Pet Sitting Williamsburg

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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Williamsburg, 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: Samantha Y.
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Samantha Y.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 104 reviews
36 repeat clients
7 years of experience
Orlando, FL, 32836

“Samantha was always communicative and sent plenty of pictures with her check-in’s. Thanks for taking care of my pets with care and attention!”

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Cristina D.
Sitter Profile Image: Staycee M.
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Staycee M.
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Orlando, FL, 32821

“Staycee is great with my pets, even the shy ones. I don’t have to worry about my pets at all when she stops by and I love having someone I can trust to take care of them when I’m not home.”

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Amy P.
Sitter Profile Image: Brian W.
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Brian W.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 6 reviews
4 repeat clients
8 years of experience
Orlando, FL, 32819

“He was very kind and thorough with my cat. He paid close attention to all the details and asked questions. I really appreciated how careful and precise he was. Great communication and very punctual. Thank you!”

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Emily Y.
Sitter Profile Image: Jessica K.
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Jessica K.
from
$25
per visit
4.8 out of 5 stars
• 77 reviews
27 repeat clients
10 years of experience
Orlando, FL, 32837

“Jessica is a dynamo who speaks canine. She visited my home early to meet my pup and see our setup days in advance. Immediately, she bonded with my high-energy pooch. The dog listened to Jessica's commands and displayed a reassuring level of comfortably. After the visit, I received seven photos, putting me at ease and displaying that Jessica was the right choice. I will use her again and again.”

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Scott F.
Sitter Profile Image: Jen B.
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Jen B.
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
28 years of experience
Orlando, FL, 32819

“We hired Jen for four consecutive days while we were out of town to check in on our pug, Charlie. She stopped by each day to feed her, take her outside, and spend some quality time playing with her. Jen was incredibly reliable and communicative throughout the entire process. She even adjusted one of her visits by a couple of hours to accommodate a scheduling change we had, which we really appreciated. Before the booking, Jen also took the time to meet with my wife and I (and, of course, Charlie!) so we could walk through everything in person. That gave us a lot of confidence knowing Charlie would be in good hands. We'll absolutely be booking Jen again. She's dependable, thoughtful, and clearly cares about the pets she looks after. Highly recommended!”

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Jim K.
Sitter Profile Image: Yasmine O.
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Yasmine O.
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
4 repeat clients
10 years of experience
Orlando, FL, 32821

“Yasmine was amazing checking in on our two cats. One of them is normally pretty shy, but they both took to her immediately and they just loved her. I will definitely ask Yasmine in the future to check in on them while we’re away!”

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Samantha T.
Sitter Profile Image: Isadora P.
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Isadora P.
from
$21
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
11 years of experience
Orlando, FL, 32821

“Took the cutest pictures of my kitty and was communicative!”

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Grey B.
Sitter Profile Image: Landon T.
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Landon T.
from
$13
per visit
5 years of experience
Orlando, FL, 32821

About: I’ve volunteered hundreds of hours in animals hospitals and pet spa care facilities. I’ve also worked as a kennel technician while previously studying to become a veterinarian. Now just an animal lover that can apply specific care where needed! Experience with all ages of cats and dogs. I’m currently working full time for pet care! I am available for your pets needs at many times throughout the week and can accommodate most. I grew up with dogs in screened in patio, fenced areas, and roamers. I currently have 2 healthy cats at the ages of 2 and 3. I can care depending on instructions!

Sitter Profile Image: Kendra B.
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Kendra B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
6 repeat clients
10 years of experience
Orlando, FL, 32824

About: I started out watching my friends’ pets when they were away or when their other dog was in heat, and I quickly realized how much I loved caring for animals. I even rescued a dog myself, so I understand the importance of patience, love, and trust. I’m reliable, attentive, and treat every pet like my own—making sure they feel safe, loved, and well cared for while you’re away. I make my own schedule, which gives me the flexibility to provide personalized care for pets. Whether it’s morning walks, playtime, or feeding, I can easily fit pet sitting into my day. I plan my work and personal tasks around the care I give to pets, ensuring they always receive the attention they deserve while keeping everything else organized. It’s a perfect balance of flexibility and reliability for both me and the pets I care for! I care for pets in my home with lots of love and attention, making sure they feel comfortable and safe. I have a playful dog of my own who loves meeting new friends, so your pet will have a buddy to interact with and enjoy playtime. I create a cozy and pet-friendly environment where they can relax, play, and get plenty of love. Whether it’s walks, meals, or just snuggling, I ensure every pet feels at home during their stay.

Sitter Profile Image: Hannah C.
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Hannah C.
from
$25
per visit
5.0 out of 5 stars
• 17 reviews
1 repeat client
5 years of experience
Park Central, Orlando, FL, 32839

“Hannah was awesome. I have a tough pup since he is a pain on leash and just a normal bulldog. She was wonderful with him. Would 100% recommend.”

