Pet Sitting Oak Crest

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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Oak Crest, 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: Camille S.
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Camille S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
15 years of experience
Winston-Salem, NC, 27106

“Camille is wonderful, I would love to book her again. Thank you so much”

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Allison
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
6 years of experience
Winston-Salem, NC, 27101

“Samantha took great care of my cat while I was away and was wonderful about sending any pictures and updates when she could.”

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Mary H.
Sitter Profile Image: Laura & Dario Z.
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Laura & Dario Z.
from
$14
per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
15 years of experience
WINSTON SALEM, NC, 27106

“Laura is the best! He has helped us a lot the days we are working, she takes very good care of our puppy and always sends us photos and videos of him. Totally recommended!!”

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Milena S.
Sitter Profile Image: Cameron B.
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Cameron B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 24 reviews
6 repeat clients
5 years of experience
Winston-Salem, NC, 27101

“Cameron did another outstanding job with my newfy, Seren. She’s prompt, communicates well, and I always got good photos and updates on my dog’s wellbeing at each visit. I’ll definitely continue to book her in the future!”

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Alec M.
Sitter Profile Image: Sierra G.
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Sierra G.
from
$20
per visit
5.0 out of 5 stars
• 23 reviews
14 repeat clients
8 years of experience
Winston Salem, NC, 27106

“Sierra took great care of my cat while I was away on vacation. She was very informative, keeping me updated with notes and pics the entire time. I felt very confident leaving my cat in her capable hands. Would definitely recommend her to anyone needing an animal looked after.”

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Emily L.
Sitter Profile Image: Jack A.
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Jack A.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Winston-Salem, NC, 27106

About: I’ve spent over 10 years caring for dogs of all ages, sizes, and personalities. I’ve owned four dogs, including my English Mastiff, Moose, and have experience with everything from energetic puppies to senior dogs who need medication or extra support. I’ve also helped family and friends with dog-sitting for years, giving me hands-on experience with large breeds and dogs who thrive on structured routines. Whether your pet needs exercise, engagement, or companionship, I’m ready for the job! I’m currently a PhD student at Wake Forest University, which gives me a flexible schedule and plenty of time for your pets. I work in downtown Winston-Salem and am typically free after 3 pm on weekdays and available on weekends, late nights, and for drop-in visits throughout the week. I’m able to step away from my responsibilities to ensure your pets receive consistent attention and care. I always follow your instructions and respect your home and your pet’s routines. I focus on creating a calm, positive environment, whether that means adhering to feeding schedules, administering medication, or keeping your pet engaged through walks and play. My goal is to make your pet feel comfortable and well cared for.

Sitter Profile Image: Jurney B.
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Jurney B.
from
$17
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Pfafftown, NC, 27040

“Wonderful sitter. My dogs love her. Very quick to respond and goes out of the way to be helpful”

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Reggie W.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
from
$27
per visit
4.9 out of 5 stars
• 35 reviews
15 repeat clients
7 years of experience
Winston salem, NC, 27105

“Jessica was great - very communicative, friendly and professional. Five stars!!”

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Becca D.
Sitter Profile Image: Abby H.
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Abby H.
from
$18
per visit
10 years of experience
Winston-Salem, NC, 27101

About: I am a 23 year old young-professional and dog mom who has a passion and love for pets. I have two pit mixes and a kitty who are my world! I just recently moved to Winston-Salem for my job; I work 8:30-5 Mon-Fri, but outside of that I really have a lot of free time. I am hoping to become a reliable weekend, afternoon and occasional holiday sitter for family’s in the Winston area. I have sat for many family’s pets in the past, as well as I grew up helping my mom run her in-home pet care business. I also have volunteered at local animal shelters for 10+ years and have fostered in the past as well. I have plenty of experience with small and big dogs and cats; however, big dogs certainly have the key to my heart. I am looking forward to caring for your fur babies! I am currently working Mon-Fri 8:30-5pm but have a lot of free time outside of that. I am hoping to become a reliable afternoon, weekend and occasional holiday sitter in the Winston area. I adapt my care based of each pets individual needs and personality’s. I have two large pit bulls (and a cat!), so I understand the balance of long walks, playtime and rest! Whatever your pet may need, I am here to make sure they are taken care of.

Sitter Profile Image: Noelle N.
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Noelle N.
from
$20
per visit
5.0 out of 5 stars
• 45 reviews
19 repeat clients
5 years of experience
Winston-Salem, NC, 27106

“Noelle is the absolute best! My kitty loves her and I’m always certain she will take the best care of her while I’m away. I couldn’t ask for a better pet sitter, I’ve already rebooked ♥️”

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Kristen C.
Sitter Profile Image: Rebecca P.
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Rebecca P.
from
$10
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
8 years of experience
Winston-Salem, NC, 27104

“Rebecca was an absolute pleasure to work with. She updated me frequently on my girls and was super accommodating with the timeframes where I needed assistance with my pups. Would highly recommend to anyone!! 🤩”

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Krystal S.
Sitter Profile Image: Nancy J.
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Nancy J.
from
$26
per visit
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Winston Salem, NC, 27106

“My second time using Nancy and will continue to use her services!”

