Pet Sitting Stephenson

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Over 122
pet parents in Stephenson have booked pet sitting

Stephenson, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Alexsys T.
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Alexsys T.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 366 reviews
138 repeat clients
7 years of experience
Clear Brook, VA, 22624

“Alexsys was great! She took great care of my cats, and they all seemed to like her as well, even my skittish cat! She's responsive to messages, and gave me pictures and updates on how my fur babies were doing while I was away. I would definitely book with her again!”

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Lillian R.
Sitter Profile Image: Cindy E.
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Cindy E.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 37 reviews
6 repeat clients
8 years of experience
Stephenson, VA, 22656

“She very nice. Gets things done. Very nice to pets.”

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larry b.
Sitter Profile Image: Paloma A.
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Paloma A.
from
$20
per visit
1 year of experience
Stephenson, VA, 22656

About: Hi! Paloma** 🐾 I’ve had dogs for year, three, in fact, over the course of my life. I recently said goodbye to my last pup, and while I’m not ready for a full time dog in my home just yet, I miss it all deeply: the walks, the game of fetch, the pure joy and love only a dog can give. I am not new to dog care, I’ve looked after many dogs over the years, but this is my first time doing it through Rover! I’d love the chance to give your pup some of that same love and attention while you enjoy a vacation, work trip or time away. I treat every dog like my own, patient, attentive, and always up for a good walk or a solid game of fetch. Looking forward to meeting you and your pup! I work 9-6 hybrid, Monday thru Friday with somedays being fully remote. I am home most weekends and spend my free time walking, doing arts and crafts or gardening. Peace of mind is definitely important when it comes to my fur babies, I know that first hand. I can send check in photos with every walk, treat and meal if that is what you wish. I like to also take them to the dog park in my neighborhood if they play well with others. 3 walks a day minimum will be provided unless more are required. I currently working on building a fence to m a backyard and should be completed but end of September!

Sitter Profile Image: Natasha L.
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Natasha L.
from
$22
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
20 years of experience
Berryville, VA, 22611

“Easy to work with and very responsible”

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Ray M.
Sitter Profile Image: Linda S.
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Linda S.
from
$25
per visit
4.9 out of 5 stars
• 104 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

About: 5 Acres, Pool, Large PRIVATE HOME PROVIDING POOCH PAMPERING SECOND TO NONE. Dog boarding, pet taxi, walking or house sitting I do it ALL!! I have over 20 years experience with all sizes and breeds, serving Franklin, Clarke & Western Loudoun Counties in Virginia and Innwood WV. Give your baby a luxury vacation while you are away, a great day-care experience while you work or shop or I’m happy to care for your pet in their own home. Pet taxi service to/from my house, to your vet or groomer is also one of our services. Schedule a meet and greet to come see for yourself. WHY I LOVE DOG SITTING My parents raised Collie's and my first dog was Lady, I was 18 months old! So I have always had dogs, a house just isn't a home without a pup! I have owned, fostered and rescued dogs all my life. I have experience with all breeds, from Great Danes to Yorkies, I have done it! I love dogs, pamper them but give them the boundaries that make them feel secure. SERVICE AREA I am located in a large home with a pool and fenced in backyard in Clear Brook Virginia serving Winchester, Purcellville, Round Hill, Berryville, Bluemont, Hillsboro, Lovettesville and the surrounding areas. We can arrange pet taxi service to/from our home at an extra charge. CALL FOR MORE INFORMATION I’m happy to provide many references from past clients, give a phone and/or in person interview. All boarding clients must complete a meet & greet prior to booking. MEDICATION AND SPECIAL ATTENTION I am trained in administering oral medications and injections. Pet care is my full time profession, I’ve dedicated the past 20 years to watching clients pups so they can work, vacation or travel without their fur babies suffering from separation anxiety, or stress. I have unparalleled experience providing love & attention to my boarders, keeping them happy & safe overnight (or longer) while their family is away. Our pet taxi service can come pick up your baby to start their stay with us or provide excellent transport if your pup has an appointment at the vet or the spa.

