Dog Boarding Holiday
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 377 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.
“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!”
“Tracee has been nothing but amazing from the moment I reached out to her! This is our second time leaving our big furbaby boy with her and I feel so assured and relieved that we found her! We of course miss our Melo when away, but knowing he is in such loving hands and care allows me to truly enjoy time away. He is clearly so well taken care of when we return, and seems so much at ease than when we would previously bring him to a dog daycare ! She sends updates and photos throughout the day and ensures all our requests and our furbaby’s needs are met! Thank you!”
“Jenna K did a great job sitting my sweet Bella. This was our second stay with Jenna K . Bella was happy to arrive, I think she knew she had a friend to play with. Jenna K took Bella on walks and gave her a special frozen treat on Sunday. Thank you Jenna K”
“Jean is absolutely fabulous and goes above and beyond for your pets. She was in contact with us daily, at a minimum, and sent photos and updates letting us know how our pups were doing. One of our dogs is “special” and usually gets gastritis after boarding due to her high anxiety. For the first time, she is a happy, healthy pup after vacation! No gastritis at all! They actually didn’t seem to be in a hurry to come home! Due to the extraordinary care she gave, we didn’t worry about our pups as much as we normally do while away. We will 100% be using Jean again for future vacations and HIGHLY recommend her. Do yourself and your pups a favor and book with Jean.”
“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.”
“Lorraine lovingly cared for my two cockapoos for 3 days and 2 nights. She kept me informed with wonderful pictures, including a few with my babies snuggled up against her on the couch😍. She gave them lots of love and excercise. In fact, she took such good care of them that one of my pups didn’t want to leave her when my daughter went to pick them up! I highly recommend Lorraine to take care of your pups!”
“TJ is super friendly and pickles loves going to their house. I’ve had to ask TJ a few times for special adjustments to my schedule and they are always accommodating. I know pickles is well taken care of and it gives me peace of mind to enjoy myself when I’m out because I know pickles is happy.”
“Carlos is an amazing sitter. Our dogs had a great time and came home calm as can be. I highly recommend Carlos and he will be our families permanent dog sitter!”
“Briana and her family are truly wonderful 💕 this is our second time booking with them and I am so happy we found a home that our dogs feel so safe, secure, and loved in. You can tell just how attentive they all our with both dogs and just how great of care they receive. My dogs didn’t even want to leave because they had such a great time there 💕 If you are even questioning booking with them, do it! You will not regret it! 🥰🥰”
“Joanna did an awesome job making us feel comfortable with leaving our pup with her. He is an older dog that still acts like he is in his prime, but from the first meet and greet I could tell that this was not her first time handling big dogs. We have used Rover a few times but this is by far the most comfortable we have felt. We will definitely book Joanna in the future!”
“We couldn’t have asked for better dog sitters. Communication was excellent throughout—regular updates, photos, and quick responses gave us so much peace of mind while we were away. Our dog had a great time with their dogs and got along so well. It’s such a relief to find someone who treats your pet like their own. We would absolutely recommend them to anyone looking for a trustworthy and compassionate dog sitter. We will definitely be using them again!”
“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!”
“Sally was great with Esme. She kept us updated during our vacation and sent us pictures. Esme made two new friends, Mercedes and Bailey, and I’m sure she misses them. We are looking forward to trusting Sally in the future with Esme should we need her services.”
About: I've been taking care of dogs since I was a child. I have done it professionally for over 10 years now. I look forward to talking with you soon about your needs! I am available full time as I work remotely from home. I have a house with a yard for playing & quiet neighborhood for walks. I am home full time during the week as I work remotely and often home on the weekends aside from errands, bike rides and beach trips. Other than that, I’m a homebody and if I'm 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.
About: i have a puppy of my own so i don’t just watch your pet. i’ll provide real-time photo updates so you never have to worry. I treat your dog like family, ensuring they feel safe, active, and loved until you return. i’m currently working part time and i make my own schedule so i will be able to adjust my days around the time I’m needed Calm Hands for Anxious Pups, Energy Burner for High-Drive Dogs, Cuddles, Play, and Peace of Mind, Always Treating Your Pups As One Of My Own
About: I'm a dependable, caring and devoted pet lover. I am trustworthy and able to give your fur baby the best of care. I have loved and owned many animals in my lifetime and have experience with pets of many breeds. I am am also especially fond of our senior pets and have experience w special needs. I am very knowledgeable in pet resources, pet rescue, and enjoy staying active in animal advocacy groups. Thank you for visiting my profile and I hope to meet you and your furry family member(s) soon:) Ps. Not ready for a full groom for your baby? I do bath and blow dry for dogs 15lbs and under for additional fee. Please ask. Chantelle. I am available on weekdays and weekends and can also provide overnight sitting, in my home, on weekdays and weekends upon request or as needed. I will provide a safe environment and have plenty of outdoor space for walks and potty breaks. I can easily crate your pet as needed or if you choose. I do however love to play with them as much as possible:)
“Patrick is wonderful! We left our pup with him for the second time and we’re so happy to have found such a great person to take care of our dog while we’re away! He goes above and beyond to make sure our dog Owsley is cared for and we always pick up a very happy pup! Thank you Patrick!”
“We left our cat and dog with them for 10 days, and we couldn’t be happier with the care they received. They treated both of our pets like they were their own, giving them so much love, attention, and excellent care. It gave us such peace of mind while we were away. We are incredibly grateful and would absolutely trust them again. Highly recommend!”
The median cost per night for dog boarding in Holiday is $42
Dog parents share their Rover experiences - Holiday
We were fortunate to find Kristie on short notice. She was very accommodating, passionate about animals overall and is now one of our go-to caregivers for our dog, Argo. She sent pictures of him playing, walking and resting. He was very comfortable and cozy at Kristie's house. I highly recommend her!
Tracee took great care to make sure Gladi was comfortable and happy while we were gone. I appreciated her interest in Gladi's routine, likes/dislikes. Tracee was extremely flexible with our time frame and details. She kept us updated with pictures and texts of Gladi's stay with her.
We had such a wonderful experience! Communication was fantastic from start to finish, and we really appreciated the daily updates and photos. So friendly, accommodating, and easy to work with. We immediately felt comfortable knowing our dog was in great hands, which made being away so much easier.
I cannot say enough good things about David and Vicky! They watch my dog all the time, and it truly feels like a second home for her. They genuinely love her like their own, and she has the absolute best time every single visit. It brings me so much peace of mind knowing she is in such caring, safe, and loving hands whenever I’m away. If you’re looking for trustworthy, amazing dog sitters who will give your pup endless love and attention, look no further than David and Vicky!
The best. I scheduled a trip out of town & made a mistake in scheduling with Betsy. She made an immediate decision to keep my dog on the spot. Above accommodating! My dog is so happy to be there, she runs to play with her “friends “ leaving me at door. Could not be happier choosing Betsy. Am a repeat customer
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!
She’s the best had to book her after another she she couldn’t watch my dog cause he had to much energy. Her and her kids are the best sitters ever. They love Kodii like he was their own. I felt so bad when I picked him up cause they didn’t want him to leave. They showed him so much love and took great care of him. He misses them already. I definitely will only book with her when I’m in town. Thanks so much 💕💕💕💕
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
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 Dog Boarding - Holiday
Frequently asked questions about Rover
The average cost of Dog Boarding in Holiday is $33 per night as of November 2026. Most bookings cost between $27 and $43 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
96% of sitters in Holiday can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
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
- 96% 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.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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