Dog Sitting Holiday

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

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Over 163
pet parents in Holiday have booked dog sitting

Holiday, 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: Jessica M.
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Jessica M.
from
$15
per visit
5.0 out of 5 stars
• 35 reviews
9 repeat clients
40 years of experience
Tarpon Springs, FL, 34688

“Jessica is very knowledgeable and goes above and beyond for my fur-baby!! I love that I can travel with peace of mind that she’s taking care of everything for me. So happy I chose her! 🤗”

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Erin M.
Sitter Profile Image: Julleyka E.
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Julleyka E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 32 reviews
9 repeat clients
10 years of experience
Holiday, FL, 34690

“Julleyka was amazing! Came up clutch for me in a tight spot with very late notice. Julleyka went above & beyond, not to mention my chocolate lab Max adored Julleyka. J also helped water herbs & collect mail. Would highly recommend!”

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phil w.
Sitter Profile Image: Angelina T.
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Angelina T.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
4 years of experience
Tarpon Springs, FL, 34689

About: I’ve lived with dogs/cats all my life. I’ve babysat dogs/cats for a few years now throughout my high school years and now through adulthood. I myself have and take care of 12 reptiles and fuzzy animals! From dog sitting a Great Dane to a chihuahua size is not a problem for me!! I’m currently unemployed so I’m fully available to tend to any of your fur babies needs. Whether it’s check ins, walking, day and/or overnight sitting. I will take care of your fur babies will all love and as if they were my own. If you have a set schedule/routine I don’t mind at all following it.

Sitter Profile Image: Erin B.
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Erin B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 31 reviews
12 repeat clients
20 years of experience
Tarpon Springs, FL, 34689

“Erin is a prompt and responsible caretaker for our poodles. She has a genuine love for dogs that helped us to enjoy our selves without worrying.”

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Denice P.
Sitter Profile Image: Haele T.
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Haele T.
from
$15
per visit
4.9 out of 5 stars
• 15 reviews
1 repeat client
10 years of experience
Holiday, FL, 34690

About: I've been taking care of dogs since I was a child. I have done it professionally for over 5 years now. I look forward to talking with you soon about your needs! I am available full time on weekends. I work in the legal field as a paralegal. I have a smaller apartment so I would not mind boarding smaller dogs or cats, however I am willing to stay over your house, or drop by a few times as needed. I have experience with pets of all sizes, and have two cats (brother and sister littermates) of my own! I am free full time Friday- Sunday. I work Monday-Thursday as a paralegal, with one remote day a week. I’m a homebody and if im watching your dog/s will be with them most of the time! I live in a house with a fenced in yard. I lovingly treat all pets how I would want my own treated and have a special bond with every animal I meet.

Sitter Profile Image: Tia F.
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Tia F.
from
$16
per visit
4.7 out of 5 stars
• 17 reviews
6 repeat clients
5 years of experience
New Port Richey, FL, 34655

“Tia was great with our dog and provided great updates and photos! We would highly recommend her!”

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Carly F.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$12
per visit
5.0 out of 5 stars
• 8 reviews
20 years of experience
New Port Richey, FL, 34652

“Amazing! My pets loved her. She sent me picture updates and made sure my senior dog took his med.”

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Karina D.
Sitter Profile Image: Diane K.
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Diane K.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
• 160 reviews
34 repeat clients
50 years of experience
Tarpon Springs, FL, 34689

“I always worry when I have to leave Stitch with someone but I know he is in good hands with Diane. He liked her a lot when they first met and played. She is great, reliable and always on time, someone you can trust with your furbaby.”

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Timea F.
Sitter Profile Image: Josie B.
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Josie B.
from
$18
per visit
5.0 out of 5 stars
• 3 reviews
7 years of experience
Trinity, FL, 34655

“Josie wis a great communicator and a thoughtful pet sitter. She made me very comfortable leaving my baby in her care!! Josie is trustworthy & warm. On our first meet & greet my male cat IMMEDIATELY waltzed right up to her like an old friend! Josie was consistent with her care times & again: great communication. Trusted having her in my home & will rebook in the future”

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Amy M.
Sitter Profile Image: Lily B.
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Lily B.
from
$14
per visit
1 repeat client
12 years of experience
New Port Richey, FL, 34655

About: Nice to meet you! I’m Lily, a 19 year old in college who loves animals and has had all kinds of pets my whole life! I’ve been caring for my senior puppy since I was 8 years old and previously worked at a doggy daycare. I have tons of experience with cats as well. I have extensive knowledge on animal behavior and training. I’ve been studying all kinds of animals since I learned to read and I love spending time with my pets and enriching their lives as much as I can! My schedule is super open right now as I’m only doing online college! I’m free to check in with your buddies or petsit long-term pretty much whenever! I have lots of experience dealing with difficult dogs and aggressive behavior from working in doggy daycare. I am a very quiet but friendly person! I am happy to interview with you or chat as much as you need to ensure you feel comfortable with me caring for your pets. I understand that pets are beloved family members and you wouldn’t want to leave them with just anyone.

