House Sitting Winningham Farm

Find a loving house sitter to watch over your pets and your home.

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Over 20
pet parents in Winningham Farm have booked house sitting

Winningham Farm, Find top rated house sitting

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

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Sitter Profile Image: Victoria G.
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Victoria G.
from
$35
per night
4.8 out of 5 stars
• 18 reviews
6 repeat clients
15 years of experience
Asheboro, NC, 27203

“Victoria was amazing! I can’t say enough about her! One of my dogs is really scary and he doesn’t deal with anyone, she was able to make him feel comfortable! No accidents in the house, Victoria made sure they went out on a timely schedule. Also the house was left in immaculate shape! She cleaned up behind herself and the house was just as I left it, I would definitely book her again and will be booking in the future! She made sure to send pictures and updates! I felt safe leaving my house to her! Thank you Victoria! You were amazing.”

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Deana N.
Sitter Profile Image: Arcadia A.
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Arcadia A.
from
$28
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
17 years of experience
Asheboro, NC, 27205

“Arcadia helped me out with my 4-year-old Border Terrier while we were in town for my job for two weeks. On two different occasions Arcadia came over to keep River company and take her out on walks, and hung out for multiple hours. She was very intuitive and sweet with River, and she was a trustworthy and chill person to have come stay at my Airbnb with my dog. Would definitely recommend Arcadia to anyone who is looking for dog services.”

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Alex D.
Sitter Profile Image: Penelope B.
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Penelope B.
from
$50
per night
5.0 out of 5 stars
• 78 reviews
22 repeat clients
7 years of experience
Asheboro, NC, 27205

About: I am able to watch and take care of birds, reptiles, fish, and any other exotic pet you have. Hey there! My name is Penelope and I’ve been working for Rover 4 years now. I am open for all options and very flexible with any additional needs you or your furry friends may need! I have worked as a vet tech for 2 years and as a zookeeper for 2.5 years so I have a medical background. I have worked at a doggy daycare and for petco as the animal caregiver for 5 years. I have experience with lots of different animals from dogs, cats, birds, and reptiles. As a pet owner I know they are like family, and it can be hard to leave them so I provide lots of updates with pics and I can be texted at any time. I am very active and love going on walks and giving your pets lots of attention! I am currently home full time so I have plenty of time to take care of and play with your fur babies. I am able to provide frequent potty breaks and checks. I have plenty of extra room in my house to keep everyone separated if anything ever happens. Plus lots of outside space to run around.

Sitter Profile Image: Brielle P.
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Brielle P.
from
$60
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
4 years of experience
Siler City, NC, 27344

“Brielle did a great job our pup and house. Everything was in order and we felt so much better not having to board our girl. Will definitely use again!”

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Whitney P.
Sitter Profile Image: Holly C.
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Holly C.
from
$85
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
Pleasant Garden, NC, 27313

About: I've been surrounded by dogs and cats my entire life and have years of hands-on experience caring for animals of all ages and personalities. I've also volunteered with animal rescue organizations, helping foster pets, support adoptions, and assist with trap-neuter-return efforts for stray cats. Animals have always been a huge part of my life—including my rescued pet possum, Rocky, who has become best friends with my cat! I treat every pet as if they were my own and understand how important it is to provide loving, dependable care while you're away. I took voluntary retirement in December 2025, so I am available to spend time with your furry friends 7 a.m. to 9 p.m. or overnight, all days of the week. I treat all animals as if they were my own, as well as your home, too. I am detailed, affectionate, reliable - and very tidy and clean!

Sitter Profile Image: Michael B.
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Michael B.
from
$60
per night
5.0 out of 5 stars
• 1 review
20 years of experience
Asheboro, NC, 27205

About: Currently offering discounted rates, book now before prices increase! I’m new to the whole pet sitting thing, as far as watching other people’s pets. I was fortunate enough to watch a neighbor’s dog this past summer and I loved it. I have 4 dogs of my own. They are a chihuahua, welsh corgi, French bulldog and lastly a sheltie. My dogs are my world and they make life more enjoyable, I truly couldn’t imagine coming home to an empty house without my dogs. I truly hope that I can make this a full time gig and treat your pets as if they were my own and give them the love and attention that they deserve. I’m currently out of a job right now, so I do have plenty of time. Of course I do have my own pets and personal life to attend to but if you work with me I’ll work with you. My main priority is to make sure me and you are on the same page and your pet has the utmost care and love. I mean personally in my home, our pets are our family. They chill and lay around in the house. We don’t personally keep any of them outside. We crate our sheltie when we leave because she is still pretty much a puppy but other than that our dogs just roam the house. I do have experience in taking care of dogs that happen to be outside. Whether it be a building, shed or whatever.

