House Sitting Gaylord

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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: Drew B.
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Drew B.
from
$60
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Winchester, VA, 22603

“Drew house sat for my reactive pity mix and I will 100% hire him again. He responded promptly after my initial request, communicated clearly his availability, showed up on time, treated my house as his own, kept me informed throughout his stay with pictures, left my house exactly as I left it. Drew understands dogs needs and the needs of pet parents.”

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Suzanne C.
Sitter Profile Image: Alexia K.
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Alexia K.
from
$70
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
15 years of experience
Harpers Ferry, WV, 25425

“Alexia was absolutely wonderful with our 2 pups and I am so glad we booked with her! She stayed with our pups all day and did an amazing job! Our older golden just had ACL surgery so she was great with taking extra care of him! Our younger golden has a lot of energy and she did great at keeping him entertained and happy. We will definitely be booking again! It was so great to be able to go away for the day and know our pups were happy and very well cared for!”

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Steph D.
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

“Absolutely fantastic experience with Day! Their communication was top-notch from start to finish, keeping us updated with photos and messages. Our dogs were incredibly happy and well-cared for, and it was clear they enjoyed their time with Day. We felt completely comfortable and at ease knowing our fur babies were in such good hands. Highly recommend!”

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Elise W.
Sitter Profile Image: Megan H.
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Megan H.
from
$31
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Winchester, VA, 22601

“Megan did a great job with my dog! She has a relaxed and calming presence that put my dog right at ease, and I highly recommend booking with Megan.”

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Hope S.
Sitter Profile Image: Charlotte G.
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Charlotte G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
8 years of experience
Winchester, VA, 22601

“Our 130# Newfoundland and cat were well taken care of. Communication was great, even using a different app since we were in Europe. Would not hesitate to use Charlotte again, she cared for our animals like they were hers.”

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Giovanna C.
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: Sarah M.
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Sarah M.
from
$30
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
20 years of experience
Winchester, VA, 22603

“Sarah was very friendly and professional. Our dogs were taken care well. Would book her again.”

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Nancy M.
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: 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: Nicholas E.
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Nicholas E.
from
$85
per night
5.0 out of 5 stars
• 27 reviews
12 repeat clients
15 years of experience
Charles Town, WV, 25414

“This was the first time having someone to care for our pet. We were very nervous about leaving our 15 year old dog with someone we had just met but, Nicholas is amazing. He was very accommodating in caring for Darby our West Highland “terroir”. He stayed at our home while we were away and went the extra mile taking care of our dog and our home. We would recommend him to any family seeking someone to care for their pet. We were happy with the service and care provided by Rover and Nicholas. We will be using both again soon.”

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John N.
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: Abigail P.
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Abigail P.
from
$80
per night
5.0 out of 5 stars
• 31 reviews
6 repeat clients
20 years of experience
Inwood, WV, 25428

About: Since the age of 8, I've cared for a variety of dogs and animals. As a dedicated animal enthusiast with extensive experience, I know the significance of finding the ideal pet sitter, ensuring your beloved pet receives the love and care they deserve. I am self employed and have an extremely flexible schedule. I understand that life can be unpredictable, and plans may change. I am reliable and flexible, accommodating your schedule to the best of my ability. If you need to make any adjustments to the agreed-upon schedule, I will do my best to accommodate your needs. Creating a good environment for your pets is essential for their overall well-being. I will create a warm and welcoming atmosphere that promotes their happiness and comfort. This includes providing stimulating activities, cozy resting areas, and plenty of love and affection. I am attuned to your pet's emotional needs and will ensure they receive the attention and care they deserve. In addition to providing exceptional care, safety, trust, and a good environment, I also offer regular updates and open communication. You can expect timely updates on your pet's activities, behavior, and overall well-being. I am always available to address any questions or concerns you may have, as I believe in transparent and reliable communication. As your pet sitter, my goal is to provide a stress-free experience for both you and your pets. With my commitment to optimal care, safety, trust, and a good environment, you can enjoy your time away knowing that your furry friends are in capable and loving hands.

Sitter Profile Image: Madalyn S.
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Madalyn S.
from
$40
per night
6 years of experience
Shepherdstown, WV, 25443

About: I don't think I've ever not had a dog! I have taken care of dogs of all ages and backgrounds growing up not only did I dog sit for friends and family, but my family fostered rescue dogs for the mid-atlantic german shorthair pointer rescue. I have some rudimentary puppy training knowledge, and I’m very comfortable around puppies! I am well versed in senior dog care including administering medications. I also have experience in dogs that have some mild to medium temperament issues from working with rescue dogs and my past dog sitting experience. I am an early bird so it would be easy for me to cater a short commute to school or fit in some morning exercise for your pup. I am a college student who has class every day during the week, from mid-morning the earliest being nine thirty and ending early in the afternoon two o'clock at the latest. I am very active and I often go for runs/walks in the evening and I would love to have a dog along come with me! At home I have two very active dogs and I have had very high energy dogs my entire life at home. I’m always throwing a dog toy either into the pool or a ball in the yard. I treat all of my clients dogs like my own! Even if it's just for a quick visit or a walk!

Sitter Profile Image: Chelsea S.
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Chelsea S.
from
$200
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
20 years of experience
Charles Town, WV, 25414

About: Retired College Athlete with kennel experience of working K9’s❤️💙 Love training puppies, grooming, bathing, treating animals with the same respect and kindness as humans, and caring compassionately for elderly animals🥹💖🐾 I have open availability through out the week and weekend! Currently working full time as a pet sitter, so I’m very flexible with my schedule! I care for every animal on earth as God intends with kindness and compassion!☺️💖 Experienced and passionate dog walker with years of experience. I'm dedicated to providing safe, fun, and reliable walks tailored to your dogs needs. I'm comfortable with all breeds and sizes, and I'm also experienced in administering medication. Your furry friend will be in good hands!

