Dog Boarding Holiday

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Over 809
pet parents in Holiday have booked dog boarding

Holiday, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
451 reviews
119 repeat clients
18 years of experience
Dunedin, FL, 34698

Lunna was well taken care of and had a great time. They were always keeping us updated of Lunna’s activities with pictures and videos. Highly recommended and looking forward using their services again with our dog.

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George P.
Sitter Profile Image: Janel & Jeffrey & Olivia B.
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Janel & Jeffrey & Olivia B.
Star Sitter
from
$41
per night
5.0 out of 5 stars
80 reviews
20 repeat clients
40 years of experience
New Port Richey, FL, 34655

Janel & Jeff treated our dog, Argo, as if he was their own. They gave him lots of attention, playtime and sustenance. We enjoyed daily pictures and videos showing how happy and healthy his stay was. Janel & Jeff truly care and are highly recommended for your fur baby.

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Beth F.
Sitter Profile Image: Clary R.
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Clary R.
from
$38
per night
5.0 out of 5 stars
258 reviews
71 repeat clients
10 years of experience
Holiday, FL, 34691

Clary was an amazing sitter for my pup. She took great care and communicated with me every day. My pup will definitely be going to back to Clary if we ever need a sitter.

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RockingWith_A.P C.
Sitter Profile Image: Giovanni T.
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Giovanni T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
300 reviews
119 repeat clients
5 years of experience
LUTZ, FL, 33558

We had the pleasure of having Giovanni as our dog sitter for Sunny and Sky, and we couldn't be happier with the experience! From the moment we dropped off our pups, Giovanni was attentive and professional. He kept us updated throughout the day, sending consistent pictures and videos that showed Sunny and Sky having a great time. It was clear that Giovanni genuinely cared for our dogs, as they seemed relaxed and happy in his company. His communication made our time away much more enjoyable, knowing our furry friends were in good hands. We highly recommend Giovanni to anyone looking for a reliable and caring dog sitter. We'll definitely be reaching out to him for future pet-sitting needs! Thank you, Giovanni!

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Marie V.
Sitter Profile Image: Janet W.
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Janet W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
360 reviews
166 repeat clients
27 years of experience
Tampa, FL, 33624

Janet sent me a picture of my baby, Soul, every day I was gone. I missed Soul so much but the pictures helped. I would definitely have Janet take care of Soul again and would recommend her.

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Julie P.
Sitter Profile Image: Trevor L.
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Trevor L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
258 reviews
97 repeat clients
30 years of experience
Tampa, FL, 33613

Buddy loves to go to Trevor‘s house. He’s very happy there and I wouldn’t take him anywhere else now he has a very nice set up very clean. You can tell that he really cares. Can’t ask for more than that. His attention to detail is amazing.

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Pookie B.
Sitter Profile Image: Daniel & Jessica B.
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Daniel & Jessica B.
from
$36
per night
5.0 out of 5 stars
201 reviews
87 repeat clients
4 years of experience
Land O Lakes, FL, 34639

Daniel and the kids are the best. It was my dog first time staying with him. He came home happy and not stressed. I would most definitely leave my dog with Daniel again and recommend him to anyone that needs a dog sitter.

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Srinath D.
Sitter Profile Image: Matt V.
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Matt V.
Star Sitter
from
$40
per night
5.0 out of 5 stars
614 reviews
245 repeat clients
10 years of experience
Courier City, Tampa, FL, 33609

Matt was amazing!! Took great care of our baby and was so flexible with us needing 2 extra days due to the hurricane that closed the airport. We highly recommend him for your next boarding experience and will definitely use him again?

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Jen G.
Sitter Profile Image: Anne H.
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Anne H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
20 years of experience
HOLIDAY, FL, 34690

Anne did a great job of taking care of my 14 y/o baby. Messaged me at least daily to let me know how he was doing. Appreciate that she was willing to take him on being that he is larger than she normally accepts. Thanks Anne😊

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Bonnie H.
Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$42
per night
4.9 out of 5 stars
158 reviews
49 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

Jen has a home that is great for dogs. And my pet had a blast playing with the other dogs at her residence. Jen is obviously a dog person and took great care with my dog Lucy. I will not hesitate to leave her with Jen in the future.

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Scott M.
Sitter Profile Image: Laura M.
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Laura M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
312 reviews
137 repeat clients
15 years of experience
Hudson, FL, 34669

Piper had a wonderful time with Laura and her family. She has a wonderful fenced in yard that my pup loved to be able to run free. I could tell she didn’t want to leave, and came home exhausted (and better behaved). Laura was patient with puppy behaviors. Will definitely use her again!