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Katie P.
Sitter Profile Image: Ashley J.
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Ashley J.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 38 reviews
13 repeat clients
20 years of experience
Winston-Salem, NC, 27106

“Ashley did a great job! She stayed on schedule and went far and beyond! Would definitely use her again”

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Alycia S.
Sitter Profile Image: Jacob A.
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Jacob A.
from
$18
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
3 years of experience
Winston-Salem, NC, 27103

About: I have grown up with dogs all my life, different breeds and temperaments, taking care of them along with my family. I have walked multiple dogs together for friends, and am a perfectionist when it comes to providing good care for your furry family members! I am active, so I can play with your pet as much as needed, and haven’t met a dog who didn’t enjoy my company :). I am currently a full time Doctor of Physical Therapy student at WSSU, and don’t have a part time job so I have plenty of time to dedicate towards dog sitting! Monday and Wednesday are the only days I have more than 4 hours of class, as I have class from 8-12 then from 1:30-3:15ish, so I would have time to stop in for a potty break before I go to that last class. I am generally free on the weekends unless I have them marked off on my schedule already! If you have any further questions about my schedule please feel free to ask! I can use whatever facilities/toys are provided to me to help care for your pets, and am willing to learn what your pets habits are! I want to make sure your pets feel comfortable and safe with me being there, so I will strive to make my presence seem as normal as possible. I am always willing to take advice and notes on how to better care for your animals in your home!

Sitter Profile Image: Lexie W.
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Lexie W.
from
$18
per visit
4.6 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
Winston-Salem, NC, 27106

“Lexie was great! She was really accommodating for a late-night potty break and followed all the directions perfectly. I appreciated her reliability and care with my two fur babies. Communication was above & beyond. I would definitely book again!”

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Reema S.
Sitter Profile Image: Ava G.
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Ava G.
from
$13
per visit
10 years of experience
Winston-Salem, NC, 27040

About: I have owned, loved, and cared for countless pets throughout my life, currently owning 2 dogs. I care deeply about my pets and their wellbeing, and I will ensure that your pet(s) gets the best care possible! I am a high school senior, and I am almost always free on weekends. I am available from anywhere between 10:00 AM-7:00 PM on Saturdays and Sundays! Since I own so many animals, I make sure that my pets (and yours!) have the following: -A clean space -Fresh food and water -Entertainment, whether that be a walk or playing in the backyard -And of course, lots of pets!

Sitter Profile Image: Carolaine W.
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Carolaine W.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
7 years of experience
Winston-Salem, NC, 27101

“Caroliane did an amazing job taking care of our two cats. She went above and beyond, and we greatly appreciated her flexibility. Would absolutely rebook with her again.”

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CJ A.
Sitter Profile Image: Samantha P.
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Samantha P.
from
$20
per visit
5.0 out of 5 stars
• 23 reviews
8 repeat clients
8 years of experience
Winston Salem, NC, 27104

“I am writing to highly recommend Samantha (Grace) for pet sitting services. She was a wonderful fit for my dogs. Samantha's genuine love for animals and her commitment to their care were immediately evident. My dogs absolutely adored the attention she gave them. She was also incredibly reliable and consistent with her timing, which is crucial for my dogs' routine. I will certainly be using her services again in the future and would wholeheartedly recommend her. Best regards, Troy Machamer”

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Troy M.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Winston-Salem, NC, 27101

About: I worked in the vet field for 5 years doing anything you can think of! I have lots of experience administering medication both orally and by injection. I also have a lot of experience taking care of pups of all ages from puppies to seniors! My boyfriend, Jose, and I have 2 playful girls that always love to make new friends and we have a huge fenced in yard for them to be safe and have fun in the sun! We also have 3 cats who have their own room with 2 cat trees and lots of toys that they would love to share with another friend! Jose and I have fostered many dogs and cats over the past 5 years and even have a foster fail of our own! We love to help any fur baby we can and our door will always be open for yours too! Please let us know anything and everything there is to know about your fur baby so we can make them feel safe and comfortable with us while you’re away! Their happiness and comfort is our priority! Jose is home during the week to love on, play with and care for your fur babies! We also have open availability on the weekends and are always active and would love to spoil and love your fur babies like they’re our own! We are also available in the evenings so let us help you out by taking care of the furry member of your family! We have a fenced in yard and 2 friendly pups that would love a friend to play with! I have a car to get around and can bring your pup to the park!

