Pet Sitting Highland Beach

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

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Highland Beach, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 29 reviews
12 repeat clients
37 years of experience
Annapolis, MD, 21403

“Leigh was very attentive with Karen! She played with her, spent time with her, wrote thorough reports on their time together, and was overall very communicative. She even left Karen a toy (which she loves, thank you!!!) Leigh went above and beyond and I would absolutely book her again.”

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Ezekiel P.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$22
per visit
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Shelby is amazing! While we were out of town, she stepped in promptly when an unexpected issue arose with our original sitter. She eased our anxiety and took great care of our dogs. She is trustworthy, kind, and communicative; all traits you want your sitter to have. We are excited to work with her again in the future!”

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Cathlene D.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 89 reviews
20 repeat clients
7 years of experience
Annapolis, MD, 21403

“Thomas is great with our pups, and very reliable; even last minute! He’s pleasant, kind and responsible. I really enjoy seeing the Rover Cards with his notes, pictures and activities. We look forward to using him again!”

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Heather C.
Sitter Profile Image: Lauren W.
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Lauren W.
from
$20
per visit
5.0 out of 5 stars
• 15 reviews
7 repeat clients
27 years of experience
Annapolis, MD, 21403

“Lauren was fantastic! Communication was clear and she always responded quickly. Scruffers was well cared for, we got lots of pictures, and I would 100% use Lauren again.”

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Doreen M.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 50 reviews
22 repeat clients
10 years of experience
Annapolis, MD, 21403

“I booked Elizabeth pretty last minute to drop by to take care of my senior cat for a couple of days, and she was very responsive and did a fine job.”

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Miriam F.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$25
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21401

“Liz was fantastic in her care of my pup and my home. She arrived early to the visit and stayed the full length, communicated swiftly and saved us from any worry.”

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Colin M.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

“Jessica did a great job checking in on our puppies while we are out of town. She was able to assist us with last minute request! Our pets love her and she provides timely updates and pictures on how they are doing. Jessica has become our go to provider for pet sitting and check ins.”

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Tom C.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 17 reviews
6 repeat clients
25 years of experience
Annapolis, MD, 21409

“Ryan is awesome! He took such great care of our dog while we were away. I could relax on vacation knowing how well cared for Napoleon was in Ryan’s care!”

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Stephanie H.
Sitter Profile Image: Gabriella L.
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Gabriella L.
from
$15
per visit
15 years of experience
Annapolis, MD, 21401

About: I have grown up with dogs and have been around/worked with them all my life. Needless to say I’m very comfortable with them. I’m confident in working and caring for a dog of any age and providing any care they might need. I have also been riding horses since I was a small child and feel comfortable with any needs they might need met. Feeding, mucking out (cleaning up poo and pee), giving meds to dogs, cats, horses are all tasks I feel confident in. Side note I also feel comfortable taking care of basic reptiles, but my experience is mostly in horses, cats, and dogs. I currently work full time in inner harbor from 8 am-4:30pm. I could possibly provide care before my regular working hours depending on location. Can definitely provide care after working hours. In my home my cats are fed both wet and dry food throughout day depending on their needs. At this time I do not provide the option of caring for an animal at my house.

Sitter Profile Image: Brittanny A.
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Brittanny A.
from
$25
per visit
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

Sitter Profile Image: Whitney B.
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Whitney B.
from
$25
per visit
5.0 out of 5 stars
• 60 reviews
21 repeat clients
14 years of experience
Annapolis, MD, 21401

“Whitney is so reliable and easy to work with. I've asked her to watch my animals twice. I feel safe knowing she's taking great care of them.”

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Jessica G.
Sitter Profile Image: Tiffany O.
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Tiffany O.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

“Tiffany was a real trouper to come visit our 3 month old puppy. She is knowledgeable, organized and loves dogs. Communicates promptly, and is open to changing circumstances. I highly recommend her.”

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Shirley C.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$20
per visit
15 years of experience
Annapolis, MD, 21401

About: I have taken care of dogs for the past 15 years, and am an avid dog lover. I am thrilled to sign up as a pet sitter and walker and enjoy time with new friendly faces! I am currently working as a part time pet sitter/walker while moving forward in my acceptance offer to BU to pursue an online masters program. I will be available Monday-Sunday any time to care for your pets! Safety is so important! I currently carry extra dog leashes, a harness if needed, dog treats, pet corrector spray, a safety back seat dog cover in my car. I know a few local dog parks that are fenced in, quiet and safe to play too. I know CPR and am happy to continue any training or routines your family conducts.

