Dog Boarding Holiday

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Over 763
pet parents in Holiday have booked dog boarding

Holiday, Find top rated dog boarding

1 / 1
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
17 years of experience
Holiday, FL, 34690

Lindsay and her family have once again taken incredible care of our Jimi. Not often does a pet not want to leave their sitter but that’s the case every time Jimi stays with them which shows us how happy he is being there. Great communication, frequent updates with photos and they keep our boy happy. Thank you!

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Foti K.
Sitter Profile Image: Anne H.
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Anne H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
81 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: Clary R.
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Clary R.
from
$50
per night
5.0 out of 5 stars
249 reviews
69 repeat clients
10 years of experience
Holiday, FL, 34691

Clary is a wonderful and responsive sitter! She met with me before to make sure I was comfortable leaving my dog with her. During the stay, she gave plenty of updates and Kobe had loads of fun. He came back with plenty of smiles. I would recommend Clary and will be using her again in the future!

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Camila A.
Sitter Profile Image: Jenna K.
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Jenna K.
Star Sitter
from
$37
per night
5.0 out of 5 stars
30 reviews
9 repeat clients
4 years of experience
Tarpon Springs, FL, 34689

This was Bentley's first time in an in home boarding and Jenna could not have been more friendly, professional and accommodating. She took such good care of our baby and I got to enjoy my daughter's wedding without any worry about my fur baby. Thank you so much Jenna !!!!!

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Laura H.
Sitter Profile Image: David B.
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David B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
329 reviews
81 repeat clients
38 years of experience
New Port Richey, FL, 34652

David and his wife Vicki were so wonderful. They took such great care of our sweet girl Ali. They gave us a wonderful “goodie” bag with Ali’s favorite treats and pictures of Ali everyday. We will definitely be a repeat customer!!!

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Aleesa F.
Sitter Profile Image: Tracee H.
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Tracee H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
207 reviews
61 repeat clients
6 years of experience
Holiday, FL, 34690

This was my first time using Tracee. She is absolutely fabulous! Communication was outstanding. Plenty of pictures and responses right away. I was out of town during Hurricane Debbie and couldn’t get home. Without hesitation Tracee was willing to keep my fur babies an extra night. It was a delight using Tracee. I would highly recommend Tracee and I will use her again in the future.

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Nikki H.
Sitter Profile Image: Sibrena M.
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Sibrena M.
Star Sitter
from
$26
per night
4.9 out of 5 stars
12 reviews
5 repeat clients
2 years of experience
Holiday, FL, 34691

Sibrena was amazing with my dog who requires a lot of attention. She sent me pictures to keep me up to date with the happenings of her day. Thank you so much for caring for my dog!

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Tiffani S.
Sitter Profile Image: Dona W.
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Dona W.
from
$45
per night
4.9 out of 5 stars
48 reviews
12 repeat clients
53 years of experience
Nw Prt Rchy, FL, 34652

We were concerned having to leave Violet with anyone because of the Jack Russell mix, she is full of playful energy. Dona was up for the challenge and Violet was happy when we picked her up running around in her back yard. Dona will be our -GO TO- for any future pet sitting needs. Having an open schedule during a Holiday was a plus. Having boarded our previous pets her availability gave us comfort that our Violet she was not spending the weekend boarded.

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Maria P.
Sitter Profile Image: Betsy L.
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Betsy L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
20 reviews
2 repeat clients
13 years of experience
Tarpon Springs, FL, 34689

Betsy provided great communication and sent frequent pictures with updates on my 2 dogs she cared for. She has a huge backyard that’s fenced in with lots of room to run and play. My dogs must have felt like they were on vacation. Betsy was very professional and responsive. She provided great care and we will be using her services again.

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David D.
Sitter Profile Image: Chandler L.
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Chandler L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
45 reviews
5 repeat clients
5 years of experience
New port richey, FL, 34653

Chandler was very helpful with boarding Mando. He was knowledgeable and experienced in caring for my sweet boy as well as other dogs too! I would highly recommend using him for all of your boarding and doggy daycare needs.

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Tyler C.
Sitter Profile Image: Grace I.
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Grace I.
from
$25
per night
5.0 out of 5 stars
9 reviews
5 years of experience
Holiday, FL, 34691

Grace took such amazing care of Bella, and I honestly couldn’t have asked for a better person to watch her. She kept sending us pictures all the time, which made us feel so comfortable and reassured seeing Bella happy and well taken care of. What really stood out was how much Grace cared about doing things the right way — she asked thoughtful questions about where Bella sleeps, how she eats, and what works best for her. You could tell she genuinely wanted to give Bella the best care possible. She was kind, attentive, and truly treated Bella like her own. I felt completely comfortable leaving Bella with her, and that peace of mind means everything. Highly recommend Grace to anyone looking for someone trustworthy and caring.

