Dog Sitting Sleepy Hollow

Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.

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Over 8
pet parents in Sleepy Hollow have booked dog sitting

Sleepy Hollow, Find top rated dog 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: Bhavika D.
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Bhavika D.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
11 years of experience
Tarrytown, NY, 10591

About: We've had 2 puppies come into our home since 2013 and I have LOVED loving them & being loved by them more than anything in the world. I was one of those kids who wanted a dog more than anything else growing up and to finally have had a puppy was the best day of my life! However, I have been a student in the area for a few years now and have been missing having a pet to share my love with. Though this is my first time as an official pet caretaker, I have cared for my own dogs as well as many of the dogs in our family as if they are my own throughout the years. I’m a medical student with senioritis so I will be pretty flexible in the coming months! I will most often be available for early mornings, evenings, and weekends, unless I am traveling or working a busy schedule that week! I do not have a yard or ability to care for pets in my home as it is not pet-friendly; however, I am in close proximity to the parks of Tarrytown/Sleepy Hollow!

Sitter Profile Image: Juan &  Laura B.
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Juan & Laura B.
from
$22
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Nyack, NY, 10960

About: I came from another country and brought my pets with me, and I have faced how hard is to find someone who takes care of them. Let me help you and your furry family as it is my own. I work from home in a flexible schedule and can accommodate several days and times for walks and drop-in visits. I drive so I can get to your family in a timely manner. With two dogs at home I am aware of the importance of a good walk, feeding and water refresh, and Ron, my cat, reminded me of how important is to have a fresh litterbox and a safe environment for all.

Sitter Profile Image: Tassia G.
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Tassia G.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Valhalla, NY, 10595

About: I grew up in a big family with lots of pets including dogs, cats, rodents, and birds. I have been successful in self-taught basic training of dogs. I am a graduate student who plans to have pet care be a source of income that fits around my schedule. I have classes during the week and currently live on campus which is why I cannot provide care in my home. I have owned many pets in my life and have cared for different ages from puppies and kittens to seniors. I enjoy promoting enrichment activities and physical exercise.

Sitter Profile Image: Hannah Y.
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Hannah Y.
from
$20
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
6 years of experience
Valhalla, NY, 10595

“Hannah is absolutely amazing! She took exceptional care of my two dogs, Max and Romeo, and they both adored her from the moment she walked in. Her kindness and warmth were immediately evident, and I could see how comfortable my dogs felt around her. Hannah went above and beyond to ensure they were happy, and received plenty of attention and playtime. It’s clear she genuinely loves animals, and her gentle approach made such a positive impact. I couldn’t have asked for a more caring and responsible pet sitter. Highly recommend Hannah for anyone looking for someone who will treat their pets like family!”

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Emily L.
Sitter Profile Image: Leslie R.
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Leslie R.
from
$40
per visit
5.0 out of 5 stars
• 61 reviews
18 repeat clients
24 years of experience
Tarrytown, NY, 10591

“Leslie, takes care of my dos as if he was his own. I come home and he is really relaxed and does not have to hold it until I come home. Thank you Leslie”

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Cindy P.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
4 repeat clients
14 years of experience
White Plains, NY, 10603

About: Hi! I’m Kelly, a lifelong animal lover, professional treat-giver, and former dog mom to my sweet girl, Princess, for 13.5 amazing years. From daily walks to medication routines, I’ve handled it all with love and care. Whether your fur baby needs a snuggle buddy, a midday walk, or someone to keep an eye on them while you’re away, I’ve got you covered! I live in a pet-friendly community with plenty of green space and have my own vehicle, so I’m reliable and flexible when it comes to pick-ups, drop-offs, or emergency needs. I know how important it is to find someone you can truly trust with your pet, and I treat every animal like my own. Let’s connect! I’d love to meet your pup and become their new favorite human! Pet care fits into my routine pretty seamlessly. Honestly, hanging out with animals is one of the best parts of my week! I have a flexible schedule, my own car, and I live in a pet-friendly community with lots of green space, so walks and visits are easy to work into my day. Whether it’s a quick drop-in, a walk around the block, or a weekend stay, I make the time because I truly love being around animals. After 13.5 years with my own dog, it just feels natural to keep giving that kind of love and care to other pets. I live in a pet-friendly community with lots of green space, so walks and visits are easy to work into my day. I'm also more than happy to pet sit in your own home if that's what you prefer.