Sitter Profile Image: Courtney K.
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Courtney K.
from
$18
per visit
5.0 out of 5 stars
• 26 reviews
7 repeat clients
5 years of experience
Holiday, FL, 34691

“Courtney took excellent care of my two cats, Chickie and Lars. Chickie needs daily meds, and Courtney had no problem giving them to her. She sent a picture of Chickie and Lars and let me know they were doing well. I would not hesitate to contact Courtney in the future to take care of my cats when away.”

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Kathleen G.
Sitter Profile Image: Torie M.
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Torie M.
from
$15
per visit
5.0 out of 5 stars
• 41 reviews
7 repeat clients
20 years of experience
Palm Harbor, FL, 34683

“For the first time I had to find someone to watch my pup on a 4 day trip, I couldn’t be happier than finding Torie. From the regular updates with photos and videos to coming home from the trip and finding a very happy dog waiting to greet me, I could tell how well taken care of he was. Torie was on top of communication and was open to requests to make sure my boy was more than adequately cared for. I will 1000% reach out to Torie exclusively for any trips that I take in the future that necessitate a sitter for my dog. Thank you so much Torie!!”

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Will B.
Sitter Profile Image: KRISTINE C.
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KRISTINE C.
from
$14
per visit
10 years of experience
New Port Richey, FL, 34655

About: I am part of the management team for a major pet retailer. I have had my own pets since I was a child. I have also cared for friends and family members pets. Such as walking, playing and just a companion for their pet when they were unable to. I will truly care about your pet as if it were my own this I promise. I have also assisted and facilitated many animal rescues. I currently work a full-time job but I was looking to bring in more income and there's nothing more that I love than being around animals. I work in the evening so I'm available in the mornings. Currently I am not doing anything for my home but I would be glad to come to your home and take care of your pet as if it were my own

Sitter Profile Image: Holly W.
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Holly W.
from
$18
per visit
5.0 out of 5 stars
• 14 reviews
1 repeat client
10 years of experience
Tarpon springs, FL, 34689

“Holly was always very diligent about updating to walks and providing pictures. Her and our puppy got along great. Appreciated the reliable check ins while we were gone. Will definitely seek her out again.”

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Danielle K.
Sitter Profile Image: Maria R.
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Maria R.
from
$19
per visit
16 years of experience
Holiday, FL, 34691

About: i have been taking care of dogs since as long as i can remember and i wouldn’t have it any other way. i have a dog myself and i always give her the best treatment and spoil her and hope I can get the chance to spoil your dogs as well! i am a part time college student and i also have a side job but i have plenty of free time on my hands and would like to make some extra cash on the side and i love animals so this is the perfect job for me. C i have a fenced in backyard so my dog can run around and play outside whenever he wants too but I also spend lots of time walking and taking my dogs places so he can make new friends and explore other places other then our home.

Sitter Profile Image: Aspen & Hayley B.
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Aspen & Hayley B.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Holiday, FL, 34690

“Very communicative and followed all instructions. Thank you!”

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Susan A.
Sitter Profile Image: Liubov P.
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Liubov P.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
45 years of experience
New Port Richey, FL, 34653

About: I truly love pets and have cared for them my whole life. A dog and a cat have always been part of my family and they are my true friends. I will treat your pets with the same love, respect, and devotion as my own. I will do everything I can to make your pets feel safe, comfortable, calm, and surrounded by care, love, and attention. I’m a retired with plenty of time and a genuine love for animals. Whether you need someone to walk your dog, spend time with your cat, or stay with your pets at home, I’ll make sure they feel happy, safe, comfortable, and loved. I may be new to professional pet care, but thanks to my many years of personal experience and genuine love for pets, I strive to create a safe, secure, and calm environment for every pet under my care. I will respect your home and your pet's daily routine and follow all instructions with attention to detail. My priority is to ensure your pets are protected, comfortable, and completely at peace in a clean, stable environment you can trust.

Sitter Profile Image: Riley S.
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Riley S.
from
$20
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
6 years of experience
Tarpon Springs, FL, 34688

About: About Me!🐶🐢💕🐱 Hi everyone! My name is Riley, and I’m a 21 year-old Veterinary Technology student at St. Petersburg College. I’ve been caring for pets for over 6 years, and taking care of animals is truly what I love to do! I also volunteer at Palm Harbor Animal Hospital and Clearwater Marine Aquarium where I continue gaining valuable hands-on experience with animals. 🏡 In Home Pet Sitting I’m happy to care for your pets right in the comfort of their own home! I know being away from their family can be stressful for some pets, so my goal is to keep their routine as normal, comfortable, and fun as possible.💗 ⏰ Flexible Schedule My schedule is pretty flexible, which means I can dedicate plenty of time and attention to your fur babies! I’m happy to work around their routines and make sure they get the care, attention, and companionship they need.