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: Tess B.
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Tess B.
Star Sitter
from
$200
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
10 years of experience
Charles Town, WV, 25414

About: Hi, I’m Tess! I live in Charles Town, WV with my two-year-old Cavalier King Charles Spaniel, Louie, and two cats, Tatiana and Rudy — so your pet is walking into a home that already loves animals. I take a slow, easy approach to dog care. I let dogs sniff, wander, and just be themselves, whether we’re doing a neighborhood walk, a quick potty break, or a longer trail outing. Every walk is just two dogs at most, so your pup gets real time and attention. I always send photo updates along the way so you can see how they’re doing. I welcome dogs of all sizes who are friendly with other dogs, cats, and people. For boarding, I have a large fenced backyard and keep things small and relaxed — more like a home than a kennel. I also offer occasional house sitting for dogs who are happiest in their own space. I’d love to meet your pup! Feel free to reach out to check availability or set up a meet-and-greet. Fridays are my day off, so walks are unhurried and get my full attention. For boarding, I'm home all weekend, so any dog staying with me has someone around rather than sitting alone in an empty house. Dogs staying with me have access to a large fenced backyard and are never left alone outside. Inside, I keep a calm, low-stimulation environment. My Cavalier Louie lives here full time, so any boarding dog will be introduced to him gradually and supervised until I'm confident they're comfortable together. I do a meet and greet with Louie before confirming any boarding stay. For house sitting, I follow the owner's routine as closely as possible so the dog's environment feels as normal as it can while they're away. Photo updates are sent throughout any service.

Sitter Profile Image: Nelly C.
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Nelly C.
from
$31
per night
4 years of experience
The Plains, VA, 20198

About: I have 4+ years of experience caring for dogs and cats of all sizes and personalities. I’ve done dog walking, feeding, and overnight house sitting. I’m reliable, attentive, and make sure pets feel safe, comfortable, and loved while you’re away. I stick to their routines and give them plenty of attention, playtime, and care. I study online, which gives me a flexible schedule and plenty of time to care for your pets. I’m available for drop-ins, walks, and overnight stays, and can adjust to your pet’s routine to make sure they feel comfortable and cared for. I prioritize your pet’s safety and comfort by following their routine and keeping a calm, clean environment. I’m very attentive, make sure doors are secure, and always supervise pets. I treat your home with respect and keep you updated with photos and messages.

Sitter Profile Image: Erin Morgan S.
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Erin Morgan S.
from
$80
per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Ranson, WV, 25438

About: I have a deep passion for working with animals and caring for them. With several years of experience handling dogs of all shapes and sizes, as well as cats and farm animals, I am well-equipped to manage various temperaments and administer medications as needed. I am certified in fear-free training and handling for both cats and dogs, and I am currently pursuing a degree in animal behavior. With over four years of experience in pet sitting, I am reliable and incredibly caring, ensuring your animals receive the best possible care. I also love to hike and be outdoors, and I am very flexible when it comes to walks, making every outing enjoyable for your pets. I recently moved to Kailua after spending two years on the Big Island working at animal sanctuaries. Being around animals is truly where I’m happiest, and I’m excited to offer reliable, loving care to pets in the Kailua area. I’m dependable, attentive, and committed to making sure every pet feels safe, comfortable, and well cared for while you’re away. At your home, I prioritize safety by adhering to all guidelines provided by my clients and meeting all pet care requirements. I am certified in fear-free techniques and have three years of training and handling experience with cats, seniors, puppies, and special needs dogs. You can trust that your pets will receive compassionate and attentive care tailored to their individual needs.

Sitter Profile Image: Meghan M.
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Meghan M.
from
$35
per night
6 years of experience
Frederick, MD, 21703

About: I’ve loved animals my whole life and grew up with dogs, so caring for pets has always come naturally to me, I stared pet sitting for my neighbors when I was 10 years old, and over the years I’ve gained experience caring for dogs, cats, hamsters and fish. I understand that every pet has its own personality and routine, and I take the time to make them feel safe, comfortable, loved while you’re away. Whether it’s walks, playtime, feeding or simply keeping them company. Im committed to providing reliable, attentive care and treating every pet like they’re part of my own family. I work full time but am available evenings, nights and weekends. I respond promptly and am happy coordinate that works for you, your pet and my availability. My priority is creating a safe, comfortable environment for every pet. I carefully follow homeowners’ instructions and routines while providing plenty of attention, care and companionship.

Sitter Profile Image: Caitlyn N.
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Caitlyn N.
from
$20
per night
5.0 out of 5 stars
• 1 review
18 years of experience
Paris, VA, 20130

About: I’ve taken care of my dads friends dogs aswell as my own cat. I’ve fed, walked, etc.. I’d love to work with your pet! I’ve had my cat for 12 years and she’s well taken care of. This is currently my main priority as I’m going to college soon! I can do pretty much any days and any times!! Monday-Friday. 7Am- 9PM (just an example) I currently do not offer this ! But if i ever did I’d make sure your fur baby is as comfortable as my own. Thank you for trusting me!

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Pet parents share their Rover experiences - Gaylord

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5.0 out of 5 stars

Thomas was great. Our dog is really low key unless he’s by himself so he just needs someone to stay here with him. Thomas was gracious to take on the boring gig. But Butcher was happy and calm when we got home which is fantastic.

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Tara G.
House Sitting
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  • 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

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Popular requests for house sitting - Gaylord

Select a filter and find qualifying sitters offering house sitting.

FAQs for House Sitting - Gaylord

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.

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 Gaylord 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 Gaylord 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 Gaylord 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 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.

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