Sitter Profile Image: Tatiana B.
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Tatiana B.
from
$35
per night
7 years of experience
High Point, NC, 27262

About: I’ve been around animals for all of my life and have experience caring for dogs of different sizes, ages, and energy levels. I currently have a large friendly Bernedoodle of my own, so I’m very comfortable handling bigger dogs, energetic puppies, daily walks, feeding schedules, and lots of playtime! I also have an animal science and equestrian background, which has given me years of hands-on experience caring for animals and paying close attention to their behavior and individual needs. I understand how important it is to trust the person caring for your pet, so I treat every animal as if they were my own and make sure owners receive plenty of updates and photos while they’re away. As a college student, my schedule gives me plenty of flexibility throughout the week for pet care. I’m available for walks, drop-in visits, feeding, playtime, and overnight care depending on the day. I’m happy to work around your pet’s normal routine and will always communicate clearly about my availability so they receive consistent, reliable care! Your pet’s safety and comfort are always my priority. I carefully follow each owner’s instructions regarding feeding, walks, medications, routines, and household rules. I pay close attention to behavior and make sure pets are secure on walks and comfortable in their environment. I’m also happy to send plenty of photos and updates so you always know how your pet is doing while they’re in my care. I am also Cat and Dog CPR certified in case of emergency!

Sitter Profile Image: Meghan P.
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Meghan P.
from
$62
per night
5.0 out of 5 stars
• 33 reviews
9 repeat clients
20 years of experience
Thomasville, NC, 27370

“Meghan interacted with Fendi beautifully. There was a scheduling conflict due to Meghan's other appointment obligations, causing Meghan to arrive several hours later than expected. A call would have been appreciated; however, she did not want to leave the other dogs unattended as well. After we spoke, Megan came as quickly as she could and took excellent care of Fendi. She sent lots of videos and pictures and gave Fendi lots of love. She was extremely apologetic and even refunded some of the additional cost. Fendi interacted well with Megan and when I returned back home it was evident Fendi was establishing a bond. The house was well taken care of and Meghan adhered to all the specific directions given that Fendi is a service animal. She played with her and gave Fendi the special attention needed to allow us to enjoy our trip with less worry. Meghan is mature and took on this assignment at the last minute, reducing my stress of being worried. This is the first time I have ever left Fendi with (3) different individuals with rotating times since I was going to be away for nearly a week. Meghan came through for us and I appreciate her willingness to make this transition of being away more accommodating. Her interaction with Fendi is why I will certainly call upon her again. She showed love and kindness to Fendi and that is priceless.”

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Rita F.
Sitter Profile Image: Sierra E.
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Sierra E.
from
$25
per night
8 years of experience
Archdale, NC, 27263

About: I have cared for many of my own pets over the years! I have a passion for helping animals, all of the pets I have owned have been rescues of some kind. I look forward to taking care of your pets and having fun with them. Most of the time we truly don’t deserve their unwavering love, but taking care of them is very important! I have experience with dogs of many sizes and breeds. I volunteer for dog walks at a local shelter every chance I get, and I look forward to playing with and taking your animals outside! I am most experienced with dogs, but love pets of all kinds. Also I think it is very important to respect the animals space and home 😊

Sitter Profile Image: Annilyse H.
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Annilyse H.
from
$25
per night
2 years of experience
Greensboro, NC, 27412

About: I have volunteered at the Feline Urgent Rescue & Rehab in Waynesville, NC. I have 4 cats and 1 dog in my family home and I love all animals!! I am currently a college student at UNCG. I have lots of time to play and care for your fur babies after class and studying. I can follow all the rules for you and your pet. I can crate them if needed, let them outside and keep an eye on them. I will treat your pets with respect and relay any information to you.

Sitter Profile Image: gabriel h.
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gabriel h.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
burlington, NC, 27215

“Gabe is a nice man with a great heart for your pet(s). He communicates well and delivers on his promises. I feel I can trust him again to take care of my fur family of five.”

