House Sitting Stephenson

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Over 19
pet parents in Stephenson have booked house sitting

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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: Linda S.
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Linda S.
from
$75
per night
4.9 out of 5 stars
• 107 reviews
53 repeat clients
40 years of experience
Clear Brook, VA, 22624

“Linda was a life-saver and took such great care of our pets and house so we could attend to a last minute family emergency. She did a fantastic job and we will definitely use her again in the future.”

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Mae-Beth M.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$75
per night
5.0 out of 5 stars
• 59 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

“Kathy is a true gem. We had complete peace of mind while she house sat our three Lab rescues. Kathy is dependable, communicative, and takes care of your house and pets like they are her own. We will absolutely be booking her again.”

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Jessica F.
Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
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
$60
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
5 years of experience
Winchester, VA, 22601

“Wow, where do I begin? Natalie took such good care of my Bailey and my home. I can’t say enough about how wonderful she was and how great the little “Bailey cheat sheet” she made that summarized all the care instructions I provided at our meet and greet, and the beautiful picture she took of Bailey while I was away. She’s thorough and attentive and sent great pictures and messages to reassure me Bailey was fine. And she was! Thank you, Natalie! You’re wonderful and I can’t wait to book you again!”

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Cynthia M.
Sitter Profile Image: Kristina M.
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Kristina M.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Winchester, VA, 22601

“Kristina did a fabulous job in taking care of our special girl as well as looking after our home. We highly recommend her and will definitely work with her again!”

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Joseph D.
Sitter Profile Image: Cameron W.
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Cameron W.
from
$36
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
7 years of experience
Winchester, VA, 22601

About: I have a love and understanding for all animals! I have trained my own and have learned so much through them. I have a lot of experience with dogs with behavioral issues. I am a college student with a lot of free time. My evenings are free and I have a lot of gaps during the day! I would love to get out on walks with dogs in my gaps. I have my own dog to keep yours company if that is something you would like. If not, he can stay with his other mama when your pup is over! Dogs will get full exercise and enrichment when staying with me. We will be in a fenced in yard running around and go on serval walks throughout the day.

Sitter Profile Image: Leslie B.
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Leslie B.
from
$27
per night
3 years of experience
Winchester, VA, 22601

About: Hi! My name is Leslie, and I’m a caring, reliable, and responsible animal lover who would love to help care for your furry family members! I have grown up with dogs my whole life and have been dog sitting for friends and family for about 3 years now. I’m a full time firefighter with a lot of free time on my days off. Whether your pup needs walks, playtime, feeding, companionship, or just some extra love while you’re away, I’m happy to help! I have a ton of flexibility and can assist wherever you need. I look forward to meeting you and your four-legged best friend! 🐾 I currently work as a full time firefighter and I work about 10 shifts a month. On my days off, I stay active with my husband going on hikes, runs, swims, and bikes. I have plenty of time to care for your pets. Note that my schedule is 24 hours on and 48 hours off, so when I’m working I will not be available. I am respectful of your home and will treat your routine with your pets as a priority. I will care for your pets as I would my own and care for their specific needs.

Sitter Profile Image: Jose O.
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Jose O.
from
$80
per night
6 years of experience
Winchester, VA, 22602