Sitter Profile Image: Emily L.
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Emily L.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
15 years of experience
Galesville, MD, 20765

About: Hi guys! My name is Emily, I’m a 27 year old who loves animals. I really like to read, go to concerts with my friends, and spend time with my family. I’ve been house sitting and pup sitting for over 10 years now. My availability is very open at the moment considering I’m doing school virtually. Please feel free to contact me anytime for all of your dog, cat, fish, bird, turtle, hamster, cow, horse, etc needs! I also have a huge vegetable/flower garden so have plenty of experience with that if necessary. Look forward to hearing from you! I currently am working part time and doing school virtually so I have a very flexible schedule that would allow me plenty of time to help care for your babies! I’ve had 10 plus years experience with pet sitting so have had to handle many different situations that have made me a better sitter. I’m prepared for anything and love these pets as my own!

Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
• 35 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

“Alexxis was great. She was patient in trying to get my shy cat to come out from under the bed. She sent many pictures. I would book her again.”

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Mable W.
Sitter Profile Image: Ella O.
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Ella O.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
7 years of experience
Severna Park, MD, 21146

About: I’ve been caring for dogs of all sizes and personalities since I was young. I grew up with dogs in my home and currently have two dogs of my own, so I know how much our pets mean to us and how important it is to find someone you can trust with them. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I truly love all fur babies and would be so excited to care for yours! 🐾❤️ I am currently a part time student at Anne Arundel community college. I also have a part time job. My weekends are available. Weekdays I have a lot of free time during the day between classes before I head to work at 2:30-5:30 (usual hours). Safety is my top priority when caring for your pets. I will always make sure they are supervised, secure, and comfortable, whether we are out on a walk, during a drop-in visit, or staying overnight. I follow each pet’s routine and any instructions you provide, including feeding schedules, medications, walks, and anything else that helps them feel at home.

Sitter Profile Image: Julia W.
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Julia W.
from
$25
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
19 years of experience
Annapolis, MD, 21405

About: I’ve grown up with huskies and they are very high energy and active! I have experience with puppies as my sister adopted a chocolate lab puppy and I was over almost every week, including several different times where I watched him for a week on my own over the last year. I have also taken care of other small and large dogs and used to volunteer at Lucky Dog in D.C. where I walk ownerless dogs for free. My neighbor has relied on me to take care of her two cats for several different week-long occasions. I love playing with animals and will provide the best care because I know that our pets are our family. I work from home so I am able to watch pets during the day. I work from home Monday through Friday, so I am very flexible. I am able to let your pets out at any time of the day! I used to have a husky of my own so I know how important our “fur-babies” are to us. You can trust that I will give them the best belly rubs, treats, and take them on nice long walks. If you choose me as your pet caretaker you can guarantee your pet will get all the love and care they deserve!

Sitter Profile Image: Ashley R.
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Ashley R.
from
$30
per visit
4.7 out of 5 stars
• 3 reviews
15 years of experience
Edgewater, MD, 21037

About: Caring for animals has always been a big part of my life. I share my home with a calico and a tabby, and I’ve spent years living with a lab. I care for my sister’s tabby mix when she goes out of town. I’ve also cared for friends’ and neighbors’ pets, and even worked as a dog groomer and at a dog kennel, so I’m comfortable with all kinds of breeds and personalities. On top of that, I actively volunteer at the SPCA in Annapolis, which keeps me connected with animals who need extra love and attention. I treat every pet like family, not just a job, and my goal is to make sure they feel safe, happy, and cared for while you’re away Pet care is part of my everyday life. Between caring for my own two cats, helping with my parents’ lab, and volunteering at the SPCA in Annapolis, I’m used to fitting in feedings, walks, playtime, and snuggles throughout my day. Making sure animals feel loved and looked after is something I do daily, not just occasionally I care for your pets just like I do my own with love, patience, and attention to detail. In your home, I’ll follow your routines so your pets feel comfortable and secure, making sure they have fresh food, water, walks, playtime, and plenty of affection. If they’re with me, they’ll be treated like part of the family, with a safe and cozy environment where they can relax and enjoy themselves. My goal is always to make your pets feel happy and cared for, and to give you peace of mind while you’re away.

Sitter Profile Image: Jordan B.
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Jordan B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Bowie, MD, 20721

“Jordan was the perfect person to care for Teddy and Coco, two playful puppies. I look forward to booking him again.”

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Soketao E.
Sitter Profile Image: Milanni B.
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Milanni B.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
6 years of experience
Bowie, MD, 20716

“Goldie Loves Milanni! Milanni is someone I can count on for drop-ins or boarding when I’m traveling around the world. I appreciate how easy it is to communicate with her and she confidently takes care of business without any worry. Goldie appreciates Milanni being part of her caregiving community when I am away. I recommend Milanni for your pet and caregiving needs.”

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Matthew G.
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Pet parents share their Rover experiences - Highland Beach

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5.0 out of 5 stars

Ali took great care of our cat Julian while we were away for the weekend! She was always communicative and responsive, and we loved the pictures she sent as well. We knew he was in great hands!

