Pet Sitting Sleepy Hollow

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 202
pet parents in Sleepy Hollow have booked pet sitting

Sleepy Hollow, 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: Madeline K.
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Madeline K.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 311 reviews
68 repeat clients
20 years of experience
Sleepy Hollow, IL, 60118

“Madeline has done a great job of looking after my cat Dusty, I definitely recommended her if you need someone to care for your furry friends while you are away!”

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Lucy g.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
• 192 reviews
78 repeat clients
4 years of experience
Elgin, IL, 60123

“Absolutely great with our German shepherd he's extremely high energy! She has watched him a few times now and can count on her to take care of and play with him while we're away”

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M C.
Sitter Profile Image: Alyssa V.
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Alyssa V.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 149 reviews
54 repeat clients
11 years of experience
Lake in the Hills, IL, 60156

“Alyssa was wonderful! Communicated promptly when we were setting up the meet and greet, and I could tell she was a good fit for us when she came over and our cat was immediately at ease with her. Loved her daily updates! She exceeds expectations, and we came home to a happy cat ?”

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Sarah F.
Sitter Profile Image: Michael G.
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Michael G.
from
$15
per visit
12 years of experience
West Dundee, IL, 60118

About: Animals have always held a special place in my heart, and caring for them has been a passion of mine for as long as I can remember. Through Rover, I’m able to provide dependable, loving care for pets while giving their owners confidence and peace of mind while they’re away. My goal is to make every pet feel safe, comfortable, and at home while maintaining the routines they’re familiar with. Whether your dog enjoys long walks, playing outdoors, relaxing on the couch, or simply getting plenty of attention and scratched behind the ear, I’m happy to accommodate their individual personality and needs. I take my responsibility as a pet sitter very seriously and treat every animal in my care with patience, affection, and respect. I have experience with a wide variety of animals and critters, not just dogs and cats and I believe every dog deserves the same level of care and attention, regardless of breed, or size. I look forward to meeting you and getting to know your furry family member! I make my own schedule at work, so am able to put your animal friend first and foremost! I'm here for you, rain or shine! As your sitter, I happily follow any and all instructions to the letter. Written, or verbal rules accommodated equally. I'm happy to have video chats with you when in your place of residence to ensure your animal friends you're always nearby.

Sitter Profile Image: Melissa S.
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Melissa S.
from
$20
per visit
5.0 out of 5 stars
• 32 reviews
10 repeat clients
10 years of experience
Carpentersville, IL, 60110

“This was our second time using Melissa and we couldn't be more happy with how caring she is for our fur baby! She has great communication and sends lots of pictures which always makes us feel better whenever we have to leave our cat. We cannot recommend her enough!”

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Erica M.
Sitter Profile Image: Magdalena G.
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Magdalena G.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
15 years of experience
Carpentersville, IL, 60110

About: My husband and I have had dogs our entire lives. We have fostered dogs in the past and our children and current dog both love friendly furry pets! I have very open availability- I am a stay at home mom and 2 of my kids are in school. So outside of drop off and pick ups I have open availability! I have a fenced yard and a friendly small dog to keep your pet company! We enjoy going on walks around the neighborhood and playing fetch in the backyard.

Sitter Profile Image: Ali S.
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Ali S.
from
$22
per visit
5.0 out of 5 stars
• 32 reviews
5 repeat clients
12 years of experience
Fox River Grove, IL, 60021

“Ali took such great care of my boys. She provided thorough updates, sent me lots of pictures, and was very detail oriented looking after my kitties.”

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Laurel B.
Sitter Profile Image: Katrina M.
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Katrina M.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 12 reviews
4 repeat clients
22 years of experience
Crystal Lake, IL, 60014

“Katrina took time to come meet phoenix before watching her for us! She took her outside a bunch and had some good playtime. Will be booking again:)”

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Paige F.
Sitter Profile Image: Toby J.
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Toby J.
from
$17
per visit
5.0 out of 5 stars
• 26 reviews
4 repeat clients
4 years of experience
Lake in the Hills, IL, 60156

“Toby is always reliable and takes such good care of our pups. Highly recommend!”

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Stacey H.
Sitter Profile Image: Karen R.
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Karen R.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 repeat clients
5 years of experience
Elgin, IL, 60123

“Not only is Karen just a lovely and super nice person, my shy cat came right up and introduced herself! That speaks volumes! She had respect for my place and even watered my plants!! Above and beyond. Highly recommended!”

