Pet Sitting & Drop Ins In On Top Of The World

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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Top rated On Top Of The World pet sitters

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Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
419 reviews
121 repeat clients
30 years of experience
Clearwater, FL, 33765

Jessica always takes FANTASTIC care of my fur baby. He has the worst anxiety and I could tell when I came home from trips, but since Jessica has been sitting, I come home and he’s so happy, it’s like he didn’t even miss me 😂 she spends extra time to make sure he’s not lonely and he loves her 😻

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Erin T.
Sitter Profile Image: Mia P.
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Mia P.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
207 reviews
59 repeat clients
15 years of experience
Clearwater, FL, 33763

Mia was very accommodating with my last minute adjustments. Benny loved her! She took such good care of him and did exactly what I asked! She made me feel comfortable and that I could trust her when entering my home. I will 100% be booking her for all of my doggy nanny needs!

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Brianna F.
Sitter Profile Image: Jennifer O.
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Jennifer O.
from
$11
per visit
5.0 out of 5 stars
47 reviews
9 repeat clients
50 years of experience
Clearwater, FL, 33759

Jennifer O was the best! It was great to be able to visit my daughter knowing my Willow was being well cared for! She even came over before I left so she would be a familiar face! The daily updates and pics really helped me feel not so far away. I immediately took to Jennifer’s friendly, trustworthy, & knowledgeable air and her gentle, caring nature. I can’t rave about her enough! Your pet will be in good hands with Jennifer O!

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Wendie M.
Sitter Profile Image: Deedra N.
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Deedra N.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
107 reviews
28 repeat clients
14 years of experience
Clearwater, FL, 33765

Deedra did an amazing job. She made my fur baby and myself feel comfortable as this was our first time using a sitter service. I’m definitely using her services again in the future. Thank you.

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Scarlett C.
Sitter Profile Image: Aditi D.
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Aditi D.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
4 years of experience
Clearwater, FL, 33764

I’ve had the pleasure of booking her every single time I need someone to take care of my two fur babies. She does an amazing job every time. She consistently follows directions, is always punctual, and communicates exceptionally well. If for any reason she can’t make it at the scheduled time, she always reaches out ahead of time to explain the situation and check whether the adjustment works for me. I truly appreciate the communication more than anything else. I especially appreciate how accommodating she is when last-minute situations come up. She’s always willing to work around changes to make sure my pets are still cared for. Even when I give her plenty of notice in advance, she keeps it in mind and is always happy to help. I’ve continuously booked with her because she’s the first person I think of whenever I need someone reliable to care for my pets, and I fully plan to keep booking with her going forward.

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Tania R.
Sitter Profile Image: Alexis R.
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Alexis R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
37 reviews
6 repeat clients
10 years of experience
Clearwater, FL, 33763

We had a great experience with Alexis! She took wonderful care of our cat and followed all of our instructions perfectly. We really appreciated the updates and photos, they gave us peace of mind while traveling. We would definitely book her again and highly recommend her to others!

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Maria P.
Sitter Profile Image: Ally C.
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Ally C.
from
$17
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
14 years of experience
On Top Of The World, Clearwater, FL, 33763

Such a sweet dog sitter! Does amazing with my two big dogs!

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Ali S.
Sitter Profile Image: Mackenzie B.
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Mackenzie B.
from
$14
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Clearwater, FL, 33763

About: I’ve cared for dogs and cats of all ages, from energetic puppies to calm seniors. I focus on making pets feel safe, loved, and comfortable while keeping their routines consistent. Whether it’s walks, playtime, or quiet companionship, I treat every pet like my own. I m a full time employee as a school teacher so I am off by 2pm everyday and free for the entire weekend. I will be able to handle your pets care with consistency and dependability. I have a comfortable home with a fenced in yard. I have a dog that does very well with others and loves playing with new friends so your pet will have plenty of company. My home is my pets’ home , they are allowed on furniture and beds so that they can feel comfortable and at ease. I have trails nearby, so there is plenty of new places to explore!

Sitter Profile Image: Cassie C.
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Cassie C.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
28 reviews
8 repeat clients
30 years of experience
Clearwater, FL, 33763

Cassie, thank you so much for taking such great care of our kitties! After our horrible experience with our last Rover sitter, we really appreciate the wonderful job you did. You have restored our faith in using Rover.com again! We look forward to booking you again next time we need a cat sitter! Thanks again!

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Ming B.
Sitter Profile Image: Mika G.
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Mika G.
from
$16
per visit
5.0 out of 5 stars
1 review
1 repeat client
25 years of experience
Clearwater, FL, 33763

I can’t say enough good things about Mika! Having someone come into your home and care for your pets requires a lot of trust, and she have exceeded every expectation. Mika is reliable, communicative, and clearly have a genuine love for animals. Frank & Harold were happy, well cared for, and comfortable in their own environment while I was away, which gave me tremendous peace of mind. I appreciated the updates, photos, and attention to detail, and it was obvious that my dog received plenty of love and attention. Coming home to a happy pet and a well-cared-for home was the best feeling. I would absolutely recommend them to anyone looking for a dependable and caring pet sitter, and I will definitely be using her again!