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Kasey W.
Sitter Profile Image: Cece S.
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Cece S.
Star Sitter
from
$42
per night
5.0 out of 5 stars
158 reviews
37 repeat clients
25 years of experience
Forest Hills, Tampa, FL, 33612

Cece is one of the very few people I am willing to leave my pup Cash with. She treats him like one of her own and he has a blast with her pups and fenced in back yard!! She sends consistent updates, and I never have to worry about him when he is with her!

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Cristina P.
Sitter Profile Image: Heather S.
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Heather S.
Star Sitter
from
$59
per night
5.0 out of 5 stars
297 reviews
90 repeat clients
20 years of experience
Tampa, FL, 33626

I am so glad that I found Heather! She was so accommodating of a last minute change, so great at sending photos and communicating with me the whole stay. I got tons of photos and updated! I could tell my little guy had the best time and I wouldn't hesitate to recommend Heather or book her again. Thank you again!!

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Hannah S.
Sitter Profile Image: Jennifer T.
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Jennifer T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
59 reviews
18 repeat clients
23 years of experience
Trinity, FL, 34655

Vinny enjoys his “second family” very much. He is taken care of like he is there own. The care Jennifer and family provide my Vinny is always exceeded expectations

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Robert K.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
207 reviews
52 repeat clients
15 years of experience
Holiday, FL, 34691

We are just so happy that we chose Ashley to leave our Golden and our American Bully with during this trip. We were kept updated with lots of frequent pictures and notes and we felt like we were with our dogs even while traveling. They were so happy they loved her and we would definitely use her again!

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Gigi D.
Sitter Profile Image: Patricia R.
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Patricia R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
283 reviews
160 repeat clients
5 years of experience
Tampa, FL, 33624

I am in love with the setup she has as her house for the dogs! The all the rooms have the air conditioning pumping and the dogs get to just play all day long. They had a wonderful time and I was sent videos every day. I even noticed inside her home she had a large tv with a video feed of what the dogs are doing! Will definitely rebook

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Lindsey W.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
32 reviews
5 repeat clients
17 years of experience
Holiday, FL, 34690

This was the first time I have ever had to leave our puppy girl with someone else so of course I had anxiety over it. Lindsay and her family were absolutely wonderful. From updates and pictures I was so at ease that my baby girl was in great hands. I will definitely use her again for a puppy sitter.

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Christina T.
Sitter Profile Image: Kristen S.
Verified Background Check
Kristen S.
Star Sitter
from
$25
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
15 years of experience
Dunedin, FL, 34698

Kristen was most accommodating to my last minute requirement for a pup sitter. She was very communicative and sent me pics of my pup throughout her 2 day stay. I got delayed due to construction and rain so I ran late getting back. Kristen was most understanding as I kept in contact to keep her apprised of my ETA. My pup wad happy to see me and looked very well cared for while I was away. I highly recommend Kristen if you need a dog sitter as she is amazing. Thank you again, Kristen!

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Penny T.
Sitter Profile Image: Luis A.
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Luis A.
Star Sitter
from
$28
per night
5.0 out of 5 stars
197 reviews
68 repeat clients
7 years of experience
Tampa, FL, 33624

Luis was great. Took very good care of Flash. Sent daily pics showing how my lil guy was doing. Luis is very friendly and I felt comfortable leaving my lil one with him.

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Lori H.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
118 reviews
35 repeat clients
25 years of experience
Dunedin, FL, 34698

Heather took the best of care of our little old man and even went out of her way to help us with drop off and met us at a convenient location! She kept us up to date with pictures and updates. We will definitely have her watch our pup again!

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Alicia P.
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The median cost per night for dog boarding in Holiday is $40

Dog parents share their Rover experiences - Holiday

1 / 1
5.0 out of 5 stars

Clary was absolutely wonderful with Pablo! She is super friendly, caring, and made us feel very comfortable leaving him with her. She kept us updated every day about his routine, how he was doing, and what they were up to, which gave us a lot of peace of mind while we were away. It was clear from the updates that Pablo was getting plenty of attention, playtime, and affection, and that he felt comfortable with her. We came back feeling confident that he had been very well taken care of. We would definitely trust Clary with Pablo again and highly recommend her to anyone looking for a kind and reliable sitter!

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Sedar S.
Boarding
5.0 out of 5 stars

Holi-Nicol and her family were wonderful! She was so accommodating and flexible, and we felt safe with her taking care of our pup. She responds very quickly and she even set up a meet and greet the next day. We would definitely recommend booking with her. Our pup is looking forward to her next stay!

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Emma A.
Boarding
5.0 out of 5 stars

Ollie had a great stay with Betsy & her dog, Jackson! He came home happy and very tired. Highly recommend booking with them!

