Pet Sitting Rolling Hills

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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Rolling Hills, 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: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 180 reviews
56 repeat clients
17 years of experience
Annapolis, MD, 21401

“Heather was super responsive via texts when needed. She came at the promised time, spent the promised time with our cat, and did everything that was asked of her. She also included several photos with each update. I would have liked a bit more written update, but that's not critical. She was fantastic and will definitely use again!”

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Scott B.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 26 reviews
8 repeat clients
10 years of experience
Annapolis, MD, 21401

“Jacqueline was the perfect caregiver for our two kitties! She's loved by our cats, and she is so responsive and helpful -- we never have to worry about the kitties when we are away!”

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Vicki S.
Sitter Profile Image: Katie F.
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Katie F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 122 reviews
39 repeat clients
16 years of experience
Annapolis, MD, 21401

“Katie is polite & quick to respond! She did a drop in visit with my 1 year old black lab in my home. She sent pictures & updates. Would definitely recommend & would use her in the future again!”

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Megan W.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$15
per visit
5.0 out of 5 stars
• 11 reviews
5 repeat clients
3 years of experience
Annapolis, MD, 21401

“Leticia did a great job taking care of my cat Madison. Madison is a loner and doesn't warm up to people but he trusted Leticia from the start. I loved the photos and videos that she forwarded to me. It gave me peace of mind to know that he was well cared for. I hope that Leticia will be available the next time I need to be away from home for an extended period of time.”

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Carolyn T.
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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$20
per visit
4.9 out of 5 stars
• 147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

“Pros: - Fed them - gave them meds - took them for potty - First time they came they stayed the fully scheduled amount of time - Willing to come to our house before scheduling so the dogs could meet them. Cons: - Only stayed between 12 and 17 minutes for three of the four drop ins - On the second night they didn’t get to our house until two hours after their scheduled time (we have security cameras in our house so we could see). I messaged them and tried calling but they never responded and the call went straight to voicemail.”

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Ashley B.
Sitter Profile Image: Jazmin G.
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Jazmin G.
from
$23
per visit
5.0 out of 5 stars
• 32 reviews
7 repeat clients
9 years of experience
21032

“I would like to say thanks to Jazmin for her willingness to continue care of my two pups while my flight was cancelled due to the weather. I appreciate her keeping tabs and updates on my two pups during my absence.”

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Keith A.
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: Amber C.
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Amber C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 58 reviews
18 repeat clients
12 years of experience
Annapolis, MD, 21401

“Amber was great from the start! The initial visit was easy and reassuring. Amber will definitely be my go to when it comes to good care for Winston!”

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Maria R.
Sitter Profile Image: Terri B.
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Terri B.
from
$14
per visit
2 years of experience
Annapolis, MD, 21401

About: I've had pets throughout my whole life, but as I got older and moved out of parents house they become very expensive. So, instead of getting my own pet, I use this site to engage myself with the precious animals. I currently work full-time through the week. I fit pet care time in on the weekends when I have nothing planned. I can totally do potty breaks after work hours. I care for the pets by giving them attention, playing with them(outdoors/indoors), feeding them, taking them outside for potty breaks, and cuddling because animals needs love too.

Sitter Profile Image: Natalia L.
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Natalia L.
from
$20
per visit
35 years of experience
severna park, MD, 21146

About: I grew up on a farm so I have lots of experience with all kinds of animals. I currently volunteer with BARCS and SPCA and frequently take on high needs medical fosters. I will happily care for your animals based on their individual needs no matter how complex. I'm free most weekday afternoons and weekends, I have a pretty flexible schedule so I can work around your needs in a lot of cases I'm available for drop in visits and some overnight stays. I'll treat your home and pets with the same care and consideration as my own.

Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 75 reviews
35 repeat clients
10 years of experience
Annapolis, MD, 21402

“Megan was a stellar sitter for our senior cat! She was extremely communicative, sent us great updates and photos/video while we were away, and took excellent care of our cat. We highly recommend her!”

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Chiara C.
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: Harrison S.
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Harrison S.
from
$16
per visit
5.0 out of 5 stars
• 19 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21403

“Harrison did a great job. My two dogs lived him.”

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Michael S.
Sitter Profile Image: Emma W.
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Emma W.
from
$25
per visit
5.0 out of 5 stars
• 125 reviews
54 repeat clients
13 years of experience
Pasadena, MD, 21122

“Emma came for a midday drop-in visit for my dog, Rizzo, while I went into my office. She gave Rizzo a potty break out in the backyard. Played fetch h with her, and gave her a snack. The house was left just as she found it. 😊 We will definitely use Emma again, whenever the need may arise.”

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Tanya D.
Sitter Profile Image: Abby D.
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Abby D.
from
$14
per visit
6 years of experience
Arnold, MD, 21012

About: I have experience caring for dogs of all sizes and ages, from small dogs to large breeds and playful puppies. I’m currently training our own puppy, so I have hands-on experience with patience, consistency, basic training, and keeping a young dog engaged. I understand that every dog has their own personality, routine, and needs, and I’ll take the time to make sure your pet feels comfortable, loved, and well cared for. I work three days a week, which gives me a flexible schedule and plenty of availability on my days off, especially weekends. I enjoy spending time with pets and can dedicate time to walks, playtime, training, and companionship. My flexible schedule allows me to give each pet the attention they need rather than simply fitting them into a busy routine. I want every pet in my care to feel safe, comfortable, and at home. We have a backyard (not fenced) and are close to great walking paths, a golf course, and a dog park, so there are plenty of opportunities for walks, play, and exercise. I’ll follow your pet’s normal routine as closely as possible and adjust activities based on their age, energy level, and personality. Most importantly, they’ll get plenty of attention, affection, and supervision while you’re away.