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Amanda W.
Sitter Profile Image: Peyton S.
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Peyton S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
81 reviews
28 repeat clients
10 years of experience
Clearwater, FL, 33761

Peyton is always our #1 choice. She’s fantastic, and our pets absolutely love seeing her. Peyton and Rover make going out of town so much easier for pet owners.

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Heath W.
Sitter Profile Image: Linda S.
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Linda S.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
83 reviews
28 repeat clients
50 years of experience
Clearwater, FL, 33764

Linda is always so flexible with being able to walk my dog at the last minute. She is very communicative and makes me feel comfortable when I have a day of plans and cannot take my dog out ❤️

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Samantha S.
Sitter Profile Image: Valarie B.
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Valarie B.
from
$19
per visit
5.0 out of 5 stars
109 reviews
35 repeat clients
33 years of experience
CLEARWATER, FL, 33763

Valarie is so good with my Peanut! She makes sure to always send me a picture of him on his walk and his smiling face ?. She's also reliable and was able to drop in on him at the last minute. Im glad that Peanut likes her too!

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Mhirza & Sean P.
Sitter Profile Image: David L.
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David L.
from
$20
per visit
4.9 out of 5 stars
47 reviews
15 repeat clients
10 years of experience
Clearwater, FL, 33764

David help us out last minute after other sitter bailed on us the day before our vacation. David was very responsive. He took care of our 2 dogs without any issues. We will definitely book David again!

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Margaret D.
Sitter Profile Image: Angelica M.
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Angelica M.
from
$20
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
20 years of experience
Clearwater, FL, 33763

Angelica did a great job checking in on our kitty and our kitty definitely made friends with her. He's kind of picky about which people he trusts and who he stays away from. But Angelica's pictures show him meeting her at the door, staying close and posing, letting her brush him and rub his tummy. We look forward to working again with her in the future.

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Gary W.
Sitter Profile Image: Mason H.
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Mason H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
64 reviews
20 repeat clients
10 years of experience
Greenbriar Club, Clearwater, FL, 33763

Mason is great with my Lola! He has a gift with making dogs feel at ease, which in turns helps me feel at ease. He’s very attentive to her needs, and she enjoys his playful nature and company! We look forward to continued walks/visits/ and stays! Lola will be in great care!

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Sandra K.
Sitter Profile Image: Lisa R.
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Lisa R.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
26 repeat clients
26 years of experience
Safety Harbor, FL, 34695

We are so happy to have going Lisa. This is our first trip since we adopted three kittens. The house and fur babies were in great shape when we got home. Thanks so much! We now feel comfortable to leave home.🐈🐈‍⬛🐈‍⬛

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Melodie B.
Sitter Profile Image: Kristen S.
Verified Background Check
Kristen S.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
15 years of experience
Dunedin, FL, 34698

About: I have raised dogs all my life. I also have years of experience with cats, reptiles, and rabbits. I have potty trained many dogs and I’ve even taught my furry friends a few party tricks. Come and see! I work full-time as a school teacher. I am home on Saturdays and Sundays (aside from church) every week. Weekends are the best times to book boarding appointments with me. I am also available during major holidays. I have a fenced-in backyard. I have two small dogs (under 15 pounds) and cats. I can separate my cats from your pet during the day if needed (as I have a furnished garage that they chill in). I also have a work sink where I can give animals under 20 lbs. baths. I live in a suburban environment in Dunedin, FL and I have extra medium-sized crates.

Sitter Profile Image: Jennifer W.
Verified Enhanced Background Check
Jennifer W.
from
$18
per visit
5.0 out of 5 stars
33 reviews
10 repeat clients
25 years of experience
Clearwater, FL, 33759

Jennifer watched our cat Ozzy while we were out of town the week of Christmas and she was fantastic! Oz is very used to having us home all the time so leaving for 5 days was hard for us and him but Jennifer’s daily updates with pictures, to let us know his mood and that he was doing well was so reassuring. Would definitely recommend Jennifer as a sitter!

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Elena M.
Sitter Profile Image: Tori H.
Verified Enhanced Background Check
Tori H.
from
$14
per visit
4.6 out of 5 stars
8 reviews
25 years of experience
Clearwater, FL, 33765

About: I have my own dog, August, who is my entire world! Before I got him, I always had family dogs growing up. I know everything that goes into caring for pets and keeping them happy and healthy. I will treat yours like my own! On the weekends, my schedule is wide open! During the weeks, I leave for work at 8:45 am and get back around 5:15. I am able to leave work 1-2 times/day to let a pup out! I have had dogs and dog and cat sat all my life and confidently know how to care for them in both my home or yours!

