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: Osvaldo P.
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Osvaldo P.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
15 reviews
11 repeat clients
34 years of experience
Spring Hill, FL, 34610

I really can’t thank Osvaldo enough for being available and so kind when it came to checking in on my cats. I frequently have to travel and it’s hard to get people to stop by. It really gave me peace of mind that Osvaldo was so responsive and helpful. I will be booking him every chance I get and recommend you do too!

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Daniel F.
Sitter Profile Image: Taylor B.
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Taylor B.
from
$25
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
New port Richey, FL, 34653

About: What makes me stand out as a pet sitter is my dedication to personalized care and my deep understanding of each pet’s unique needs. Unlike others, I offer tailored attention, ensuring every pet feels comfortable and loved. My extensive experience, reliability, and commitment to creating a safe and comforting environment set me apart. I go above and beyond to provide exceptional care, giving you confidence and peace of mind while you’re away. As a work-from-home professional, pet care seamlessly fits into my daily and weekly routine. Being home allows me to provide constant attention, timely feedings, and regular playtime for pets. My flexible schedule ensures I can cater to each pet’s needs throughout the day, offering a comforting and engaging environment. This setup allows me to be highly responsive and attentive, ensuring pets receive the best care possible. We will go on walks in the morning, lunch, and evenings (being mindful of the heat on their feet’s!) In my home, I provide a safe and cozy environment for pets, with a consistent routine for feeding, playtime, and exercise. I offer personalized attention and keep everything clean and hazard-free. I’m also prepared for emergencies to ensure your pet’s well-being at all times.

Sitter Profile Image: Madison L.
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Madison L.
from
$17
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
10 years of experience
New Port Richey, FL, 34655

About: My family and I have been fostering dogs for over 10 years. I am a HUGE animal lover and literally treat them like my child haha! I’m actually wanting to start my own pet business one day and figured I should get as much experience as possible! I do currently have a part time job but am home after 2pm with the rest of my day available. After that timeframe, I’m more than happy to take your pets out every 0-2 hours to use the restroom and also play with them at least once a day I’m located in a golf course neighborhood with a patio. The area is definitely big enough to take long walks around the neighborhood so that they can burn some energy! I have experience with unfriendly animals as well and are able to take care of them regardless of how they act

Sitter Profile Image: Janicia V.
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Janicia V.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
89 reviews
17 repeat clients
3 years of experience
Hudson, FL, 34669

As a first time Cat owner, we were very concerned about the welfare both physically and emotionally with having to leave our cat for a few days alone to attend a family function. We were fortunate enough to have found Janicia on this Rover app. We found Janicia to be a very caring, compassionate and genuinely concerned sitter who who took excellent, care of Peaches {the cat}; taking care of her physical needs as well as her need to be shown a bit of personal, one on one attention. Janicia provided all of the above. We heartily, without reservation, recommend Janicia to any one looking for a warm, friendly and genuinely attentive cat sitter !

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John C.
Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
209 reviews
55 repeat clients
10 years of experience
Hudson, FL, 34667

Sam cares so much for our dogs. She noticed one had some “yuckies” under his arm. So when she came back, she brought wipes and coconut oil. So thoughtful! Terrific service!

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Dee D.
Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
88 reviews
31 repeat clients
50 years of experience
Clearwater, FL, 33764

Linda is always so flexible with being able to walk my dog at the last minute. She is very communicative and makes me feel comfortable when I have a day of plans and cannot take my dog out ❤️

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Samantha S.
Sitter Profile Image: Gregory M.
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Gregory M.
from
$15
per visit
5.0 out of 5 stars
4 reviews
45 years of experience
New Port Richey, FL, 34653

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.
Sitter Profile Image: Hailey C.
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Hailey C.
from
$20
per visit
5.0 out of 5 stars
23 reviews
11 repeat clients
10 years of experience
New Port Richey, FL, 34653

We love Haily and so does Brady. She responds quickly to changes and questions and is incredibly reliable. Most importantly, our pup seems to love her.

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Mary M.
Sitter Profile Image: Porchia M.
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Porchia M.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
New Port Richey, FL, 34655

About: I have worked in pet care doing daycare, boarding, and training for dogs of all sizes and ages. I have pet CPR certification and have worked alongside medical giving medications and subcutaneous injections. I currently work at the Humane Society working with dogs, cats, rabbits, and guinea pigs. I’m comfortable with animal animal - any size, any age! I currently work Wednesday - Sunday full time, so my availability during those days is based on specific requests. Mondays and Tuesdays I am available anytime. I have a fully fenced in yard at my home. I have also done over 6 years working as a dog trainer, and I am very comfortable walking any dog on leash. I am fear free certified through the Humane Society, so you can guarantee your pet is in good hands!

Sitter Profile Image: Stephanie S.
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Stephanie S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
5 years of experience
Odessa, FL, 33556

Stephanie was amazing 10⭐️. I could tell the second I met her or even communicated through messaging, that she loved animals. After the meet and greet, I totally felt at ease leaving my dog 🐶 in her hands. Don’t second guess who to go with, definitely go with Stephanie. Im newer to the area and Stephanie is for sure my new go to for all my animal help😁🥳 BIG THANK YOU STEPHANIE🤩

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George W.
Sitter Profile Image: Diane K.
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Diane K.
Star Sitter
from
$20
per visit
4.9 out of 5 stars
160 reviews
34 repeat clients
50 years of experience
Tarpon Springs, FL, 34689

Diane was very attentive to our pups while we were on vacation and we couldn’t be happier with how it went - our pups seemed to love her. She is very communicative on how each drop in went with visit reports and photos. We highly recommend her to anyone looking for someone to pet sit. Her sweet and loving demeanor makes it easy for any nervous puppy to feel more comfortable.

