Dog Boarding in Holiday

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Top rated Holiday dog boarders

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: Anne H.
Verified Background Check
Anne H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
80 reviews
23 repeat clients
20 years of experience
HOLIDAY, FL, 34690

Anne did a great job of taking care of my 14 y/o baby. Messaged me at least daily to let me know how he was doing. Appreciate that she was willing to take him on being that he is larger than she normally accepts. Thanks Anne😊

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Bonnie H.
Sitter Profile Image: Ashley R.
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Ashley R.
Star Sitter
from
$29
per night
5.0 out of 5 stars
189 reviews
50 repeat clients
15 years of experience
Holiday, FL, 34691

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.

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Kiara B.
Sitter Profile Image: Katherine B.
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Katherine B.
Star Sitter
from
$25
per night
4.9 out of 5 stars
57 reviews
27 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: Janel & Jeffrey & Olivia B.
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Janel & Jeffrey & Olivia B.
Star Sitter
from
$41
per night
5.0 out of 5 stars
75 reviews
17 repeat clients
40 years of experience
New Port Richey, FL, 34655

Dogs were well taken care of and walked and we’re very happy and I would use you service anytime and I would recommend you to all my friends.

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Carlos G.
Sitter Profile Image: Jennifer T.
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Jennifer T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
15 repeat clients
23 years of experience
Trinity, FL, 34655

Jennifer was AMAZING. Very friendly and understanding of my travel plans changing last minute. She sent me pictures of my dog throughout my trip of him having a blast with her dogs and son. She even got him to walk on a leash for the first time; something me and my husband had been trying to do for 2 years. Defintely plan on using her again for our next vacation.

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Shakela S.
Sitter Profile Image: David B.
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David B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
326 reviews
81 repeat clients
38 years of experience
New Port Richey, FL, 34652

Dave and Vicky helped us out again and the dogs love them. We love them! Thanks so much D and V. We will sure see you in the future! 🐶❤️🐶❤️

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

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!

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Tiffani S.
Sitter Profile Image: Tracee H.
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Tracee H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
203 reviews
60 repeat clients
6 years of experience
Holiday, FL, 34690

Tracee was great and easy to work with. I was very comfortable leaving Piper with her. I especially loved the pictures and even videos she took to always let me know how Piper was doing. Tracee was always very responsive and quick to respond. I highly recommend Tracee and will definitely let Piper stay with her again.

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Shane T.
Sitter Profile Image: Stephanie W.
Verified Enhanced Background Check
Stephanie W.
Star Sitter
from
$26
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
40 years of experience
New Port Richey, FL, 34655

Super responsive and took great care of my fur baby!

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Dianne G.
Sitter Profile Image: Laura R.
Verified Enhanced Background Check
Laura R.
Star Sitter
from
$42
per night
5.0 out of 5 stars
107 reviews
17 repeat clients
3 years of experience
Palm Harbor, FL, 34685

Laura "R" was absolutely wonderful with Hennessy! I am so pleased with the care Hennessy received staying with Laura. Hennessy was always well-fed, walked, and played with every day. Laura kept me updated with regular photos and messages while I was away, which was incredibly reassuring and allowed me to fully relax on my trip. "I especially appreciated how Laura and her family was so welcoming to my Hennessy. The pictures and videos were so comforting and they made me laugh while I was away. Laura was always on time, responsive, and provided daily updates/logs." Henessy, clearly adored Laura and seemed so happy and content when I returned." I do highly recommend Laura and would definitely book Laura's services again. Thank you for the fantastic care!"

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Ruthanne F.
Sitter Profile Image: Lindsay D.
Verified Background Check
Lindsay D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
12 reviews
3 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: Kala V.
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Kala V.
from
$29
per night
5.0 out of 5 stars
4 reviews
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.
Verified Enhanced Background Check
Jenna K.
Star Sitter
from
$37
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
4 years of experience
Tarpon Springs, FL, 34689

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 !!!!!

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Laura H.
Sitter Profile Image: Jean B.
Verified Enhanced Background Check
Jean B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 reviews
5 repeat clients
16 years of experience
Palm Harbor, FL, 34685

Jean was extremely pleasant and a fantastic dog sitter (along with her husband Bernie). I couldn't have been luckier to have found her to take care of my aging dog. We were out of the country for 3 weeks and Jean sent me pictures and updates every day. Our dog was very well taken care of and I would not hesitate to use her again.

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Ellen C.
Sitter Profile Image: Celeste S.
Verified Background Check
Celeste S.
Star Sitter
from
$35
per night
4.9 out of 5 stars
11 reviews
2 repeat clients
25 years of experience
New Port Richey, FL, 34655

Celeste was amazing! She took care of my dogs like they were her own. She made sure to send me photos and keep me updated along the way. I’ll definitely be rebooking with her in the future!

