Dog Sitting in Holiday

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

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Top rated Holiday dog sitters

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: Erin B.
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Erin B.
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: 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: Christy C.
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Christy C.
from
$25
per visit
5.0 out of 5 stars
28 reviews
6 repeat clients
25 years of experience
Palm Harbor, FL, 34685

Christy is the absolute best pet sitter!!!! Our dog loves her! She is great at communicating which helps us relax while we are away. We know Ranger is in great hands!!! 1000000% recommend her!!!

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Marie B.
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: 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.

Sitter Profile Image: Alexis P.
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Alexis P.
from
$18
per visit
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Holiday, FL, 34691

Alexis is Fantastic! She has been able yo accommodate my schedule needs which is always appreciated. My pup is Always calm and chill when I return, which definitely puts me at ease when I am away.

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Sandi B.
Sitter Profile Image: Tyranique G.
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Tyranique G.
from
$15
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Baymeadows, Holiday, FL, 34691

About: I have cared for all size dogs for about 5 and a half years. I’ve adopted dogs for the day and cared for neighbors dogs. I have all the free time in the world now that I am home from college. My availability is very flexible and can be easily adjusted. I never touch things that are not mine and that have not been specified that I can touch. If a mess is made, it is instantly cleaned.

Sitter Profile Image: Alexis B.
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Alexis B.
from
$20
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
29 years of experience
Holiday, FL, 34691

Alexis and her Mom Debbie were so gracious to meet at our home prior to taking care of our dogs. They are both so sweet and caring. They took to our dogs very quickly and made us feel comfortable with them caring for them. Debbie did a great job of taking care of our dogs needs, checked in with us, took photos of them and provided feedback. She really was everything we hoped for! Will definitely book again!

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Jennifer D.
Sitter Profile Image: Cassie L.
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Cassie L.
from
$18
per visit
5.0 out of 5 stars
11 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: Kayla J.
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Kayla J.
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
10 years of experience
New Port Richey, FL, 34655

My cats loved Kayla even though they hate everyone ? thank you for taking such great care of my babies!

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Natalie H.
Sitter Profile Image: Hannah E.
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Hannah E.
from
$20
per visit
4 years of experience
Tarpon Springs, FL, 34689

About: I have had a dog of my own my family has 2 dogs each! I’ve watch several people animals and wouldn’t mind to do it again as a side gig! We officially added our own furry animal to our life he’s a Lhasa apso named Charlie! I’m looking to go back to school and i need a side gig to make extra cash and this would be a hobby rather work! Give me a good life balance on top of being a mama! I live in an apartment but would have no issue going for a mile walk to let the fur babies play! As well and play with them in my home!

Sitter Profile Image: Jeily C.
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Jeily C.
from
$14
per visit
5.0 out of 5 stars
6 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: Claire F.
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Claire F.
from
$15
per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
6 years of experience
Palm Harbor, FL, 34684

Claire is fantastic and I would gladly book her again!

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Morgan A.
Sitter Profile Image: Elizabeth P.
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Elizabeth P.
from
$10
per visit
5 years of experience
New Port Richey, FL, 34655

About: I have had dogs my entire life and have experience caring for both puppies and senior dogs. I am comfortable with all stages of a dog’s life, from high-energy younger dogs that need structure and attention to older dogs that require more patience and gentle care. I also have experience administering medication and following specific care instructions, so I understand the importance of consistency and attention to detail when it comes to a pet’s health and routine. I have cared for dogs in a variety of settings and am confident handling different temperaments, energy levels, and needs. I am reliable, attentive, and genuinely enjoy spending time with animals, which allows me to build trust quickly with both pets and their owners. My goal is always to make sure each dog feels safe, comfortable, and well cared for. Pet care fits naturally into my summer routine, as I have a flexible schedule and am available throughout the day for walks, drop-ins, and consistent care based on each dog’s needs. At this time, I focus on caring for pets in their own home, as I believe it helps them feel most comfortable and secure in a familiar environment. When caring for dogs, I prioritize safety, routine, and trust. I make sure to follow each owner’s specific instructions closely, whether that involves walking schedules, feeding, or any special care needs. I aim to create a calm, reliable experience so both pets and their owners feel confident and at ease.

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: Morgan M.
Verified Enhanced Background Check
Morgan M.
from
$20
per visit
5.0 out of 5 stars
61 reviews
16 repeat clients
8 years of experience
New Port Richey, FL, 34653

I was a little nervous giving my house keys to a stranger but Morgan reminded me of one of my kids and helped me relax for my trip. She did a great job with my babies and I would use her again in a heart beat. Thanks Morgan.

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P. A.
Sitter Profile Image: Breanne B.
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Breanne B.
from
$20
per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
27 years of experience
New Port Richey, FL, 34652

Breeze was great…she provided photos daily so that we knew Pumpkin warmed right up to her! Will definitely use her again in the future!

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Valerie D.
Sitter Profile Image: Carys R.
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Carys R.
from
$15
per visit
5 years of experience
New Port Richey, FL, 34652

About: Hey!! I am a college student home for the summer and a lifelong dog lover. I have grown up taking care of pets of all sizes and personalities. I am comfortable with walks, feeding routines, playtime, and medications. As a collegiate athlete, I keep them active and busy while paying attention to routines and communication! You can expect regular updates, photos, and dependable care while you’re away! I am available Monday-Friday by appointment just reach out and I will let you know my availability! I am not doing much this summer so I will be most likely free :) I have a fenced yard and take my dog on walks, play fetch, and feed all day long! He is very active and so am I so we are always doing something!

Sitter Profile Image: Ashley S.
Verified Enhanced Background Check
Ashley S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Trinity, FL, 34655

Ashely is amazing. She truly cares about the pets she looks after and makes sure they eat and are okay before she leaves. She even fed them an extra day when my flight got cancelled! I will definitely be using her again

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Taylor H.
Sitter Profile Image: Jo F.
Verified Background Check
Jo F.
from
$18
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
20 years of experience
Holiday, FL, 34690

Jo F. Has been consistently available and friendly. Visits always include photos, and Jo has been quick to communicate any issues (like a tricky patio lock). I will have Jo take care of my cats as long as they are willing.

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Marcia H.
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Holiday dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Katherine and Chris gave us peace of mind on our last minute trip out of state. They are trustworthy and great with updates!

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Rachael K.
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

Ashley took great care of Daisy and followed my instruction perfectly. She sent lots of photos. I will definitely be using her services again.

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Adrienne 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

Christina came over almost right away, pausing her day, just to sit on the couch with my Zoey for 30 minutes while I return my rental car. She had a small surgery today and has an open wound and I didn't want to leave her alone. Thanks so much, Christina!! You're a life saver, two days in a row.

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Tyler B.
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

Alex is amazing with our puppies. They took to him right away. He is also very patient with our special needs dog. He’s prompt and punctual for all visits.

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Lisa O.
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
5.0 out of 5 stars

Loved seeing the pictures that were sent everytime Julleyka made her visit. The furkids had smiles on every time!

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

We are so happy with Cassie and can fully relax, trusting that our pups are receiving the best care while we are away!

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Lacy S.
Drop-In Visits
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  1. 1. Search

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  3. 3. Book & Pay

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

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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Holiday dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Holiday.

Rover makes it easy to find Holiday dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.