House Sitting Harold

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Harold, Find top rated house sitting

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: Isabel P.
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Isabel P.
from
$50
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
15 years of experience
Milton, FL, 32583

Isabel has been a God-send!!!! I’ve had her sit my dogs a few times now, and she is always prompt, she follows my directions to the letter and most importantly, my dogs loved her from the first time she walked through my door! They are always happy to see her. She has taken a huge worry off of me since one of my dogs had surgery and I had to be away for work.

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Patricia H.
Sitter Profile Image: Stephanie W.
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Stephanie W.
from
$40
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
17 years of experience
Milton, FL, 32583

Dependable, took good care of dogs, and communicates how things are going.

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Derek B.
Sitter Profile Image: Jennifer S.
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Jennifer S.
Star Sitter
from
$45
per night
4.9 out of 5 stars
28 reviews
11 repeat clients
10 years of experience
Milton, FL, 32570

Jennifer was very good about sending photos of my pups while I was away and she was very responsive. I would recommend her as well as use her again.

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Nicole M.
Sitter Profile Image: Kristi E.
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Kristi E.
from
$25
per night
4.6 out of 5 stars
56 reviews
13 repeat clients
30 years of experience
Milton, FL, 32570

Kristi is open and honest with everything. She sent tons of pics of our fur babies and kept us updated. We returned to happy and healthy pups!!

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Ashley U.
Sitter Profile Image: Lisa Q.
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Lisa Q.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
30 years of experience
Pace, FL, 32571

She took great care of my pup, like it was her own, will definitely book her again, communication was great, updates were given frequently and very respectful of my home with the overnight stay, thank you

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Betty M.
Sitter Profile Image: Angelica P.
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Angelica P.
Star Sitter
from
$45
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
5 years of experience
crestview, FL, 32539

Angelica did a great job house sitting our dogs. She was a great communicator and sent lots of updates. She cleaned up after our dogs and left our home in good order. I would definitely recommend her to take care of your pets.

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Cary L.
Sitter Profile Image: Noah L.
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Noah L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
32 reviews
6 repeat clients
8 years of experience
Pensacola, FL, 32503

I was nervous to use someone I’ve never met to dog sit while I was out of town because I’ve had a bad experience in the past, but Noah restored my faith! He was so good with my babies and took excellent care of them while I was gone. They just loved him!!! Will definitely rebook when I’m out of town again!

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Shane M.
Sitter Profile Image: Erin G.
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Erin G.
from
$30
per night
5.0 out of 5 stars
22 reviews
3 repeat clients
8 years of experience
Milton, FL, 32583

Erin was great with Milo. He usually is shy at 1st but went right to Erin with no hesitation. Erin was great to accommodate a late minute trip.

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shirley b.
Sitter Profile Image: Sydney P.
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Sydney P.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Baker, FL, 32531

She gave lots of updates and pictures of my dogs and I had no worries about them being cared for while I was gone. Absolutely will come back to her when I need my dogs watched again!

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Annamaria S.
Sitter Profile Image: Jenna A.
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Jenna A.
Star Sitter
from
$95
per night
5.0 out of 5 stars
65 reviews
9 repeat clients
10 years of experience
Crestview, FL, 32539

We had Jenna stay with Patch for five days while we went out of town. I was nervous, but Patch did wonderfully with Jenna! We received multiple updates daily with pictures of him on a walk, playing with toys, and relaxing in the hammock with Jenna. She let us know what his behavior was like. He looked happy and well-cared for, which greatly eased my anxiety of being away from him for so long. We came home to a fresh, clean house and a happy pup! SOOOO grateful for Jenna. Our trust has been well-placed with her. Highly recommend her!!

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Gina B.
Sitter Profile Image: Shanyce T.
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Shanyce T.
from
$50
per night
5.0 out of 5 stars
1 review
5 years of experience
Crestview, FL, 32539

Shanyce did an amazing job and was very helpful even on short notice. She communicates well, is punctual, respectful, and a true professional. Highly recommend for your pet sitting needs!

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Jeff S.
Sitter Profile Image: Kyleigh H.
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Kyleigh H.
from
$25
per night
23 years of experience
Crestview, FL, 32536

About: Will take care of any pets big or small. An animal lover trying to make a living. I’ve Owned dogs and cats my whole like and will treat your fur babies as my own I can come stay at your home or I can do visits anytime after my day job :) I work 9-3 Monday-friday in the army but will take the best care of your fur babies! My home is fenced in with a yard and have a crate if needed, with 2 other fur babies who love to play. If your dog does not get along with others that is okay I can come to you.

