Pet Sitting Pennyhill

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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Pennyhill, 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: Jeannette F.
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Jeannette F.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 119 reviews
31 repeat clients
16 years of experience
Wilmington, DE, 19802

“Jeannette is the best. Her communication leading up to and while she is watching your pet is stellar. She takes the time to write really comprehensive report cards which is very much appreciated. Leaves no questions about how your pet is doing and what they got up to while you were away. Really enjoyed working with her!”

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Olivia N.
Sitter Profile Image: Jordana C.
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Jordana C.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
• 66 reviews
20 repeat clients
5 years of experience
Wilmington, DE, 19802

“Jordana connected with my kitty right away and took great care of her. She is very dependable, takes great pictures to share with me and handles the feeding, playing and litter box with love. Highly recommend her for your pet care!”

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Elaine O.
Sitter Profile Image: Colleen Elizabeth H.
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Colleen Elizabeth H.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 87 reviews
24 repeat clients
20 years of experience
Edgemoor, DE, 19809

“Colleen was amazing! Very friendly with our girls and great communication with us while we were out of town. Above and beyond even cleaning up after them in the yard!! Thank you!!”

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Erin O.
Sitter Profile Image: Sandra T.
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Sandra T.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Wilmington, DE, 19802

About: I have several years of experience working in an animal hospital as a veterinary technician, where I cared for pets with a variety of needs and learned how to recognize changes in behavior, health, and comfort levels. My veterinary background has given me the skills and confidence to provide safe, attentive care, including administering medications and noticing when a pet may not be feeling their best. Outside of work, I’m a proud pet parent to two doggies and two wonderful cats, so I understand how much trust it takes to leave your pets in someone else’s care. I treat every animal like they are my own—with patience, compassion, and plenty of love. Whether your pet needs a walk, a drop-in visit, playtime, medication support, or simply a caring companion while you’re away, I’m committed to providing dependable and personalized care.🐾 Pet care fits naturally into my daily routine. I work remotely full-time from 1:30 PM–10:00 PM, which gives me plenty of availability in the mornings and early afternoons to dedicate time to animals. I would love to use that time for walks, drop-ins, playtime, feeding, and giving pets the attention and care they deserve. I’m a responsible and caring pet owner myself, and I understand how important it is to have someone trustworthy looking after your pets. I enjoy creating a calm, comfortable environment and making sure every pet feels safe, loved, and cared for while their owners are away. When caring for pets, my top priorities are safety, trust, and creating a comfortable environment where they feel secure. In a client’s home, I follow their instructions closely to maintain their pet’s normal routine, including feeding schedules, medications (if needed), walks, playtime, and any special preferences they have. I treat every home and pet with respect, taking the time to build trust and make sure each animal feels comfortable in my care. I pay close attention to their behavior, surroundings, and needs to help prevent any safety concerns.

Sitter Profile Image: Holbert C.
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Holbert C.
from
$14
per visit
2 years of experience
Wilmington, DE, 19803

About: Hey everyone! My name is Holbert. I’ve grown up around dogs of all sizes, from Yorkies and Shih Tzus to Saint Bernards, and I’m just as happy spending time with cats too. I’m a law student, but outside of school I really enjoy being around animals, getting to know their personalities, and making sure they feel comfortable and cared for. I’m patient with shy or nervous pets, playful with the energetic ones, and I’ll probably send you way too many funny pictures while you’re gone. I’m also very respectful of your home and your pet’s routine, so you can feel comfortable knowing they’re in good hands 😊 My schedule is pretty structured during the week, with work on Tuesdays and Thursdays from 9 to 5 and classes on Mondays and Wednesdays from 9 to 4. Fridays through the weekend, though, I have much more flexibility and can really dedicate my time to walks, drop ins, playtime, and hanging out with your pets. I also do my best to work pet care around my weekday schedule whenever possible, so your pet still gets the attention and consistency they need. Whether I’m caring for pets in my home or yours, I try to keep things as comfortable and familiar for them as possible. I follow, feeding schedules, walking routines, house, rules, and any special instructions you leave for me, also making sure they get plenty of attention, playtime, and affection. I’m patient with pets who need a little extra time to warm up, and I always pay attention to their personality and comfort level. In a client‘s home, I’m also very respectful of the space. I will always leave things clean and cared for, just as I found them, if not better.