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Maura M.
Drop-In Visits
5.0 out of 5 stars

Marideth was amazing! Super communicative, attentive to Guillermo’s needs, and was able to accommodate a super last minute request. Thanks Marideth!

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Vanessa B.
Drop-In Visits
5.0 out of 5 stars

She is a very sweet person. Arrived on time. Stayed the whole hour. Shelby (my Lab) was well cared far and content when I came home.

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Suzanne W.
Drop-In Visits
5.0 out of 5 stars

Luna and Dusty loved their visit from Shelby! She was prompt and sent lots of pics. Dogs enjoyed their playtime with her! Thank you so much!

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Yvonne B.
Drop-In Visits
5.0 out of 5 stars

Katie was wonderful to work with. She was very communicative, responsive and was great at getting to know and work with our sensitive cats. Even our grouchy cat opened up to her. She was also flexible in accommodating medication routines, the needs of a senior cat, and kind details like putting squirrel and bird food out to keep our cats entertained while we were away. We will definitely book with her again!

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Kelley S.
Drop-In Visits
5.0 out of 5 stars

Stephanie accommodated me on a last minute check-in. She arrived on time and my pup warmed up to her quickly!

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Amber E.
Drop-In Visits
5.0 out of 5 stars

Laura was great when we went away internationally! Took care of business as a dual! Always great to have watch our fur babies.

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Rhea L.
Drop-In Visits
5.0 out of 5 stars

Hannah was great with my cat Ollie. He took to her immediately, which he does not always do with new people. She took time to play with him on each visit. She is reliable and a good communicator. I would definitely hire her again.

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Stan W.
Drop-In Visits
5.0 out of 5 stars

Thomas was EXCELLENT with Sheena!! He is very attentive and conscientious in his care. Communication is superb and timely, and he was consistent with the times of his visits. Our old girl did well with Thomas in charge. We will be contacting you again when we need care for Sheena. Thank you!

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James S.
Drop-In Visits
5.0 out of 5 stars

Margriet is fabulous. She is always punctual, reliable, and responsible, which gives me great peace of mind when I’m away. Most importantly, I can tell that she really cares about my dog and treats her with kindness and affection. I feel very blessed knowing my dog is safely in her care. Highly recommend!

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Maryrose E.
Drop-In Visits
5.0 out of 5 stars

Leigh was very attentive with Karen! She played with her, spent time with her, wrote thorough reports on their time together, and was overall very communicative. She even left Karen a toy (which she loves, thank you!!!) Leigh went above and beyond and I would absolutely book her again.

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Ezekiel P.
Drop-In Visits
5.0 out of 5 stars

Harrison has become my regular “Go-To” Drop-In Sitter. My dogs love him and look forward to his visits.

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Michael S.
Drop-In Visits
5.0 out of 5 stars

Amber was very communicative and took good care of my cat Kora while we were on vacation. Would definitely book with her again in the future if needed.

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Emily C.
Drop-In Visits
5.0 out of 5 stars

Ellie was absolutely amazing! She took marvelous care of our cats and provided detailed notes as to how the cats were doing during each visit. The pictures she provided were adorable. We would gladly re-book her and recommend her for pet sitting.

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Sylvia M.
Drop-In Visits
5.0 out of 5 stars

Halsey was amazing! She took great care of our big, but sweet dog, Camden and provided lots of pictures and details of all their walks. She was very communicative and I knew our boy was in great care with her! We would love to have Halsey come back and care for Cam!

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Lisa I.
Drop-In Visits
5.0 out of 5 stars

Fantastic job, as always. Sarah does a great job and we feel great having her take care of our rabbit!

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Monika A.
Drop-In Visits
5.0 out of 5 stars

Elizabeth did a great job helping us out last minute taking care of our dog. She was thorough and our puppy enjoyed having a companion to play with. Would highly recommend!

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Trevor S.
Drop-In Visits
5.0 out of 5 stars

Julia was super great. Booked her last minute and really glad I did! She did everything we asked and arrived promptly. Will be using again!

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Pooja P.
Drop-In Visits
5.0 out of 5 stars

Andrew was timely, communicative, did everything asked, and successfully gave my senior cat her topical meds. I would book with him again without hesitation!

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Theresa D.
Drop-In Visits
5.0 out of 5 stars

Kayla took great care of our dogs, Wally and Pip, including taking them on walks and making sure they were happy and well cared for. She sent great updates and photos, which we really appreciated and made us feel completely at ease while we were away.

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Caroline J.
Drop-In Visits
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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.

  • World-class support

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

How to book pet sitting

  1. 1. Search

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

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FAQs for Pet Sitting - Highland Beach

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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

Before booking, confirm:

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

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

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

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

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

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

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to 25,000 in eligible veterinary care. For more details, visit .

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.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.

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

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

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

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.

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