About: Hi my name is Jose Alfredo and I can be very laid back and socially outgoing with a fun and friendly personality! I love being around friendly pets and I was a previous cat owner for 4 years. I also used to share my place with my close friend and his dog of 3 years who I helped care for many times. I have other family members and friends who have pets as well and I have been around them long enough to love and know me. I have spent a lot of time around other people's dogs most of my life and have great experience with both dogs and cats. Being around other people's pets over time has given me the opportunity to know and understand different dog and cat personalities and each ones individually unique needs and traits. Book me and I will walk your dog, feed it, play with it and make sure it has gone to the bathroom. I will tend to your cats' need as well and make sure it's fed, hydrated and help maintain it's litterbox's cleaniliness and given lots of attention! I am also willing to help with small house chores like taking out the trash, bringing the bin to the front, watering your plants or any other simple house duties for no extra charge! At the moment I will go to you to take care of your pet in your home so you don't have to worry about putting your pet in a new environment it's not used to. I will make sure everything in your home is as tidy as before I even arrived. As long as you can provide me with the proper details and instructions about your pets' needs, where things are and how to get in and out of the house, then I promise you everything will be done as requested. As a way of building trust, we will arrange to do a proper meet and greet at your home or a public place like the park. This is so me and your pet can get familiar with each other, earn trust between owner and sitter, and have comfortability and assurance that your pet and home will be in good hands. Thank you for choosing me to care for your pets! I am currently flexible with availability for most days of the week as I do not have any other full time job at the moment. However, I currently am a student studying full-time and sometimes get involved in campus events, extracurriculars, and other student organizations. So Tuesdays and Thursdays I'm typically more busy with classes. But as long as the requested time works around my schedule and classes then we can make it work and I can be available whenever I am not spending time on campus. I do prefer to be notified at least 3 days in advance for requests but I am also willing to take up to same day bookings as long as I am completely free for that day, but it is not guaranteed. But please do try to reach out and book with me in advance at first if possible. I also prefer to schedule a meet and greet prior to accepting booking requests for new first time clients. But I will be more than happy to work with you so I can make a new furry friend if we are a great fit for each other! I used to play with my roommate's dog every day and feed him or take him outside to potty when the roommate was not around or unable to. I play ball with his dog, tug of war and give him belly rubs. His dog is also very attached to me as I am to him. I also was a cat owner for 4 years who I took care of every day from feeding him to ckesning his litterbox and playing with him. I hope to form this same kind of relationship with your pet!

Sitter Profile Image: Day B.
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Day B.
from
$60
per night
4.9 out of 5 stars
• 66 reviews
25 repeat clients
20 years of experience
Charles Town, WV, 25414

“Day is wonderful. Our anxious little pup was calm and happy when we got home. Day is a great communicator with our dog and with us, sending lots of pictures and keeping us informed. Definitely recommend her.”

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Carly G.
Sitter Profile Image: Elizabeth R.
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Elizabeth R.
from
$160
per night
5.0 out of 5 stars
• 7 reviews
3 years of experience
Stephenson, VA, 22656

“I can’t say enough great things about Elizabeth! From start to finish, she provided exceptional care for my dog, treating them like family. She was attentive, reliable, and went above and beyond to ensure my pup was happy, safe, and well-loved. Communication was excellent—I received regular updates, photos, and videos, which gave me peace of mind while I was away. It was clear that Elizabeth truly cares about animals and understands their unique needs. My dog came back happy, relaxed, and well-exercised, which is the best sign of a fantastic sitter! If you’re looking for a responsible, trustworthy, and loving person to care for your pet, look no further. I will definitely be booking with Elizabeth again in the future!”

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leonard A.
Sitter Profile Image: Laura P.
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Laura P.
from
$135
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
31 years of experience
Winchester, VA, 22603

About: If your pet could choose their own vacation, I’d love to think they’d choose my home. Animals have been my whole life. I’ve shared my life with dogs for as long as I can remember, and caring for animals has always been a part of who I am. Every wagging tail, happy zoomie, belly rub, cuddle on the couch, game of fetch, and quiet nap together is my favorite part of the day. Some people enjoy quiet houses. I love hearing paws on the floor. Your pet won’t be treated like a customer. They’ll be treated like someone I genuinely adore. I work from home, so I’m able to give dogs the time, attention, and companionship they deserve. My home sits on five peaceful acres with a large, securely fenced yard where they can safely run, explore, play, and simply enjoy being dogs, all under my supervision. I’ve also spent the past several years hosting Airbnb guests and caring for many of their pets, giving me experience with dogs of all ages, sizes, personalities, and energy levels. When your pet is with me, my goal is simple. I want them to feel safe, happy, loved, and excited to come back. I can't wait to welcome your best friend into my home. I work for myself, I have a very flexible schedule and can adjust my time to meet your pet’s needs. This allows me to be available, reliable, and fully present for your pet. Whether it’s daily visits or extra attention while you’re away, I’ll make sure they are cared for, comfortable, and never feel alone. I treat every pet like my own, with safety and comfort always coming first. I live on a private five-acre property with a large, securely fenced-in yard where dogs can safely play and enjoy plenty of space. Inside, pets have a calm, clean environment with cozy spots to relax, along with toys and attention. I always supervise outdoor time and make sure every pet feels safe, comfortable, and truly cared for.

