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

Herald Harbor, 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: 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

“This was our first time having Emma house sit with our two pups. She was fantastic! Everything went smoothly and we loved that she spent time with them, not just dropping in and out. We already have her booked for another job.”

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Dawn R.
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: Owen K.
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Owen K.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 67 reviews
12 repeat clients
10 years of experience
Severna Park, MD, 21146

“Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again”

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John V.
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: Lisa H.
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Lisa H.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Arnold, MD, 21012

“Lisa is a fantastic pet sitter! Our mini-Australian Shephard loves her! She is a great communicator and provided updates and pictures of our dog! We highly recommend her!”

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Catina B.
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: Charlize O.
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Charlize O.
from
$25
per night
5.0 out of 5 stars
• 12 reviews
6 repeat clients
8 years of experience
Severn, MD, 21144

“Charlize took wonderful care of our dog, Theo! She was very responsive and gave so many updates on him during our trip. She loved Theo and he definitely loved her. We will definitely contact her again for pet care in the future!”

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Lisa S.
Sitter Profile Image: Justine P.
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Justine P.
from
$60
per night
5.0 out of 5 stars
• 75 reviews
36 repeat clients
31 years of experience
Pasadena, MD, 21122

“Justine was a fantastic dog sitter! She kept us updated with photos and put us at ease that our Georgie was well taken care of and in good hands. Justine is someone you can count on to be there and without worrying throughout your time away from your buddy.”

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brian w.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 20 reviews
14 repeat clients
15 years of experience
Annapolis, MD, 21401

“Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.”

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Joanne B.
Sitter Profile Image: Heather J.
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Heather J.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
6 years of experience
Glen Burnie, MD, 21060

“Heather is a fantastic dog sitter. She took great care of our dogs, kept us in the loop the whole time, and sent photo updates every day. We will definitely book her again!”

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Laura D.
Sitter Profile Image: Ayanna C.
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Ayanna C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Odenton, MD, 21113

About: Growing up as the youngest of five kids in a dog-loving family, I have spent my entire life surrounded by pets. From growing up alongside our family dogs to caring for my own 11 lb Poochon, dogs are an essential part of my daily routine. I also have experience providing dog walking for my friends and short-period pet care for my siblings' dogs whenever they needed a trusted hand. Outside of adopting dogs, my family has experience fostering rescue animals, including two energetic puppies and a gentle senior dog, ranging from small breeds to medium and large sizes. This hands-on experience taught me how to read dog body language, help pets adjust calmly to new environments, and handle diverse temperaments across all stages of life. I am experienced in maintaining precise feeding schedules, managing exact meal portions, providing gentle exercise, and offering attentive, 1-on-1 care. All outdoor time and walks in our neighborhood are strictly conducted on a leash for maximum safety. Whether your dog needs structured daily routines, fun play sessions, or specialized small-breed or senior attention, I will care for them with the exact same dedication, love, and safety I give my own! I dedicate focused, flexible time to dog walking and pet care around my routine. I have open availability to fit your pup's needs, offering dedicated 1-on-1 time, reliable check-ins, and consistent daily routines that match your dog's preferred sleeping schedule and energy levels, ranging from gentle, relaxed days to active play sessions Safety and health are my top priorities. All walks are strictly conducted on a leash, and I am meticulous about following your instructions for exact meal portions, dietary needs, and food or environmental allergies. I am also comfortable and precise when managing any medication schedules or special health requirements, ensuring your pet remains safe, comfortable, and well-cared for.

Sitter Profile Image: Regina R.
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Regina R.
from
$35
per night
5.0 out of 5 stars
• 30 reviews
12 repeat clients
4 years of experience
fort meade, MD, 20755

“Regina did an awesome job taking care of my pups! She has a naturally calming energy. I've never seen my dogs NOT bark at someone who enters our house, but with Regina, they didn't make a peep. They just jumped into her lap and made themselves at home!”

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Kristen M.
Sitter Profile Image: Loretta J.
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Loretta J.
from
$30
per night
10 years of experience
Pasadena, MD, 21122

About: I have taken care of dogs, cats, bearded dragons and snakes for family, friends, and strangers over several years. I am willing to take care of any animal(s), no matter the temperament or how exotic it may be. As long as there are clear instructions and direct communication, I am able to be responsible any animal(s). My primary job is with Maryland Department of Natural Resources and with certain assignments there is no rescheduling. This assignments are generally on weekends from 11:00 AM - 5:00PM. I am still able to arrive early in the morning and in the afternoon on these days, otherwise that I am available most of the week. My calendar will be up to date at the beginning of every month. I can come to your home but I cannot use my own. I am willing to send pictures of your animal(s) every minute if you miss them and need to know how they are doing.

Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 59 reviews
20 repeat clients
15 years of experience
Annapolis, MD, 21401

“Marley is so sweet and reliable with my dog. Highly recommend!”

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Courtney R.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 19 reviews
7 repeat clients
25 years of experience
Annapolis, MD, 21409

“Ryan was by far one of the best house sitters Duke and I have seen. He took the time to really get to know Duke and did everything he could to keep Duke’s routine as normal as possible. He sent lots of pictures and videos throughout the stay, and I could tell Duke was having a great time. Will definitely use Ryan for any of Duke’s needs again!”

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Laurel J.
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 AWESOME! She was very professional and a great communicator throughout the process. She also was our housesitter and left the house in great shape, very respectful! 5-Stars all the way. We will rebook Jodie for sure!”

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Michele R.
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 very responsive and took great care of my dog. She sent updates and was flexible to support the times I needed. She left my home exactly as she found it. I would definitely ask Alexis to watch my dog again.”

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Melissa R.
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: Katelyn M.
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Katelyn M.
from
$31
per night
15 years of experience
Bowie, MD, 20715

About: I have taken care of animals since I was a child. I got my first dog at age 7 and was always helping take care of him. I have helped taken care of animals for my friends and family as well as neighbors when they are away. All ages and all sizes and all kinds are accepted. I love animals and will always make sure your furry friend is taken care of! I am caring for animals part time. I am available weekends full day and night if needed. I can do evenings during the week if needed after 4pm. I have a fenced in yard and a fur baby to keep yours company. Her name is Stella and she is super friendly. I have a crate if needed to use. I have many extra toys and treats to offer! Your furry friend will be effortlessly cared for and loved by me and they will have gained a new friend!

Sitter Profile Image: Brianna B.
Verified Enhanced Background Check
Brianna B.
from
$75
per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
4 years of experience
Pasadena, MD, 21122

“We couldn't have asked for a better sitter to care for our two very active German Shorthaired Pointers! One of our dogs is especially anxious during storms, and Brianna handled the situation with so much patience and compassion. It was such a relief knowing our pups were not only well-exercised but also emotionally supported while we were away. We came home to a spotless house and two happy, relaxed dogs—no small feat with this energetic duo! We’re incredibly grateful for the care and attention Brianna provided and wouldn’t hesitate to book again. Highly recommend!”

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Casey C.
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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

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

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.
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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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 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.
  3. 3. Book & Pay

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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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