Pet Sitting Harold

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Harold, Find top rated pet sitting

Prices are estimates per visit. 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.
from
$19
per visit
5.0 out of 5 stars
• 24 reviews
9 repeat clients
17 years of experience
Milton, FL, 32583

“Stephanie made this very easy! She even offered to come meet the dogs before I left town. While sitting she was very communicative about the dogs and sent pics. 100% will use her services again.”

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Claire P.
Sitter Profile Image: Emily T.
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Emily T.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
8 years of experience
Milton, FL, 32583

“Emily is Amazing! She is helping me with my 2 boys. I am very satisfied with all she is doing with them. She has no problem doing little extras when I ask. She has a vibrant personality. My dogs love her. ❤️ She is a blessing for me! Her love for animals shows through my dogs temperament. Simon tells me all about each visit when I get home! Thank you very much Emily for what you are doing for us. 😁 I greatly appreciate you! 😀”

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Cindy M.
Sitter Profile Image: Kristi E.
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Kristi E.
from
$12
per visit
4.6 out of 5 stars
• 57 reviews
13 repeat clients
30 years of experience
Milton, FL, 32570

“Highly recommend Kristi. She is thorough and attentive to your fur baby. Great communication, too. My sweet Roxy loved her instantly and you will, too.”

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Susan S.
Sitter Profile Image: Erin G.
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Erin G.
from
$15
per visit
5.0 out of 5 stars
• 23 reviews
4 repeat clients
8 years of experience
Milton, FL, 32583

About: I’ve been pet sitting for eight years for big and small dogs, cats, and some birds. I also work in the animal training field so I feel very comfortable with general animal tasks as well as administering medications. I work another job from 7 am-4 pm on Saturday through Wednesday. I am free to do visits before and after those times. I am available to spend the night, or just drop by to hang out with your pet! I am experienced in administering medications, walking on leashes and harnesses, and crating animals. I always approach pet sitting scenarios with respect for both the owner and the pet.

Sitter Profile Image: Candace E.
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Candace E.
from
$15
per visit
5.0 out of 5 stars
• 17 reviews
15 years of experience
Pace, FL, 32571

About: I had my dog, Grace, for 13 years and have watched other dogs during that time and more frequently for the past 2 years since she passed. I don't want to have another dog and Rover gives me the opportunity to spoil them and become their bestie until their parents come home. I am available for boarding, drop in visits, walking, or just going to spending time with them. My preference for boarding is in my home. I don't have a fence but have a runner in my back yard that is anchored in the ground. I always go out with the dog, so they are not alone at any time. I live in a small neighborhood with very good neighbors and have no pets of my own.

Sitter Profile Image: Samantha W.
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Samantha W.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
23 years of experience
Pace, FL, 32571

“Samantha was so kind and good with our dogs! The puppy a the old grumpy boxer both had a great time. Definitely will be rebooking with her in the future!”

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Savannah F.
Sitter Profile Image: Cheyene S.
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Cheyene S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Baker, FL, 32531

“Fantastic start to the week! Cheyene kept me informed each day during her visits, she went above and beyond my expectations! So happy to have her caring for my fur babies while I’m away at work! Exceptional service, reliable, consistent and caring! We are continuing our weekly drop in service as she has proven she truly cares about our fur babies!”

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Teresa J.
Sitter Profile Image: Tina F.
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Tina F.
from
$14
per visit
50 years of experience
Milton, FL, 32583

About: Hi we are crazy animal owners. I am from a country farm with every kind of animal from baby pigs to cows and horses and dogs and cats I work Monday thru Friday but off early to carafe for your pet and mine. Come take a look and see if I am the sitter for you We have a completely fenced yard with a couple fur loves of our own including pet chickens also. We love them all. Thank you for taking the time

Sitter Profile Image: Heather H.
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Heather H.
from
$12
per visit
5.0 out of 5 stars
• 29 reviews
5 repeat clients
35 years of experience
Pensacola, FL, 32514

“Heather is so thoughtful and awesome to work with. She is so great with my fur babies! Great communication and accommodated all requests with ease. Super Rover!”

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Michelle N.
Sitter Profile Image: Sydney P.
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Sydney P.
from
$30
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Crestview, FL, 32536

About: I don’t just love dogs—I understand them. With a decade of experience in dog training, behavioral rehabilitation, and managing a full-service dog daycare and boarding facility, I’ve cared for dogs of every age, breed, size, and personality. From energetic puppies to senior dogs, anxious pets, and those with special behavioral needs, I know how to create a safe, structured, and loving environment where every dog can feel comfortable. I'm currently a part of a training team here locally that works with dogs who need basic obedience, work on reactivity, and aggression issues. Not only focusing on the actions of the dog but bridging the gap between parents and their pets to have a more fulfilling life together. I have a fenced in shaded yard with plenty of space to explore or play fetch. We also live on 10 acres with a short trail to a food plot if your pup prefers a leashed walk. As well as 4 ft X 5 ft structured kennels for overnight care and a stainless steel tub and dryer to give them the spa day they deserve!