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Kelsey K.
Sitter Profile Image: Stephanie S.
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Stephanie S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
26 reviews
13 repeat clients
30 years of experience
Lutz, FL, 33549

Stephanie is top notch! I highly recommend her for anyone needing a very responsible and caring pet sitter. She went the extra mile in every way. I was able to relax and enjoy my getaway without any worries. Stephanie kept me up to date on each visit with lots of pictures and the Rover Card details. When I returned every thing was immaculate and my fur babies were so well taken care of! Thank you Stephanie for the extra attention and caring so much!

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Elizabeth F.
Sitter Profile Image: Aldyn S.
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Aldyn S.
from
$25
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Trinity, FL, 34655

I had to leave my two dogs and one cat for a small, weekend trip a couple hours away, so finding someone who could watch them was stressful. I live with my grandmother who watched all three animals in the evening, so I just needed someone to drop-in and quickly let them out. I read Aldyn’s bio and thought that she sounded pretty qualified, so I scheduled a meet and greet and couldn’t have been more thrilled and confidant afterwards. Once I left for the trip, I was in constant communication with Aldyn. She was very communicative and forward with me, which I greatly appreciated. She provided my babies with the best care out there, which relieved a lot of stress for me. Knowing that she was there providing my babies with excellent love and care, even if it was just for a drop-in visit, was awesome. Aldyn was also extremely understanding my situation and was very accepting. I appreciated that very much. I highly recommend Aldyn for any type of service you may require! She is truly exceptional!

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Carson C.
Sitter Profile Image: Sierra T.
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Sierra T.
from
$20
per visit
5.0 out of 5 stars
47 reviews
5 repeat clients
12 years of experience
Tarpon Springs, FL, 34689

This was my 2nd booking with Sierra and both times she has been excellent with my babies ! Appreciate her photos and detailed notes about everything. Can’t wait to book again!

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Eric M.
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: Kelli & Victoria B.
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Kelli & Victoria B.
from
$28
per visit
5.0 out of 5 stars
99 reviews
29 repeat clients
23 years of experience
New port richey, FL, 34654

Kelli was amazing, great communication, sent pics, was very specific with potty breaks and feeding times! 10/10, can’t wait to have her watch our pup again.

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Josh W.
Sitter Profile Image: Kallie P.
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Kallie P.
from
$16
per visit
5.0 out of 5 stars
52 reviews
24 repeat clients
13 years of experience
Clearwater, FL, 33760

Kallie came by several times a day to check in on our dogs while we were out of town. She fed them, walked them, and played with them. She kept us updated the entire time and sent pictures during her visits, which we always looked forward to. When we came home it was clear they were happy and well taken care of. We would definitely use her again! Thank you!! 😊

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Madison F.
Sitter Profile Image: Devin J.
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Devin J.
from
$30
per visit
1 year of experience
Palm Harbor, FL, 34683

About: I have worked professionally with large and small breed animals. Animals warm up to me quickly and we become good friends. Safety is always a priority. I am certified through IAP Career College for pet sitting. I am flexible depending on location. I prefer to work with you on weekends. I live in North Pinellas County and I would like to stay in that area. I have a large breed dog I care for. I walk him twice a day. I feed, bath, administer medication, and take him to the vet

Sitter Profile Image: Grace I.
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Grace I.
from
$20
per visit
5.0 out of 5 stars
10 reviews
1 repeat client
5 years of experience
Holiday, FL, 34691

About: "I've taken care of dogs of every kind. Neighbors, friends and family have relied on me to walk, feed and bathe their pets. English and Spanish I am currently work 4 hours out home. I am with pets all the time. I give walks and keep the pets busy. Thank you I have a large backyard where our pets can enjoy. hot times air conditioning 24/7. I am very loving your dog will be very. in care

Sitter Profile Image: Tatiana S.
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Tatiana S.
from
$20
per visit
10 years of experience
Palm Harbor, FL, 34683

About: I’ve been around and taken care of dogs my entire life whether that be feeding, playing, going on walks, overnight stays or just keeping them company friends and family have trusted me for years with their dogs. I currently have two dogs but I grew up with four, I also have experience with puppies and seniors and love every kind of dog there is! I’m currently working part time primarily in the morning so I have availability mon-fri from 12pm-9pm as well as some weekend availability just depending on my schedule. I’ve worked with every kind of dog and take safety very seriously and will ensure your dogs are getting the best care with me at all times.

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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 are absolutely amazing. They are extremely kind, attentive, communicative, and caring. My 2 fur babies Soji and Rocky loved the Care that they received. I will definitely use them again and recommend them to anyone.

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Tamara T.
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

Christine is an all star sitter!! I see from the photos that she sends and from her documentation of the visit that she truly cares for my critters!! As since I foster, the crew changes when they are adopted. She is sure that they get exercise and love. Thank you Christie!

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Carol M.
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

Karina is kind and reliable. She visits my friend Gus. She sends me pictures of their time together. She answers all text messages promptly. I have such peace of mind knowing she is providing fun,treats and bathroom breaks while I'm working. Thank you Karina!

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Ann 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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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 Drop-In Visits - 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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