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On Top Of The World pet parents share their Rover experiences

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5.0 out of 5 stars

Jennifer is very dependable, prompt and does everything she can fit into your schedule. I really appreciate her showing love to our Mika girl. So happy to have met Jennifer and plan on being a repeat customer. Thank you Jennifer for helping us out!

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

Mia is amazing and so kind. I have a large dog and she has been wonderful with him. I recommend her!

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

Peyton was recommended by an old neighbor. She was great and made the process of finding someone to care for our two senior cats so easy! Getting pictures and updates each day gave us peace of mind while we were away.

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Madison V.
Drop-In Visits
5.0 out of 5 stars

Heather is a true find! She is a strong communicator, prompt, super dependable, and has an obvious love for dogs!

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

Carson took great care of my kitties while I was out of town on Vacation. She kept clear communication with updates and photos. Coming home and seeing them in great spirits was a blessing to see, truly. Thank you Carson!!!

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

Kristin took care of our kitties Poody and Ozzy while we were on a European cruise and we couldn’t have asked for anyone more dependable and compassionate! She sent detailed updates, great photos every day, brought in our mail and watered our new container gardens. We were at such ease knowing both kitties were being loved and our home was being checked on daily, while we were out of the country. Kristin loves animals and we will definitely use her again soon! 🩵

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

First time using rover and so impressed with the person I chose to watch my girl Tesa. Emily made it easy for me not to worry one bit! She provided clear communication, provided update pictures, and documented all the details to make me feel so at ease. Only a few people I can trust with my dog, Emily is trustworthy and my girl’s new dog-sitter anytime I’m gone!

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

Jessica was OUTSTANDING! We went on a three week vacation and this was my first time using Rover app. Admittedly, I was nervous using the app, but once I met Jessica and went over her reviews I felt confident she would be a good fit. She spent generous time with our kitties so they wouldn’t feel lonely while we were gone. And she sent videos and pics almost every day which put our minds at ease. Then she just went above and beyond: We have a litter robot that malfunctioned while we’re were gone and when she realized she went out and picked up a regular box and litter so the girls wouldn’t make a mess. We didn’t even need to ask, she just did it. Then a few days before the end of the trip, we ran out treats we use for giving meds, she offered to buy more. (After she spent her own money on the litter box we made sure to have amazon deliver some the next day). And finally, she swept and mopped our main living areas and washed the kitty bowls so we could walk into a clean home. ❤️ That was so refreshing after a long trip (and horrible flight back)! She is AMAZING, and we will definitely be using her and referring her services to anyone in need in the future. You rock Jessica!

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

Jordyn went above and beyond during our time away and made our cats feel very comfortable. She offered to watch them out on the lanai which I’m sure they loved, brought in packages, and was extremely thorough with asking questions and following instructions. Will definitely rebook!

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

So caring and communicative-I always know my cats are in great hands when Lisa is taking care of them!

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

Karen is a fantastic dog walker! We love her and will miss her services as she will not be local to our area!

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Jade T.
Drop-In Visits
5.0 out of 5 stars

Brooke did a wonderful job getting to know our little doggy… She was responsible, reliable, and professional. We received lots of pictures and lots of updates about how our doggie was doing in our absence. This made us feel more comfortable about leaving him. Highly recommended!

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

Danielle did an awesome job taking care of my cat Tegan for a few days. Tegan was very happy when I came home 😊 I highly recommend Danielle as a pet sitter!

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

Debbie always takes such good care of Arrow and I cannot imagine having anyone else take care of him when I am away.

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

Claire is so amazing she sent me photos of every visit I would definitely use her again anything I asked her to do she did with no problem

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

Mason has been great! Excellent communication, excellent relationship with the animals. Will definitely use Mason again and highly recommend him.

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

Cassie took great care of my fur babies and was very easy communicating with. Would rebook her in the future.

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

Aleksandra is absolutely wonderful, so kind and caring! She always sends thoughtful updates and tons of cute pictures, which I love. My cat always looks happy and playful in her care, and the communication is excellent. I couldn’t ask for better! 🧡

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Leonie V.
Drop-In Visits
5.0 out of 5 stars

Melanie is great! She’s super sweet with my cat, reliable, and has excellent communication. I highly recommend her!

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Leonie V.
Drop-In Visits
5.0 out of 5 stars

Michelle does a great job. Pet’s are happy and Mommy is happy because Michelle sends great pictures while we are away. 😊

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Sheila R.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

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  3. 3. Book & Pay

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The median cost per night for pet sitting in On Top Of The World is $20

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  • Reservation protection

    It doesn’t happen often, but if your pet 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.

Sitters in On Top Of The World average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in On Top Of The World on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a On Top Of The World pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 6,521 pet sitters in On Top Of The World. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of On Top Of The World pet sitters respond in under an hour.

Pet sitters in On Top Of The World have an average of 15 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in On Top Of The World.

Rover makes it easy to find On Top Of The World pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 6,521 pet sitters in On Top Of The World on Rover, so you’re sure to find the perfect match for your pet! In On Top Of The World, 97% of pet sitters offer daily exercise, 96% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.