Sitter Profile Image: Kathy G.
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Kathy G.
from
$25
per visit
5.0 out of 5 stars
• 59 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

“Kathy was so responsive and reliable! She took great care of our dog and gave detailed info as well as pictures after all of her visits! we will definitely use her again ☺️”

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Meredith C.
Sitter Profile Image: Hannah H.
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Hannah H.
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
10 years of experience
Inwood, WV, 25428

“Hannah is an awesome pet sitter! She’s very helpful and responsive. She takes good care of my cats, keeps me updated with notes, pictures, and videos. I’m always excited to review the Rover cards after each visit. I can go away and feel confident that my fur babies are being loved and cared for.”

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Jose R.
Sitter Profile Image: Sarah J.
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Sarah J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 91 reviews
28 repeat clients
10 years of experience
BERRYVILLE, VA, 22611

“Sarah is our go to sitter for our pups! They absolutely love her and we can travel with our minds at ease knowing they are in such great hands!”

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Becca K.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
3 repeat clients
13 years of experience
Winchester, VA, 22601

About: We provide a special touch of walks, wags and worry free pet sitting! From zoomies to cuddles we can match your fur babies energy level. Apple Pay,Venmo,Cash or in app payments welcome. We’re a meticulously organized couple which permits us a flexible schedule when caring for our fur babies. We’d love to extend the care to your fur babies as well! We recognize that each pet has their distinct personality and we like to honor that. Pelusa, our oldest cat, despite her age, carries a playful kitten soul so we like to dedicate extra stimulating play for her. Our youngest he likes to exert his energy by bird watching and running and jumping around so we’ve accommodated the house for his races since playing 1 on 1 with him does not captivate his curiosity. Just like that we can confidently say we love learning about our clients and their pets personality so we can make the best transition when caring for them that day and so everyone feels seen and included, even the little ones! We also understand pets can be very oriented to habits so we like to know what habits and/or rules you have for your pets so we can respect and abide to those as well!

Sitter Profile Image: Katie W.
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Katie W.
from
$20
per visit
20 years of experience
Stephenson, VA, 22656

About: I have all kinds of pet care experience. I love any and all pets including the reptiles and fish! I myself have a long haired dachshund and a long haired cat I currently work part time so I have plenty of free time on my hands. I do not drive due to personal reasons but I do have reliable transportation. I like to meet my clients a couple days prior to watching their pet. I would like to have a conversation making sure I understand everything correctly.

Sitter Profile Image: Natalie B.
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Natalie B.
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Winchester, VA, 22601

About: I work full time at Shenandoah University and am joining Rover to formalize my side hustle, which Ive largely managed through word of mouth thus far. I’ve lived with dogs for about 25 of my 30 years of life - mostly hounds (most recently 2 bassets). And I’ve watched dogs of all sizes, the smallest being a chihuahua mix and the largest a Great Dane. Over the last 5 years or so, I’ve dog sat for friends, family, and connections in the Winchester area. All animals are different and I respect you, their owner, to tell me what’s best for your furry friend. I also will be transparent and over communicate with you so we both can be confident your animals have everything they need. I’m comfortable dispensing medication - including to the really picky ones (I can take a pill/pill pocket and sculpt it pretty much exactly the same shape and size as any mainstream kibble brand). I have experience with puppies and with our senior citizens, who both just need a little extra care and attention. I feel comfortable listening to animals and getting to know their personalities, which are all so different yet equally endearing. If they are trying to say something, though, I feel pretty confident I will notice it - especially after we’ve spent a few hours together. And, if they’re trying to say something and I don’t understand? I’ll reach out just to make sure. I just really, really love animals. I most often watch dogs but have also cared for cats, lizards, bunnies, chickens, and horses (although horses were largely just feeding and brushing/attention). I also have a rescue cat of my own, Luna, who has made me certain I’m equally a dog person AND a cat person. I work 9-5 M-F, and occasionally am tied up on weekends with happenings on campus. I can take an hour lunch (and flex a bit beyond if necessary) to visit the animals for attention and potty breaks. I am single, sober, and genuinely grateful for the work and the company. Animals have so much love to give, and i try to reciprocate that love indiscriminately. Thanks for your consideration and please let me know if I can answer any questions, hop on a zoom call, or speak to any specific needs you find important. No request is too small and I’m grateful for any and all details I can use to keep your animals feeling secure, loved, and cared for in your absence. I work full time at Shenandoah University as an Administrative Assistant in the Office of Global Engagement. My role is in-person on the main campus in Winchester. My routine hours are 9-5 with an hour lunch around 12 or 1. But, there’s a lot of flexibility, especially over the summer when the students are back home. My team is small and I am able to shift my hours when I communicate with them in advance (I.e. I’ll take 2 hours midday but clock in at 8, etc). Outside of work, my schedule largely centers around community and service work. I’m really involved with the recovery community and attend several meetings and events a week, although I can be flexible there too. Most days I’m up no later than 7 am and asleep by 11. But all these things can flex, depending on your and your pets needs. I live alone with a stray-turned-adopted cat named Luna. My place has a small fenced area in the back, enough room for a pup to potty but not much more. But I’m also about a half a mile from Jim Barnett Park and I love their walking trails and their dog park. I’d prefer to house sit at your house, but I’m open to certain scenarios if I can ensure your animal is comfortable in my space. Let’s talk about the details!