Sitter Profile Image: Aubrey M.
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Aubrey M.
from
$30
per visit
5.0 out of 5 stars
• 21 reviews
21 repeat clients
12 years of experience
Winston-Salem, NC, 27103

“Aubrey took wonderful care of my senior cat. She provided detailed updates every day and was available for phone calls. She brushed her and made sure she had her meds and special treats. She went above and beyond. It was a longer trip than I usually take, and it was reassuring to know my cat was being cared for so well.”

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Nina R.
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Pet parents share their Rover experiences - Oak Crest

1 / 1
5.0 out of 5 stars

Madeline was my first pet sitter ever via Rover and she truly went above and beyond to make sure both my cats were so well taken care during our weekend away! She provided frequent status updates and pictures of our kitties so we had peace of mind and she did an amazing job following their feeding and medication schedule, we'll definitely be booking with her again in the future!!

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

Cameron did another outstanding job with my newfy, Seren. She’s prompt, communicates well, and I always got good photos and updates on my dog’s wellbeing at each visit. I’ll definitely continue to book her in the future!

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Alec M.
Drop-In Visits
5.0 out of 5 stars

Chelsie took wonderful care of my cat, Pablo, during our 8 days of twice a day drop in visits. She is clearly great with cats and connected with Pablo right away during the meet and greet. I really appreciate her consistent updates and photos while I was away. I will definitely rebook Chelsie again for future pet sitting needs and I highly recommend her to others! It was so nice to have the peace of mind that he was in such great hands while I was so busy on my long trip.

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

This young lady is outstanding! She was so sweet and really seemed to genuinely enjoy time with my dog. She kept me involved and informed while I was out of town. Can’t say enough good things about her!

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Lori F.
Drop-In Visits
5.0 out of 5 stars

Camille patiently convinced shy Theo to come out of his shell and be friendly, and that is an accomplishment! I think Camille is an excellent cat care-giver.

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David A.
Drop-In Visits
5.0 out of 5 stars

Shanley was great! She always arrived on time, sent pictures and notes about the visit. I’m happy I found her here and will book with her again.

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

Amaya was great with my 2 cats, she gave great pictures and updates, and we came home to happy kitties. Definitely recommend her!

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

Second time having Noelle watch Winnie while I travelled, and she was great!! So easy to coordinate with, super reliable, and Winnie loves her.

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

Hannah was able to drop in and take care of our pup while I was working 12+ hours and the sitter we had lined up ghosted us. We were very stressed and she came through and made sure our pup got the attention he needed, and gave us peace of mind by calling and sending updates and photos. I would definitely book Hannah again!

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Andrew & Brianna C.
Drop-In Visits
5.0 out of 5 stars

Shelby is wonderful! She goes above and beyond to see that my girls are well cared for. A truly awesome human.

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

Meredith was absolutely incredible! We were so excited to get her updates every day and could tell how genuinely she cared for our kitties. She was so sweet and responsive, and I felt that she went above and beyond in keeping me updated and informed while we were away. We will be asking her to watch our babies again for sure!

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Joanne Z.
Drop-In Visits
5.0 out of 5 stars

Chelsea was awesome! She took great care of our dog and kept us updated with consistent messages and photos, which we really appreciated. Our dog can be reactive at times, and Chelsea was incredibly patient and understanding throughout his stay. We would absolutely recommend her and would trust her to watch our dog again!

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Ellie J.
Drop-In Visits
5.0 out of 5 stars

Upon meeting Adriana you could tell how compassionate she is for one's fur baby's! She was on time and played fetch with molly in the yard and spent quality time with her inside! Thank you again!

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

Tatum took great care of Mika! She communicated great and made sure she got plenty of love while we were away!

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Emily Grace T.
Drop-In Visits
5.0 out of 5 stars

Annalisa is always willing to work around her schedule to make something happen for Kate! Kate seems to love having her visit and I get the cutest and funniest picture updates each time.

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

Andrew was really communicative! I could tell that my cat was so happy to see him. Would definitely book again

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Jordan D.
Drop-In Visits
5.0 out of 5 stars

Giselle was always kind and very flexible, enjoyed the photos of my girl and I knew she was in good hands.

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

Bryan was the best pet sitter we could ask for he kept us updated with pictures, arrived on time and communicated great. Will be booking again, 10/10!

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

Super lovely and thorough! Trips are a lot easier knowing my girls are in great hands with Alyssa :)

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Dilyn A.
Drop-In Visits
5.0 out of 5 stars

The cats loved Emily! She was responsive to me, kind with the cats and polite to the home. I will book her again!

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Diana A. M.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Oak Crest

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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