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Mary S.
Boarding
5.0 out of 5 stars

Brooke did such an amazing job taking care of my sweet Kylo! She kept me updated and sent me lots of photos and he had a blast. He was very loved and taken care of while I was on my trip and it made me feel worry free. Definitely recommend! ☺️

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Lisa R.
Boarding
5.0 out of 5 stars

Lindsay does a great job with Shorty. She does everything she can to meet his needs and make him happy.

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Raymond P.
Boarding
5.0 out of 5 stars

Grace and family were fantastic. Her home was inviting and she was a great communicator. Our puppy had a great stay and highly recommend. Thanks!

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Dave C.
Boarding
5.0 out of 5 stars

Tracee is the kindest and most caring pet sitter ever! She knew how to integrate my dog with two others and hey we’re a happy pack on all park adventures and in a safe and ac cooled home. Tracee followed my feeding instructions with perfection (I cook turkey, carrots and peas and freeze portions) mixed with some kibble - I will definitely leave Bo Tracee again. She is deeply caring and interested in your dogs every need!! Bo stayed hydrated and fed and well loved with plenty of walks. Tracee is very special. You won’t have to worry at all - she truly loves pups and is a safe choice here on Rover. You can count on her 100%. She provided me photos and updates daily! I really enjoyed knowing my dog was safe and happy and healthy.

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Kathryn B.
Boarding
5.0 out of 5 stars

Great communication. You can see she loves animals and has a very talented helper with her. I highly recommend Kristie.

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Wilma R.
Boarding
5.0 out of 5 stars

David and Vicky are wonderful care takers of our Zoey. We feel that she is well taken care of with them and will continue to go to them for our future trips.

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Melonie S.
Boarding
5.0 out of 5 stars

My experience was great! Good communication and I received photos throughout the stay. I liked that they meet us before the stay to ensure it’s a good fit. Thank you!

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Claudia P.
Boarding
5.0 out of 5 stars

My girls had a great time with Kala. She kept in touch with me and shared pictures. i definitely recommend Kala!

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Karen M.
Boarding
5.0 out of 5 stars

Lindsey took great care of Leo! He was on two medications during his stay with her, and she handled it no problem. I’m so grateful I found someone trustworthy to watch my boy💛

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Meghan T.
Boarding
5.0 out of 5 stars

Larry was great with my dog Finley. He kept me updated with comments and pictures. He even went above and beyond by providing some training on Finley's walking habits. Made my vacation much better!

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Tim M.
Boarding
5.0 out of 5 stars

Jenna did a great job taking care of Bonnie and Lucy from Sunday morning through Wednesday afternoon. Our dogs were clearly well cared for, and it was a big plus that her two dogs got along and played nicely with ours, which helped keep them active and happy. Communication was good overall, and she was responsive when needed. The dogs came home healthy and in good spirits, and we appreciated her care while we were away. We’d be comfortable using Jenna again and appreciate her help.

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Tammy B.
Boarding
5.0 out of 5 stars

This is the second time Mailo has stayed with them! Mailo is truly happy at their home! Thank you for taking such good care of him and for always communicating so well.

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Grace I.
Boarding
5.0 out of 5 stars

Absolutely amazing!!! Highly highly recommend James & Emily!!! They took such great care of my baby ♥️

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Cheska A.
Boarding
5.0 out of 5 stars

Simply the best! Highly recommend Bella, she has a huge heart and is great with your canine companions!

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Keirsten C.
Boarding
5.0 out of 5 stars

Alicia watched my dog and also took care of him over Christmas, and I honestly couldn’t have asked for anyone better. She is incredibly kind, loving, and attentive, and it was clear how much she truly cares about animals. I received daily updates, comments, and pictures, which gave me such peace of mind. My dog was happy, relaxed, and so well cared for the entire time. I felt completely at ease knowing he was in such wonderful hands. I can’t recommend Alicia enough — she’s truly amazing!

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Magda P.
Boarding
5.0 out of 5 stars

Anne was great with our newly acquired 5-yr old shelter dog, Toby. We are still working on potty training and good behavior with him so he wasn't an easy guest. We're implementing some helpful suggestions Anne offered and anticipate that Toby will be a better guest the next time around!

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Angela P.
Boarding
5.0 out of 5 stars

Amazing as always. Her family loves my baby girl and they always have fun and send pictures. I'm so grateful to have such a safe place for my baby to go while I do things with my kids!

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Shilah R.
Boarding
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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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Popular requests for dog boarding - Holiday

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Holiday average 11
repeat dog boarding clients

FAQs for Boarding - Holiday

Frequently asked questions about Rover

The average cost for Dog Boarding in Holiday on Rover is $33.3 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of September 2026, there are 2,767 sitters on Rover offering Dog Boarding across Holiday. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

95% of Holiday sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Holiday landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Holiday home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Holiday.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Holiday sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in FL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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