Sitter Profile Image: Erin S.
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Erin S.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
6 repeat clients
4 years of experience
Nanuet, NY, 10954

“Erin is great at communicating! She took such wonderful care of my dog, from pickup to drop-off and all the photos in between. I will be rebooking her again and again. :)”

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K L C.
Sitter Profile Image: Daniel S.
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Daniel S.
from
$20
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
6 years of experience
Ossining, NY, 10562

“This was our first time having Daniel and we were very pleased hoe responsible he was, and how he remembered our directions regarding how to train Luigi on The Walk. We definitely will reach out to Daniel the next time we need coverage.”

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Shem G.
Sitter Profile Image: Angie A.
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Angie A.
from
$18
per visit
5.0 out of 5 stars
• 1 review
8 years of experience
White Plains, NY, 10606

About: I’m an experienced dog foster with SPDA, providing temporary care for dogs who need a safe, loving home while they wait for their next step. I also have experience caring for dogs for extended periods of time, including following their routines, feeding schedules, walks, playtime, and individual needs. I’m patient, responsible, and attentive to each dog’s personality and comfort. I treat every pet in my care like family and understand how important it is to give pet parents peace of mind while they’re away. I have a flexible schedule and can accommodate pet care throughout the week, including occasional and short-term bookings. I’m available for walks, drop-in visits, and boarding depending on the dates and your pet’s needs. I’m happy to work with each owner’s schedule and provide consistent, reliable care. I provide a calm, clean, and pet-friendly environment where pets can feel safe and comfortable. I currently don’t have any other pets in my home, so your pet can have their own dedicated space if needed. As a foster with SPDA, I understand the importance of patience, supervision, and following each pet’s individual routine and needs. I’m also happy to follow specific instructions from pet parents to make their pets feel at home.

Sitter Profile Image: Alyssa & Michael s.
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Alyssa & Michael s.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
• 48 reviews
25 repeat clients
10 years of experience
White Plains, NY, 10605

“Michael and Alyssa were great with my dogs, Tokyo and Milan. They followed everything exactly how I asked, which I really appreciated. It made me feel a lot more comfortable knowing my dogs were in good hands. Tokyo and Milan were well taken care of, stayed on their normal routine, and seemed really happy. I also liked getting updates while I was away , it helped me relax knowing everything was going smoothly. I’d definitely trust Michael and Alyssa again and would recommend them to anyone looking for reliable and attentive dog sitters.”

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Francisco G.
Sitter Profile Image: Kelly D.
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Kelly D.
from
$18
per visit
2 years of experience
Pleasantville, NY, 10570

About: I dog sat for the same family for 2 years during their family vacations. I’ve taken care of dogs and cats I love all animals and would love to care for yours ! I work part time during the week and I am also a student, my weekends are usually free or mornings before 12 during the week. I live in a spacious townhouse with six other girls who are all animal lovers, so your pet will get lots of love, attention, and company during their stay! There are stairs throughout the townhouse, but I’m happy to accommodate your pet based on their individual needs. We don’t have a fenced-in yard, but there is plenty of space nearby for walks, outdoor time, and bathroom breaks. I don’t currently have a crate in my home, so if your pet is crate-trained or requires one, you would need to provide their crate for their stay. My main priority is making sure your pet feels safe, comfortable, and at home while they’re with me!

