Dog Boarding Harold

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Harold, 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: Jessica C.
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Jessica C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 293 reviews
106 repeat clients
10 years of experience
Navarre, FL, 32566

“Jessica and her family are awesome! Feel so comfortable leaving our dog with them, as she sends updates and pictures of him the whole stay! Highly recommend!”

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Katie O.
Sitter Profile Image: Regina D.
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Regina D.
Star Sitter
from
$36
per night
5.0 out of 5 stars
• 74 reviews
30 repeat clients
27 years of experience
milton, FL, 32583

“We really felt like our pup was left in good hands while we were away. We were even kept updated with pictures. Overall great experience for our first time using this app.”

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Wolky G.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 380 reviews
83 repeat clients
20 years of experience
Fort Walton Beach, FL, 32547

“Sagan loves staying with Miss Ana! She takes such amazing care of our boy. We always appreciate the extra effort she takes to make sure we still feel connected even during long trips. Thank you, Ana!”

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Amber B.
Sitter Profile Image: Luke & Signe G.
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Luke & Signe G.
from
$34
per night
5.0 out of 5 stars
• 41 reviews
14 repeat clients
20 years of experience
Milton, FL, 32583

“The pups were at ease as I was dropping them off and while excited to see me they were just as relaxed when I picked them up. I received regular pictures and we had open communication while the pups were there. Will definitely board with them again!”

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Belicka P.
Sitter Profile Image: Stephanie W.
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Stephanie W.
from
$28
per night
5.0 out of 5 stars
• 24 reviews
9 repeat clients
17 years of experience
Milton, FL, 32583

“Our little guy Casper had only been away from us once in the 12 years we have had him and the first time was not a good experience. I saw Rover on the internet and begain to look into it. I read reviews and went to meet Stephanie before we left him. Stephanie was very nice and she seemed to be a great fit for what we wanted. We were gone two weeks and I didn't worry about Casper not being taken care of. She sent me pictures twice a day and told me what he was doing each day. I will definitely take Casper back to stay with her and her family. Thank you so much Stephanie, Sharon & Tito”

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Sharon L.
Sitter Profile Image: Amanda F.
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Amanda F.
from
$32
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
15 years of experience
Milton, FL, 32570

“This was the best experience I have ever had with boarding my pets. Amanda and her family are amazing. I’m honestly think my dog misses being there lol she has younger girls than I do so baby had a blast. Amanda asked questions and sent updates of my dog baby living her best life over there. I was anxious about leaving her but Amanda made sure she sent pics and communicate. Ik baby was well taken care of.”

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Amber R.
Sitter Profile Image: Laura W.
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Laura W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 32 reviews
9 repeat clients
30 years of experience
Navarre, FL, 32566

“Laura is wonderful! Her and Ben are easy to talk to and my pets liked them both right away. Laura gave me updates and sent pictures every day which I looked forward to and made me feel reassured. We feel confident with Laura’s experience and abilities to take care of our babies and will definitely use her in the future.”

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Kim P.
Sitter Profile Image: Brendelle H.
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Brendelle H.
Star Sitter
from
$33
per night
5.0 out of 5 stars
• 48 reviews
10 repeat clients
10 years of experience
Milton, FL, 32583

“Brendelle was great! We had a last minute conflict and she was able to accommodate watching our puppy. Our pup had a great time and we got lots of pics and updates!”

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Cat H.
Sitter Profile Image: Andrea L.
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Andrea L.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 60 reviews
23 repeat clients
10 years of experience
Gulf Breeze, FL, 32563

“Andrea was wonderful with our girl Hannah a nd very understanding when we were late due to Tropical Storm Bertha. We are definitely going to use her again.”

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Mary L.
Sitter Profile Image: Myrna N.
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Myrna N.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
15 years of experience
Fort Walton Beach, FL, 32548

“Myriad was GREAT!!!She was very pleasant and friendly, and even recommended things and places to visit during our vacation. She sent pictures throughout our pups stay. We can tell our pup had a great time. We will 100% most DEFINITELY be using Myrna in the future.”

