House Sitting Herald Harbor

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

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Over 29
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: Karen R.
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Karen R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 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: Alyssa J.
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Alyssa J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
251 reviews
85 repeat clients
15 years of experience
Severna Park, MD, 21146

Alyssa has house-sat twice for us now and she is always so patient and understanding of our pets and their different temperaments. Communication is great, pets always seem happy and healthy when we return and we don’t have to worry about our home or our pets while we are out of town. Highly recommend and we will definitely try to book her again in the future.

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Nicole D.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$31
per night
4.9 out of 5 stars
51 reviews
6 repeat clients
10 years of experience
Severna Park, MD, 21146

Oh, I’m not quite sure where to begin. Owen is such an incredibly sweet, caring and kind young man! We’ve used Rover several times as well as neighbors and friends and family over the years to watch our dogs (we have a 1.5 year old golden doodle, a 7-year-old mini cockapoo, and a 12 yr old miniature boxer) we decided to take a last minute vacation to go see our daughter in North Carolina, which means we were gonna be a good 6 to 7 hours away as well from our dogs, which was nerve-racking and none of our usual people were available. In fact, I couldn’t find anyone available because of the short notice in the five star review arena. I was hesitant to book Owen because the Rover rating had him only like a 2 1/2 star review. But I read the comments and he had two other five star raving reviews and then just one pretty negative rating, but my gut just kept bringing me back to him telling me to give him a chance, so I did. Well you know the saying, “Always trust your gut?” Definitely didn’t fail us with Owen! Our dogs can be pretty intimidating when someone comes up to our dorm. They barrow and sound really ferocious and then they jump all over you be a handful. Owen took right to them and they took right to him! Oh, I forgot to mention the other thing I was nervous about with booking Owen is that he is male. My boxer is not usually a fan of guys whatsoever and he’s super protective if I’m the only one around and not only did he not growl or act standoffishat all towards Owen he seemed like he had known him forever! I honestly wish I could share the photos on here of that same dog Ling with Owen and one of the several photos he sent me. He did every single thing I asked 100% correctly! Which honestly that’s shocking because I leave a full one page document single spaced typed out for people staying at our house watching the dogs and I expect people to forget or missstuff it because it is a lot! Heck my husband and teenage son that live with the dogs full-time don’t remember everything that I want done. Lol Owen didn’t miss a single thing! On top of that, I also have Ringcameras all around the exterior of my home and he played with them and loved on them and they loved on him. In fact I think they even slept with him at night! Lol we got daily check ins from Owen and anything that he noticed was concerning or had questions on he messaged us. And was always super apologetic about disturbing us on vacation. He’s probably nice to a fault Ha! He also washed his bedding in the bedhe stayed in, put our dishes away and some other things which 110,000% is not expected at all! The other thing was shocking is whenever we leave even if family is watching the dogs the dogs will rarely eat and they were so comfortable with him they ate normally! Fortunately with us, we’ve never had any bad experiences with anyone we’ve used on Rover and I would have any of them back again! That being said, there’s just such a loving kind energy that comes off of him that the dogs pick up on so he will be my first call for our next vacation. My husband and I were so impressed with him. We’ve actually thought about reaching out to Rover and seeing if that one negative review could be removed because I get everyone has different experiences, but I just don’t know how there could’ve been such an enormouschange from that review to now is, it’s just not even his character or personality which you will understand if you book him which I highly recommend you do! He should be there with the other five star people, hands-down! So Owen, thank you so very much for loving our babies while we were gone and making us feel so so very comfortable that I don’t have to stress about leaving again! You are a kind soul and I know you had asked me for any tips or suggestions or feedback I can give you for the next time that you can improve on and young man I cannot think of a single thing and that is saying a lot coming from someone like me who is a perfectionist and OCD! We can’t wait to have you over again and I know Jax,Nahla and Montana can’t wait for you to come and stay again also!

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Vanessa B.
Sitter Profile Image: Neri O.
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Neri O.
Star Sitter
from
$60
per night
5.0 out of 5 stars
18 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21108

I wish I could give more than 5 stars. Neri was incredible! My dog is not the easiest, but she was so patient with him. He was also on a ton of meds and she handled all of them perfectly. We got multiple updates a day from Neri and she was so flexible when our travel plans changed at the last minute. After staying in my home with the dog for a week, the house was spotless. I even heard from my neighbors how wonderful she was. Neri will be my #1 dog sitter going forward. I can’t recommend her enough. She provided an absolutely amazing experience.

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Chris F.
Sitter Profile Image: Sara M.
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Sara M.
from
$50
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
5 years of experience
Severna Park, MD, 21146

Sara was a lifesaver! She helped house sit our two greyhounds and a guinea pig on short notice, salvaging a family vacation. She was responsive while we were away and when we got home, everything was as we left it and it was clear the dogs (and pig) had been exceptionally well cared for. We'll definitely be requesting her services in the future.

