Dog Boarding Holiday

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Over 845
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: Stephanie W.
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Stephanie W.
Star Sitter
from
$30
per night
4.8 out of 5 stars
• 22 reviews
5 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: Clary R.
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Clary R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 274 reviews
73 repeat clients
10 years of experience
Holiday, FL, 34691

“This was the first time I ever left my dogs with anyone. If I could do 10 plus stars I would because Clary is outstanding! She kept me updated daily along with photos. My dogs were so happy with her, it showed she treated my babies as her own. I will definitely use her again, I highly recommend her. You will be able to have no worries about your pets while under her care. Thank you for such exceptional care!”

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Cheryl D.
Sitter Profile Image: Grace I.
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Grace I.
from
$30
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
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: Holi-Nicol R.
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Holi-Nicol R.
from
$35
per night
5.0 out of 5 stars
• 31 reviews
7 repeat clients
12 years of experience
Tarpon Springs, FL, 34689

“Roxy had a wonderful time with Holi-Nicol and her family. She accepted the request last minute, which helped me out when I was in a bind! Would definitely recommend her to anyone that's looking for someone to watch you for babies. 10 out 10 in my book. Will be using her services again!”

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Joshua J.
Sitter Profile Image: Kala V.
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Kala V.
from
$36
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
10 years of experience
Holiday, FL, 34691

“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!!”

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Krysten D.
Sitter Profile Image: Morgan M.
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Morgan M.
from
$40
per night
5.0 out of 5 stars
• 63 reviews
16 repeat clients
8 years of experience
New Port Richey, FL, 34653

“Morgan had a quick response and had great communication from start to finish of our pups care. She updated us while away and sent lots of pictures. Our pups each have their own quirks and Megan was so adaptable and ready to be accommodate them for the skin or emotional needs. We cannot wait to use her service again in the future.”

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Edith G.
Sitter Profile Image: Jean B.
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Jean B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
16 years of experience
Palm Harbor, FL, 34685

“I’ve been using Rover for several years and Jean is one of my favorites! She’s not only polite but she’s super responsive, sends lots of pictures and updates, and most of all took great care of my pup! Thanks Jean!”

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Keith J.
Sitter Profile Image: Jennifer T.
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Jennifer T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 61 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: Jessica & Colin M.
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Jessica & Colin M.
from
$34
per night
5.0 out of 5 stars
• 40 reviews
10 repeat clients
30 years of experience
Palm Harbor, FL, 34684

“We felt very comfortable leaving Bella and Monty with Jessica and Colin. Our dogs were happy to see us when we picked them up, but felt no need to leave immediately and went right back to laying down and playing with their toys. A sure sign they'd been well taken care of. Definitely recommend.”

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Cindy T.
Sitter Profile Image: Rachel W.
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Rachel W.
from
$75
per night
5.0 out of 5 stars
• 25 reviews
7 repeat clients
21 years of experience
New Port Richey, FL, 34655

“Rachel has a heart of gold and loves animals. I felt confident leaving our pup with her. You can tell she’s an animal lover and I would recommend her!”

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Lisa J.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 123 reviews
37 repeat clients
25 years of experience
Dunedin, FL, 34698

“I can't express enough how grateful I am for Heather's incredible care of my two Havanese pups, Percy and Walter! From the moment I met her, I knew my fur babies were in good hands. Heather was not only warm and welcoming but also incredibly responsive, which put my mind at ease while I was away. She kept me updated with adorable photos and messages, showing just how much fun Percy and Walter were having. It was such a joy to see them playing and snuggling in her care! When I picked them up, it was clear they had a fantastic time. They were so happy and well-adjusted, which speaks volumes about Heather’s loving approach. Her attention to detail and genuine love for dogs made all the difference. I can't recommend Heather highly enough! If you're looking for someone who will treat your pets like family, she's the one. Thank you, Heather, for giving Percy and Walter such a wonderful experience! 🐾❤️”

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David G.
Sitter Profile Image: Courtney C.
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Courtney C.
from
$40
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
2 years of experience
Palm Harbor, FL, 34685

“Courtney was very sweet and took great care of my pup! She exceeded expectations by taking my dogo to the doggy park and for frequent walks. Her communication throughout the day was great and she took the best photos of my pup interacting with others. Would definitely use her as a sitter again!”

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Gracie B.
Sitter Profile Image: Nicole W.
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Nicole W.
from
$35
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
10 years of experience
New Port Richey, FL, 34655

“Nicole was really great with our pup! I’m really grateful she made him part of her family for the holidays. She was always responsive and sent us some really great photos. When she dropped off something we’d left at her home, he was so excited to see her again! We’d definitely use her again.”

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Laura M.
Sitter Profile Image: Dzeni and Kathy H.
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Dzeni and Kathy H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 82 reviews
41 repeat clients
26 years of experience
Villa Rosa, Lutz, FL, 33558

“Dzeni and Kathy are PHENOMENAL!!! We received daily updates and photos of our little girls. It was so comforting to know they were loved while we were away. Providing a highly rated review is a double-edged sword. When others learn how great they are, we run the risk of them being completely booked. Oh well…that doesn’t change my sentiments above. If you are looking for someone who will love your baby as much as you do and want piece of mind while you’re away, we HIGHLY recommend Dzeni and Kathy!!!”

