House Sitting Herald Harbor

Find a loving house sitter to watch over your pets and your home.

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Over 32
pet parents in Herald Harbor have booked house sitting

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Sitter Profile Image: Emma W.
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Emma W.
from
$50
per night
5.0 out of 5 stars
• 128 reviews
56 repeat clients
13 years of experience
Severna Park, MD, 21108

“Emma cared for our two energetic medium sized dogs in our home. They were very comfortable with her and she sent pictures throughout her stay. Very pleased and would book with Emma again.”

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Carol C.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

“Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!”

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Marie C.
Sitter Profile Image: Dylan V.
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Dylan V.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
7 repeat clients
20 years of experience
Glen Burnie, MD, 21061

“Once again, Dylan was great with our dog and cat. Our dog has a sensitive stomach sometimes and he kept us up to date and was willing to change up the usual routine when our dog decided to have an upset stomach. He’s wonderful and we appreciate him so much!”

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Marijka V.
Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$85
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

“Jacqueline was the BEST for my highly needy anxious dog!”

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Meredith C.
Sitter Profile Image: Amanda C.
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Amanda C.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
3 repeat clients
15 years of experience
Edgewater, MD, 21037

“Amanda was fantastic with Apollo! We had peace of mind he was well cared for when we went on a weekend trip.”

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Ashley P.
Sitter Profile Image: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
15 years of experience
Annapolis, MD, 21401

“Jerad was amazing and I’m so glad we had him watching over our two fur babies while we were away! He kept in contact with daily updates and did everything we asked from giving the dogs plenty of play time as well as walks. We felt completely at ease being away on vacation and we will definitely being booking Jerad again in the future when we need to be away!”

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Veronica W.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
3 years of experience
Annapolis, MD, 21401

“Leticia took care of our three dogs, one of which is a puppy that is terrified of new people. Leticia took extremely good care of all three of them. She was communicative and thoughtful throughout the entire stay. Would recommend!”

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Sarah L.
Sitter Profile Image: Patrick L.
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Patrick L.
from
$65
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Annapolis, MD, 21401

“Patrick was great at taking care of our dogs and home. Our dogs were clearly well taken care of, and a great bonus that he takes better photos than we ever have of our dogs. Our house was cleaner when we got home than when we left it. Very grateful for him.”

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Casey H.
Sitter Profile Image: Lindsay M.
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Lindsay M.
from
$31
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Glen Burnie, MD, 21061

“Lindsay really helped us out when another sitter canceled on us last minute. She was able to accommodate a meet and greet even though it was late and she was so kind and friendly with our dogs. She sent pictures and updates to give us peace of mind and correctly managed their medications/supplements. We are really grateful for her help!”

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Sara W.
Sitter Profile Image: Michael P.
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Michael P.
from
$90
per night
5.0 out of 5 stars
• 75 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

“Michael was great with our herd. We have three pups, each with their own nuances. Michael stayed with them for a long weekend and kept us updated on their health and happiness. He was very accommodating with their needs and helped with their anxiety, and ours. We’d be glad to have him back and I think our dogs would be glad to have him back, too!”

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Jay T.
Sitter Profile Image: Yvonne S.
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Yvonne S.
from
$100
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Crownsville, MD, 21032

“I cannot say enough wonderful things about Yvonne. She took the best care of our pups while we were away. They loved spending the week with her. I highly recommend for all of your pet sitting needs.”

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Erin M.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$35
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Shady Side, MD, 20764

“Amanda took such great care of our dogs and cat. Amanda communicated lots of fun stories about their behavior and sent plenty of pictures. I'm certain my house was cleaner after her stay as well.”

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Marla V.
Sitter Profile Image: Alexis R.
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Alexis R.
from
$53
per night
5.0 out of 5 stars
• 22 reviews
4 repeat clients
4 years of experience
Odenton, MD, 21113

“Alexis was great! She communicated very well and made us feel at ease while on vacation. We returned to our house in tip top shape and received photo updates of our dog while we were gone. Definitely would rebook again!”