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Kimberly M.
Sitter Profile Image: Kelly B.
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Kelly B.
from
$30
per visit
31 years of experience
Algonquin, IL, 60102

About: I worked at an animal hospital taking care of dogs and cats! I have worked with dogs of all sizes! I have always had one or more dogs at home growing up! Most recently I have been caring for my dog with cancer. I am familiar with administering medicine and injections! I am a stay at home mom so my schedule is very flexible! I have 3 small children at home who adore animals and would love to come along for walks and cuddles if your animals like kids! I will care for your animals in the comfort of their own home! I know being away from their loved ones can be stressful so I will provide loving care where they are most comfortable

Sitter Profile Image: Shaifali S.
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Shaifali S.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
4 years of experience
Algonquin, IL, 60102

About: Hi there! I’m Shaifali — a lifelong animal lover and proud dog mom to two friendly pups, Lali and Phoebe. 🐾 I have over 11 years of experience caring for dogs, cats, rabbits, and guinea pigs of all ages and sizes — from playful puppies to sweet senior dogs. As a full-time nurse who works nights, I’m available during the day and have a flexible schedule to give your pets the time and attention they deserve. What I offer: • Lots of love, cuddles, and playtime • Safe, fun walks (I love going on long walks and exploring nature trails!) • Experience with administering medications • Knowledge of special diets and health needs (my own dog is on a GI-friendly diet, so I understand how important it is to follow food schedules carefully) Your pet’s safety and happiness always come first. I’ll keep you updated with photos and messages so you can feel at ease knowing your best friend is in good hands. Let’s set up your pup’s next walk or playdate — I can’t wait to meet them! 🐶💛 I currently work full time as a nurse on night shift. I have a lot of flexibility in the day to watch dogs due to working at night! I have 2 friendly dogs Lali and Phoebe in my home. Dogs are leashed at all times when outside. If you have a special diet for your pet please let me know as well as a food schedule! I understand special dietary needs for pets. My dog Phoebe herself is on a low fat GI diet due to chronic pancreatitis.

Sitter Profile Image: Daniel P.
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Daniel P.
from
$17
per visit
5.0 out of 5 stars
• 1 review
1 repeat client
15 years of experience
Pingree Grove, IL, 60140

“Very reliable, Apollo loves Daniel”

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Kathy K.
Sitter Profile Image: Cameron V.
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Cameron V.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 14 reviews
4 repeat clients
13 years of experience
Streamwood, IL, 60107

About: I have been taking care of dogs ranging from a few lbs to 100+ lbs for years! I have also been caring for different types of cats just as long :) Growing up we always had a dog in the house, so that has made me super comfortable to be around them. Whether I’m walking, feeding, cleaning, or administering medication, I am definitely not afraid of the job! I am a proud mama of 2 cats named Archie and Simon. They are my absolute world! I will make sure to give your pets the same care, caution, attention, and love I give my boys! Pet care has always been a passion of mine. In fact, I went to school for it! Although I did not end up pursuing my desire to become a veterinarian, I still try to incorporate that love for animals in my day to day life! I have an extremely flexible work schedule that allows me to almost work fully remote. I would be able to stop over at the house pretty much whenever you need me to. My work set up also allows me to work anywhere if needed. My weekends are almost always open as well! I will always make sure to talk through your expectations to ensure you are comfortable with the nature of each type of visit. I typically would not host any pets in our home. We have a fenced in backyard and several spaces; however, I would not want to put your pet or my cats in an uncomfortable space. At a clients home, I am more than comfortable with backyard access, crate training, cleaning litter boxes, accessing food/water, and any other requirements for the visit! (Totally fine bringing in mail/watering plants!) I will only access the spaces you need me to. I am also fine spending the night if needed. That would be something we could discuss case by case!

Sitter Profile Image: Gabriela N.
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Gabriela N.
from
$19
per visit
15 years of experience
Algonquin, IL, 60102

