Dog Boarding Holiday
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 770 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.”
“Betsy communicates well and provides a loving home away from home. A large fenced yard for lots of running and playtime helped get my pup's energy out. And she was so attentive to ensure my pup was comfortable on his first stay with her as he is quite anxious. And pup loved her!”
“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.”
“Katherine and Chris were so accommodating to take Nino in after a last minute cancellation. The photos made me feel relieved that he was enjoying his stay. Thanks again”
“Vicki and David took the best care of our puppy. We’ve never felt more comfortable and at ease leaving her somewhere while we are out of town. We will definitely be reaching out to them again on our next get away!”
“Tracee was wonderful! Sidney had a lot of fun and pretty sure he missed her when we brought him home. He’s excited for our next vacation so he can go see Tracee again!”
“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 !!!!!”
“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!”
“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!”
“Ashley is seriously the best. Her dogs are amazing and so sweet, our 1 year old Husky really enjoyed his time with her and her dogs. She provided us with the best updates and pictures, and it was not hard to tell that she truly loves animals and made our pup feel just at home. We recommend Ashley to anyone that wants the best for their pup, it’s definitely going to feel like a vacation for them. She is also very good at controlling interactions that could possibly escalate and handles it with a very calm yet assertive manner. If you would appreciate someone to watch your pup that will love him/her just as much as you do, and for them to be able to play with other sweet pups, Ashley is the one for you.”
“Heather is the best. She takes such loving care of my little dog and has helped with his interaction with other dogs including small outings. I just appreciate her so much.”
“We are so appreciative of the care and affection that Janel & Jeffrey showed to our dog. We would recommend them to anyone and will definitely reach out to them next time our baby needs someone to look after him. Thank you!!”
“My pug Manny has separation anxiety but he was as cool as can be both when I dropped him off with Lorraine, and when I picked him up. Lorraine is experienced, insightful, and kind. She sent me photos of Manny so relaxed, he was sprawled out on his back on the sofa. I’m so happy to have found her and I know Manny is, too. Thank you, Lorraine!”
“Dona did a great job looking after our dog Willy. He isn't an easy dog to watch over. He is disabled and in a wheelchair. Dona went the extra mile to ensure that Willy was comfortable and cared for. She stayed in touch with us throughout the time she watched him. I definitely recommend her for watching your dog. Thank you so much Dona.”
“Jean was a jem to find! I was so nervous to leave my dog with someone else while on vacation but she made it so easy. From the moment we met I was totally comfortable with her. She sent pics of Apollo every day and responded to messages promptly. I will definitely book her again for any future travel!”
“I would definitely recommend Kala to watch your fur babies! She’s so nice and sends you pictures each day! She will definitely spoil them! Great communication and overall amazing experience!!”
“Gina and her family accepted Gizmo as one of their own. She sent me pictures throughout Gizmo's weeklong stay showing how much love and attention he received. He was taken on many walks throughout the day and was allowed to have the run of their home. He can be seen snoozing pool side, slumped across her desk while she's having computer time, and stretched out on the sofa getting belly rubs while the family enjoys tv time. Gina was attentive to my quirks and ensured Gizmo had his own food and water bowls during the rare occasion when sitting appointments overlapped. I was able to enjoy my vacation knowing Gizmo was utterly being spoiled rotten. Once you have hired Gina, no one else will be good enough for your furry friend.”
The median cost per night for dog boarding in Holiday is $42
Dog parents share their Rover experiences - Holiday
I left my dog Sadie with Clary for a week while we were on vacation. Clary sent me regular updates, comforted my dog during storms, and was flexible when our travel plans changed. Clary's house is neat and clean and somehow doesnt smell like dog! Sadie came back smelling fresh. My dog appeared well cared for when I picked her up. I will definately book Clary again.
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 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 August 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 August 2026, there are 2,734 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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