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Anna G.
Sitter Profile Image: Anya B.
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Anya B.
from
$31
per night
5.0 out of 5 stars
• 9 reviews
4 repeat clients
8 years of experience
North Beach, Annapolis, MD, 21401

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

Sitter Profile Image: Kennedy E.
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Kennedy E.
from
$60
per night
5.0 out of 5 stars
• 4 reviews
4 repeat clients
10 years of experience
Crofton, MD, 21114

“I was very pleased with Kennedy. She was very attentive to Rocco.”

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Jody V.
Sitter Profile Image: Susanne W.
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Susanne W.
from
$40
per night
5.0 out of 5 stars
• 2 reviews
6 years of experience
Annapolis, MD, 21409

About: My biggest priority is communication! I love to send check ins and pictures throughout the day, and often ask questions. I will always double check instructions to make sure your pet has the care you intended. I am also outdoorsy and love to walk! I will always extend a walk if I can, not cut it short or do the bare minimum. I am committed to giving your pet the exercise and attention the deserve! I am a nanny, student, and big fan of exercise! I have alot going on in my day, but often have gaps in between that allow me to visit your animals and get them outside. I can often be found doing homework in the evenings, and I always seem to get so much more done when dogsitting! I will always follow instructions and ask questions if I am not sure. I will never feed your pet anything that is not from you, and I will use proper precautions, leashes, harnesses, etc, when outside. I will always clean up after myself and be diligent about locking doors and leaving the house as I found it.

Sitter Profile Image: Trishia M.
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Trishia M.
Star Sitter
from
$100
per night
4.9 out of 5 stars
• 44 reviews
15 repeat clients
20 years of experience
Bowie, MD, 20715

“Trisha was excellent and our cats were extremely happy and comfortable under her care. They normally are brooding when we return but they are perfectly content. It was such a relief to have someone so good to care for them and we were able to enjoy our trip without worrying. Thank goodness!”

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Patti S.
Sitter Profile Image: Carine D.
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Carine D.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
30 years of experience
Crownsville, MD, 21032

About: I have been house/pet sitting since I worked at a veterinary hospital while in college. I am a nurse at school during the day with great availability! Summers, holidays,weekends and evenings. Again I am a nurse at school during the day so my best hours are afternoons, evenings, summer, weekends and holidays. I am also available to sit at my home. I have a secure fenced yard within a great neighborhood if your dog/dogs come to me. I am comfortable and confident with all shapes and sizes and breeds of pets.

Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.6 out of 5 stars
• 11 reviews
4 repeat clients
8 years of experience
Annapolis, MD, 21409

“Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!”

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Jessica & Matthew O.
Sitter Profile Image: Jodie B.
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Jodie B.
from
$70
per night
4.9 out of 5 stars
• 33 reviews
15 repeat clients
4 years of experience
Odenton, MD, 21113

“Jodie was great with our boys! She was very caring, communicative, and reliable for our two older dogs. We came home to a pair of happy pups. Absolutely recommend and will book her again.”

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Kp V.
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The median cost per night for house sitting in Herald Harbor is $50

Pet parents share their Rover experiences - Herald Harbor

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5.0 out of 5 stars

Yvonne took such great care of our very sweet but very energetic! boy -- and our home -- during our recent vacation. She followed our instructions perfectly, reached out with any questions, and made our trip worry-free. She even washed her own sheets and remade the bed before we returned, which was not expected! She returned the day after we had gotten back to retrieve a forgotten item and our dog jumped all over her with excitement to see her back. We look forward to having her dog-sit again!

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Heather A.
House Sitting
5.0 out of 5 stars

Took care of our home and two cats with great care! Came back from a long vacation with happy cats!!

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Dillon F.
House Sitting
5.0 out of 5 stars

Benjamin is always flexible and attentive to our Maizie’s needs. Your fur baby is in good hands if he’s available!