About: Hi, fellow dog lovers! ❤️ I’m a lifelong dog lover with 15 years of hands-on experience with dogs, and I’d love the opportunity to care for your furry family member! I know how important it is to find someone you can truly trust with your pup. I’m patient, attentive, dependable, and genuinely passionate about dogs. Whether your pup is energetic and loves a long walk, prefers a leisurely stroll with lots of sniff breaks, or just needs some extra love and companionship, I’m happy to meet them where they’re at! 🐶 Why choose me? ✨ 15 years of dog experience ✨ Comfortable with dogs of different sizes, breeds, and personalities ✨ Safety and your pup’s comfort always come first ✨ Lots of patience, playtime, and cuddles ✨ Reliable communication and updates for pet parents ✨ I treat every dog like they’re my own I want every walk to be more than just exercise—it’s a chance for your pup to get fresh air, enrichment, attention, and a little extra love while you’re away. 🐕💕 I can’t wait to meet your pup and become their favorite part of the day! 🐾 I have open availability, and will always be open about any updated schedule changes. ☺️ Taking care of pups is my full-time job, so I am here when you need me with notice. ☺️ I know all dogs have different temperaments. I would make sure boundaries are respected, and the dog feels comfortable. I will make sure water bowl is filled, go on a walk for potty breaks, and give treats if allowed by owner. 😊

Sitter Profile Image: Gabriella E.
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Gabriella E.
from
$20
per visit
5.0 out of 5 stars
• 1 review
4 years of experience
Streamwood, IL, 60107

About: My love for animals hasn’t changed since I was a kid. I have babysat for several family members, staying at their houses, housing their pets for months and visiting them. I am attentive to their needs, if they need extra attention for house training or have separation anxiety, I intend to help them through it. I will never do something the pets don’t trust and I can follow any request from the owners, if there is something special. I work part-time and going to school, so my schedule is a bit everywhere. However, I keep Tuesdays open all day and can open days up if I’m capable! I will try my best to make time for those who need loving. I am very attentive to my clients pets in their home. I like to go where they feel most comfortable, adhere to the routine they are use to and keep everything safely away. I double check any entrance before leaving, ensure nothing is left on the floor or in rooms for the pets to grab and check the food/ water bowls for proper amounts.

Sitter Profile Image: Nikitha R.
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Nikitha R.
from
$20
per visit
5.0 out of 5 stars
• 8 reviews
1 repeat client
9 years of experience
West Park, Algonquin, IL, 60102

About: Hi there! I am so excited to finally be making my pet-sitting official with Rover. I am still new-ish to the area after having moved back in with my parents a little less than a year ago (originally from New Jersey, then moved to California for college and work). I have had the pleasure of taking care of my family dog (Winnie the Cavapoo) since we got her 9 years ago. Hanging out with her is one of my favorite things to do, and she truly makes each day better with every walk we go on and every cuddle we share. I've also gotten to dog-sit for some of my best friends and locals while I was in college, and it really helped me whenever I was missing my Winnie girl! My only hope is to provide you with peace of mind that your pup is in good hands with me! My schedule is pretty wide open and flexible! If there is a time/day on my schedule that looks unavailable, message me and I'll see if I can move things around to make it work (as I share a car with a family member). If you need me to come over and pet-sit at your home, I will respect all the rules you provide me with so you are comfortable with having me in your home while I watch your fur baby. Please let me know in advance to your booking if your pet is allowed on furniture, or in certain areas of your home, and what/where are absolute no-go's, so I can remember to keep them away from those areas. If you use a crate with them, please let me know how you use it with them - if they must be crated the entirety of time while indoors aside from meal and potty times, or if for certain periods of time. If you have a backyard that is fenced and secure, I am comfortable with letting them of their leash (if you permit it) so they have free reign to run around, but if it is not an enclosed space, I am not comfortable letting them off their leash, even if they are trained perfectly - just want to be safe and take all the precautions I can to make sure they are safe while with me!

Sitter Profile Image: Kierstin S.
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Kierstin S.
from
$17
per visit
11 years of experience
Elgin, IL, 60123

About: I’ve been a dog sitter since I was young. I’ve also cat sat for several family members before. I love working with cats, dogs, and any other creatures! I have a lot of experience administering almost any kind of medication, from administering fluids to oral meds to transdermal meds. No ask is too much for me! I work Monday-Friday eight to four. So I will work around that. I am also free all weekends. I will even do house stays if needed. I will treat your house as my own. I will leave it the way that you left it. I will also do anything that makes you feel more comfortable with me being in your house

Sitter Profile Image: Eric M.
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Eric M.
from
$15
per visit
10 years of experience
Sleepy Hollow, IL, 60118

About: I’ve taken care of different kinds of dogs since I was 10 years old. I trained both of the dogs I was gifted (Labrador/Boxer mix & Pitbull) as well as grooming them. They both mean very much to me and now that they are older and I no longer live in my old house it would be my pleasure to give care to someone else’s pet! I’m currently working part time so the vast majority of the week I’m available and own my own reliable source of transportation. Extremely flexible with my schedule and times. Very good at playing with dogs and other types of animals as well. Will do anything your dog likes and make sure they enjoy having me around!