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: Ryan L.
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Ryan L.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
• 17 reviews
7 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: Stephanie M.
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Stephanie M.
from
$20
per visit
5.0 out of 5 stars
• 5 reviews
2 repeat clients
7 years of experience
Annapolis, MD, 21403

“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.
Sitter Profile Image: Leah B.
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Leah B.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
4 years of experience
Arnold, MD, 21012

“Leah was a huge help to us over Labor Day weekend, dropping in to let out and feed our three dogs. My husband and I are both small business owners, so we jumped at the chance to take a brief overnight trip together and Leah’s help made it possible. She was on time and engaging with the dogs and they were well cared for in our absence. We would definitely recommend Leah!”

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Adriane W.
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Pet parents share their Rover experiences - Rolling Hills

1 / 1
5.0 out of 5 stars

I completely trust Heather with my sweet senior rescue! I was on a longer trip than I wanted to be due to a family commitment, and only was going to do the trip if i didn’t have to board him. Although a friend was able to housesit with him at night, she works full-time. Heather came to the rescue and did three check-ins each day for four days straight (walks and feedings)! She is so affectionate with him, and he just loves her. Knowing Heather was checking in on him kept me from being completely distraught! She also was so patient and understanding when I had an issue with my lockbox, and we had to temporarily pivot to another solution. Heather is a pet sitter extraordinaire!

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Rachel
Drop-In Visits
5.0 out of 5 stars

Pam does an amazing job caring for our finicky dog! She puts in the effort to understand the dog and his preferences which makes it so much better for him and us being away. Great communication as we're away.

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

Heather took great care of Eden! She provided lots of updates and pictures & made us feel better about leaving our baby while we were away on vacation.

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

Alex responded right away to my last minute request to walk 4 dogs. She sent updates and videos throughout the visit. Gave me great peace of mind.

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

Katie is the best. We’ve booked her multiple times to check in on our cats. Appreciate her so much. Highly recommend!

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Crysten G.
Drop-In Visits
5.0 out of 5 stars

Maggie was very responsive, communicated regularly and respectful of our home and time away. Our kitties weren’t cooperative, but Maggie made the best of it😊. We will book with her again when we go out of town.

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Cindy F.
Drop-In Visits
5.0 out of 5 stars

Jacki is a fabulous sitter who is very caring and very conscientious. A great communicator and I had total confidence in her. Highly recommend!

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

Snowden was fantastic! Very comfortable leaving our pets in her care, appreciate having someone we can trust to watch our kittens!

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Cal R.
Drop-In Visits
5.0 out of 5 stars

Marley was great with my cats. Bugsy needed meds and she got them down him better than I have! My Beau loves her which made my son very jealous!!! Marley also took great care of their feeding bowls and litter box. Thank you Marley.

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

Corinne is amazing!! Very communicative, loving and warm. She did everything I asked of her plus more and made sure my kitty was comfortable. I would definitely book her again with no hesitation to watch my pets :)

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

Jazmin has been wonderful!! We are so blessed to have her watch our fur babies. She was always on time, sent at least 10 photos and our pups loved her. She was very conscientious about them eating and even giving them snacks. This was our first time having Jazmin at our home but we will certainly use her services again!!!!

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Debbie K.
Drop-In Visits
5.0 out of 5 stars

Samantha did a great job with my 19-year-old cat, Rex, who needed oral medication and transdermal medication daily.

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Kathy K.
Drop-In Visits
5.0 out of 5 stars

Stacie was great and I’d absolutely book with her again. She was flexible, communicative, and clearly took great care of my cats while I was away. She went above and beyond to make sure everything was handled, kept me updated, and gave me real peace of mind during my trip. It was obvious from the updates and from how my cats acted afterward that they were comfortable with her and well cared for. I really appreciated her attention to detail and the care she put into everything. Highly recommend.

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

Ava took time to make our cat comfortable and sent detailed updates and photos of her. It was nice to see how our old girl was doing by while we were away.

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

Caitlyn has been wonderful with our dog, Hobo. She was flexible and added in extra walks when we called from vacation and needed it. Her visits have always been lengthy with lots of exercise and playtime, and she was willing to come early mornings and late at night. She sent lots of pictures and it was clear that Hobo was having a great time with her. Caitlyn definitely went above and beyond and I would recommend her 100%.

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

Bella did a great job! She was super easy to communicate with. Based on the pictures she sent of my cat, it seemed like Tabby really liked her, which is rare with pet sitters! I would definitely hire Bella again!

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

Alexis did a great job taking care of my fish and home while I was away! Appreciated her flexibility and kindness!

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Heather Z.
Drop-In Visits
5.0 out of 5 stars

Jolie is wonderful and went above and beyond to take great care of our cats and fish. She sent many pictures and detailed updates with each visit. This was our second time having her pet sit for us, and we will definitely hire her again.

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Molly H.
Drop-In Visits
5.0 out of 5 stars

Izsabella was such a great dog sitter for us. She sent plenty of photos while she visited our fur babies.

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nicholas p.
Drop-In Visits
5.0 out of 5 stars

Whitney is my go-to catsitter and she's watched my cats multiple times. She's reliable, will check on the house and gives great updates. Also, my cat can be grumpy and Whitney doesn't push her or take it personally, so I appreciate that!

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Jessica G.
Drop-In Visits
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  • 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

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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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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FAQs for Pet Sitting - Rolling Hills

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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