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Christopher G.
House Sitting
5.0 out of 5 stars

Alyssa did a really good job with Leia. She always looked happy based on the pictures that I received.

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Brian H.
House Sitting
5.0 out of 5 stars

Courtney took such great care of our pups on our recent vacation, we really couldn't be happier. She provided wonderful updates which included pics while out on their walks and around the house. She gave us great confidence to leave our fur babies in her care. We'd definitely recommend her to others and we'd be happy to use her again.

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Tim S.
House Sitting
5.0 out of 5 stars

Adelyn was amazing! We left our puppy girl at home for a week by herself. Even though I know she loved having the house to herself, she also had so much fun when Adelyn came to visit. Adelyn sent videos, pictures and notes everyday. We would 100% use Adelyn again.

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Megan L.
House Sitting
5.0 out of 5 stars

Sylvie took great care of our dog, Julee! She was easy to communicate with and we highly recommend her!

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Katharine S.
House Sitting
5.0 out of 5 stars

Molly was an absolute delight. She was incredibly sweet and attentive. I’m certain Bella had a fantastic time with her. Thanks again for taking care of our little lady Molly!

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Beth E.
House Sitting
5.0 out of 5 stars

Aidan was great with Beau! Beau seemed happy, our house was as we left it, and Aidan checked in with us while we were gone. Will book him again for sure!

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Sarah R.
House Sitting
5.0 out of 5 stars

Owen was amazing! He took great care of our two dogs Tasha and Sadie! He was very professional and communicative while we were away allowing us to truly enjoy our vacation knowing our dogs were well taken care of. We will definitely be booking with Owen again!

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Veronica W.
House Sitting
5.0 out of 5 stars

We loved having Karen watch our pets while we were away for a wedding! We have 3 big dogs and 1 cat who needs medication morning/night, so it’s no easy task but Karen did amazing with them all. She was very responsive and communicative the entire weekend, and she left our house better than she found it. We would definitely book Karen again in the future.

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Brianna D.
House Sitting
5.0 out of 5 stars

Einstein loves Jacob! They had a great run through Broad Creek Park. I love how active Jacob is with Einstein- we def recommend him!

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Maureen G.
House Sitting
5.0 out of 5 stars

Tessa was great! She was our first dogsitter for our four year old bernedoodle and we were nervous leaving her for a spring break vacation, but she and Tessa really bonded and had a fun time together. Tessa stayed in our house for 5 nights, was very responsive to texts, and took great care of our dog Bebe, taking her for walks, playing with her, feeding her, and cuddling with her. She also sent some adorable pictures so we knew Bebe was in good hands. We hope to have her dogsit for us again soon! Would definitely recommend her to others looking for a responsible and caring dogsitter.

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Georgia G.
House Sitting
5.0 out of 5 stars

Jazmin is great! Our furbaby, Einstein, is very comfortable with her! Jazmin is great with our big (pushing 60 lbs) rescue pup. She keeps him calm and happy while we are gone- she is clearly comfortable with large breed dogs. We definitely recommend her - we actually have her booked for future dates. 5 stars!

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Maureen G.
House Sitting
5.0 out of 5 stars

This is the second time Gianna came to take care of Gary for the week. She is great and I'd highly recommend her. Thank you, Gianna!

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Jenny M.
House Sitting
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  • 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?

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  • Reservation protection

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

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

How to book house sitting

  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.
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Popular requests for house sitting - Herald Harbor

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Sitters in Herald Harbor average 4
repeat house sitting clients

FAQs for House Sitting - Herald Harbor

Frequently asked questions about Rover

The average cost of House Sitting in Herald Harbor is $61 per night as of October 2026. Most bookings cost between $33 and $79 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 8,670 sitters on Rover offering House Sitting across Herald Harbor. 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 Herald Harbor 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 Herald Harbor 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 Herald Harbor 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 , 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 .

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 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 .

sitters on Rover set their own , 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.

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

  • 86% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% 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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