Sitter Profile Image: Anthony D.
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Anthony D.
from
$18
per visit
18 years of experience
Winchester, VA, 22601

About: I’ve been dog and cat sitting since elementary school, starting with walking my cousins' dogs and caring for them while they were away. I also have extensive experience with feline care, spent hours socializing with friends' cats, and dropped in to feed them when owners were out of town. I work from home and set my own schedule so I’m available for dog walks and cat drop-ins every day of the week from morning through afternoon. When caring for pets I like to follow exact instructions for feeding, potty breaks, and playtime since all pets have their own quirks. I always ensure the home is secure, clean, and locked up before I leave.

Sitter Profile Image: Isabella M.
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Isabella M.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Winchester, VA, 22601

“Isabella we as BEST! She communicated from the start and we were able to work out the best schedule. She sent cute pictures and videos of my girls (two cats) every time she visited and kept me up to date on their shenanigans. The girls are happy and healthy. Couldn’t have asked for a better sitter!”

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Abigail B.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$20
per visit
25 years of experience
Winchester, VA, 22601

About: Hello, pet parents! My name is Jessica, and I bring over 25 years of dedicated experience working with both dogs and cats. As a professional dog groomer for the past 15 years, I have developed a keen eye for pet care and well-being. At home, I share my life with a delightful trio: a standard poodle, a lovable pit bull, and a majestic Maine coon cat. Each of them has taught me unique lessons in care, patience, and the joy of pet companionship. Why choose me? • Decades of Experience: With 25 years of hands-on experience, your pets are in knowledgeable and capable hands. • Groomer’s Expertise: My grooming background ensures your dog not only gets a great walk but also some extra TLC, including coat checks and paw care. • Personalized Care: I understand that every pet is unique. I tailor my services to meet the specific needs and personalities of each furry friend. • Safety First: Your pet’s safety is my top priority. I am trained to handle various breeds and temperaments with care and professionalism. Let me provide your pets with the exercise, attention, and love they deserve. Book a walk today and see the difference an experienced and passionate pet professional can make! I’m a professional dog groomer with a flexible schedule that allows me to provide dog walks and drop-in visits throughout the week. I enjoy using my available time to give pets the exercise, attention, and dependable care they need while their families are away. Your pet’s safety and comfort are my priority. With 25+ years of experience caring for dogs and cats and 15 years as a professional dog groomer, I’m comfortable working with pets of many breeds, sizes, ages, and personalities. During drop-in visits, I can provide potty breaks, feeding, fresh water, playtime, and medications as directed. I also offer dog walks tailored to your pet’s individual needs.

Sitter Profile Image: Cynthia A.
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Cynthia A.
from
$29
per visit
5.0 out of 5 stars
• 34 reviews
13 repeat clients
15 years of experience
INWOOD, WV, 25428

“I can’t say enough good things about Cynthia, she is absolutely amazing. She took great care of my cats and fish including one cat who requires insulin. She went above and beyond again when I asked to extend my trip, then continued to help after I got sick and had to delay it again.”