Sitter Profile Image: Anne L.
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Anne L.
from
$19
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
32 years of experience
Wilm, DE, 19810

“Anne and her husband were amazing and gave us peace of mind taking care of our pups while we were away for the weekend! Highly recommended and will book again if needed :)”

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Valerie B.
Sitter Profile Image: Jordan L.
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Jordan L.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 123 reviews
25 repeat clients
15 years of experience
Claymont, DE, 19703

“We have had Jordan sit for our cats (and fish!) three times now and she is absolutely the best! She communicates with us right away if there are any concerns or issues and she sends great updates about our fur babies. I trust they are in wonderful hands with her!”

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Katie P.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$18
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
20 years of experience
Wilmington, DE, 19805

About: I’ve always had a dog in my home, and love any and all pups. My 10 year old dog recently passed. He was a one-dog household kind of guy, so my house feels very quiet without a pup in here. I’m also very used to caring for a dog who doesn’t always love other dogs. I work from home full time and have a large backyard. I can provide a minimum of 1 long walk each day, with frequent breaks out back. I have no other pets and no other people in my home. I have a fenced in yard and am here most of the time each day.

Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$42
per visit
5.0 out of 5 stars
• 67 reviews
21 repeat clients
50 years of experience
Wilmington, DE, 19809

“This is the second time Chris has watched our dogs and we're so grateful. She is attentive and punctual with excellent communication. She is our new go-to!”

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Jessica W.
Sitter Profile Image: Stephanie Z.
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Stephanie Z.
from
$20
per visit
5.0 out of 5 stars
• 37 reviews
12 repeat clients
30 years of experience
Wilmington, DE, 19805

“Stephanie was great with my two cats! Her updates were very thorough, and my shy cat warmed up to her quickly! I would definitely book again.”

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Melissa M.
Sitter Profile Image: Sarah K.
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Sarah K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 37 reviews
12 repeat clients
20 years of experience
Wilmington, DE, 19806

“Sarah is a natural with dogs! Our dog is 6 and this is the first time we have ever left her with a sitter since she can be anxious at times! Sarah set us all at ease. She was awesome!”

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Renata M.
Sitter Profile Image: Justice n.
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Justice n.
from
$22
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
8 years of experience
Wilmington, DE, 19803

“Klyde and Kimber loved having Justice visit them. Klyde looks so happy in the pictures. Wasn’t sure how he’d be but he warmed up fast! Loved the pictures and the description of how she spent the time. Looking to lots more visits.”

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Kristin M.
Sitter Profile Image: Sharielle L.
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Sharielle L.
from
$30
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
17 years of experience
Wilmington, DE, 19802

“She came to do a meetup and the boys liked her. Communication and the whole process was smooth. Never had someone do a drop in visit in my home before since we moved out to Delaware. I would hire her again and recommend her to others!”

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Manny J.
Sitter Profile Image: Jacqueline P.
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Jacqueline P.
from
$15
per visit
40 years of experience
Wilmington, DE, 19802

About: I've taken care of dogs, cats and other house animals all my life. I've trained my own and have assisted friends & family with caring for theirs. I walk, talk, feed and bathe. I provide care for my own animals daily, helping to care for other animals is a natural feeling for me. I love all animals regardless. I have 1 dog and 4 cats, I care for them daily by feeding, walking my dog and providing them all attention, love and ensuring cleanness.

Sitter Profile Image: Sara K.
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Sara K.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
10 years of experience
Wilmington, DE, 19809

“Sara has consistently impressed us with the kindness and reliability of her pet care. She is so good with Alfredo and communicates frequently to let us know how he’s doing. We feel very lucky to have her watch our dog when we leave and know he’s in good hands. She is also quick to let us know her availability.”

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Susanne W.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 24 reviews
12 repeat clients
20 years of experience
Wilmington, DE, 19810

“Thank you Jessica! We appreciate your help!”

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Bob K.
Sitter Profile Image: Kara G.
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Kara G.
from
$25
per visit
5.0 out of 5 stars
• 144 reviews
37 repeat clients
5 years of experience
New Castle, DE, 19720

“Kara is always so good with our cats! She gives us updates throughout the day to let us know what time she will be dropping in, always plays with them, and takes plenty of photos. Would recommend Kara to anyone with cats”

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Keegan C.
Sitter Profile Image: Mary P.
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Mary P.
from
$15
per visit
5.0 out of 5 stars
• 1 review
2 repeat clients
5 years of experience
Wilmington, DE, 19807

“Mary was wonderful. She took great care of our dog Fiona. She sent lots of photos”

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Lori P.
Sitter Profile Image: Emelia I.
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Emelia I.
from
$16
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
8 years of experience
Wilmington, DE, 19803

“Emelia was absolutely amazing with Bean. I will absolutely be asking her to watch her again. She did a wonderful job of making sure she was taken care of while making sure I was comfortable with her care.”

