Dog Sitting Holiday

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

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Over 168
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: Tia F.
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Tia F.
from
$16
per visit
4.6 out of 5 stars
14 reviews
5 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: Jenna K.
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Jenna K.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
33 reviews
10 repeat clients
4 years of experience
Tarpon Springs, FL, 34689

Jenna has been amazing caring for our pets. Great communicator, very thorough and the pets adore her. We love to see the photos she sends during visits and they look so happy. highly recommended.

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Mike M.
Sitter Profile Image: Ashley S.
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Ashley S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
21 reviews
5 repeat clients
10 years of experience
Trinity, FL, 34655

We were very happy with Ashley's service. She arrived timely at the twice a day visits and we looked forward to our daily notes and pictures. The cats obviously enjoyed her visits as well.

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Melissa C.
Sitter Profile Image: Jillian F.
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Jillian F.
from
$15
per visit
5.0 out of 5 stars
12 reviews
9 repeat clients
12 years of experience
Tarpon Springs, FL, 34688

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.
Sitter Profile Image: Cassie L.
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Cassie L.
from
$18
per visit
5.0 out of 5 stars
14 reviews
2 repeat clients
14 years of experience
New Port Richey, FL, 34652

Cassie always makes sure to find my cat and take a picture of him to send to me. He often hides under a bed, but she finds him. I truly appreciate the extra effort Cassie gives. I would definitely recommend her and rate her 5 stars!!

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Karla C.
Sitter Profile Image: Erin B.
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Erin B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
30 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: Claire F.
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Claire F.
from
$15
per visit
5.0 out of 5 stars
10 reviews
2 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Claire was amazing! She was very sweet and professional when taking care of my 2 huskies! She provided feedback and pictures when she let them out! She is highly dependable and we will 100% use her again!!! Thank you Claire for taking care of my crazy fluffballs!!!

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Kendal K.
Sitter Profile Image: Andrea H.
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Andrea H.
from
$19
per visit
5.0 out of 5 stars
46 reviews
16 repeat clients
6 years of experience
Port Richey, FL, 34668

She was super respectful of our space and the care instructions for Pickle! Andrea communicated very well and very frequently and took very cute pictures

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Kaia B.
Sitter Profile Image: Aldyn S.
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Aldyn S.
from
$20
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: Lydia D.
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Lydia D.
from
$18
per visit
5.0 out of 5 stars
5 reviews
30 years of experience
Tarpon Springs, FL, 34688

About: I have had dogs and cats all my life and will bring the same level of love, comfort and care to your know fur babies. I'm recently retired so I have free time for your fur baby. I'm available for daytime check-ins, walks, overnights at client homes, etc, and even weekends if needed. I only take 1 client at a time to focus all my attention on. I'm able to watch your dog or cat in my home or yours. My home has a fully fenced yard as well. I have years of experience sitting for friends/family.

Sitter Profile Image: Jessica M.
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Jessica M.
from
$15
per visit
5.0 out of 5 stars
32 reviews
8 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: Despoina P.
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Despoina P.
from
$15
per visit
10 years of experience
Tarpon Springs, FL, 34689

About: I’ve been caring for pets for friends, family, and neighbors for several years. My experiences includes dog walking and pet sitting for dogs of all breeds and sizes, as well as caring for a variety of different animals. I understand that every pet has their own personality and routine, and I take the time to make them comfortable! Before 8:00am, After 5:00pm on weekdays. Anytime on weekends, I’m extremely flexible in my free time when i’m not at my 9-5! I have a fully fenced in and gated front and back yard. I own multiple toys and treats if the owner allows, if not I will always listen to directed diets!

Sitter Profile Image: Angelina T.
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Angelina T.
from
$15
per visit
5.0 out of 5 stars
4 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: Kyla B.
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Kyla B.
from
$20
per visit
5.0 out of 5 stars
1 review
4 years of experience
Tarpon Springs, FL, 34689

Kyla took care of my cats, the cats love her and we too 🥰❤️ she is the best

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Daniella R.
Sitter Profile Image: Zack A.
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Zack A.
from
$15
per visit
5 years of experience
Holiday, FL, 34691

About: I’ve had dogs in the family since a little kid. I truly love dogs and went to spend as much time as I can with them I’m currently in school only 2 days for 3 hours. So that leaves plenty of time to go on walks, play at the park, and go to the beach I have a fenced in yard and I have 2 friendly dogs myself to keep your dog company. But if your dog isn’t friendly we can keep them separate in the house

