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.

1 / 1
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 was fantastic with our cats, Ben and Chloe! Her professionalism and communication were top-notch. We were impressed by her dedication and care, which made our time away worry-free. Would highly recommend her!”

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Michael S.
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

“Katelyn has been a great with the boys. Communication has been excellent especially with making sure the boys are properly taken care of while I’m away. I highly recommend her if you’re wanting someone you can trust with your fur family.”

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Jackson K.
Sitter Profile Image: Jessica & Luis A.
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Jessica & Luis A.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 51 reviews
18 repeat clients
18 years of experience
Elgin, IL, 60120

“So happy Jessica was available to drop in for my Golden Retriever on short notice. She fed and walked her and provided lots of photos throughout. Thanks for caring for Samantha!”

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Mel W.
Sitter Profile Image: Catarina S.
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Catarina S.
Star Sitter
from
$18
per visit
4.9 out of 5 stars
• 31 reviews
11 repeat clients
5 years of experience
CARPENTERSVILLE, IL, 60110

“The pups always love to have Catarina check in on them!”

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Sloan P.
Sitter Profile Image: Melissa P.
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Melissa P.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
32 years of experience
Algonquin, IL, 60102

“We couldn't be happier with the care Melissa provided for our sweet girl, Sophie, over the past few days! Right from the initial meet and greet, Melissa impressed us. She was extremely patient and knew exactly how to approach Sophie, letting her get comfortable at her own pace (having training treats in her pocket certainly didn't hurt either!). Throughout the stay, Melissa excelled at communication. She kept us in the loop continuously, which gave us complete peace of mind while we were away. The regular updates and absolutely fantastic photos she sent made our day every single time. On top of that, she was wonderfully flexible with timing based on our schedule when we arrived back home. It is completely clear that this isn't just a job for Melissa, but a genuine passion. Our precious pup was happy, comfortable, and truly treated like family in her care. If you are looking for a trustworthy, attentive, and skilled dog sitter who truly loves what she does, hire Melissa. We will definitely be booking with her again in the future!”

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Nicholas P.
Sitter Profile Image: Vanessa B.
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Vanessa B.
from
$18
per visit
5 years of experience
Hoffman Estates, IL, 60192

About: I’ve cared for dogs of different ages and personalities and always take the time to learn what makes each one feel comfortable. I love going on walks, playing and making sure they get plenty of exercise and attention while their owners are away. I’m happy to handle feeding, fresh water, treats, medications and any special routines or instructions you may have. I’ll treat your dog like they’re my own and send plenty of pictures and updates along the way! My weekday availability is primarily in the early mornings and evenings, making me a great fit for before work and evening visits. I’m also available on weekends with more flexibility throughout the day and will always do my best to work with your pet’s usual routine. I care for pets by following their normal routine as closely as possible so they feel comfortable while their owners are away. During each visit, I can handle feeding, fresh water, medications or supplements, litter box cleaning, potty breaks, walks and plenty of playtime and attention. I’m careful about securely closing doors and gates, and I’ll send pictures and updates after each visit so you know how your pet is doing.

Sitter Profile Image: Samantha C.
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Samantha C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 23 reviews
5 repeat clients
4 years of experience
Algonquin, IL, 60156

“Samantha was great for taking care of Shelley while we went on a 4 day trip. She’s very knowledgeable on how to deal with our fur baby. We are gladly to recommend her to our friends in our neighborhood. She’s also on time to her schedule drop in visits. Thanks so much for an excellent job.”

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Josh D.
Sitter Profile Image: Stephanie K.
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Stephanie K.
from
$17
per visit
4.9 out of 5 stars
• 216 reviews
101 repeat clients
4 years of experience
SOUTH Elgin, IL, 60177

“Stephanie was my first sitter from Rover that I used and I could not be happier with her! She was very prompt, experienced, and Leo loved her right from the get-go! I'll definitely be using Stephanie again for future walks, stays, etc!”

