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 168
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: Caleigh G.
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Caleigh G.
from
$18
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
7 years of experience
Carpentersville, IL, 60110

About: I’ve been taking care of dogs for the last 7-8 years for my family, friends, and neighbors. They have trusted me with walking, feeding, and overall loving their furry friends! When my family first got our dog in 2020, I assisted in training him and learning how to take care of a puppy. I have also helped to take care of my roommates pet dog and cat in these last few months as well! During the summer of 2024, my dog suddenly went paralyzed and lost function of his back legs. We had to learn how to take care of him and walk him using unconventional ways, while teaching him how to learn to walk again, so I have experience with a dog who has been partially disabled (but he has regained his ability to walk and is doing great!!) I recently graduated from Miami University, Ohio with my masters degree in speech-language pathology. I just moved back to Illinois and am looking to do some dog walking and pet care/love this summer before starting a new job in the schools this upcoming August as a speech-language pathologist. I will adhere to any requests that the client has. I am willing to put them in their crates, give them treats, play with them in the yard, or go for a nice long walk with them. It really comes down to the clients preference and I will stick to their normal routine!!

Sitter Profile Image: Danielle E.
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Danielle E.
from
$20
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
23 years of experience
Gilberts, IL, 60136

About: I have taken care of animals for it seems like my whole life. I have experience administering medication both orally and through syringes and love to spoil dogs when walks and cuddles. I work for a school district so I my school day runs from 7:30-2:30, so no pet would be alone for long. I can do weekdays and weekends. I have experience going into someone’s home and watching their animals from there. I find it’s easier for on them when they are in their own home environment. I follow your routine and instructions and will let you know if I have any questions or anything comes up.

Sitter Profile Image: Madeline K.
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Madeline K.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
267 reviews
59 repeat clients
20 years of experience
Sleepy Hollow, IL, 60118

Madeline did an AMAZING job with my reactive, anxious pup. I was nervous to leave my girl with a sitter, but Madeline took great care of her, and sent me lots of photos and updates. I will definitely book with her again!

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Veronica B.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$20
per visit
5.0 out of 5 stars
18 reviews
4 repeat clients
8 years of experience
Elgin, IL, 60124

Amanda is great excellent communication and dependable. It’s such a relief knowing that while I’m at work my dog birdie is getting exercise and attention. Thanks for everything Amanda

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Adam G.
Sitter Profile Image: Jessica T.
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Jessica T.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
61 reviews
19 repeat clients
8 years of experience
Carpentersville, IL, 60110

We had a last minute long day trip and Jessica was happy to help us out on short notice. She was great at communicating with us and we appreciated her spending time with our senior dog! Baylee loved her!

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Heidi E.
Sitter Profile Image: Zachary J.
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Zachary J.
from
$15
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
2 years of experience
Near North Side, Elgin, IL, 60123

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.
Sitter Profile Image: Jamie S.
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Jamie S.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
118 reviews
34 repeat clients
12 years of experience
Elgin, IL, 60124

Jamie has such good energy even my stuck up cat loves her. She takes time to personally bond with your fur babies and keeps you in the loop.

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Sara K.
Sitter Profile Image: Jaime B.
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Jaime B.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
133 reviews
73 repeat clients
22 years of experience
algonquin, IL, 60102

Jaime was fantastic. I always feel a little uneasy giving our house keys and garage/alarm codes to others but I didn't worry about it this time. She inspires trust and I felt that right away when we first met her. And believe all the reviews - Jaime does take amazing photos. She was able to take some great shots of our kitties! It was very comforting and reassuring to see all the photos while we were away. We will definitely be working with Jamie again.

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Olga M.
Sitter Profile Image: Toby J.
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Toby J.
from
$17
per visit
5.0 out of 5 stars
11 reviews
2 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: Catarina S.
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Catarina S.
Star Sitter
from
$19
per visit
4.9 out of 5 stars
26 reviews
9 repeat clients
3 years of experience
CARPENTERSVILLE, IL, 60110

great communication!! will definitely reach out again when i need help with my pets!

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Julia B.
Sitter Profile Image: Julia S.
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Julia S.
from
$16
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
18 years of experience
Lake in the Hills, IL, 60156

About: I’ve grown up taking care of both cats and dogs, including small and large breeds. I currently have a chocolate lab who I walk, feed, and play with every day. I also have experience caring for senior dogs and cats, and I understand the extra patience, attention, and care they may need. I love cats and am comfortable feeding them, changing litter, playing with them, and giving them lots of attention. I’m reliable, caring, and truly enjoy being around animals! I’m home from college until August 10th. I’m available all day on Mondays, Wednesdays, and Fridays from 8 AM–3PM for dog walking, pet sitting, and drop-in visits for both cats and dogs! I’m also available on weekends and am flexible with timing. I’m happy to work around your pet’s normal routine to make sure they feel comfortable, cared for, and safe. I’m always mindful, respectful, and responsible when caring for pets in someone else’s home. I make sure to keep a clean and safe environment, follow instructions carefully, and handle everything with care. I understand how important trust is when someone is caring for your pets and home, and I’ll always do my best to make both you and your pets feel comfortable and secure.