Sitter Profile Image: Laura R.
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Laura R.
from
$15
per visit
5.0 out of 5 stars
• 5 reviews
5 years of experience
Milton, FL, 32571

“Wonderful”

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Derek M.
Sitter Profile Image: Daikyria J.
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Daikyria J.
from
$12
per visit
5.0 out of 5 stars
• 1 review
4 years of experience
Navarre, FL, 32566

About: I have a lot of experiences with dogs and cats I’m not a vet but I will try my hardest to make sure your pet is in proper care! Pet care fits seamlessly into my daily routine, as I prioritize their needs alongside my responsibilities. With my schedule, I’m free at 4:30 PM each day, which allows me plenty of time to dedicate to feeding, walking, playing, and ensuring pets are happy and well cared for. Whether it’s sticking to a pet’s routine or handling unexpected needs, I integrate their care into my week with flexibility and commitment. With 6 years of military experience, I bring discipline, responsibility, and attention to detail to pet care. I ensure pets feel safe and comfortable by following their routines, whether in my home or a client’s. I provide a clean, welcoming environment, respect the client’s space, and remain calm and resourceful in any situation, including emergencies. My focus on personalized care and consistent updates ensures pets are happy and owners have peace of mind.

Sitter Profile Image: Ashley M.
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Ashley M.
from
$22
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
17 years of experience
Pensacola, FL, 32514

About: I have been around dogs since I was 3 years old. I have always had family dogs and recently lost my German Shepherd. I have pet sat for friends and family since I was in middle school. I work from home so I will be able to drop in multiple times throughout the day. I currently do not have kids so am very flexible with my time. I can stay overnight in your house with your animals and drop in multiple times a day. I have a lot of experience with strong dogs and enjoy taking dogs on adventures or just walks around the neighborhood.

Sitter Profile Image: Naomi J.
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Naomi J.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
• 24 reviews
11 repeat clients
30 years of experience
Fort Walton Beach, FL, 32548

About: Having Dogs around makes my world a better place. After my dog of 17 years, I’m not ready for forever but want to extend my heart to care for others. Vacations were always stressful to find someone so I want to help others to go and not worry. I have a very flexible schedule. I have been available for a lot of different needs of each client. I usually don’t have to leave the house except for a store run. My house is dog friendly. I have a special gated courtyard for outside time. I even have a hallway that can be gated if needed.

Sitter Profile Image: Ariel R.
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Ariel R.
from
$20
per visit
5.0 out of 5 stars
• 33 reviews
17 repeat clients
10 years of experience
Gulf Breeze, FL, 32561

“Ariel did an amazing job with our cat and was great with communication and updates.”

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Brilee C.
Sitter Profile Image: Brittany W.
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Brittany W.
from
$38
per visit
5.0 out of 5 stars
• 6 reviews
1 repeat client
26 years of experience
Jay, FL, 32565

“Brittany watched our pups for over a week and we have zero complaints! One of our dogs has pretty severe anxiety and Brittany went above and beyond to make sure he was comfortable, spent extra time with him, and kept consistent communication with us throughout our trip. Would 100% recommend Brittany to watch anyone’s fur babies!”

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Cheryl B.
Sitter Profile Image: Natali S.
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Natali S.
from
$40
per visit
5.0 out of 5 stars
• 39 reviews
6 repeat clients
7 years of experience
Pensacola, FL, 32526

“Natali was excellent with our cat during drop-in visits! I could tell how much our cat loved her and when I got home he was much less immediately needy than usual, which means she was giving him plenty of playtime when she was here. Natali was also very accommodating when I made a mistake and accidentally switched an AM vs. PM in the booking. She was generous and flexible in her availability to cover the visit I had messed up. Overall excellent care for our cat. I would absolutely work with Natali again.”

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Arthur H.
Sitter Profile Image: Cassidy W.
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Cassidy W.
from
$20
per visit
5.0 out of 5 stars
• 81 reviews
21 repeat clients
20 years of experience
Miramar Beach, FL, 32550

“Cassidy is such a wonderful dog lover. We felt very comfortable with her spending time at our home with Jax. She was communicative, and sent lots of pics. I can't wait to book her again!”

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Jill M.
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The median cost per visit for pet sitting in Harold is $20

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.

How to book pet sitting

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  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.

Popular requests for pet sitting - Harold

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Sitters in Harold average 6
repeat pet sitting clients

FAQs for Pet Sitting - Harold

Frequently asked questions about Rover

As of November 2026, there are 1,156 sitters on Rover offering Pet Sitting across Harold. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Harold. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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