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Stacey N.
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: Javier R.
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Javier R.
from
$25
per visit
20 years of experience
Elgin, IL, 60120

About: What sets me apart is my 20 years of hands-on experience caring for my own childhood dog who is now a senior dog, giving me a strong understanding of patience, compassion, and specialized care for aging pets. I have an open and flexible schedule, so I’m happy to work around your routine and what’s best for you and your pet. Will adjust accordingly. I’ll stick to your pet’s usual routine and follow your instructions carefully, so they feel comfortable and at ease while you’re away. My priority is always your pet.

Sitter Profile Image: Cameron V.
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Cameron V.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 12 reviews
3 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: 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: Vanessa R.
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Vanessa R.
from
$30
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
12 years of experience
South Elgin IL 60123, IL, 60177

About: 12+ years of veterinary experience in general practice & emergency medicine working with cats and dogs. Experience caring for rabbits, pocket pets, birds and much more! I care for your pet the way you would. I will walk, play, and cuddle your baby as if they were my own. I have had pets all my life and have dedicated my life/career to working with them. I treat your house the way I would expect others to treat my house. I am clean, quiet, and courteous of the house rules.

Sitter Profile Image: Jennifer T.
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Jennifer T.
from
$25
per visit
5.0 out of 5 stars
• 10 reviews
2 repeat clients
30 years of experience
Lake in the Hills, IL, 60156

“Jennifer did so great with our floofs! She took the time to get to know them and took pictures of the cuddles she got from them, which meant they were super comfortable with her!”

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Andrea T.
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: 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: Alan S.
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Alan S.
from
$23
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
8 years of experience
Streamwood, IL, 60107

“Pets were well taken care of. He shared pictures (but I did not receive the written reports the sitters usually share after every visit). He helped as possible with cleaning poop/throw up my puppy left around the house. Quick to reply to my text messages.”

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Gabriela I.
Sitter Profile Image: Erin T.
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Erin T.
from
$25
per visit
5.0 out of 5 stars
• 6 reviews
33 years of experience
Lake in the Hills, IL, 60156

About: I've had pets all my life (cats, dogs, fish, even a frog!) and did animal rescue for several years in Arizona- helping at adoption events, home visits, fostering kitties, a mama cat with 5 babies, & about a dozen dogs/puppies. I moved back to IL and am raising my 2 children and working from home. We have even rented baby chicks to help a local farm, so my kids understand pet care too. I truly understand how hard it is to find good, comforting help with pets and been there myself. I love all animals and currently have a senior female dog at home. I have proven to be a reliable helper to friends, family, neighbors, and even strangers. I've been able to save loose dogs and reunite them because of my calm demeanor with animals. I always love to give a hand to others and understand pets are family. I currently work remotely from home and have some flexibility during the day after 8AM while working and often done with work by 4PM, some days earlier. I have some kid activities on weekends, but generally home and my dog here is very laid back, sweet, and tolerates the young pups even and still loves to outrun them even lol. I have availability most on weekends for walks, but can try to arrange things time to time. I can squeeze in let outs when not in meetings with clients. I would let you know if time doesn't permit before accepting. My yard is fenced in completely and my senior dog is very nice and will help keep them feeling comfortable. I have extra crates if needed, depending upon the service needed. I am happy to drive a reasonable distance to help with yours. If overnight at your home, please note I'd need my kids to come with me when they are out of elementary school, but they are very respectful and well behaved animal lovers too. I understand pets are family and safety is important to me too.

Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$30
per visit
5.0 out of 5 stars
• 60 reviews
8 repeat clients
17 years of experience
Streamwood, IL, 60107

“Stephanie did an amazing job taking care of our two cats. We’re so grateful to have connected with her and have already booked her for our next trip!”

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Lisa S.
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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

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

So comforting knowing Jacqueline & Uriel are taking care of our pups! We absolutely know they are in great hands, so well cared for and always so happy to see them!! Thank you❤️

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Meghan S.
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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  • 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

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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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