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 Ann was very kind, caring, attentive, and professional when having a visit with my dog. I would not hesitate to book again in the future!”

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Morgan O.
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: Hannah B.
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Hannah B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 31 reviews
10 repeat clients
15 years of experience
Annapolis, MD, 21403

“Hannah did a great job checking in on Arlo while we were out of town. She provided great updates and made sure to give him attention and affection. She was also very communicative and provided helpful updates after each visit. Highly recommend!”

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Cody H.
Sitter Profile Image: Marideth B.
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Marideth B.
from
$18
per visit
5.0 out of 5 stars
• 21 reviews
8 repeat clients
20 years of experience
Annapolis, MD, 21403

“Marideth was amazing! Both my big dogs absolutely loved her and she took such good care of them. Will definitely book her again in the future!”

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Mackenzie Y.
Sitter Profile Image: Charles H.
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Charles H.
from
$25
per visit
5.0 out of 5 stars
• 11 reviews
3 repeat clients
35 years of experience
Annapolis, MD, 21401

About: Adopted 2 Newfoundlands over 20 years, groomed so much fur I could knit a sweater! I understand what Dogs need! Making canines happy until you get home. Availability all week as I am currently not working and would love to walk your dog and make sure they have water and food during the day Experienced in socializing and training pups. I can help keep the manners in check for your pet, whether walking or sitting or staying. Treats are encouraged

Sitter Profile Image: Margriet M.
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Margriet M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
17 years of experience
Annapolis, MD, 21403

“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.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 127 reviews
50 repeat clients
45 years of experience
Annapolis, MD, 21403

“This was our first time using Rover and Jamie took really good care of our cat. She sent us pictures and updates on every visit. Our cat looked more and more comfortable around her every day. 10/10 recommended.”

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Mori M.
Sitter Profile Image: Tiffany D.
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Tiffany D.
from
$25
per visit
5.0 out of 5 stars
• 2 reviews
8 years of experience
Annapolis, MD, 21403

About: All my life, I’ve owned and cared for dogs, cats, rabbits, and hamsters, so I’m comfortable with pets of different sizes, personalities, energy levels and routines. I have experience in handling reactive dogs of all sizes as well as couch potatos. You can count on me to follow any specific feeding routines and dietary needs, as well as administering medications. Pups, kitties, bunnies, and everything in between are welcome! I'm currently working a flexible part-time schedule which gives me plenty of time to walk your reactive pup, play with your crazy cats, or sit (and crochet) while keeping your pets company! Most pets don't want strangers in their space! I pay close attention to body language, and let them set the pace so each visit feels as safe and comfortable as possible. When staying in your home, I follow your pet’s routine closely, including feeding, waste cleanup, playtime, medications, and as many walks as requested. I keep your home secure, never invite guests over, follow household instructions, and always clean up after myself.

Sitter Profile Image: Ella M.
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Ella M.
from
$25
per visit
5.0 out of 5 stars
• 1 review
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$40
per visit
4.9 out of 5 stars
• 123 reviews
37 repeat clients
18 years of experience
Annapolis, MD, 21401

“It feels great knowing that Ava had my cats in excellent hands while I was away. She is very accommodating, caring, and knowledgeable. Would certainly seek her help again!”

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Charles P.
Sitter Profile Image: Patrick L.
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Patrick L.
from
$30
per visit
20 years of experience
Annapolis, MD, 21401

