Pet Sitting Highland

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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Over 115
pet parents in Highland have booked pet sitting

Highland, 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: Amelia D.
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Amelia D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 32 reviews
13 repeat clients
10 years of experience
Highland, NY, 12528

“Amelia was warm and kind and listened to all the directions I gave her (helicopter cat-mom here). She sent lots of pictures and updates about how everyone was doing after every visit. Just the best!”

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Catherine P.
Sitter Profile Image: Donna w.
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Donna w.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 56 reviews
23 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

“Willy loved Having Donna come to take care of him! He was well cared for and I appreciated the daily photos and communication . Meds administered with no issues . Really kind and trustworthy to come into my home daily. Will definitely request Donna for future pet sitting needs ! Thanks so much”

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Karen P.
Sitter Profile Image: Timothy D.
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Timothy D.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Arlington, NY, 12603

“Timothy is absolutely amazing! I can’t recommend him enough. He takes such wonderful care of my two dogs, Tess and Nipsy, and it’s obvious how much he genuinely cares about them. They absolutely adore him and are always so excited to see him, which gives me so much peace of mind knowing they’re with someone they trust and love. Timothy is dependable, trustworthy, kind, and incredibly attentive. He treats Tess and Nipsy like they’re his own, and that means everything to me. Finding someone you can completely trust with your fur babies isn’t always easy, and I feel incredibly lucky to have found him. If you’re looking for a dog walker who is reliable, caring, and truly goes above and beyond, Timothy is your guy! Tess, Nipsy, and I give him 10/10 — five stars all the way! 🐾❤️⭐️”

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Nicole S.
Sitter Profile Image: Rebecca K.
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Rebecca K.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 83 reviews
26 repeat clients
6 years of experience
Highland, NY, 12528

“Rebecca has been incredible with our puppy while we are at work. She sends updates and pictures, plus she’s helped reinforce the tricks we have been teaching her. Couldn’t be happier with her!”

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Christina K.
Sitter Profile Image: Ebony G.
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Ebony G.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

“Ebony is a lifesaver!!! Took care of our four pets for 3 days super super last minute — she is super communicative, sends pictures often, and took our dogs on a walk daily. I have a kitten and she took special care of him. Took extra time to make sure each pet felt comfy with her. She’s our go-to sitter now!”

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Sarah F.
Sitter Profile Image: Rachel S.
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Rachel S.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Highland, NY, 12528

“Rachel is absolutely wonderful! She is so flexible and great to work with. It’s our second time working with her and we highly recommend her to any pet parents!”

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Amanda B.
Sitter Profile Image: Breanna S.
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Breanna S.
from
$38
per visit
5.0 out of 5 stars
• 18 reviews
4 repeat clients
20 years of experience
Highland, NY, 12528

“Breanna S. is a reliable and professional dog walker. She is always punctual and ensures my dog gets a safe and enjoyable walk each time. Breanna communicates well and provides updates after every walk, which I really Breanna is a great choice for anyone looking for dependable pet care. I highly recommend her services.”

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Anthony M.
Sitter Profile Image: melanie t.
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melanie t.
from
$30
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
poughkeepsie, NY, 12601

About: Hi! I'm Melanie, and I've been caring for dogs and cats for 8+ years. I have experience with drop-ins, overnight stays, and dog walking, and I genuinely love getting to know each pet's unique personality. My goal is to make your pets feel safe, comfortable, and loved while you're away. My pets are my world, so I would treat yours the same❤️ Fall 2026 Semester Availability as a Graduate Student at Marist University Monday & Wednesday: Available until 3pm Tuesday & Thursday: Available after 4pm (can do nightly drop-ins) Friday: Available Saturday & Sunday: Available I will give your fur baby unlimited attention as well as efficient care. I can take them out on walks, feed them as needed, clean during potty breaks, brush them as needed, and give them lots and lots of love (pets, belly rubs, affection, etc.)!!!

Sitter Profile Image: Giannina C.
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Giannina C.
from
$38
per visit
1 repeat client
10 years of experience
New Paltz, NY, 12561

About: I understand animals on a deep level and have a knack for getting them into a calm, happy state. Throughout my lifetime, I have cared for dogs, cats, cows, sheep, rabbits, chickens, ducks, geese. Safety is paramount when it comes to our fur babies. I am a very fastidious person and this is amplified when I care for animals. They deserve all the best :) I am currently renovating and have free time between work on my house. I am very flexible and willing to work with your schedule. I have two reliable vehicles- one of which is perfect for safe transport of larger dog if necessary. Safety is my number one priority as a dog mom and cat mom myself. I will take every step possible to ensure the comfort, safety and health of your pet. I care for every living thing with the love, care and attention that life deserves. I will care for any creatures as though they were my own fur babies.