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Alaina F.
Sitter Profile Image: Melissa A.
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Melissa A.
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
8 repeat clients
40 years of experience
Cross Junction, VA, 22625

“Melissa was such a lifesaver! She helped us super last minute when a previous sitter fell through right before we left for a family reunion, and we couldn’t be more grateful she was there! Super flexible and communicative, Melissa took lots of adorable pictures and left detailed updates of each visit. And she was super sweet with our fur babies and loved on them so much! 100/10, will absolutely recommend and hire for her again! Thank you so so much Melissa!”

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Maggie E.
Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$70
per visit
5.0 out of 5 stars
• 7 reviews
3 years of experience
Stephenson, VA, 22656

“Elizabeth was GREAT! The dogs loved her. Highly recommend, thank you Elizabeth!!”

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Andy F.
Sitter Profile Image: Gabrielle I.
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Gabrielle I.
from
$25
per visit
8 years of experience
Winchester, VA, 22601

About: I have eight years of experience caring for cats. I absolutely adore cats, and having had a cat of my own for almost 10 years now, I know how beloved and valued they are by the families I help. Throughout my years of cat sitting, I have cared for cats of all ages, administered medications, cleaned multiple litter boxes, and, of course, entertained with cat toys! Your need for pet care is never a burden. I take true joy in having the opportunity to meet and care for new furry friends! I currently work as a fitness specialist and personal trainer in medical fitness, so I have full availability on the weekends and my schedule with training clients largely allows me to check-in on pets throughout the day. I am unable to keep cats in my home; however, I am happy to travel to clients' homes and stay overnight to provide care. In my previous experiences cat sitting, I often check-in multiple times daily throughout my work day and stay in the home each night. I provide drop-in or house-sitting services.

Sitter Profile Image: Desi M.
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Desi M.
from
$10
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
10 years of experience
Berryville, VA, 22611

“Desi and my old pup got along so greatly and he was well taken care of while we were away for the weekend. Thank you Desi for doing an amazing job!”

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Mark C.
Sitter Profile Image: Victoria L.
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Victoria L.
from
$30
per visit
4.5 out of 5 stars
• 8 reviews
1 repeat client
23 years of experience
Winchester, VA, 22602

“She provided an update and photos after the visit. Took good care of my pets when I was out of town.”

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Barbara G.
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The median cost per visit for pet sitting in Stephenson is $20

Pet parents share their Rover experiences - Stephenson

1 / 1
5.0 out of 5 stars

I think this is my third review for Alexis? But she she and I have known each other for a few months now, and she has been a delight with sitting for my dog. Would recommend very highly for your home too.

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Denise L.
Drop-In Visits
5.0 out of 5 stars

Myahrissa took exceptional care of my dogs, Naya and Francis, and I could not have been happier with the experience. From the moment she met them, it was clear that she genuinely loves animals and treats them as if they were her own. Throughout her time with them, she was attentive, caring, reliable, and communicative, giving me complete peace of mind while I was away. Naya and Francis absolutely adored her, and it was obvious they had an amazing time together. When I returned home, they were happy, relaxed, and well cared for—one of the best indicators that they were in great hands. I would highly recommend Myahrissa to anyone looking for a trustworthy, compassionate, and professional pet sitter. She went above and beyond, and I would not hesitate to have her care for my dogs again in the future.

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Marcus R.
Drop-In Visits
5.0 out of 5 stars

Gabby answered my request immediately and it was somewhat of a short notice and agreed instantly. She was easy to work with and dependable including pictures. Will be definitely using her again.

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Dawn R.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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How to book pet sitting

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Popular requests for pet sitting - Stephenson

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Sitters in Stephenson average 6
repeat pet sitting clients

FAQs for Pet Sitting - Stephenson

Frequently asked questions about Rover

The average cost of Pet Sitting in Stephenson is $22 per visit as of October 2026. Most bookings cost between $16 and $31 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 879 sitters on Rover offering Pet Sitting across Stephenson. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

Yes, you can find sitters who have experience with handling special pet needs in Stephenson. On Rover:

  • 92% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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.

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.

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