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Gregory M.
Sitter Profile Image: Angelo M.
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Angelo M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 68 reviews
30 repeat clients
15 years of experience
Orlando, FL, 32805

“Angelo was great with our girls! They got playtime daily and we were confident they were in good hands. Lots of pics daily made us comfortable to see them so content.”

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Diane S.
Sitter Profile Image: Johanna G.
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Johanna G.
from
$15
per visit
13 years of experience
Kissimmee, FL, 34746

About: I’ve taken care of dogs ever since I was a little girl. My family used to run a pitbull rescue in Tennessee so I’m very familiar with all bully breeds. I have 2 french bulldogs, one being special needs. I am very patient with all pups and acknowledge that they each have their own personality and preferences. I strive to make a safe and comfortable environment for each baby I meet and I treat them with the same attention and care as I do my own. I am available Monday through Friday before 8am or after 6pm. Saturday and Sundays I am available all day. I do accept special requests as my husband is a stay at home dog- dad and is fully available 7 days a week. I treat every pet as my own and give them endless cuddles, kisses, and reassurance that their mommies and daddies will come back for them.

Sitter Profile Image: Rylee K.
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Rylee K.
from
$12
per visit
8 years of experience
Orlando, FL, 32809

About: I’ve never gone a day in my life without a dog or two until I moved out of my parents house. I’ve had everything from Maltese to Belgian Malinois and English Black Labs. I am used to super calm and super hyper and super lazy. My schedule makes drop-in check-ins smooth and predictable! I’m available for early morning check-ins before 8:00 AM, as well as evening visits after 5:00 PM (Tuesday through Friday). Mondays are my only busy evening, but my weekends are wide open for flexible drop-ins throughout the day. "During drop-in check-ins, I prioritize keeping your pet’s daily routine consistent, calm, and predictable. I strictly follow your precise instructions for feeding, fresh water, and medication, while providing dedicated one-on-one attention, play, and clean space maintenance

Sitter Profile Image: Madeline B.
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Madeline B.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Orlando, FL, 32821

About: A current dog mom to my year old Australian Shepherd pup, Theodore. I’ve taken care of all types of pets for neighbors, families and friends since I was young including my childhood pets. Currently I have completely open availability to watch your babies overnight, drop by for a walk or play session & take care in any way! I have an extremely high energy Australian Shepherd pup, Theo. We regularly go for walks, trips to the local dog parks and make pup cup runs every week. Theo is incredibly cautious and sometimes anxious so I am very intentional and respectful with others’ pets and any protocols in place to ensure that they are comfortable with me at all times.

Sitter Profile Image: Dee C.
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Dee C.
from
$28
per visit
5.0 out of 5 stars
• 4 reviews
3 years of experience
Orlando, FL, 32821

“Destanee was excellent. Great communication and very reliable. Ollie loved her”

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Michael V.
Sitter Profile Image: Danna A.
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Danna A.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
13 years of experience
Orlando, FL, 32809

About: I am a very kind and conscientious caretaker. I want to let your dog know that I'm trustworthy but in charge, and although my first concern is for their well being it is also very important to me that they are having fun. I want to get to know your dog's likes, dislikes, triggers, anything that will help me give them the best care while I am with them. I was raised by a dog loving family and my home has always been complete as long as we have dogs. I have experience with senior dogs with ailments, excited highly spirited puppies, tiny excitable breeds, large strong breeds and I feel comfortable with them all. I can make myself easily available at any time between 6am and 5pm.

Sitter Profile Image: Ashleigh S.
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Ashleigh S.
from
$13
per visit
4.4 out of 5 stars
• 16 reviews
4 repeat clients
10 years of experience
Kissimmee, FL, 34746

“Ashleigh is amazing. We She came by before to ensure our husky Roxy could become acquainted with her. We asked her to drop in twice a day and she provided us with pictures. Roxy got in plenty of play time and no accidents in the house. I would highly recommend Ashleigh in the future.”

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Philip C.
Sitter Profile Image: Samaya P.
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Samaya P.
from
$25
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
5 years of experience
Orlando, FL, 32809

About: I’ve grown up with dogs and cats my whole life I truly love working with them and neighbors, friends and family have relied on me to check in with their pups and kittens over the years! I am a Freelance cinematographer and a Part time cashier so I currently have plenty of time to play with and walk your pups, But I’m usually the most available in the mornings and afternoons throughout the whole week. Mon, Tue & Thur are my most available days if you’re looking for services later then 3pm. I have two dog parks by my house but If you would like me to bring them to a different location, please inform me otherwise.

Sitter Profile Image: Katelyn T.
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Katelyn T.
from
$20
per visit
4.8 out of 5 stars
• 21 reviews
8 repeat clients
3 years of experience
Belle Isle, FL, 32809

“5/5, Katelyn was able to watch Ruby and was very thorough in wanting to be able to care for her the best she could. Very communicative & willing to help. Absolutely no worries whatsoever with her at my home to watch Ruby, I would highly recommend her for anyone looking for a dog sitter!”