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
46 reviews
17 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: Rachael Y.
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Rachael Y.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
10 years of experience
Algonquin, IL, 60102

Rachael was wonderful! Incredibly communicative - her report cards gave me such good peace of mind while I was away from my babies. Super flexible as far as the initial meet and greet and exchanging keys. I will absolutely be using her again when I am out of town. 🩷

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Amelia P.
Sitter Profile Image: Katelyn M.
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Katelyn M.
from
$19
per visit
5.0 out of 5 stars
174 reviews
70 repeat clients
4 years of experience
Elgin, IL, 60123

Katelyn is amazing! She even came over to meet Franklin before she did drop in visits for us! Would highly recommend her for anyone with fur babies!

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Ryan & Abby P.
Sitter Profile Image: Jacqueline & Uriel C.
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Jacqueline & Uriel C.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
185 reviews
55 repeat clients
6 years of experience
Hoffman Estates, IL, 60169

Jackie & Uriel were incredible with Brick for drop in visits in the evenings while we were on vacation. They walked Brick each visit and he loved it! They kept us updated on literally everything! We got a report card with notes, photos, videos, potty details, treats given, etc. We would definitely hire them again!

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Melissa M.
Sitter Profile Image: Katelynn R.
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Katelynn R.
Star Sitter
from
$30
per visit
4.8 out of 5 stars
18 reviews
5 repeat clients
7 years of experience
West Dundee, IL, 60118

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.
Sitter Profile Image: Jackie K.
Verified Background Check
Jackie K.
from
$25
per visit
5.0 out of 5 stars
30 reviews
8 repeat clients
7 years of experience
Elgin, IL, 60120

Jackie was so great with our pup Ted. We set up a meet and greet beforehand and he got to feel comfortable with her before we left. She sent lots of pics and videos which made my day!! She even brought him a peanut butter filled treat. Their visits were filled with lots of playtime and a walk. Thank you so much Jackie, we look forward to having you over again soon!!

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Shannon K.
Sitter Profile Image: Audrey S.
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Audrey S.
from
$17
per visit
5.0 out of 5 stars
36 reviews
4 repeat clients
10 years of experience
West Dundee, IL, 60118

Audrey 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. Highly recommend Audrey!

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Michael S.
Sitter Profile Image: Khurum A.
Verified Enhanced Background Check
Khurum A.
from
$23
per visit
4.9 out of 5 stars
57 reviews
24 repeat clients
3 years of experience
Hoffman Estates, IL, 60192

Khurum had great communication throughout his weekend checking in with our cat Lola. He was timely, and even spent extra time with her to try to get her to play, even though she isn't usually a toy cat. Coordination with key pickup and drop-off was also superb. We would book with Khurum again!

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David S.
Sitter Profile Image: Alisa H.
Verified Background Check
Alisa H.
from
$25
per visit
5.0 out of 5 stars
50 reviews
21 repeat clients
10 years of experience
West Dundee, IL, 60118

Alisa is FABULOUS!! Tractor loves seeing her and cuddling on her lap. She kept him active and loved while we were away. We will DEFINITELY be calling Alisa in the future!!

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Shannon K.
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The median cost per visit for pet sitting in Sleepy Hollow is $20

Pet parents share their Rover experiences - Sleepy Hollow

1 / 1
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

Madeline is the best! 10/10 always recommend. She is wonderful with our senior dog, he always looks forward to seeing her when we’re away, which is comforting for us to leave our old man in great hands.

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

Jessica did an amazing job being a first time sitter for my 2 cats one of which is very shy. She sent photos and updates each day after drop in visits which made me feel so at ease while on vacation. She went above and beyond caring for my house, bringing in the mail and watering 2 flower pots. I will absolutely hire Jessica again! I wish I could give her more than 5 stars! She treated my pets as her own.

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Cindy S.
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

They took great care of Newton while I was on vacation! He loves them and I will definitely use their services again in the future! 10/10!!!!

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

We were thrilled with Karlie’s first drop-in visit today. Her kindness and attentiveness were truly remarkable. As soon as I stepped through the door, DixieBelle was bouncing up and down more than usual, and I’m certain she was expressing her immense joy and excitement about having a new friend. She can’t wait to see Karlie again.

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Victoria N.
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

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
5.0 out of 5 stars

Kristin was wonderful and took great care of our cat Church. She was very sweet with sending pictures to us.

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

Peter was so wonderful to work with, friendly, great communication and fantastic helping take care of dogs! Will absolutely have Peter back again 🤗

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TIFFANY S.
Drop-In Visits
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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 Drop-In Visits - Sleepy Hollow

Frequently asked questions about Rover

The average cost for Pet Sitting in Sleepy Hollow on Rover is $18.87 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Pet Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Sitting. For more information on service fees, click here .

As of July 2026, there are 7,225 sitters on Rover offering Pet Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Sleepy Hollow stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Rover's Trust & Safety page .

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 Rover Guarantee , 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:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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