Sitter Profile Image: Hannah L.
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Hannah L.
from
$40
per night
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: Mark R.
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Mark R.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
35 years of experience
Winchester, VA, 22601

About: I've been around dogs and cats since an early age, and quickly establish rapport with them. I've always taken good care of my pets, and will take good care of yours. I specialize in hour-long visits, giving your dog time to exercise and relax. I can take them to parks and give them an emotional lift for the day. I will treat them like my own pets. I work remotely, and can fit pet care in when needed. I live near Old Town and can quickly reach properties in the surrounding area. Caring for an animal goes beyond filling a bowl or taking a walk. That's why I enjoy building rapport with animals, so they feel happy and safe.

Sitter Profile Image: Karen & Kyle W.
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Karen & Kyle W.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
28 years of experience
Charles Town, WV, 25414

About: Do you need somebody to take care of your fur baby? We are a married couple who absolutely adores animals! We have 20+ years of experience taking care of animals from walking dogs to changing litter boxes. Between the two of us, we have adopted two cats, one geriatric dog, and two rabbits. We've administered medicine as well. We promise to love your pets as our own! We have all sorts of availability. We work from home which allows us to flex our hours and take long breaks if needed. We can take care of your fur baby anytime! We treat animals with love and respect. We have no problem following your typical feeding scheduling, administering medicine, changing litter boxes, playing, and taking your baby on a walk. We are also very easy to communicate with and have a phone available 24/7.

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: Jaelyn W.
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Jaelyn W.
from
$28
per night
10 years of experience
Charles Town, WV, 25414

About: Overnight stays, daily visits, & animal boarding. Dogs, cats, bearded dragons, turkeys, farm animals. I’ve taken care of them all. I’m an adventurous and helpful pet sitter, willing to love your animal while you’re away. I work remotely with a very flexible schedule to give your pets the attention they deserve. Daily walks, complicated schedules, clingy animals. Whatever you need! I have a large yard and social dogs to play with your pup. Crate trained dogs are also welcome. I also will stay at your home if that’s preferred.

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: 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: Molly A.
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Molly A.
from
$70
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
6 years of experience
Martinsburg, WV, 25401

About: I have over six years of experience in animal care and am eager to continue my career. My goal is to work at a veterinary clinic or hospital, or establish my own mobile grooming business after completing grooming school. In my previous role at Sobo Dog Daycare, I gained experience maintaining a safe environment for dogs and recognizing canine body language and behaviors. I'm currently working from home part time as well as doing this part time. My hours are flexible and I'm usually always able to adjust my schedule to accommodate to my rover clients schedule! I can provide care to both, long stays at clients residence or I can provide boarding services in my home!! Whatever is the best for the client and also for the pet parent as well! If im boarding I suggest bringing anything that is favorable, toy or bed, blanket ect its easier for them to get adjusted to the new environment if they have something familiar from home with them.

Sitter Profile Image: Lana S.
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Lana S.
from
$65
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
30 years of experience
Sharpsburg, MD, 21782

“We had a sitter cancel at the last minute when we were out of town, and Lana was a life-saver! And she is a total gem! Prompt, friendly, communicative, and a true animal lover! We wouldn’t hesitate to use her again if we were ever in the area! Such a pleasure! Thank you!!”

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Sarah D.
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The median cost per night for house sitting in Stephenson is $50

Pet parents share their Rover experiences - Stephenson

1 / 1
5.0 out of 5 stars

Linda was so professional and so good with our dogs. They just loved her! She was great at providing frequent updates and she took great care of our house. We would trust her time and time again with all of our most prized possessions- our dogs & our home! We highly recommend her!

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Candice F.
House Sitting
5.0 out of 5 stars

Linda was a great pet sitter. She made sure she had all the information she might need. She knew Casey's schedule and habits. She sent pictures and kept us informed. The house was neat and in order when we returned. I would definitely recommend Linda to anyone needing a pet sitter.

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steve k.
House Sitting
5.0 out of 5 stars

Linda is genuine and caring. She took wonderful care for our girs and gave us great peace of mind with pictures and updates while we were away. We highly recommend Linda and look forward to future trips ❤️

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Connie F.
House Sitting
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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?

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  • 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

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Sitters in Stephenson average 3
repeat house sitting clients

FAQs for House Sitting - Stephenson

Frequently asked questions about Rover

The average cost of House Sitting in Stephenson is $61 per night as of November 2026. Most bookings cost between $21 and $72 per night. 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 November 2026, there are 478 sitters on Rover offering House Sitting across Stephenson. 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 Stephenson 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 Stephenson 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 Stephenson choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 93% of sitters can help with special care needs
  • 95% 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.

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