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Aaron K.
Sitter Profile Image: Samantha F.
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Samantha F.
from
$27
per visit
4.9 out of 5 stars
• 17 reviews
8 repeat clients
20 years of experience
Kissimmee, FL, 34746

“Samantha was awesome. My cat is on medications which she gave and she gave her love and attention. She helped me last minute as well. Would 100% use her again!”

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Rachel R.
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Pet parents share their Rover experiences - Williamsburg

1 / 1
5.0 out of 5 stars

Sarah was amazing with our girl! She kept us updated the whole time and made sure she got plenty of love and attention while we were away. We felt so comfortable knowing she was in such good hands!

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

Alec and I connected right away in our first few messages. From the beginning she has been flexible and accommodating to my schedule and my pets needs. As soon as she met my fur babies I think she fell in love with them and them with her! She was always on time for the scheduled drop in visits and very communicative. She sent videos and pictures that myself and my daughter enjoyed. There was a slight hiccup in the beginning with our door lock, she reached out right away and took charge to ensure the care of my animals. 10 out of 10 recommend! And I will definitely be reaching out to book her again in the future.

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

Staycee is great with my pets, even the shy ones. I don’t have to worry about my pets at all when she stops by and I love having someone I can trust to take care of them when I’m not home.

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Amy P.
Drop-In Visits
5.0 out of 5 stars

Excellent with my dog Obie! They followed his care instructions to the letter. Already have other dog sittings booked with them!

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

Jen took great care of my kitties. She followed instructions and took a lot of photos every visit. My boys greatly enjoyed her company when I was away. Thank you, Jen! 😊

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Thu P.
Drop-In Visits
5.0 out of 5 stars

Nancy was fantastic!! She was able to take care of Ivy and her needs! I’m really appreciative to have someone look after Ivy with such care and support! The best!

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Hannah C.
Drop-In Visits
5.0 out of 5 stars

Brian was great. He was very communicative, and did everything we needed. We came back to happy healthy kitties.

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

We have used Kristina many times for both drop in visits and in home care. She is always spot on with taking care of our pup! 100 percent recommend!

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Tyler G.
Drop-In Visits
5.0 out of 5 stars

We were so happy with Brianna! We received a summary every day of her visits with our cat, including photos and descriptions of her interactions with Kitty that just made us smile. She was very willing to do other house tasks too, such as bring in mail and water plants. Our cat seemed to like her as well, based on the photos. We will definitely contact Brianna again for our next vacation. Highly recommend!

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

Dana took very good care of our young Cavalier King Charles Spaniel, Willow, this past week at our Air B & B while we enjoyed our family time at Universal, IOA and EPIC. Dana was responsive and followed all our requests in a timely manner. Our dog Willow always seemed happy, clean and well cared for when we came home. This was a big help for us having a nice vacation while having our dog with us and allowed us to enjoy our time without needing to rush back to care for our dog.

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

Sherry was amazing!! We were visiting from out of town and needed someone to help with our dogs while we visited theme parks. She did an amazing job walking and feeding our 3 dogs and sent great updates!!

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

Jessica is a dynamo who speaks canine. She visited my home early to meet my pup and see our setup days in advance. Immediately, she bonded with my high-energy pooch. The dog listened to Jessica's commands and displayed a reassuring level of comfortably. After the visit, I received seven photos, putting me at ease and displaying that Jessica was the right choice. I will use her again and again.

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

Maria and her husband provided reliable drop-ins for my pet — it was great knowing I could count on their updates and was able to relax during my days away. Communicative, professional, and personable!

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

Claudia was great with watching my cat, Simba. Very communicative, showed up for the drop in visits at the time requested and stayed the whole time. Would definitely use her services in the future.

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

Jess took amazing care of my boys! She was incredibly kind, professional, and communicative throughout the entire stay. She sent tons of pictures and updates, which gave me so much peace of mind. I could tell my boys were happy and well cared for. I will absolutely be using her again and highly recommend her!

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

Marla took such great care of my cat while I was traveling that I was able to enjoy my trip without any worries. She went above and beyond everything I asked for. I highly recommend her.

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Hyunsook P.
Drop-In Visits
5.0 out of 5 stars

Good communication pictures and videos were sent. Lucky had a good time with the other pups. Would recommend Paola to anyone. Location was close to me drop off and pick was easy and convenient, she even let me bring him a day early. Will definitely be booking with her again.

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Judy C.
Drop-In Visits
5.0 out of 5 stars

Yasmine was amazing checking in on our two cats. One of them is normally pretty shy, but they both took to her immediately and they just loved her. I will definitely ask Yasmine in the future to check in on them while we’re away!

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Samantha T.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Williamsburg

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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