Pet Sitting in 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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Top rated Sleepy Hollow pet sitters

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.
Verified Enhanced Background Check
Madeline K.
Star Sitter
from
$17
per visit
5.0 out of 5.0 stars
214 reviews
54 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: Karlie H.
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Karlie H.
Star Sitter
from
$22
per visit
5.0 out of 5.0 stars
23 reviews
8 repeat clients
14 years of experience
Sleepy Hollow, IL, 60118

1st time I’ve ever let someone watch my 15yr old pup and I couldn’t be happier! Karlie is so sweet and was very good with Maxi!! I will definitely use her again!

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Julie P.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$15
per visit
1 repeat client
8 years of experience
Elgin, IL, 60124

About: I started volunteering at my local animal shelter back in 2008 through around 2013. I always loved seeing all the animals find their forever homes! I became a cat mom of 2 in 2011. Scratch and Ziggy! They have both since passed over the rainbow bridge.. Two totally different personalities. But they both brought so much joy into my life and will forever miss them!! Skip to 2018 when we adopted a dog from the very animal shelter I used to volunteer at back in the day. His name is Puppy! :) I never thought I could connect with a dog so much in my life. He is now 7 years old and is the king of our household! And he sure knows it too!! I also worked at dog daycare for a short time in western NY before moving out of state in 2024. It truly was the best job! Seeing just how different every pup is from one another. Being able to play and cuddle for a job was the best experience! I have availability during the day between 8am-5pm Monday-Friday! If you need me for anytime after that just let me know and we can figure something out! Meet and greets with myself and your fur babe are ALWAYS necessary. Not all animals will get along with every human they meet. At the end of the day, your pet’s trust, security and happiness are what is most important.

Sitter Profile Image: Katelyn M.
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Katelyn M.
from
$17
per visit
4.9 out of 5.0 stars
124 reviews
52 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 T.
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Jessica T.
from
$23
per visit
5.0 out of 5.0 stars
48 reviews
18 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: Jamie S.
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Jamie S.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
113 reviews
34 repeat clients
12 years of experience
Elgin, IL, 60124

Jamie is wonderful! I highly recommend her. She took such great care of my cat Simon. She is genuinely caring and kind and I will definitely book her next time!

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Nikki H.
Sitter Profile Image: Grace K.
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Grace K.
from
$21
per visit
7 years of experience
West Dundee, IL, 60118

About: Been dog sitting since 15 for daytime and overnight care. Available for walking, playtime, or just companionship for any size dog who needs some love 💗 I do currently have a part-time job Monday through Friday but am looking to walk dogs in the mornings and weekdays after 5:30pm except on Wednesdays and can sit and do visits anytime on the weekends. I live in a very walkable and dog friendly area where your pets will always get the attention and time they need from me while also being safe and accepted.

Sitter Profile Image: Katy K.
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Katy K.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
17 reviews
5 repeat clients
21 years of experience
Pingree Grove, IL, 60140

Katy is absolutely fantastic and so in tune to what our dogs need. We have a malamute and even 70 degree weather can be too much for a walk. Katy recognized this without me telling her and caters to his needs. She also checks on the dogs randomly when she isn’t even watching them. I feel very confident in her abilities and that our dogs are in good hands!

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Ann J.
Sitter Profile Image: Madalynn A.
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Madalynn A.
from
$18
per visit
5 years of experience
Carpentersville, IL, 60110

About: I have always been a dog person. I only have one dog, but I love him with my whole heart. I have been taking care of my neighbors golden retriever on and off for around 5 years now, whenever the owner is away for work. I can work with any size dog, and any breed. I only work part time right now, and for these next two weeks, I am not working at all! I work at a school, so I also get Christmas break off. I start school again in January, but I still will have a decently open schedule. Whatever the client needs, I will do! I am more looking to do drop ins, and walks, but I am more than willing to stay with the pup for a bit and play with them to take some of their energy out.

Sitter Profile Image: Janet H.
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Janet H.
Star Sitter
from
$20
per visit
5.0 out of 5.0 stars
106 reviews
29 repeat clients
8 years of experience
Huntley, IL, 60142

First time using Rover and had a great experience with Janet! Our dogs are anxious with new people, but she understood how to interact with them.

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Ashley W.
Sitter Profile Image: Myrlonette H.
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Myrlonette H.
from
$17
per visit
5.0 out of 5.0 stars
6 reviews
12 years of experience
Elgin, IL, 60123

About: Im a perfect fit to care for your dog .Because my schedule is flexible. I focus on positive reinforcement ensuring your dog feel safe with me . I currently working partime .some days im free to car for you pet..im available on weekends also. If you have errand I can watch your pet I have a fenced yard .neighborhood is great.your pet can run freely . Play catch with me theirs no kids just me and my husband

Sitter Profile Image: Lidia H.
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Lidia H.
from
$25
per visit
1 repeat client
20 years of experience
West Dundee, IL, 60118

About: I’ve had pets all my life and have hands-on experience caring for dogs and cats of all ages and personalities, including puppies, senior pets, and anxious animals. While I’m new to professional pet sitting, I’m reliable, patient, and attentive, and I follow routines closely—feeding, walks, playtime, litter box care, and administering medications if needed. I treat every pet with love, respect, and care, making sure they feel safe and comfortable while their owners are away. I’m available for in-home overnight stays, drop-in visits, and dog walks. I can accommodate weekday and weekend bookings and am happy to work with your pet’s routine to ensure they stay comfortable, happy, and cared for while you’re away. Flexible scheduling and last-minute requests are welcome! Your pet’s safety and comfort are my top priorities. I treat every home with respect and follow all instructions carefully, including feeding schedules, medications, and walking routines. I maintain a clean, calm, and secure environment, and I’m attentive to your pet’s behavior and needs at all times. You can trust that I’ll provide loving, responsible care while keeping your furry friend happy and safe.

