night
3 years of experience
Linton Hall, VA, 20136

About: I have 3 years of professional experience working in the animal industry and currently work at a veterinary hospital, where I provide hands-on care to a variety of pets every day. My experience has given me a strong understanding of animal behavior, health, safety, and the individual needs of different pets. I’m comfortable caring for dogs and cats of different ages, sizes, breeds, and temperaments, including pets who may require extra patience, medication, or specialized care. Working in a veterinary environment has also taught me how to recognize changes in behavior or health and respond appropriately when a pet may not be feeling their best. When caring for your pets, my priority is to make them feel safe, comfortable, and loved while maintaining their normal routines as closely as possible. I understand that every pet is different, and I’m happy to follow detailed instructions regarding feeding, walks, medications, exercise, and other specific needs. You can feel confident knowing that your pets are in the care of someone with professional animal-care experience who genuinely enjoys helping animals and treating every pet as if they were my own. Depending on my schedule I work from 7am - 3pm or 8am - 5pm, before or after my regular job I am free to hang out with your fuzzy guy! I care for pets in my clients’ homes by keeping them comfortable, safe, and as close to their normal routine as possible. I follow each pet’s individual care instructions for feeding, walks, playtime, medications, and any special needs. I also make sure they receive plenty of attention, affection, and enrichment while their owners are away. With 3 years of experience in the animal industry and my current work at a veterinary hospital, I’m comfortable caring for pets with a variety of personalities and needs. I pay close attention to changes in behavior, appetite, energy levels, or other signs that something may be wrong, and I communicate with the owner promptly if I have any concerns. I also treat my clients’ homes with the same respect and care I give their pets, keeping things clean and secure and providing updates so owners can have peace of mind while they’re away.

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The median cost per night for house sitting in Upperville is $58

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. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 October 2026, there are 1,864 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.

<b>Tip:</b> 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 , 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 Upperville. On Rover:

  • 87% of sitters can help with special care needs
  • 94% 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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