Sitter Profile Image: Alesandra P.
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Alesandra P.
from
$50
per visit
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Poughkeepsie, NY, 12601

About: I grew up around animals, from birds and hermit crabs to cats and dogs, my household has always been filled with pets. I have also fostered medically fragile dogs and volunteered at the Westchester Humane Society. I am passionate about ensuring all animals receive the best possible care and I will give your pet the same love I give my own. I currently work part time and I’m a full time grad student, but I have my own transportation so my schedule is open and flexible. I will schedule a meet and greet with you and your pet to learn all about their unique quirks, likes, dislikes, and routines prior to beginning services with them. I ensure a safe environment by using non-retractable leashes on walks and will send you updates while I am with your pet. Your pet's safety is my top priority.

Sitter Profile Image: Chaqutia M.
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Chaqutia M.
from
$35
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
12 years of experience
New Paltz, NY, 12561

About: Hi! I’m a stay at home mom who absolutely loves animals and being home makes me the perfect person to give your pup lots of attention throughout the day 🤍 I’ve been caring for pets for over 10 years and grew up with my Yorkie, Asia, who lived to 13. Being a dog mom taught me how important it is to know your fur baby is in safe, loving hands. I’m patient, attentive, and experienced with both puppies and senior dogs, including giving oral medication if needed. Whether it’s walks, playtime, or cuddles, I make sure every pup feels comfortable and cared for. My home is cozy with a backyard for safe play, and I have a sweet cat named Woody. I treat every pet like family and always try to stick to their routine so they feel right at home. I’d love to set up a meet & greet beforehand so you can feel confident your pup is happy, safe, and loved 💓 I’m a full time stay at home mom to two precious little girls! and with that your pup will always have company! I balance caring for my little one with walks, playtime, and snuggles for your dog, making sure every pet gets attention and love throughout the day. My kids also have a love for animals as well and are taught how to interact with different animals! My home is cozy and safe, with a dedicated area for your pup to relax and feel at home where I'll have anything your pup needs (You're welcome to provide anything that makes them comfortable as well). I also have a backyard where they can run, play, and get their zoomies out safely. Your fur baby will have a space that’s loving, fun, and stress-free.

Sitter Profile Image: Kayla M.
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Kayla M.
from
$30
per visit
5.0 out of 5 stars
• 101 reviews
27 repeat clients
15 years of experience
Pleasant Valley, NY, 12569

“Kayla was able to make 2/walks in 1 day work with such short notice for our 2 dogs. She was very easy to communicate with and took good care of our girls, especially the older one. Would highly recommend and use Kayla again!”

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Kaitlyn T.
Sitter Profile Image: Margaret S.
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Margaret S.
from
$25
per visit
4.9 out of 5 stars
• 20 reviews
6 repeat clients
17 years of experience
Wappingers Falls, NY, 12590

“Needed someone for a last-minute drop in for the next day and Margaret willingly accepted. She was timely and send photos while there. Will definitely contact her again.”

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Jennifer M.
Sitter Profile Image: Emma M.
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Emma M.
from
$25
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
10 years of experience
New Paltz, NY, 12561

About: I’ve had dogs and cats for the last 10 years, and my friends and neighbors have trusted me to walk and feed their pets too! I love cats and dogs of all kinds! I work Wednesday-Monday during the day so I can walk, feed, or play with pets in the afternoons and evenings or I can house sit overnight. I am used to high-energy dogs and cats that need someone to play with and get their energy out, or to take them for a long walk.

Sitter Profile Image: Michele F.
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Michele F.
from
$55
per visit
5.0 out of 5 stars
• 11 reviews
2 repeat clients
11 years of experience
Poughkeepsie, NY, 12603

“Great communication and very nice! I would definitely recommend Michele and will be using her again in the future. My dog agrees :)”

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Tabitha D.
Sitter Profile Image: Kimberly M.
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Kimberly M.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 89 reviews
29 repeat clients
56 years of experience
Gardiner, NY, 12440

“Attentive, thoughtful and really caring! I so appreciated how Kimberly initiated setting up a meetup and really got to know my dog. She was punctual and share great photos and info.”

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Sydney Alexis K.
Sitter Profile Image: Cassidy O.
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Cassidy O.
from
$25
per visit
2 repeat clients
5 years of experience
High Falls, NY, 12440

About: I currently own an amazing certified Good Boy Austalian Cattle Dog and two snuggly cats. I have have always owned at least one pet, both cats and dogs since I was little. I have done a decent amount of pet sitting for neighbors and friends. I have even had to give oral meds to one dog I dog sat. If you have any questions, please ask! Dogs will always get at least a 15 minutes walk because my dog usually needs a longer one. I sometimes give my cats and dog breakfast and then usually give the dog a quick 15 walk in the morning before leaving for work at 7:30 am. I get back home around 3:00 pm and usually give my dog his actual long walk between 40 and 70 minutes depending on weather. I feed the animals and then have dinner and usually just relax and snuggle on the couch with at least one of the fur kids. I fit in other cleaning and what not in there but I always make it a point to walk my doggo and make sure they get snuggles since I am gone for a good portion of the day. I have room for a crate for a crate trained dog. I have a moderately sized backyard that is well fenced in. My dog is a counter surfer so we have baby gates for both the kitchen and the extra bedroom. The extra bedroom serves as the cat room so the cats have a dedicated space. Stuff can be adjusted if you have a cat not used to dogs, so they can have that entire room or vice versa our cats can go in there for a dog that is not cat friendly. We only live five minutes from Marbletown Animal Hospital of any emergencies arise needing urgent care if your vet is not available.