Sitter Profile Image: Jacqueline & Uriel C.
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Jacqueline & Uriel C.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
153 reviews
44 repeat clients
6 years of experience
Elgin, IL, 60120

I had a wonderful experience with this pet sitting team. They took excellent care of my dog, Theo, and gave me real peace of mind while I was away. Communication was always clear and consistent, and I appreciated the updates they shared. Theo was happy, safe, and well-cared for, and it was obvious they treated him with kindness and patience. I would definitely recommend them to anyone looking for trustworthy and caring pet sitters, and I’ll happily book with them again in the future.

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Monica H.
Sitter Profile Image: Jessica & Luis A.
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Jessica & Luis A.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
37 reviews
13 repeat clients
18 years of experience
Elgin, IL, 60120

Jessica and Luis are ah-mazing!! I reached it to them on short notice and they were still willing to meet with me and car for my 2 cats while I visited some friends for the weekend. It was my first time using a pet sitter so I was a little nervous but they made me feel at ease leaving Smokey and Pippa for a few days. They sent pictures and texted updates after each visit. Highly recommend them and will not hesitate to book with them again!

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Sarah L.
Sitter Profile Image: Catarina S.
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Catarina S.
from
$18
per visit
4.8 out of 5.0 stars
14 reviews
7 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: Jaime B.
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Jaime B.
Star Sitter
from
$22
per visit
5.0 out of 5.0 stars
131 reviews
72 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: Iryna A.
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Iryna A.
Star Sitter
from
$23
per visit
5.0 out of 5.0 stars
22 reviews
10 repeat clients
18 years of experience
West Dundee, IL, 60118

Iryna was an excellent cat sitter for my beloved Minnie. She was communicative, accommodating, and most of all compassionate! Would def rebook.

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Tiffany J.
Sitter Profile Image: Erin H.
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Erin H.
from
$25
per visit
5.0 out of 5.0 stars
5 reviews
5 repeat clients
15 years of experience
West Dundee, IL, 60118

Thank you so much! ❤️

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Andrea R.
Sitter Profile Image: Jackie K.
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Jackie K.
Star Sitter
from
$25
per visit
5.0 out of 5.0 stars
29 reviews
7 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: Marilyn P.
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Marilyn P.
from
$20
per visit
5.0 out of 5.0 stars
31 reviews
9 repeat clients
40 years of experience
Elgin, IL, 60123

About: I love animals. I used to have three Shar Peis, which can be fairly temperamental, but I think I was their favorite walker. I've walked dogs with Wag for years and have cared for dogs ranging from tiny pups to large Anatolian Shepherds. I work from home most days, so having a dog or two in the house is not an issue. And, i don't mind sitting at other folks' homes, if the dogs are more comfortable in their own environment. I've recently fenced our backyard with a 6 foot privacy fence, so that visiting dogs will be secure during off-leash play. I live in a quiet neighborhood and there is a large park down the street, so walks can be quite lengthy, if the dog is up for it. I have a few chickens in a coop / run in the backyard. The app asks about my pets but then when I said ‘yes’ only allowed me to pick either ‘dog’ or ‘cat’ - and I couldn’t list birds so I couldn’t update it. 😕. Apparently Rover thinks there are only two kinds of animals??? Visits to the backyard are always supervised to keep everyone safe.

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Sleepy Hollow pet parents share their Rover experiences

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5.0 out of 5.0 stars

Very good with my cats. They are familiar with her now so she gets to play with them all. Professional and so sweet!

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Erica S.
Drop-In Visits
5.0 out of 5.0 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 5.0 stars

Karlie has taken great care of our ladies when we’ve been out of town. We can definitely count on her to give them lovin, attention and care when we can’t. I appreciate the cute photos- honestly laugh everytime. Thanks so much!!

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Dana D.
Drop-In Visits
5.0 out of 5.0 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 5.0 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
5.0 out of 5.0 stars

Kaelyn was terrific! Gave us daily updates and did everything we asked. I would recommend her and we definitely will be using her again.

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Erica S.
Drop-In Visits
5.0 out of 5.0 stars

If you need someone to take care of your senior dog when you need to be away I highly recommend Derek. He is very reliable and sends detailed information about his visit as well as several photos. I will continue to use his services again in the future.

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Christine A.
Drop-In Visits
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Find pet care near you

How Rover works

  1. 1. Search

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

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Sleepy Hollow is $22

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

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

Sitters in Sleepy Hollow average 5
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Sleepy Hollow on Rover as of Jan 2026 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Sleepy Hollow pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

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

As of Jan 2026, there are 654 pet sitters in Sleepy Hollow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 89% of Sleepy Hollow pet sitters respond in under an hour.

Pet sitters in Sleepy Hollow have an average of 17 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Sleepy Hollow.

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

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

There are 654 pet sitters in Sleepy Hollow on Rover, so you’re sure to find the perfect match for your pet! In Sleepy Hollow, 97% of pet sitters offer daily exercise, 97% offer medication administration, and 87% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

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

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

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