Sitter Profile Image: Jenna F.
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Jenna F.
from
$20
per visit
5.0 out of 5 stars
• 10 reviews
1 repeat client
10 years of experience
Algonquin, IL, 60102

“Awesome Job!!!!!”

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Michael F.
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The median cost per visit for pet sitting in Sleepy Hollow is $21

Pet parents share their Rover experiences - Sleepy Hollow

1 / 1
5.0 out of 5 stars

Our cat has had a lot of changes in his life this year yet Jacqueline & Uriel brought out the best in him.

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

Madeline did a great job caring for my 3 kitties! 2 of them needs meds, and the third is very shy. She was patient with one of my cats who didn’t want to take her meds. I was so excited to see my shy girl was out and about on the first visit 😻 I’d certainly recommend Madeleine as a cat sitter!

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Rachael Y.
Drop-In Visits
5.0 out of 5 stars

Absolutely fantastic to have Jessica taken care of our dogs while we were gone. Every step of the way things are covered pictures sent, and couldn’t be happier with how everything went.

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

Liz was fantastic with my cat! My cat warmed up to her immediately and Liz was very affectionate to her. She brushed her and pet her a lot, which my cat loves! She played with her and made my cat very happy. Liz is very caring and took perfect care of my cat. I would definitely rebook with her!

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

I loved the care she took of my babies, they are kind of skittish with strangers but loved her right away. I hope to hire her again very soon! :)

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

We had such a great experience! Bella took great care of our cats, and made sure everything we asked was taken care of. She was also so helpful and accommodating with her schedule and always found a way to stop by and check on them. It gave us a lot of peace of mind knowing they were in good hands while we were away, especially with the photo updates. We really appreciated her help and would definitely recommend!

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

Eloise was amazing with my dog and cat and I know they are in such good hands with her! I really appreciate her flexibility and attention to detail with both of my babies and their various needs. I was able to fully enjoy my time away because I knew they were well taken care of. I will absolutely be booking with her again!

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Nicole N.
Drop-In Visits
5.0 out of 5 stars

Amanda is the best she’s been doing drop in visits for me for four months now M-F very punctual, great communication, has never canceled or missed a scheduled visit and she treats my dog birdie like her own. Amanda has exceeded all expectations I can’t wright a good enough review for her. Thanks Amanda - Adam & Bird

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

Zach did a fantastic job! I booked him to clean out for very dirty litter boxes and replace them with fresh letter. I was very impressed with his ability to get right to the work at hand, get the job done, and leave everything looking great. He was so fast, he had time to tackle one of two of the cats water fountains, which were also overdue for cleaning and refilling. My kitties will love that their favorite fountain is working again. Next time, he’ll tackle the other fountain and I have no doubt that that will be done efficiently as well. Thank you, Zach! Nice to meet you, and you’ll be number one on my call

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

Iryna took wonderful care of my dog during twice-daily drop-ins. She is warm, friendly, and clearly compassionate — my dog was happy and relaxed after every visit. One afternoon she was about 30 minutes late because her car broke down, but she messaged me right away and kept me updated, so it was no problem at all. I would happily book her again and recommend her to anyone looking for a caring sitter. Thank you, Iryna

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

Madalynn did a wonderful job taking care of our dog while we were away. We will absolutely use her again!

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

I was so happy with Katelyn's service. She was very friendly and professional. My dog is diabetic and knowing Katlynn was there to care if her really put me at ease. Thank you so much for your concern and support for my "Bella".

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cindy k.
Drop-In Visits
5.0 out of 5 stars

Abileah is super- fantastic. She took great care of my working line Mal. Please please please book !!!

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Tyler V.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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

How to book pet sitting

  1. 1. Search

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

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Popular requests for pet sitting - Sleepy Hollow

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Sitters in Sleepy Hollow average 7
repeat pet sitting clients

FAQs for Pet Sitting - Sleepy Hollow

Frequently asked questions about Rover

The average cost of Pet Sitting in Sleepy Hollow is $19 per visit as of October 2026. Most bookings cost between $15 and $28 per visit. On Rover, 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 6,777 sitters on Rover offering Pet Sitting across Sleepy Hollow. 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 Sleepy Hollow. On Rover:

  • 87% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% 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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