Sitter Profile Image: Arlin R.
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Arlin R.
from
$20
per visit
12 years of experience
White Plains, NY, 10603

About: I had my very own dog when she was born until she passed. I absolutely love animals and will treat every pet like my own. Whether it’s walks, playtime, or cuddles, I can make sure your furry friend feels loved, safe, and happy while you’re away. I’m patient, caring, and always follow your pet’s routine to keep them comfortable. You can count on me to give your pet lots of attention—and I’ll even send photo updates so you can see how great they’re doing Currently work a full time job weekdays to provide for my daughter and I. I’m available both Saturday and Sundays after 10:30am that way I can spend time with your fur baby and love/care for them as my own. When I care for pets, whether it’s in my home or a client’s, I can make sure they feel safe, loved, and comfortable. I follow their normal routine for meals, walks, and playtime so everything feels familiar to them. I love giving them lots of attention, cuddles, and play! If I’m in a client’s home, I’m always respectful and keep things tidy. I also like to send updates and cute pictures so you can see how happy your pet is while you’re away.

Sitter Profile Image: Christy M.
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Christy M.
from
$25
per visit
5.0 out of 5 stars
• 76 reviews
20 repeat clients
5 years of experience
Bardonia, NY, 10954

“Christy is an excellent sitter! I especially appreciated her consistency and attention to detail. She helped me feel comfortable leaving my cat alone for the first time. Highly recommend!!”

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Libbey W.
Sitter Profile Image: CeCe F.
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CeCe F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 38 reviews
11 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

“CeCe dropped in to care for our cat while we were away. She took care of our cat like she was her own, providing playtime and cuddles in addition to taking care of the more basic food/water/litter needs. She provided us with daily updates and was very communicative. It’s really comforting to know your pet is in good hands. I will definitely be contacting CeCe the next time we need a sitter. Thank you so much!!”

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Rachel G.
Sitter Profile Image: Jane H.
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Jane H.
from
$28
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
7 years of experience
Ossining, NY, 10562

About: Animals are a central part of my life and always have been. I’ve cared for everything from dogs and cats and more, and I truly treat every animal like my own. I understand how stressful it can feel to leave your dog with someone else, so I focus on providing attentive, loving care you can fully trust. P.S. I have a soft spot for snuggly pups and love long walks. I am currently an online college student with a very light course-load! So I have lots of flexibly and time to care for your pup! I have a fully fenced( with the exception of the driveway entrance- which can be fenced off while your pup plays outside) two acre property with 8ft deer fencing. I have two 60ish pound dogs who are very friendly and low key. Our dogs free roam the house yours can as well or can be in a crate if your prefer. We are pretty active and love to go on long sniffari walks!

Sitter Profile Image: Jessica F.
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Jessica F.
from
$25
per visit
1 repeat client
38 years of experience
Ossining, NY, 10562

About: I have had my own pets since I can remember ranging from cats, dogs, iguanas, hamsters, fish, salamanders, hermit crabs, and even chicks. Growing up, I spent my summers on my grandfather's farm raising cows, horses, pigs, cats, dogs, chickens and a rooster. I don't have and human kids but I have raised many fur babies. I am the go-to person for family and friends, especially for pets with very specific care instructions. I am in NYC; I drive and have a pretty flexible schedule at this time. My career outside of pets includes Human Resources Management and Operation Director at different schools. I am currently working for myself as a treat maker so I am very flexible with time. I also have a clean license and reliable transportation. I am currently in NYC but can travel to Westchester County and northern NJ as well. I love when a client gives me detailed instructions and will follow them to a tee. I am a very organized person with a high attention to detail who often goes above and beyond in everything I do. Because I have worked with children and at schools, I have been fingerprinted by NYS/NYC, Dept of Health and the NYC Dept of Ed.

Sitter Profile Image: Jennifer T.
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Jennifer T.
from
$25
per visit
1 repeat client
3 years of experience
Scarsdale, NY, 10583

About: Hi! My name is Jenn and I rescued Jasper 3 years ago. We love taking walks at the Kensico Dam, going to the beach and the dog park. I am a reliable dog walker and animal lover with experience caring for happy pups. I treat every dog like my own family. You get safe walks, fun playtime, and great photo updates every single time. I am currently working from home with a flexible schedule, so I have plenty of time to care for your pet! I am available daily for walks and sitting on the weekends. Your pet will get maximum engagement and company during the all services as if they were my own. Caring for pets requires following their specific routines and keeping them safe during walks or daytime sitting. I have a friendly dog to keep your fur baby company and I will provide photos and messages about your pet's service.

