Dog Boarding Holiday
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 763 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.
“I can’t say enough good things about Anne. She recently took care of my dog, Lola, and went above and beyond to make sure she was happy, comfortable, and well cared for. From the start, communication was excellent — I always felt updated and reassured with pictures and messages about how Lola was doing. It was clear that Anne genuinely loves dogs. Lola immediately felt comfortable and safe, which gave me great peace of mind while I was away. She got plenty of walks, playtime, and attention, and I came home to a very happy pup. I highly recommend Anne to anyone looking for a reliable, caring, and trustworthy dog sitter. I’ll definitely be reaching out again the next time I need someone to take care of Lola.”
“Lindsay took incredible care of my dog. She was very communicative and provided me frequent updates and photos. My dog didn’t want to leave when I came to pick him up. Normally he goes on a hunger strike when I’m away on a trip but he felt so comfortable with Lindsay that he even ate. Will be using Lindsay again for sure!”
“Reggie had the best time staying with Clary and her family. Clary was happy to do a meet & greet two weeks before so I felt comfortable. She kept me updated with daily pictures and was happy to keep him a few extra hours as my flight was delayed. She was so easy to work with and very responsive. I would recommend her to anyone!”
“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”
“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.”
“Another wonderful visit at David and Vickie’s! Our Lucy always has a great time at their home and we never worry about how she’s doing! We received updates and beautiful pictures throughout the weekend! Thanks again for all you do!”
“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.”
“Thanks so much for taking good care of Eulee. He is going to miss being off leash in your yard. Not something he can do at home unfortunately. Thanks for the glucosamine chews too!”
“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!”
“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!”
“Incredible with my baby! Tracee took Dakota on adventures everyday and sent pictures! She is way more then a 5 star rating and will love your fur babies like her own! Highly recommend!”
“Janel and Jeff are our favorite sitters! They take such great care of our 10 year old Rhodesian Ridgeback, that we try to plan our trips around their availability! They’re accommodating to our schedules. They are just really great with Bailey!”
“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!”
“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!”
“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.”
“It was apparent Heather and her children took great care of my furbaby. I appreciate the communication during his stay. During the meet and greet, I knew Zeus would have a great stay! I will definitely book her again!”
“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!”
“Richard and Carmen are amazing people! They loved on Luna and made her feel comfortable and right at home from the first night! They sent pictures regularly, and loved her like their own. We will definitely be using them again when we have the need, and refer our friends their way!”
“Gina was amazing with our AussieDoodle. Cooper has some very unique issues, and Gina understood our concerns and did everything she could to not let Cooper get stressed out. There were some bad storms while he stayed with her and her family, and she took great care of him. She made sure that he was never left alone and helped him through the anxiety of us leaving him with someone he didn't know. She provided videos of him playing with her son and out in the yard and gave us daily updates. We would take him to Gina and her family again, and again. Thank you, Gina, for giving Cooper all the love and attention he needed while we were away.”
“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!”
The median cost per night for dog boarding in Holiday is $40
Dog parents share their Rover experiences - Holiday
Lindsay is truly exceptional. We have complete peace of mind every time she cares for our dog because we know he is in the best hands. Our dog absolutely loves going there and when our family gets a vacation, a trip to Lindsay’s is like a vacation for him. Her attention to detail, compassion, and dedication are incredible. Her level of professionalism and genuine care meant more to us than I can put into words. If you’re looking for someone who will treat your pet like family, Lindsay is the person to trust. We couldn’t recommend her more highly, and we’ll continue booking with her whenever we need a sitter.
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.
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.
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!
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!
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.
Meet local sitters who will treat your dogs like family
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 10 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 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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