Pet Sitting Westwood

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Westwood, 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: Kimberly B.
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Kimberly B.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 356 reviews
123 repeat clients
8 years of experience
Winchester, VA, 22601

“Kim was so great! This was our first time booking with Rover and I am so glad we found her. Kim was very thorough, sending updates and pictures each day of all our pets. I appreciated her wealth of experience; it was especially comforting to know that she has cared for senior cats, betta fish, and even chickens. She thought of things that I didn’t even think of in terms of pet care and went above and beyond to make sure all our animals were happy during our week away and things were tidy around food bowls and litter boxes for our return. I would absolutely book with Kim again!”

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

“Alexsys did an amazing job with my dog. She cared for her like she was her own and sent me plenty of updates. My dog was happy and well loved while we were out of town. Will definitely be booking with her in the future!”

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Rylee D.
Sitter Profile Image: Caroline M.
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Caroline M.
from
$20
per visit
20 years of experience
Winchester, VA, 22602

About: I’ve enjoyed the steady companionship of dogs and cats since I could walk. I’ve been pet sitting from a young age and I love animals of all kinds! I’ve taken care of my own family pets from young to old and can’t imagine my life without animals playing a key role. My schedule is very open as I am self-employed and I’m happy to work around whatever you need. I prefer to be home in the evenings for my own pets but can occasionally make accommodations if necessary. I am very safety conscious and will ensure that pets are kept away from everyday dangerous and that your rules are followed to the letter.

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: Marian K.
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Marian K.
from
$15
per visit
10 years of experience
Winchester, VA, 22601

About: I have been taking care of dogs and cats since high school! I am comfortable and familiar with multiple pets at once and even some more eclectic animals like reptiles (turtles and snakes). I would only be able to come to your house to pet sit or walk, I would not be able to bring pets to my apt. I would only be able to pet sit in your home as I live in an apartment where I am unable to bring animals into my space.

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: Michelle R.
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Michelle R.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
25 years of experience
Stephens City, VA, 22655

About: Hello My name is Michelle and i started dog sitting in my high school years and have continuously boarded and house sitted for dogs of all ages. My experience started out with pet sitting for family and friends. Then over time Rover came along, and I was so excited to hear of this app and jumped to get signed up although i’m new to app, i am not new to the business i truly love all animals but love to be around dogs most, also my family is a dog loving family and we would love the opportunity to make your pet feel at home while your not :) i am honest trustworthy and always dependable and will always be available for face times should you want to face time your baby while your away you won’t regret choosing me as your sitter :) I am very flexible on scheduling. Just shoot me a message as my schedule is completely free. I have no specific schedule so open to discussion. I live in condo and my community is huge on having a pet friendly environment. I am surrounded by parks and a regular visitor to the Dog Park ! i believe in the importance of spending quality time with my pets i sit for as this makes for happy calm loving pet and they always come back wagging for more :)

Sitter Profile Image: Reina P.
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Reina P.
from
$22
per visit
4.9 out of 5 stars
• 29 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

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.

Sitter Profile Image: Sherry R.
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Sherry R.
from
$15
per visit
5.0 out of 5 stars
• 24 reviews
8 repeat clients
3 years of experience
Stephens City, VA, 22655

“Sherry was amazing! We decided to go on a last minute trip and she met with us the night before we left. She was so nice and a joy to be around so we knew Charlie would love her! This was our first time leaving him but we were reassured by her personality. She did everything we wanted and more. We can't thank her enough and we highly recommend her! We will definitely use her services in the future!”

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Kristen P.
Sitter Profile Image: Kristen C.
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Kristen C.
from
$15
per visit
19 years of experience
Winchester, VA, 22601

About: I have been a pet owner for most of my life. I volunteered at the SPCA while I was in college, and I thoroughly enjoy interacting with animals. I will care for yours as I cared for my own! While my daughters are in school, my day is open! I can visit, walk, and play with your pet while you’re at work, so you won’t have to worry if they’re bored or lonely. I will come to your house to walk, feed, and/or play with your pet. We can discuss your pet’s needs at any time.

Sitter Profile Image: Sarah A.
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Sarah A.
from
$20
per visit
4 years of experience
Stephens City, VA, 22655

About: I own a dog and 2 cats. I love animals. I enjoy a cat or dog's company. Pet personalities are my favorite personalities. Excited to help where I can. I am currently free for walks and drop in feedings. I am home most of the time, so my schedule is flexible. Let me know what you need and we can go from there! On walks I will always use a leash. I double and triple check gates are completely closed and latched to ensure your pet's security. Same goes with your home. I am great with following feeding directions and needs for your pet.

Sitter Profile Image: Linda K.
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Linda K.
from
$30
per visit
5.0 out of 5 stars
• 121 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).