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Michele Dowdy M.
Sitter Profile Image: Breaun D.
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Breaun D.
from
$30
per night
3 years of experience
Greensboro, NC, 27403

About: I’m a loving, responsible, and attentive pet sitter who genuinely loves animals and believes they deserve the same patience, care, and affection they receive from their own family. I was raised around dogs, so caring for them has always been a natural part of my life. Being around dogs from a young age has taught me how to be patient with different personalities, recognize when a pet may be uncomfortable or need extra attention, and make sure they feel safe, comfortable, and loved. Most importantly, I genuinely care about the animals I look after. I want every pet in my care to feel safe, happy, comfortable, and cared for. Your pet isn’t just another booking to me. They’re someone’s family, and I treat them that way. Pet sitting is currently a part-time job for me, as I do have another job. I’ll primarily be available on weekends, but as I build my clientele, I hope to expand my availability and offer more flexible dates, including Sunday evenings and additional days for repeat clients. I’ll always do my best to work with your schedule and provide dependable care when you need it! I’m open to providing a variety of pet care services, including drop-in visits, walks, and house sitting. While I’m unable to board pets in my own home because I have my own pet, I’m more than happy to care for pets in their home where they’re most comfortable. When caring for your pet in your home, I’ll respect your space, follow your house rules and your pet’s routine, and make sure your home is left just as I found it. I’ll give your pet plenty of attention, affection, exercise, and companionship while making sure their food, water, medications, potty breaks, and other needs are handled according to your instructions. I understand that inviting someone into your home requires trust, and I take that responsibility seriously. My goal is for both you and your pet to feel comfortable and confident while you’re away.

Sitter Profile Image: Meredith N.
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Meredith N.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 34 reviews
8 repeat clients
7 years of experience
Mebane, NC, 27302

“Meredith was great taking care of my dog over Thanksgiving. She was communicative and I appreciate all the love she gave him while we were gone for the holiday!”

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Zoe B.
Sitter Profile Image: Reginald C.
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Reginald C.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
7 years of experience
Burlington, NC, 27215

“Brett was great with our dogs! We did a meet n greet the day before, and our dogs settled in with him fairly quickly when he came to house sit. He sent daily updates with pictures and videos, which was very much appreciated. We felt very comfortable knowing our dogs were so well taken care of while we were gone. We highly recommend Brett!”

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Emily D.
Sitter Profile Image: Zachary H.
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Zachary H.
from
$25
per night
4.7 out of 5 stars
• 4 reviews
5 years of experience
Greensboro, NC, 27405

“Zack was great! I’d recommend him to anyone. He took very good care of my pets and my house while I was away for two weeks. Please give him an opportunity to care for yours. Thank you.”

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Karla N.
Sitter Profile Image: Mia C.
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Mia C.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
10 years of experience
Pittsboro, NC, 27312

“Mia was a lifesaver. I didn't know what I was gonna do because I had to work.She replied immediately. Other's did to but they were busy. She was on time.She communicated with me throughout the day without me asking her to.Mia went above and beyond for Stella. She sent me texts letting me knows how things were going. Couldn't have been happier!”

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Ashley E.
Sitter Profile Image: Jada A.
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Jada A.
from
$55
per night
10 years of experience
Greensboro, NC, 27401

About: I have over 10 years of experience caring for family pets and about 7 years of hands on experience training and caring for my own dogs. I currently have a small Maltese/Yorkie mix and i understand that every dog has their own personality, energy level, and needs. I’m naturally fun and high functioning energy, so I’m comfortable keeping up with active dogs, but I’d say patience is one of my biggest strengths. Working in healthcare has taught me how important patience, attentiveness, and compassion are, and I bring that same approach when caring for animals. I work PRN(as needed) in healthcare, which gives me a flexible schedule and allows me to have plenty of time to give your pet the attention and care they deserve. My availability can vary week to week, but I’m able to plan my schedule around pet care and make sure your pet gets plenty of playtime, walks, and companionship. I live in a one-bedroom apartment with access to a dog park, a large open field directly in front of my complex, and several nearby walking trails. I make sure pets are supervised, comfortable, and given plenty of opportunities for exercise and outdoor time. I’ll also follow any routines, feeding instructions, or special care preferences you provide so your pet feels as comfortable and safe as possible.

Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$75
per night
5.0 out of 5 stars
• 115 reviews
47 repeat clients
11 years of experience
Graham, NC, 27253

About: DISCLAIMER * As of 10/26/2024 * If i cannot meet you and your pets before the start of the booking, i will not accept the booking. This has become a safety issue for me. I will no longer be able to accept verbal verification that your pet will be fine with a stranger entering the home. (Exceptions are small puppies) I have taken care of dogs and cats since I was 10. My neighbor growing up had 4 cats, that I loved dearly! She was the first person who allowed me to watch her fur babies when she went on vacation! I've pet sat many times since then. Dogs big and small of all breeds from a little pug to a 100lb+ Rottweiler. I own a 85lb pit bull mix and a 10lb weenier dog. 🐶 They are my babies.💗 I can drop in anytime to check on your fur babies. Spend extra time with them. I do bathing, and walks also! If you need your fur babies to be crated, no problem! I will make sure their safety comes first. You can put your mind at ease knowing your pets will be taken care of! This is my full time job, I enjoy every second of it! So day or night I can always do a drop in visit or a walk! Your pets safety comes first! So during a meet and greet I will be going over a small list of questions to make sure I can take care of your fur baby to the best of my ability. With this I create a “pet profile” so when you need to rebook with me I’ve already got a reference to look back at. EXAMPLE; if your dog is good with other animals, or if there is a certain amount of food that needs to be given. These are just notes I make for myself, and so you can rest assured your fur baby is getting the best care!

Sitter Profile Image: Hayley P.
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Hayley P.
from
$65
per night
8 years of experience
Greensboro, NC, 27403

About: Hi, I’m Hayley! I believe every dog deserves a walk tailored to their own unique pace and personality. With over 8 years of independent pet-care experience, my specialty is bringing a calm, patient, and empathetic energy to your furry friends. I’ve grown up around dogs, cats, and horses my whole life, and am comfortable managing anxious or excitable pets. I pride myself on reliability and communication and will send as many update photos as you’d like! Your peace of mind and your dog’s happiness are my top priorities. I work as a freelance artist, so my schedule is very flexible! I’m happy to work with what you and your pets need and adjust to the schedule they’re used to. I’m unable to board pets at my own home, but am more than happy to travel to yours! My care includes daily walks, feeding and medication, house upkeep, and frequent updates.

Sitter Profile Image: Brianna A.
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Brianna A.
from
$75
per night
5 years of experience
New London, NC, 28127

About: I grew up raising all different types of animals (birds, rabbits, dogs, lizards) and consider my pets my family. I have about 5 years of paid experience caring for pets and I have a cat of my own. :) I'm currently working from home and I have much free time during the day to make drop in visits or stay for a few hours/overnight as needed. You can ensure that your pets will be treated with the utmost care and looked after for as I would look after my own pets. :)

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The median cost per night for house sitting in Winningham Farm is $45

Pet parents share their Rover experiences - Winningham Farm

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5.0 out of 5 stars

Victoria, thank you so much for taking such good care of Kenji. It gave me great peace of mind knowing he was in good hands and receiving so much attention, care, and kindness while he was with you. I truly appreciate your help, your patience, and the time you dedicated to him. Thank you from the bottom of my heart for everything you did for him! 🐾💙 Thank you again, Victoria. We truly appreciate it.

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Veronica R.
House Sitting
5.0 out of 5 stars

Victoria was great and kept us up to speed on how our dogs were doing. I would definitely use her again.

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Angie A.
House Sitting
5.0 out of 5 stars

Allison is the best! She took such great care of our puppies! Will definitely continue to use Allison in the future!!

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Mary P.
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 - Winningham Farm

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Sitters in Winningham Farm average 3
repeat house sitting clients

FAQs for House Sitting - Winningham Farm

Frequently asked questions about Rover

The average cost of House Sitting in Winningham Farm is $31 per night as of October 2026. Most bookings cost between $21 and $47 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 October 2026, there are 567 sitters on Rover offering House Sitting across Winningham Farm. 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 Winningham Farm 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 Winningham Farm 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 Winningham Farm choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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

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

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

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

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

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

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

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

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

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

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

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

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

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

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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