Sitter Profile Image: James H.
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James H.
from
$38
per visit
5.0 out of 5 stars
• 44 reviews
10 repeat clients
10 years of experience
Gardiner, NY, 12525

“As always, James has been excellent! Our cats can be little wrecking balls when were gone, and James made sure there was no broken glass on the floor.”

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Phoebe S.
Sitter Profile Image: Kaya F.
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Kaya F.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
3 repeat clients
8 years of experience
New Paltz, NY, 12561

“Pup had the best time with Kaya! Hope to book again next time we’re in town!”

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Heather B.
Sitter Profile Image: Kenniqua B.
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Kenniqua B.
Star Sitter
from
$65
per visit
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
Marlboro, NY, 12542

About: Hi. My name is Kiki and I love dogs!! I have years of hands-on experience working with dogs of all breeds, sizes, and temperaments. I was a manager at a cage-free dog daycare for 5 years, where I handled everything from group play supervision to administering medications and managing daily care routines. I also volunteered for 3 years at Second Chance Dog Rescue, helping with socialization, walking, and basic training. In addition, I’ve provided trusted pet sitting services in Peekskill, NY for 5 years until the family relocated. I’m trained in pet CPR, comfortable administering all types of medications, and have dogs of my own—so I truly understand how important it is to find someone reliable and compassionate to care for your pets. I have a car, am highly dependable, and treat every animal as if they were my own. Although I work full-time and attend school, I have large daily time blocks available between commitments, which I dedicate to pet sitting, walking, and drop-in visits I care for every pet like my own, ensuring they feel safe, loved, and comfortable while following their regular routine, my skills are administering medications, and giving personalized attention. Every pet has a specific personality so I try to respect that much like people.

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The median cost per visit for pet sitting in Highland is $25

Pet parents share their Rover experiences - Highland

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5.0 out of 5 stars

Amelia is great and I would definitely recommend her to everyone!! She was easy to communicate with and took great care of Loki!!

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Nikos
Drop-In Visits
5.0 out of 5 stars

Catherine took such good care of my babies and my home! I am so glad I found her! Absolutely recommend. Both my cats are shy and warmed up to her super quickly.

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

Aliza was communicative and very reliable. We were able to relax on vacation knowing our cats were in good hands!

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

Amanda did a great job updating us on our pet. She made sure to send us pictures and kept up with his routine! We really appreciated her. She also made sure that on July 4 to play calming music for my pet since we were away. We will be booking her again because our pet was very comfortable with her!

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udara j.
Drop-In Visits
5.0 out of 5 stars

Amruta is amazing! From the meet and greet I knew she would be a good fit for us. Tux was drawn to her immediately and is always so excited when she walks through the door. I have a very specific feeding routine for tux and amruta is diligent about following it. I am so happy to have found Amruta because I am now at ease when I go to work, knowing she dropping in to care for Tux. I cannot recommend her enough!

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bettina a.
Drop-In Visits
5.0 out of 5 stars

Nathan cared for Smudge and gave us plenty of lovely updates. We felt safer knowing she was being looked after by him.

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

Definitely recommend Katarina! She was thoughtful and responsive, took initiative with asking questions and made sure my sweet kitten got plenty of play! Thank you so much

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daia b.
Drop-In Visits
5.0 out of 5 stars

Angellina did a great job caring for our pets. We felt comfortable knowing she was there and will definitely be using her in the future. She had great communication with us throughout her drop ins and was respectful of our home. We are very grateful for her!

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

This was my very first time leaving my dogs with a sitter, and I couldn’t have asked for a better experience. I have two mixed-breed pups (Dogo Argentino and Pitbull), and they can be a handful—but from the moment we met Rubina we knew we made the right choice. She was calm, confident, and genuinely loving. She was punctual every day, attentive to their needs, and went above and beyond to make sure they were comfortable, happy, and cared for. I received regular updates, photos, and messages, which made me feel completely at ease while I was away. Both of my dogs absolutely adored her—and that says a lot! It’s not easy to trust someone new with your pets, especially for the first time, but she exceeded every expectation. I came home to two relaxed, happy dogs and a spotless home. I can’t thank her enough for treating my pups like her own. If you’re looking for someone responsible, kind, and truly passionate about animals, I highly recommend her. She’s officially our go-to sitter from now on!

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Rodline S.
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
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How to book pet sitting

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Popular requests for pet sitting - Highland

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Sitters in Highland average 5
repeat pet sitting clients

FAQs for Pet Sitting - Highland

Frequently asked questions about Rover

The average cost of Pet Sitting in Highland on Rover is $26 per visit as of October 2026. Most bookings cost between $14 and $35 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,194 sitters on Rover offering Pet Sitting across Highland. Enter your ZIP code to see which available sitters are closest to your home.

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 with handling special pet needs in Highland. On Rover:

  • 90% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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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