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Lindy F.
Sitter Profile Image: Emma W.
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Emma W.
from
$50
per night
5.0 out of 5 stars
112 reviews
49 repeat clients
13 years of experience
Pasadena, MD, 21122

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: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia was wonderful with our two large dogs! She was punctual, communicative, followed all directions, and took good care of the house too. We’re looking forward to having her watch our dogs more in the future!

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Sarah L.
Sitter Profile Image: Megan H.
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Megan H.
Star Sitter
from
$40
per night
4.9 out of 5 stars
55 reviews
15 repeat clients
10 years of experience
Crownsville, MD, 21032

Megan was wonderful. She took great care of our pup and was excellent with her communication with us. We highly recommend her.

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Abbie E.
Sitter Profile Image: Jennifer W.
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Jennifer W.
from
$60
per night
5.0 out of 5 stars
7 reviews
1 repeat client
30 years of experience
Pasadena, MD, 21122

Jennifer did a great job watching our dogs and cat (and bunny). Even with rough weather and power outages, the animals were in good hands. Thank you for keeping them healthy, happy and entertained.

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Bethany T.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
41 reviews
15 repeat clients
15 years of experience
Annapolis, MD, 21401

Very calm and relaxed, she’s very patient and easy to work with. My little pups look forward to seeing Marley for their walks.

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Roxane M.
Sitter Profile Image: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21401

Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!

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Clay K.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
119 reviews
34 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava is consistently wonderful with our cat snd our anxious, senior dog. She’s super communicative, and puts us at ease. We never worry about leaving town if Ava is with our pets!

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Kelsey C.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
127 reviews
49 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie is a sweetheart and takes such good care of our Bear. He got excited when she came to take care of him. Jamie keeps us posted on how he is doing. We are grateful to have found Jamie.

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Lorene B.
Sitter Profile Image: Emily C.
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Emily C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
72 reviews
25 repeat clients
10 years of experience
Severn, MD, 21144

Fennel watched our two very rambunctious puppies for a whole week over the holidays. They were absolutely fantastic and very patient, also did some training while here!

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Katie L.
Sitter Profile Image: Chandler P.
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Chandler P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
45 reviews
8 repeat clients
15 years of experience
Bowie, MD, 20720

Chandler took wonderful care of our two dogs! She sent lots of pictures every day, made sure they were fed with the instructions we provided for our fussy dog, and didnt make any messes around the house. She is amazing! Would definitely book her again for any future trips!

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Steve M.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
68 reviews
32 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: Gabrielle R.
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Gabrielle R.
from
$65
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
24 years of experience
Arnold, MD, 21012

Gabrielle housesat for me and my golden retriever Dora for a week. She was wonderful with Dora. She handled Dora's medication and dietary restrictions with no problem. Every picture Gabrielle sent throughout the week showed Dora happy and healthy on her walks and getting her snuggles. Gabrielle was also an excellent house guest, leaving the house clean and tidy. She even watered my plants and vacuumed up copious amounts of dog hair so I didn't have to come home to that! She was very communicative and checked in with me in regularly or if anything was out of the ordinary. I would definitely use Gabrielle again and highly recommend her!

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Colleen D J.
Sitter Profile Image: Kennedy E.
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Kennedy E.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Kayla C.
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Kayla C.
from
$50
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Arnold, MD, 21012

Kayla did a great job and my dog fell in lover with her. Would definitely use her again.

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Daniel M.
Sitter Profile Image: Olivia S.
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Olivia S.
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
13 years of experience
Annapolis, MD, 21401

Olivia was a fantastic pet sitter - she took excellent care of our babies (and our house!), and sent us regular updates. I’d absolutely recommend her!

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Kim W.
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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

1 / 1
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

Courtney was great! She sent photos and communicated with me throughout her time dog sitting for us.

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Shannon G.
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

Alyssa did a wonderful job with both our dogs. We have a senior dog and an active working dog, and both are a handful. She was responsive to our texts and kept us updated. We will definitely book her again!

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jared v.
House Sitting
5.0 out of 5 stars

Imani took great care of our dog and cat, and our home, while we were away! We were very comfy knowing she was with them and will absolutely reach out to her for future pet care needs.

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Kira S.
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
5.0 out of 5 stars

Carlie was phenomenal! I couldn’t have asked for anything more, she sent updates and pictures and was very communicative, and our doggie loved her. Would 100% recommend!

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Kristin B.
House Sitting
5.0 out of 5 stars

Great communication, handled a few curveballs very well and without issue. Super nice and the dogs loved her

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Ryan S.
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
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Meet local sitters who will treat your pets like family

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Popular requests for house sitting - Herald Harbor

Select a filter and find qualifying sitters offering house sitting.

Sitters in Herald Harbor average 4
repeat house sitting clients

FAQs for House Sitting - Herald Harbor

Frequently asked questions about Rover

The average cost for House Sitting in Herald Harbor on Rover is $60.88 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 8,757 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 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 Herald Harbor. On Rover:

  • 91% 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.

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