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Kaylee S.
Sitter Profile Image: Betsy L.
Verified Enhanced Background Check
Betsy L.
from
$40
per night
4.8 out of 5 stars
14 reviews
2 repeat clients
13 years of experience
Tarpon Springs, FL, 34689

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: Clary R.
Verified Enhanced Background Check
Clary R.
from
$45
per night
5.0 out of 5 stars
245 reviews
65 repeat clients
10 years of experience
Holiday, FL, 34691

Clary is awesome! She is very attentive, responsive, and sends daily updates on how our pup is doing. Our pup LOVES his time with Clary and her family. Highly recommend her!

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Tanner G.
Sitter Profile Image: Chandler L.
Verified Enhanced Background Check
Chandler L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
44 reviews
5 repeat clients
5 years of experience
New port richey, FL, 34653

He was great with my dog (who currently has a medical issue with his paw and requires multiple medications, a cone and cleaning). He asked all the right questions about my dog’s extra care and kept us updated with photos and videos throughout his entire stay. He went above and beyond (even gave him a bath after asking permission of course). I highly recommend him and will use him again. :-)

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Ashley T.
Sitter Profile Image: Jennifer S.
Verified Enhanced Background Check
Jennifer S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Palm Harbor, FL, 34683

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!

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LSS
Sitter Profile Image: Nicole W.
Verified Background Check
Nicole W.
from
$35
per night
5.0 out of 5 stars
9 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.
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Over 697
pet parents in Holiday have booked dog boarding

Holiday dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

I left my 2 sweet little wiener dogs with David and Vicci for 4 days. I could tell from all the pictures I received that they were having a great time! They came happy smiling and happy, which made me very happy!

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Darci N.
Boarding
5.0 out of 5 stars

Clary is the perfect person to care for your dog! She took perfect care of our dog, Tato, while we were on vacation. Tato loved her from the instant he met her. She sent us pictures every day of the fun they were having. He enjoyed playing in her yard. We will definitely call on Clary the next time we go out of town.

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Lori A.
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

Thank you for the two weekends you watched our 9-year-old puppy, Cal. He loves his time with you and we appreciate you so much!

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Julie D.
Boarding
5.0 out of 5 stars

Our dog sitter of many years was no longer able to continue taking care of our two dogs. We are so happy that we found Katherine and Chris. They were wonderful taking care of our furry family members. My husband and I had complete confidence leaving our two dogs with them. They sent us pictures and replied promptly to our text messages. Thank you, Katherine and Chris. 🌟🌟🌟🌟🌟

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Linda R.
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

Lindsay was fabulous. My pup came home happy and content. Obviously glad to see me, but she was well cared for. I received many updates and pictures. She will be my #1 babysitter from now on.

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Marcy I.
Boarding
5.0 out of 5 stars

Larry was great with my dog Finley. He kept me updated with comments and pictures. He even went above and beyond by providing some training on Finley's walking habits. Made my vacation much better!

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Tim M.
Boarding
5.0 out of 5 stars

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.

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Tammy B.
Boarding
5.0 out of 5 stars

Kristie was the best person to look after Togo. Despite Togo having a lot of anxiety and giving her trouble all through the night, Kristie was incredibly patient. She took wonderful care of him and kept me reassured with constant updates. I couldn’t have asked for a better sitter!

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Kartik P.
Boarding
5.0 out of 5 stars

Amazing! I got constant pictures and clear communication. I will definitely be booking with her again!

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Kaitlyn G.
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
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
5.0 out of 5 stars

Amazing as always. Her family loves my baby girl and they always have fun and send pictures. I'm so grateful to have such a safe place for my baby to go while I do things with my kids!

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Shilah R.
Boarding
5.0 out of 5 stars

My dog’s first time staying overnight here. He did great and this family was wonderful. Sent me updates and pics which made me feel so good! He was loved so much and happy. Defiantly recommend

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Michelle S.
Boarding
5.0 out of 5 stars

Nicole is very friendly and easy to communicate with. She took great care of our pup and we will definitely use her in the future.

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Caylin W.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

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  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

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

Sitters in Holiday average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Holiday is $40 per night, including service fees. Boarding your dog for one week typically costs $280. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Holiday dog boarding rates can be found as low as $26 to as high as $46 per night.

If you’re searching for a Holiday dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 2,508 sitters provided dog boarding in Holiday. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Holiday dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Holiday have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Holiday.

Rover makes it easy to find Holiday dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 2,508 dog boarding sitters in Holiday on Rover, so you’re sure to find the perfect match for your dog! In Holiday, 94% of sitters offer daily exercise, 96% offer medication administration, and 91% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.