Dog Boarding Holiday

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Over 809
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: Clary R.
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Clary R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 262 reviews
72 repeat clients
10 years of experience
Holiday, FL, 34691

“She did great with my dogs. One of my dogs had an unexpected injury right before I dropped her off. Clary was great about it. We’ll definitely use her again 🙂”

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Kristie M.
Sitter Profile Image: Tracee H.
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Tracee H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 219 reviews
63 repeat clients
6 years of experience
Holiday, FL, 34690

“She was awesome! We were a last minute booking and she was so friendly and she worked with us on time and all! This was our first time using a dog sitter and we will always use Tracee as long as she will have Spade! We were very nervous and she made us feel at ease about it! She sent videos and pics, took him to parks and loved him as her own! We will be telling everyone we know to use her!”

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Stella H.
Sitter Profile Image: Anne H.
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Anne H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 83 reviews
23 repeat clients
20 years of experience
HOLIDAY, FL, 34690

“Anne was great. I will definitely use Anne anytime I need a sitter. She knew how worried I was leaving MrBentley and text me and sent pictures every day showing me that he was fine. Don’t hesitate to leave your dog with her.”

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Gail L.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 210 reviews
53 repeat clients
15 years of experience
Holiday, FL, 34691

“She was amazing! Send so many pictures of my sweet boy playing with the other dogs in her huge yard! She also sent various updates each day of his activities and sleep.”

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Ashley T.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$25
per night
4.9 out of 5 stars
• 68 reviews
31 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: David B.
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David B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
• 331 reviews
83 repeat clients
38 years of experience
New Port Richey, FL, 34652

“We have used Rover many times and have been happy with the care our Yorkie has received but David has gone above and beyond! Not only did we receive frequent photos and updates while he was there, we received a report card and home made healthy treats at pick up! He received an A! We are so grateful we have found our Yorkie’s home away from home and never have to search again! Thank you for taking such great care of our baby!!! I’m sure we will be seeing you again soon!!”

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

“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.
Sitter Profile Image: Larry B.
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Larry B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 170 reviews
95 repeat clients
30 years of experience
Tarpon Springs, FL, 34688

“Larry and Renee took such great care of my 2 girls. The puppy was taken for walks and trips to the park and my old girl was given tons of love and some walks. Both came home worn out and happy! I would absolutely use Larry and Renee again.”

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Julia W.
Sitter Profile Image: Betsy L.
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Betsy L.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 26 reviews
3 repeat clients
13 years of experience
Holiday, FL, 34690

“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: Stephanie W.
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Stephanie W.
Star Sitter
from
$30
per night
4.8 out of 5 stars
• 19 reviews
5 repeat clients
40 years of experience
New Port Richey, FL, 34655

“Stephanie’s the best! My dog Oki is old and he hasn’t been with anyone else but me. He had a little bit of separation anxiety and Stephanie made him feel loved and cared for. She was patient with him and Oki finally felt safe in someone else’s care. We definitely would go back to her in a heartbeat.”

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Corina R.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 36 reviews
5 repeat clients
17 years of experience
Holiday, FL, 34690

“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.”

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Christina T.
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
• 80 reviews
20 repeat clients
40 years of experience
New Port Richey, FL, 34655

“This our 3rd time leaving our 2 year old Pitt with Janel and Jeff this year. As usual, they did a fantastic job and send us pictures daily. It's clear Toby is loves with them. Very comforting to know Toby is well cared for while we are traveling.”

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M J.
Sitter Profile Image: Kala V.
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Kala V.
from
$32
per night
5.0 out of 5 stars
• 6 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: Jenna K.
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Jenna K.
Star Sitter
from
$37
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
4 years of experience
Tarpon Springs, FL, 34689

“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”

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Brian H.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 39 reviews
14 repeat clients
15 years of experience
Palm Harbor, FL, 34683

“Jen was an absolute angel helping with Journey during a transportation hiccup and scheduling miscommunication between my trainer and me. I needed someone to bridge the gap between Journey being dropped off by her transporter and my trainer's daughter being available to receive her, and Jen stepped in without hesitation. Despite the uncertainty around the transport timing and ultimately an early 6:00 AM drop-off, she was communicative, flexible, and incredibly helpful throughout the entire process. She not only took wonderful care of Journey, but also coordinated the final handoff and personally dropped her off for me, making what could have been a very stressful situation feel seamless. She sent photo updates, kept me informed every step of the way, and treated Journey like one of her own. I truly can't thank her enough. If you're considering booking with Jen, I would do so without hesitation. She went above and beyond in every way. ★★★★★ Highly recommend!”

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April L.
Sitter Profile Image: Gina B.
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Gina B.
from
$48
per night
5.0 out of 5 stars
• 40 reviews
7 repeat clients
16 years of experience
Tarpon Springs, FL, 34689

“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.”

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Lynn K.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 120 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: Janet W.
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Janet W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 363 reviews
167 repeat clients
27 years of experience
Tampa, FL, 33624

“Janet was wonderful! She is very friendly and personable! Bentley seemed very happy while he was there! She sent us lots of pictures & videos while we were away! We will definitely use her again when we go away!!”

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Kristin K.
Sitter Profile Image: Jean B.
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Jean B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 32 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: Maci W.
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Maci W.
from
$55
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
20 years of experience
Holiday, FL, 34691

“Our Bella was well taken care of by Maci. Bella appeared to enjoy her stay and seemed comfortable when we left her after our initial meet up. Thanks Maci!”

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Cindy C.
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The median cost per night for dog boarding in Holiday is $40

Dog parents share their Rover experiences - Holiday

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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

We had such a wonderful experience with our sitter! She was incredibly kind, responsive, and attentive to our dog throughout his stay. She kept us updated regularly, sent us lots of photos, and made sure we always knew how he was doing, which gave us so much peace of mind while we were away. It was clear that our dog was well cared for and comfortable with her. We really appreciate how communicative and thoughtful she was, and we would absolutely book with her again! Highly recommend! ❤️

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Chumpoo S.
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

Larry was wonderful to my little fuzzbox! Smooch has never been left with anyone but friends and family since we got him @ 9 weeks. He is almost 12 now. Larry has the perfect demeanor for this! I could tell during the meet and greet that we found our guy and he did not disappoint :) I would recommend Larry to anyone who is looking for a home away from home. My guy being an only child loved having friends for a week and definately needed to recharge when he got home but Larry was the perfect pick. TY Larry for pampering my boy and making him not so homesick............... We will return when needed.

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K G.
Boarding
5.0 out of 5 stars

I got regular updates and photos. She took good care of my dog. I will definitely be booking her again. She was really nice and I now have peace of mind that he will be cared for and loved

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Gretchan A.
Boarding
5.0 out of 5 stars

Our boy is so taken care of and we never have to worry about updates. Best we could ask for. Highly recommend!

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Rebecca R.
Boarding
5.0 out of 5 stars

Last minute getaway. So very happy with service my dog needed some time with another furry friend. Friendly. Had an emergency airport shut down. Contacted her immediately and she was able to continue care into the next day. Great place to take my dog again. Someone you can count on. Not just “boarding” atmosphere. Yes, my dog was happy to see me, yet was completely comfortable there.

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Marion B.
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

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

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
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Popular requests for dog boarding - Holiday

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Sitters in Holiday average 11
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 September 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 September 2026, there are 2,767 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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