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Remond N.
Sitter Profile Image: Jean B.
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Jean B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
16 years of experience
Palm Harbor, FL, 34685

This was my first experience using a pet sitter. We've always used a kennel, but for a two-week trip, I wanted to try something different. I chose to do a meet-and-greet with Jean because of her great reviews. She texted photos of my beagle daily enjoying his walks, hanging out on the couch, and relaxing on the back patio. I think he had as much fun as we did. It was wonderful being able to enjoy our vacation without any worries whatsoever about our dog. Jean is competent and conscientious following all of our instructions and tips. She really made an effort to understand our dog's routine and I think he felt completely at home. I will definitely book her again and will try to schedule future trips around her availability.

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Laura B.
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
76 reviews
18 repeat clients
40 years of experience
New Port Richey, FL, 34655

I am so thankful to find this family to take care of my two doodles. They had a blast and I received many photos during the time I was away to make me feel at ease. Thank you again!

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Kasie C.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$25
per night
4.9 out of 5 stars
61 reviews
30 repeat clients
5 years of experience
New Port Richey, FL, 34652

Max was extremely happy to stay again with Katherine. He is so well taken care of and looked really happy in all the pictures she sent me. I am very happy i found a sitter close by and will use them again.

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Jolee P.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
15 years of experience
Palm Harbor, FL, 34683

Jennifer does amazing with our baby Luna as usual! Absolutely phenomenal care, Luna had fun spending the weekend. I highly recommend Jennifer to care for our four-legged babies!

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

We had such a wonderful experience leaving our dog, Ruby, with Jennifer and her family over the weekend! Jennifer was incredibly communicative—she sent regular updates and plenty of adorable photos, which gave us total peace of mind while we were away. Ruby was clearly very well cared for and loved every minute of her stay. It’s such a relief to know she was treated like family. We’re so grateful to have found Jennifer and will absolutely be using her pet-sitting services anytime we need care for Ruby in the future!

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Emily M.
Sitter Profile Image: Stephanie W.
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Stephanie W.
Star Sitter
from
$26
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
40 years of experience
New Port Richey, FL, 34655

Our fur baby felt right at home with Stephanie! He was treated like a king and was happy and relaxed while away from home. The daily updates and pics gave us peace of mind. We've already booked our next stay!

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Jessica C.
Sitter Profile Image: Sally A.
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Sally A.
from
$26
per night
15 years of experience
Holiday, FL, 34690

About: I have dogs most of my life and currently have 2 dachshunds now. I work from home and have a large fenced back yard. My husband and I love dogs! I work from home Wednesday thru Saturday, and off Sunday thru Tuesday. I have a large fenced yard for potty breaks and play time. Morning and nightly walks. I have a fenced yard to keep your dogs safe and protected I have two dogs of my own to keep your dogs company and play with.

Sitter Profile Image: Lorraine L.
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Lorraine L.
from
$50
per night
5.0 out of 5 stars
35 reviews
6 repeat clients
40 years of experience
Tarpon Springs, FL, 34689

Lorraine is the best of the best. She’s calm, loving, consistent and all around perfect. She reads dogs like a book. She understands behaviors and tends to their needs. So very fortunate for our dog to have her care for him in our absence. 1000/10! Highly recommend!

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Linda C.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$29
per night
5.0 out of 5 stars
192 reviews
51 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.
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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

She did an amazing job watching our dogs. She updated us with their status and provided pictures. I highly recommend her!

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Marcie F.
Boarding
5.0 out of 5 stars

Grace and her family were fantastic! So sweet and communicative. Sent so many pictures. We were super comfortable with leaving our pup there and will definitely use her again!

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Christie B.
Boarding
5.0 out of 5 stars

David was fantastic! I have a super hyper dog and was nervous to leave him, but David handled him. I will definitely ask him to keep my dog again. He has a lot of patience to handle my maniac!

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Michelle H.
Boarding
5.0 out of 5 stars

Tracee took amazing care of Bailey. Bailey bonded with her quicker than with other boarders and even family that has cared for her because Tracee went to her level to make her fell welcome and at home. I highly recommend Tracee for boarding your family pet.

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Wendy V.
Boarding
5.0 out of 5 stars

I was happy Clary could keep Molly on short notice. Clary provided a quick response and good communication. She sent me a few photos and updates on how Molly was doing during her stay. Will definitely use Clary again in the future.

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Kim 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

Kristie was the best person to look after Togo. Despite Togo having a lot of anxiety and giving her trouble all through the night, Kristie was incredibly patient. She took wonderful care of him and kept me reassured with constant updates. I couldn’t have asked for a better sitter!

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Kartik P.
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
5.0 out of 5 stars

My dog’s first time staying overnight here. He did great and this family was wonderful. Sent me updates and pics which made me feel so good! He was loved so much and happy. Defiantly recommend

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Michelle S.
Boarding
5.0 out of 5 stars

Nicole is very friendly and easy to communicate with. She took great care of our pup and we will definitely use her in the future.

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Caylin W.
Boarding
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Sitters in Holiday average 10
repeat dog boarding clients

FAQs for Dog Boarding - Holiday

Frequently asked questions about Rover

The average cost for Dog Boarding in Holiday on Rover is $33.3 per night (as of July 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 July 2026, there are 2,805 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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