About: I have been walking and sitting dogs for over 20 years, starting at age 11 when I realized dogs just made sense to me. I have owned hounds my whole life and currently share my home with a spirited beagle/jack russell mix named Tate who keeps me well-practiced with high-energy breeds. I recently lost our beloved 11-year-old foxhound mix Juniper, a gentle 70-pound soul who reminded me daily why this work matters. I am a firm believer in Cesar Millan's calm, assertive approach to dog handling. Dogs respond to confident, consistent leadership, and I bring that to every walk and every stay. I am comfortable with all breeds, large and small, and experienced administering medications and hands-on therapy when needed. I work from home in central Annapolis, which means flexible scheduling and plenty of attention for your dog during the day. Your pup is a member of your family and I always treat them like a member of my own. I own a design firm that I run out of my home. My work varies as a creative from video work to graphic design and more but it all comes from my home office located right next to my dog's food and water bowls (my hound dog Tate is currently asleep at my feet- exactly where he loves to be, and right where I love to have him). My workdays typically start around 7am and I work through the early afternoon, occasionally in the evenings. Though I have a full office setup, I also have a laptop that travels with me during house/dog sitting sessions if I need to be away for an extended period of time. As my work is on the creative spectrum, I can always adapt my schedule to fit around yours (and your pup's). Whether it's daily walks or stays with your dog, you can rest assured that they will be looked after with love, care, and the attention they deserve. I live in an apartment in Annapolis so we don't have a fenced in yard. Instead, I take my boy out in the neighborhood on short and extended walks and in the community dog park. Sniff spots and local trails are always on our schedule as our dog is high-energy so he thrives on long walks with lots of smells. Depending on your dog's needs and routine, I'm happy to take them on long walks in and around your neighborhood and parks they're comfortable with, or just playing with them in your own backyard. I'm also open to taking them further out to nature hikes and trails as long as you're comfortable with that. I tend to have Blue Buffalo, Newman's Own, and Charlee Bear treats at the ready (but of course that's up to your discretion) for good dogs and I always adhere to any diet or medication requirements to ensure a happy and healthy experience. I treat your dog like I treat my own and I've always had a great experience with every breed and personality.

Sitter Profile Image: Christopher Z.
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Christopher Z.
from
$18
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
8 years of experience
Arnold, MD, 21012

“Goes above and beyond, Luna really enjoys his drop ins . She is very high energy and he has a lot patience with her.”

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Margarita C.
Sitter Profile Image: Katie K.
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Katie K.
from
$12
per visit
15 years of experience
Annapolis, MD, 21403

About: Hey there! My name is Katie and I’m a 28 year old living and working on Folly Beach. I love cats and dogs, and all animals! My affinity began growing up around dogs and cats, in which I had a lot of responsibility due to my parents work schedules. Since then, I have always lived with animals in the household, and have lots of experience caring for pets of friends and family. I currently live in a home with my roommate and his dog, Riley- a lab mix, but they are away from home most days/nights. I would love to spend time with some furry companions. My work schedule does afford me a lot of flexibility, so I am willing to dog walk, make house visits, and either host dogs in my home or house sit. I work a walkable distance from home, and am only working part time at the moment. My job allows me flexibility, so I am able to fit my schedule to that of your pet. I do not have a fenced in yard, so would be taking your dog for walks, or would be willing to come to your home

Sitter Profile Image: Andrew R.
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Andrew R.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
20 years of experience
Annapolis, MD, 21403

About: I have taken care of dogs since I was a kid. Had two dogs and I currently have a pit-bull mix, Delaney. I will consider boarding in the home My schedule is pretty open for the next few months . Let me know when you need dog services and I will be there :) While in your home, I will follow your rules and make sure the house is secure when leaving. I will take care of your dog with love and careful hand.

Sitter Profile Image: Justine P.
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Justine P.
from
$25
per visit
5.0 out of 5 stars
• 73 reviews
35 repeat clients
31 years of experience
Pasadena, MD, 21122

“Justine helped us out with a last minute request to drop in to let our puppies have a potty break during the day. The puppies loved her. 🐕 🐶 I highly recommend her for your pet needs!”

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Jessie T.
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: 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: Rachel S.
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Rachel S.
Star Sitter
from
$55
per visit
5.0 out of 5 stars
• 47 reviews
17 repeat clients
33 years of experience
Arnold, MD, 21012

“She checked on our Frenchie while we were out of town for the day and took him on a nice walk and we came home to a happy pup! Will definitely use her again!”

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Cara M.
Sitter Profile Image: Taylor P.
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Taylor P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Upper Marlboro, MD, 20774

“Great service. Taylor kept in touch with me the entire time. My BigBoy was taken great care of and Thank you for the extras you took care of too. Will definitely use her again.”

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Kris M.
Sitter Profile Image: Amanda F.
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Amanda F.
from
$14
per visit
5.0 out of 5 stars
• 13 reviews
6 repeat clients
11 years of experience
Crofton, MD, 21114

“Did a great job caring for my dog!”

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Jordan 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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How to book pet sitting

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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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