Sitter Profile Image: Shannon A.
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Shannon A.
from
$20
per visit
5.0 out of 5 stars
2 reviews
40 years of experience
New Port Richey, FL, 34655

About: I have a always had a dog since I was a child. I have experience with giving meds including insulin shots. I have a fenced backyard to play in. I have two small dogs to play with. Or, I can stay in your home. I also visit nursing homes with my two little doggies. I am a teacher who is home for the summer. I have two small dogs, a cat, and a fenced backyard. I can also stay overnight at your house if needed for your pets comfort. Or I can drop in to feed and play with them. No children in the house. Non smoker. I have a fenced backyard in a nice neighborhood. We can go for walks and car rides. No children in the house and non smoker. I have two little dogs to play with and an 18 y/o cat who keeps to herself.

Sitter Profile Image: Megan H.
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Megan H.
from
$15
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
7 years of experience
new port richey, FL, 34655

Great sitter. Came for meet and greet ahead of trip and had great communication. My dog was stressed after being left behind but Megan was beyond patient and made sure she was cared for. Will definitely rebook with Megan in the future.

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Christopher F.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$12
per visit
5 years of experience
Holiday, FL, 34690

About: I have taken care of pets since I was 10. I have watched pets for people I babysit for, my neighbor's pets, and my friends. I have always taken care of them well, by giving them plenty of attention and keeping their owners updated on how the pets are doing. I currently work remotely, so I am very flexible to fit your schedule for your pets! I typically walk my own dog early in the morning before logging on, and hang out with my pets throughout the day. I live in a house with one dog and one cat, so I prefer not to host in my own home, but am comfortable house sitting for various animals. I will take care of your pets like they’re my own!

Sitter Profile Image: Jeily C.
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Jeily C.
from
$14
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Holiday, FL, 34691

About: I am very kind with them i think animals are part of my family, i have dogs in my country long time ago chihuahuas and Germán shepper I am available all days also on weekends I live in a nice médium apartment with large green áreas around, I have a birds as pets I have two kids that love animals, i have also a big crate also i have a médium balcony and big living room for pets

Sitter Profile Image: Sierra R.
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Sierra R.
from
$20
per visit
20 years of experience
Holiday, FL, 34690

About: I have a wide range of expertise. I’ve taken care of dogs, cats, small mammals (Guinea pigs, rats, hamsters, etc.), and even birds. I also work in the veterinary field. I currently work full time at a veterinary office but love taking care of animals outside of work as well. I am home in the morning during the week and home in the afternoons on weekends. I have a fenced in yard, a dog and cat at home, and small children that will definitely keep your babies occupied! I am also able to accommodate special diets/restrictions and medications.

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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

They were fantastic. I would recommend them to anyone. I was nervous about leaving my dog alone as this was the first time. They did a meet-and-greet and our lovely people I felt totally confident. They showed up on time sent pictures and left notes. Brought in my packages for me and took good care of my dog while I was gone.. thank you both for the lovely work you do. God bless

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

We cannot say enough wonderful things about our experience! From the very beginning, she went above and beyond. She came to our home a few days before our trip for a meet-and-greet, and within minutes we knew we had found someone special. She was incredibly personable, kind, and so natural with both our kids and our dog. It instantly put us at ease knowing Stella would be in such caring hands. Throughout our entire week away, she kept us updated with detailed messages and so many adorable pictures after every walk and visit. It made being away from our girl so much easier because we always knew exactly how she was doing. Unfortunately, Stella got sick while we were out of town, and that’s when she truly exceeded every expectation. She immediately stepped in, took Stella to the veterinarian, made sure she got the medication she needed, and checked on her far more often than what we had originally booked. She treated Stella like she was her own dog, and we will never forget the care, compassion, and dedication she showed during such a stressful situation. Even after we returned home, she reached out to check on Stella and make sure she was feeling better. That level of kindness and genuine concern is so rare to find. She is trustworthy, reliable, compassionate, and simply incredible at what she does. We have complete peace of mind knowing Stella is with her, and there is absolutely no one else we would rather have care for our dog. We will be booking with her for every future vacation, and we recommend her wholeheartedly to anyone looking for someone who will love and care for their pets as if they were her own. Thank you for everything—you are truly one of a kind!

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anna e.
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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Popular requests for dog sitting - Holiday

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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 $19.34 per visit (as of August 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 August 2026, there are 5,886 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:

  • 90% 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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