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Karen F.
Sitter Profile Image: Ann J.
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Ann J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
60 years of experience
Dunedin, FL, 34698

“Ann was wonderful! Always sending updates and making sure we know our pup was safe and well :)”

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Emily M.
Sitter Profile Image: Mai T.
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Mai T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 43 reviews
9 repeat clients
22 years of experience
New Port Richey, FL, 34655

“Mia was excellent. She took very good care of my fur baby and sent me regular updates. I believe Suki had a wonderful time with her and her dog Fogi. I would definitely recommend that if you need a sitter, Mia would be an excellent choice.”

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Larry K.
Sitter Profile Image: Sara S.
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Sara S.
from
$32
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
20 years of experience
New Port Richey, FL, 34654

“I cannot express how thankful I am that Sara was able to sit Kaylee for us! We felt 100% at ease and loved the pics we received while Kaylee was in Sara’s care… I highly recommend Sara for any NPR locals looking for a sitter, her family is awesome as well- I am actually looking forward to another vacation, knowing Sara is there for us! Thank you SO much 😊”

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Lisa K.
Sitter Profile Image: Kristy S.
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Kristy S.
from
$22
per night
4.6 out of 5 stars
• 12 reviews
2 repeat clients
1 year of experience
Tampa, FL, 33635

“Kristy and family were great and we will definitely book again! They also handled giving oral medications and dealing with my dog having a seizure really well. Highly recommend Kristy!”

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Kailee E.
Sitter Profile Image: Debbie T.
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Debbie T.
from
$42
per night
5.0 out of 5 stars
• 33 reviews
9 repeat clients
45 years of experience
Dunedin, FL, 34698

“We trust leaving our dogs, Mango, Leo, and Rambo, with Debbie, knowing they’re in excellent hands. She’s reliable, attentive, and truly cares for our pups. Even during a hurricane. Highly recommend!!”

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Ash V.
Sitter Profile Image: Jessica C.
Verified Enhanced Background Check
Jessica C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
35 years of experience
Tampa, FL, 33624

“Jessica and her entire family were absolutely amazing! I've never left my dog Ginger with anyone aside from a close friend, so I was worried about her settling in somewhere new. My worries quickly disappeared on day one, when Jessica sent updates and photos of Ginger making herself at home. Ginger loved the entire family and was doted on by Jessica, her two wonderful children, and her husband. Jessica was very communicative throughout Ginger's stay and sent regular updates and photos. I cannot thank them enough for taking such great care of Ginger while I was gone and am thrilled she has a second home to go to whenever I'm away. Ginger will definitely be staying with Jessica and her family again!”

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Chelsea M.
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The median cost per night for dog boarding in Holiday is $41

Dog parents share their Rover experiences - Holiday

1 / 1
5.0 out of 5 stars

Tracee took great care of my dogs and provided me with updates to put me at ease! It was my first time using Rover and I will definitely use Tracee again in the future. 😊

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Lauren C.
Boarding
5.0 out of 5 stars

We recently moved to the area, and we're so glad we found Clary to care for our pups! She was so warm and welcoming, and made sure both our dogs were able to become comfortable in her home from the first moment they arrived. She sent pictures and updates to show us how they were making friends with the other dogs and settling in. The pictures of them exploring the backyard together were especially adorable. Our dogs love children, so we were happy to learn that Clary's kids helped show our dogs love too! I appreciated how Clary was able to accommodate my work schedule, and how she kept in touch throughout the stay. We recommend her most highly!

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Allison P.
Boarding
5.0 out of 5 stars

Ashley takes such good care of Binks! He gets so excited when he goes to see her and her pups. She even threw him a little birthday party while we were gone, which was so adorable. 5 star sitter for sure!

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Mikenna B.
Boarding
5.0 out of 5 stars

Kala was kind, flexible with our ever changing road trip schedule, and very loving with our medium large sensitive dog. Kala's dogs were friendly with our dog, and her large German Shepherd was such a big sweet pushover. I would rebook with her in a heartbeat.

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Bronwyn D.
Boarding
5.0 out of 5 stars

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

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Marion B.
Boarding
5.0 out of 5 stars

Our dog, Seamus spent the weekend with Larry. Larry sent daily updates and pictures and I could see happy Seamus was the entire time. I am so thankful for the wonderful care that Larry provided.

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Barbara W.
Boarding
5.0 out of 5 stars

Jenna is the best dog sitter I’ve had for my fur babies! She cares for them as her own and my girls absolutely love going over there! Will continue to ask for her every time we’re out of town!

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Devyn F.
Boarding
5.0 out of 5 stars

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.

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Luis B.
Boarding
5.0 out of 5 stars

Had Lindsay daycare my four Cavalier King Charles Spaniels and she was beyond fantastic! I was updated with photos and video and my dogs loved her! Highly recommend.

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Donna G.
Boarding
5.0 out of 5 stars

Chris did an amazing job taking care of my boys. They were happy in his care and had a wonderful time. Highly recommended! 😊

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Charlie P.
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

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

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

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

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

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

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

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 💕💕💕💕

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Trelony W.
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
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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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Why Choose Rover?

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
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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 Dog Boarding - Holiday

Frequently asked questions about Rover

The average cost of Dog Boarding in Holiday is $33 per night as of October 2026. Most bookings cost between $28 and $47 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 October 2026, there are 2,779 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 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, 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.

<b>Tip:</b> 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 , 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 .

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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