Sitter Profile Image: Ashley S.
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Ashley S.
from
$40
per visit
5.0 out of 5 stars
• 4 reviews
25 years of experience
Holiday, FL, 34691

About: Hi there everyone! I am Ashley a New York horse farm transplant that left 9 horses and 2 dogs to start a life a down here. I have been around animals since I was a child. I went to horse shows as a groom and have always had dogs, cats, horses etc. I’m experienced with large and small breeds along with special needs as well. I went to school for equine science and also took vet courses in between all that. I know when you go away you want to leave your “family member” with someone that cares and you don’t have to worry and I can be that person for you! I realize that each pet has their own needs and I can certainly pay attention and give each everyone of them what they need. I currently work from home during the day, however I have the ability to flex schedules. I am available in the mornings and evenings both before or after my shift as well as during the day. I have two dogs and my younger dog has a little too much energy for her sister. He loves other animals and people! He is always looking to make new friends.

Sitter Profile Image: Holi-Nicol R.
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Holi-Nicol R.
from
$25
per visit
5.0 out of 5 stars
• 30 reviews
7 repeat clients
12 years of experience
Tarpon Springs, FL, 34689

“Holi-Nicol did an excellent job caring for our two kitties. She sent an update with pictures during each visit. We didn't have a worry or concern the entire time we were away knowing they were in good hands. This was our first time using Rover and were pleased with how easy it is to use. We will definitely use Rover again and highly recommend Holi-Nicole to care for your special family members.”

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james m m.
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The median cost per visit for dog sitting in Holiday is $20

Dog parents share their Rover experiences - Holiday

1 / 1
5.0 out of 5 stars

Katherine and Chris were amazing! Our Matilda is really shy with anyone new, but she warmed to them in no time—we are super thankful for their patience! We will all look forward again to taking care of Matilda!! Thank you both!! 😍

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

Karina is very reliable and communicates with cute pictures every visit. She and Gus are good friends.

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

Christina is the best. She works with my foster, Mystic - lovingly known as Ms. Chief... get it? Mischief! This sweet, but timid and scared, rescue pup has come out of her shell and made great progress. Christina is punctual, gives feedback on every visit, and captures special moments in photographs. And Ms. Chief loves her! Thank you Christie!

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

Kyla is phenomenal. She's quick to respond and is thorough and thoughtful with her responses. Incredibly sweet and our animals love her! She has the best Rover cards and getting pictures of my animals throughout the day from her visits are the best! 10/10, best Rover experience. Kyla is who you want to watch your pets!

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

Gregory did an amazing job taking care of my dogs and even helped reaffirming recent training my puppy received by sticking to the commands for him

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

Ashley is the only person I trust with my animals. She is so reliable, sweet, and loves them like her own. I am also so thankful that she accommodated my last minute request!

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

Julleyka was amazing! Came up clutch for me in a tight spot with very late notice. Julleyka went above & beyond, not to mention my chocolate lab Max adored Julleyka. J also helped water herbs & collect mail. Would highly recommend!

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phil w.
Drop-In Visits
5.0 out of 5 stars

Alex did a great job with my “kids” The doors to the house were locked … all 4 he would have used. The two water bowls were full and clean (no days of residue in the bottom ) Their dishes were clean and ready for the next meal . The cats litter boxes clean. For me it was having a stranger in my home that I was most concerned with… Alex came in, attended to the kids promptly, sent communication when needed and left the house. I am very pleased will use Alex in the future ☺️

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

Lindsay was fantastic with Indie, Francine, and Pearl. She was punctual, attentive to each dog’s individual needs, and went above and beyond—cleaning up messes and making sure everyone was comfortable. We appreciated the personalized care and will definitely be using her again. Highly recommended.

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

Christy is so amazing with our Ranger! He looks forward to her visits! She takes the best care of him!!!

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

I can't say enough positive things about Angela. She was able to accommodate my last minute trip. She kept in contact throughout the day, provided adorable updates and pictures. Even though I was out of town, I felt my animals were in good hands, and I had peace of mind. I'm actually looking forward to going out of town again because I know my babies will be well taken care of. Thank you Angela!! I appreciate you!

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

Summer did an amazing job! She was very detailed, communicated very well and was very thoughtful! I will definitely request her service again.

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

Kristi was incredible. Our pups were a little shy initially, so it was a bit of a struggle for Kristi, but she was able to win them over. They were playing and happy by the end of the session. She is also very reliable and responsive. Thank you!

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Catherine R.
Drop-In Visits
5.0 out of 5 stars

We have been using Alicia for a few months now about once a month and she is fantastic. We feel we do not have to worry about our boys when she is on duty.

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

Jillian is amazing with my senior dog! She’s getting older and doesn’t like everyone but loved Jillian. Jillian even went above and beyond to tell me the neighbors had a cat stuck in their basement, she’s a true animal lover and good person!

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

Andrea was super with my dogs. One is a difficult combo of high anxiety, fear of people, and high energy, and she warmed up to Andrea really quickly and wanted to play with her.

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Amy M.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Holiday

Select a filter and find qualifying sitters offering dog sitting.

Sitters in Holiday average 6
repeat dog sitting clients

FAQs for Dog Sitting - Holiday

Frequently asked questions about Rover

The average cost for Dog Sitting in Holiday on Rover is $19.97 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 5,984 sitters on Rover offering Dog Sitting across Holiday. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Holiday stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Holiday 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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

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 Holiday 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 Holiday. On Rover:

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 97% 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 calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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