Sitter Profile Image: Mikayla C.
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Mikayla C.
from
$30
per visit
5.0 out of 5 stars
• 3 reviews
5 repeat clients
15 years of experience
Bronxville, NY, 10552

About: My family has had big dogs our entire lives so I learned to take care of them from a young age. I love all kinds of animals! I work from home with a very flexible schedule so I can generally make most times work :) Happy to work around any schedule if needed! It’s definitely a priority to keep your dogs safe during a walk or a visit - my full focus and attention is on them 100% of the time!

Sitter Profile Image: Yosef T.
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Yosef T.
from
$40
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
10 years of experience
Valhalla, NY, 10595

About: My family is proud to have adopted several dogs from local shelters and make them a part of our family. When our Ziggy (Golden Retriever) passed away in 2017 after 9 years, we picked up Loki (a black lab mix) and he's bringing us joy on a daily basis. Since I moved away to start medical school, I have been looking for ways to connect with animals, and this has included going to visit friends with dogs and cats, and is also the reason I've signed up with Rover! I look forward to meeting your lovely pets, and to working with you! The best options for me will be dog-walking or house-sitting considering my school schedule, but mornings/evenings would probably work best for me. However, I don't have a set schedule, so there is possible availability at any time during the day, depending on what mandatory events I need to attend. I am unable to care for pets in my home but I am happy to house-sit. I can ensure that your pet is getting the proper amount of water, food, exercise, rest, and attention for the entire time I am booked.

Sitter Profile Image: Grace C.
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Grace C.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
5 years of experience
White Plains, NY, 10601

“Grace has been a tremendous help with taking care of Bianca. She is always punctual, reliable, and great at communicating. We feel very fortunate to have found someone as kind, caring, and trustworthy as Grace. We highly recommend her to anyone looking for someone they can truly trust with their pet.”

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Rocco M.
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The median cost per visit for dog sitting in Sleepy Hollow is $25

Dog parents share their Rover experiences - Sleepy Hollow

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5.0 out of 5 stars

Leslie communicated very well with reports on arrival and leaving, asking questions, sending pictures. All indications tell me she enjoys her work and interacted well with my Cavalier King Charles spaniel. I heartily recommend her.

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Bernie O.
Drop-In Visits
5.0 out of 5 stars

A great couple of walks again with our dog and feeding our cats. Christine is highly reliable and great to work with!

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

Abhilash watched my dog and cat while I was away this weekend with no cell service and it couldn’t have gone smoother! Thank you Abhi!

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

Valerie was great! She came for a meet and greet as this was my first time using Rover. I felt way more comfortable than boarding her. Will definitely use Valerie again!

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

Corinne was extremely professional and reliable while dropping in on our dogs when we were away. Her updates were very thorough and she gave me peace that my house and my dogs were doing great the whole time we were away. She sent updates on how much they ate, drank and if my dog took her medicine. I really appreciated her check ins and all the photos she shared.

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

Tamette and Ahn were wonderful with Daisy when they stopped by to meet her for the first time before we were going to be away. They were gentle and patient with her and she warmed up to them quickly. Tamette let me know how it went in detail when I asked, which I really appreciated. We would definitely use her again, and hope to leave Daisy with Tamette and Ahn at their home when we go away for a week in January.

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

Such a kind and caring sitter who goes above and beyond with our little terrier. Always delighted when she’s available!

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Merri R.
Drop-In Visits
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Sitters in Sleepy Hollow average 6
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FAQs for Dog Sitting - Sleepy Hollow

Frequently asked questions about Rover

The average cost of Dog Sitting in Sleepy Hollow on Rover is $25 per visit as of October 2026. Most bookings cost between $16 and $35 per visit. 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 25,127 sitters on Rover offering Dog Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.

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.

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 Sleepy Hollow 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!

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.

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 .

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Sleepy Hollow with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

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

  • 87% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% 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.

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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