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Val D.
Sitter Profile Image: Simone C.
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Simone C.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
10 years of experience
Garnet Valley, PA, 19060

About: Hi! I’m Simone. I’m a dog mama and I am available for frequent drop-in visits and boarding. I have years of experience caring for dogs and would love to help you out while making some extra money. Please let me know if I can help keep your dog company. Looking forward to meeting you and your dog! I have a very flexible work from home schedule so I’m available all day to be with your pet for as long as you need. I have a yard that’s not fenced but I live in a nice neighborhood with sidewalks and can take your pup on a long walk. I can also come to your home and give your pet long walks and potty breaks.

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Pet parents share their Rover experiences - Pennyhill

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5.0 out of 5 stars

Jordana is always patient with Daisy. She gets spooked easily with sudden sounds on walks and Jordana has handled her with great care and slowly gotten her to walk farther each time.

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

Lashae has been so patient with my dog and really took the time to bond and build trust with her. It’s so nice not to worry about my pet when I’m not home.

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

Rita is very kind and pleasant and provides timely updates/photos, and is so sweet to my cat. I will definitely book with her again.

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

Jeannette is the best. Her communication leading up to and while she is watching your pet is stellar. She takes the time to write really comprehensive report cards which is very much appreciated. Leaves no questions about how your pet is doing and what they got up to while you were away. Really enjoyed working with her!

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Olivia N.
Drop-In Visits
5.0 out of 5 stars

We’ve used Jessica a few times and she has been so great! Always prompt, provides a detailed description of each visit, and photos!

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

Amanda is always the best!! Takes care of our crazy high energy pup with such patience. Keeps us updated and sends the best pictures!

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Tiffany & Daniel B.
Drop-In Visits
5.0 out of 5 stars

Christa is very responsive and we trust her completely to take loving care of our Beagle. Thank you Christa, for all you do!

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

Jordan takes great care of my dogs and they’re always happy to see her. When we had a travel delay on our return she was quick to respond and we were so appreciative she was able to extend caring for them another day. Thanks Jordan!

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Laura K.
Drop-In Visits
5.0 out of 5 stars

My cats were happy and well fed. The photos were great. I always have a hard time getting them to pose. Sara sent great pics every day.

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

I have booked Drew numerous times to care for my pup, and as always, he does a fabulous job! Thanks Drew!

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

Fantastic communication! The cats were well cared for, and the litter boxes, food, and water were all kept up! Highly recommend!

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

Audrey took great care of our cat while we were out of town for a week! We would definitely book again!

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

Margaret is as nice as they come!! She showed up on time and took great care of Tank! She kept in touch with us and even sent pics. Not only would I recommend her but we will be using her services weekly.

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

Lindsay is such a wonderful and kind caregiver. We have such peace of mind knowing our dog Lucky is so well cared for!

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

Justice is great! She is timely, leaves me great reports, and I can tell she cares about my pets. She has even been doing some training with my puppy!

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

Meghan is wonderful with my dogs & is responsible &respectful of anything I inquire about. I would use her again in the future!

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

Stephanie is the best. She’s always responsive and gives good updates. Most importantly our cat loves her! Highly recommend Stephanie.

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Josh N.
Drop-In Visits
5.0 out of 5 stars

Couldnt have asked for a better sitter. She was reliable, a good communicator and took good care of the pet!

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

Yasmine took great care of my cats while I was away for an extended trip. I needed a last-minute cat sitter, and she was incredibly reliable and easy to work with. She was very responsive/communicative, followed all of my instructions carefully, and always kept me informed of any observations or issues. It gave me peace of mind knowing my cats were in such good hands. I highly recommend Yasmine to anyone looking for a trustworthy and attentive cat sitter!

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

Heather is amazing! She is so caring and just loves our 4 legged kiddos. We also have a parrot who gets lots of love and attention as well. I love that my husband and I can vacation knowing our home and pets are being well taken care of. Love the pictures she sends as well. ❤️

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Patti G.
Drop-In Visits
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How to book pet sitting

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FAQs for Pet Sitting - Pennyhill

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 Rover's Trust & Safety page.

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

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

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 Meet & Greet.

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

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

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

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