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Deborah T.
Sitter Profile Image: Sheila S.
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Sheila S.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 81 reviews
34 repeat clients
40 years of experience
Fort Walton Beach, FL, 32548

“Daisy had so much fun with Miss Sheila. I received pictures of Daisy every day. Such a comfort to know she was being well taken care of. We will definitely use Sheila again. ??”

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Diane R.
Sitter Profile Image: Chelsee G.
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Chelsee G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 34 reviews
14 repeat clients
1 year of experience
Crestview, FL, 32539

“Was very quick to answer all of my questions since this was the first time leaving my dog with someone. Provided lots of updates to ease my worry about being away from my pup.”

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Kerington V.
Sitter Profile Image: Carla F.
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Carla F.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 89 reviews
20 repeat clients
25 years of experience
Crestview, FL, 32539

“Carla was exceptionally wonderful with my Rylee. She was very caring and loving with her as if Rylee was her puppy girl. Her son was also caring and seemed to enjoy helping out with Rylee’s care. I feel their calm warm home was an asset too. Carla was excellent informing me of how she was doing plus, sharing many photos. I truly feel that Carla deserves 10+ stars!! I will definitely be hiring Carla again to care for my ole girl, Rylee.♥️🐾”

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denise r.
Sitter Profile Image: Dakota B.
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Dakota B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 37 reviews
6 repeat clients
20 years of experience
Eglin Air Force Base, FL, 32542

“Dakota and her family were amazing with my dog! They treated him like family, and he had a fantastic time. Highly recommend them for anyone looking for a great place for their pets! Thank you!”

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Brian T.
Sitter Profile Image: Naomi J.
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Naomi J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 22 reviews
9 repeat clients
30 years of experience
Fort Walton Beach, FL, 32548

“Naomi was amazing with Rebel. She took excellent care of her & Rebel enjoyed her stay. Would highly recommend Naomi for anyone needing a dog sitter!”

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Adriya C.
Sitter Profile Image: Nicole S.
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Nicole S.
from
$43
per night
5.0 out of 5 stars
• 114 reviews
45 repeat clients
20 years of experience
Shalimar, FL, 32579

“Nicole was absolutely amazing! We booked her on short notice, and she was incredibly flexible and accommodating. Her home setup is perfect for pets, and she went above and beyond to make our boy feel comfortable, even letting him sleep in her bed like he does at home. We felt completely at ease knowing he was in such great hands. We will definitely be using her again!”

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Cayla C.
Sitter Profile Image: Ky B.
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Ky B.
from
$55
per night
5.0 out of 5 stars
• 66 reviews
28 repeat clients
6 years of experience
Crestview, FL, 32536

“She was amazing with our dogs, every-time we would ask for an update she would respond in a timely manner and provided pictures almost everyday. I can tell the dogs enjoyed staying with her and especially loved her huge backyard. Will definitely book with her again!”

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Aracely R.
Sitter Profile Image: Kayla & Richard B.
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Kayla & Richard B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
7 repeat clients
10 years of experience
Crestview, FL, 32539

“Thank you for taking care of my dog. You always kept us updated on his stay and sent us photos. He had a great time because he came home very tired.”

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Angela G.
Sitter Profile Image: Sophia M.
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Sophia M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
12 repeat clients
5 years of experience
Crestview, FL, 32539

“Sophia is amazing! We have used her twice as a pet sitter for our fur ball maverick and he is best friends with her cute husky Mya! Sophia is great!!”

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Isha B.
Sitter Profile Image: Erika & Jason V.
Verified Enhanced Background Check
Erika & Jason V.
from
$41
per night
5.0 out of 5 stars
• 67 reviews
23 repeat clients
30 years of experience
Fort Walton Beach, FL, 32547

“They took our 2 puppies with no problem . We got pictures of them everyday and feedback on how they were doing! It was a great service and will look to use Erika and Jason again! ☺️”

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Kaylee Y.
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  • 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. 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
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

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FAQs for Dog Boarding - Harold

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Harold 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 Harold.

<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 Harold 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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