Sitter Profile Image: Chasity F.
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Chasity F.
from
$65
per night
4.8 out of 5 stars
21 reviews
7 repeat clients
8 years of experience
Duke Field Afs, FL, 32578

Chasity was wonderful! From the moment I requested her to watch my 2 pups, she was quick to respond and easy to schedule time for an introduction. While Chasity kept my pups she kept me updated and I sent videos of how they were doing as well! She left my house tidier than I left it and I could tell the pups were well loved! Would definitely recommend Chasity to friends and use her again!

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Rachel B.
Sitter Profile Image: Larianna J.
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Larianna J.
from
$55
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
4 years of experience
Crestview, FL, 32539

So great with our GSP! And cat, and chickens! Ha…very clean, communicative and kind :))) Does a wonderful job loving on all our animals :) Highly recommend!

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Jennifer C.
Sitter Profile Image: Riley T.
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Riley T.
from
$30
per night
8 years of experience
Valparaiso, FL, 32580

About: I’ve been pet/house sitting since I was 13! I have experience from puppies and kittens to senior pets in diapers! I am very open to adjusting to whatever you and your pet needs to feel the most comfortable while you’re away! I am pretty flexible! I work a job at Orangetheory Fitness in Destin. Sometimes that means a few hours in the mornings or evenings I need to be at work. If necessary I’m able to find coverage fairly easily. I also do training at Eglin airforce base some days which can take a few hours of my time. Again, that is also fairly flexible when it comes to scheduling! I love to stay active-so I’m always up for making sure your pets are well cared for with the time I have around my commitments! I am more than happy to stay overnight with your pet if needed. Or, if your dog does well with others I would be happy to have them in mine. I am very flexible when it comes to arrangements for your pets care!

Sitter Profile Image: Auriel H.
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Auriel H.
from
$30
per night
2 years of experience
Mary Esther, FL, 32569

About: I’ve shared my home with both dogs and cats my whole life, so I know that every pet has their own unique personality. Most recently, I fostered a tiny 6 week old kitten, which taught me patience, gentle care, and how to handle the most fragile little ones. Whether your pet is a senior needing extra love or a playful puppy, I will treat them like my own family. You can trust me to keep them safe, happy, and well cared for while your away. I keep a flexible daily routine, which makes it easy to fit pet care in around your pet's schedule rather than the other way around. Morning and evening visits, midday check-ins, and feeding routines all work well for me. I'm reliable about sticking to whatever schedule your pet is used to. I’ll follow your routine exactly, feeding, walking, and playtime on your schedule. I'll give lots of love and cuddles, keep things clean, and send you daily photo updates so you never have to worry. I’ll treat your home and your pet with the same respect I give my own.

Sitter Profile Image: Ian S.
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Ian S.
from
$28
per night
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Crestview, FL, 32539

Ian is awesome and my dog loves him. So glad I can rely and trust him to make sure my best buddy is taken care of while I’m away

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dale w.
Sitter Profile Image: Haley L.
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Haley L.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Navarre, FL, 32566

Haley was great!! She cared for my 3 dogs at our house for 2 weeks. She stayed in consistent contact and provided me updates and pictures without me having to ask. Treated our pups like they were her own 🫶 I highly recommend her! We will hire her again!

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Shana & Christopher V.
Sitter Profile Image: Billi W.
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Billi W.
from
$26
per night
2 years of experience
Pensacola, FL, 32514

About: Kind, caring, responsible adult with experience caring for various animals and/Or houses. Very professional and clean sitter looking for opportunities to work with similar clients. I am newly retired from 9-5 work and I have a flexible schedule that allows for me to spend time loving on your pets. I can accommodate any schedule or needs that you have for your pet, in your home. I prefer small to medium pets but am open to any pets that are easy to care for

Sitter Profile Image: Aiden L.
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Aiden L.
from
$55
per night
5.0 out of 5 stars
1 review
7 years of experience
Milton, FL, 32583

Aiden was an amazing dog and house sitter. We could tell our dogs were very well taken care of, and it was very stress free for us knowing they were home in their comfort zone. I would highly recommend Aiden for your animal and house sitting needs.

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John K.
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The median cost per night for house sitting in Harold is $45

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Harold

Select a filter and find qualifying sitters offering house sitting.

Sitters in Harold average 3
repeat house sitting clients

FAQs for House Sitting - Harold

Frequently asked questions about Rover

As of September 2026, there are 614 sitters on Rover offering House Sitting across Harold. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Harold walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Harold maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Harold choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

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

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

  • 94% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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.

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