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: 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: Alexandra L.
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Alexandra L.
from
$18
per visit
4 years of experience
Winchester, VA, 22601

About: I’ve been volunteering at my local animal shelter for the past two years, where I’ve had the opportunity to work with dogs and cats of all ages, sizes, and personalities. This experience has taught me how to recognize different temperaments, build trust with shy or anxious animals, and confidently care for energetic pets as well. I genuinely enjoy getting to know each pet’s unique personality and always strive to make them feel safe, comfortable, and loved while they’re in my care. I’m a PA (Physician Assistant) student who absolutely loves animals and enjoys spending my free time caring for pets. My class schedule keeps me busy during the day on weekdays, but I’m available for early morning (before 7am) and evening visits (after 5pm) on weekdays, open on weekends, and many overnight stays. Your pet’s safety, comfort, and routine are my top priorities. I know that every pet is different, so I take the time to learn about their personality, preferences, and any special needs before each booking. I carefully follow all feeding schedules, medication instructions, exercise routines, and house rules to help them feel comfortable and maintain their normal routine.

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: Hannah L.
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Hannah L.
from
$15
per visit
3 years of experience
winchester, VA, 22602

About: I have been dog sitting/ walking for several years. The most dogs I have handled at 1 time was 3. I own 2 small dogs myself how ever I have experience handling big dogs as well. I have experience administering medication. I work 4 days on 3 days off so I would love to provide care for your animals on the days I have off! I'm more than happy to help! I can take your dog on daily walks, I love hiking can take a well trained dog with me! i trained my own to go with me, they're great both on and off the leash. I love any and all dogs and would love to give yours pets and attention.

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: Ruby K.
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Ruby K.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Winchester, VA, 22602

About: I’ve always loved caring for pets starting from when I was a kid growing up around them. In my teen years, I began pet sitting and walking dogs for neighbors and friends, gaining hands-on experience and learning what each furry friend needs to feel happy and safe. I’m dedicated to providing loving, trustworthy care, making sure every pet gets the attention and kindness they deserve while their owners can have peace of mind. I have a very flexible schedule and can easily work around walking and sitting times, but I especially prefer weekend house sitting to give your pets the best care when you’re away. Walking is more flexible as I can do it everyday. With my experience, I’m prepared for any unexpected situations that might come up during pet sitting. I stay calm and trust my instincts to make sure your pet stays safe, comfortable, and cared for right in your home.

Sitter Profile Image: Pamela V.
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Pamela V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 92 reviews
31 repeat clients
21 years of experience
Front Royal, VA, 22630

“Wonderful experience! She was great to work with—always prompt with communication and reliable. It gave me peace of mind knowing my cats were in such good hands while I was away.”

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Nakita M.
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Pet parents share their Rover experiences - Westwood

1 / 1
5.0 out of 5 stars

Meghan is awesome! Even our skittish kitty warmed up to her quickly. She came as scheduled and sent lots of pictures to easy our mind.

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Laura W.
Drop-In Visits
5.0 out of 5 stars

Susan is so sweet, and Franky really likes her. I feel great knowing my big guy will be in good hands.

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

Matthew was a saving grace coming in last minute to meet our dogs and then let them out for us when someone else canceled on us! He sent pictures and our pups loved him! We will deff be using him more!

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Katie S.
Drop-In Visits
5.0 out of 5 stars

Hannah is the best. I always know my pet will get the best care and attention from her while I am away!

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

Megan took great care of our kitty family. When we returned they acted as if we had never left. We appreciate how Megan takes care of our home and pets very much.

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Barbara B.
Drop-In Visits
5.0 out of 5 stars

Lisette is fantastic! Prompt communication and my feline was quite happy to see her while we were away. Everything went smoothly, and I had complete peace of mind while on out trip. Highly recommend!

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Mercedonius
Drop-In Visits
5.0 out of 5 stars

she did such a great job with my cat penelope. great at her job and also very nice person! will definitely book with her again next time i’m out of town :)

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Amelia W.
Drop-In Visits
5.0 out of 5 stars

Always super sweet and helpful! She is super responsive and someone we can always rely on to take good care of our pups- even for our last minute requests 😊

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Bridget K.
Drop-In Visits
5.0 out of 5 stars

Charlotte is very knowledgeable and reliable. She took good care of my cats while we were out of town. I will book her again and highly recommend Charlotte for pet sitting services.

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Susan T.
Drop-In Visits
5.0 out of 5 stars

Anneliese took amazing care of our fur babies! She was super responsive, kept us updated with messages and photos, and was such a pleasure to work with. We highly recommend her and would definitely book with her again. Thank you!!

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Rosie V.
Drop-In Visits
5.0 out of 5 stars

McKenzie is absolutely wonderful with my very skiddish shepherd mix and my senior girl. She has been sitting my senior on and off for the past five years and my shepherd mix pup started this year. Highly recommend.

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Yvonne H.
Drop-In Visits
5.0 out of 5 stars

Alyssa went above and beyond to give my cat love and attention. She followed instructions well and left the house in good shape.

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Kate S.
Drop-In Visits
5.0 out of 5 stars

Karen was great! We had a trip planned and Whiskey had been sick since November. Thought he would get better but still had a lingeri g cough. We had another sitter lined up who had their own dog and we didn't want that dog to get sick too. I found Karen last minute to come to our home and take care of Whiskey with dropins. She did such a great job and kept us informed on his coughing. Thank you so much!

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

Haley is our trusted sitter. Our cat highly enjoys Haley’s visits! Haley is communicative and accommodating to our pets needs!

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Derek K.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Westwood

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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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