Dog Sitting in Sleepy Hollow

Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Sleepy Hollow dog 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: Zachary J.
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Zachary J.
from
$15
per visit
5.0 out of 5 stars
2 reviews
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: Myrlonette H.
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Myrlonette H.
from
$17
per visit
5.0 out of 5 stars
9 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: Stephanie K.
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Stephanie K.
from
$17
per visit
4.9 out of 5 stars
193 reviews
94 repeat clients
4 years of experience
SOUTH Elgin, IL, 60177

My cat really enjoyed her visits. She always came on time, so I never needed to worry about that. My cat continues to be in good spirits after her visit.

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Helena M.
Sitter Profile Image: Leah A.
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Leah A.
from
$13
per visit
5 years of experience
Elgin, IL, 60123

About: I would take my dog out for walks everyday since I was 13 and would make sure she was cared for, played with, and properly groomed I am currently working two jobs part-time, but I am often available to walk dogs (morning, day or afternoon) or cat-sit in my free time. In my home, we make sure our cats are fed at least twice a day and we scoop their litter everyday. When we had my senior dog, we would let her outside often to get some exercise and would bathe her at least once a month when she got dirty.

Sitter Profile Image: Grace G.
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Grace G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
53 reviews
10 repeat clients
10 years of experience
Gilberts, IL, 60136

Grace is awesome! Caring, committed to taking top notch care of my dog, and responsible. We are so grateful to be able to rely upon her! Awesome care provider!

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J D.
Sitter Profile Image: Alisa H.
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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 has been amazing looking after my cat when I was gone. She handled herself very well when my cat wouldn't cooperate with taking his medication. I would definitely use her again!

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Monica E.
Sitter Profile Image: Danielle E.
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Danielle E.
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 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: Samantha D.
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Samantha D.
from
$25
per visit
4 years of experience
East Dundee, IL, 60118

About: I was a dog sitter for the same dog for 4 years. He was my neighbors dog and is a beautiful golden lab. I would take him for daily walks when my neighbors were working or on vacation. I would feed him his three daily meals and we would play fetch in the backyard. When his owners were on vacation I would stay at their house with him and his cat brother. I would love nights with them being curled up on the couch together. I’m currently a full-time student and part-time Patient Care Technician at a hospital. I have a lot of free time on my hands (surprisingly) and I love animals so why not spend my spare time taking care of others pets! I take online classes so I’m available throughout the day. With my job I only work two days a week overnight, so finding time should be easy to take care of your fur baby. Depending on if you need cat or dog services or both-I’m open to however you would like me to cater to your pets needs. I will keep up with their scheduled feeding times, walks/potty times, brushing their fur, and of course all the cuddles and pets in the world!

Sitter Profile Image: Nikitha R.
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Nikitha R.
from
$20
per visit
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: Jonathan P.
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Jonathan P.
from
$17
per visit
1 year of experience
Carpentersville, IL, 60110

About: I’ve taken care of my friend’s dog and have had positive experiences with many other dogs. I’m particularly skilled at comforting dogs and can sense when they need a good belly rub. I'm available during the summer. I currently work a part-time job already but on my days off I would love to walk dogs for fun. I'm very understanding, and I also listen to instructions and learn very fast. I always want to make the animal feel seen and loved.

Sitter Profile Image: nicole r.
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nicole r.
from
$22
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
West Dundee, IL, 60118

About: I have felt a calling towards dogs for quite some time now. I have a few dog friends, and feel a very deep, genuine, and pure connection with them. I hope that it's the same with your beloved furry friend, and I'm confident that it will be. Please allow me to respond to your booking request before sending your request to multiple parties.. This is appreciated! My schedule really is pretty packed right now, but mid-afternoons are pretty open most days.. I will take new clients if I am able to find a time slot for you, though! For now, I'd like to keep care either in your home, or outdoors. I will treat your home like it is my own. Thank you!

Sitter Profile Image: Toby J.
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Toby J.
from
$17
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
4 years of experience
Lake in the Hills, IL, 60156

Highly recommend! Toby is wonderful with my dogs!

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Stacey H.
Sitter Profile Image: JANINE N.
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JANINE N.
from
$14
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
30 years of experience
Elgin, IL, 60120

About: Have had dogs and cats my whole life. True animal lover who will take great care of your pet! I have also watched friends and family's pets while they were away. I am returning to my full-time job in August. I will still be available to walk after school into the early evening and then possibly some Saturday mornings. I will update my calendar. I loved doing this over the summer and I hope to continue on throughout the school year.. My cats are very spoiled and want a lot of attention. They love that I can be with them during the day. When I had dogs, I spent a lot of time walking them and also playing with them in the yard.

Sitter Profile Image: Meghan G.
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Meghan G.
from
$20
per visit
5.0 out of 5 stars
22 reviews
3 repeat clients
10 years of experience
Pingree Grove, IL, 60140

Meghan was great- I didn’t have to worry about our cat at all and trusted he was in good hands. She gave us great updates; will definitely book with her again!

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Chloe S.
Sitter Profile Image: Iryna A.
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Iryna A.
from
$25
per visit
5.0 out of 5 stars
26 reviews
11 repeat clients
18 years of experience
West Dundee, IL, 60118

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.
Sitter Profile Image: Erika G.
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Erika G.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
240 reviews
62 repeat clients
30 years of experience
St. Charles, IL, 60175

Thanks so much Erika for taking care of Trevor. Really helped me. What a relief to be able to relax and do what I need to do knowing Trevor is comfortable. I appreciate the photos and the communication.

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Susan K.
Sitter Profile Image: Valerie P.
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Valerie P.
Star Sitter
from
$32
per visit
5.0 out of 5 stars
117 reviews
45 repeat clients
13 years of experience
Elgin, IL, 60123

Great communication. I tried to contact 3 other providers and Valerie was the only one who responded. And she responded within an hour or two. Would definitely use her again.

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Christopher A.
Sitter Profile Image: Lauriel T.
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Lauriel T.
from
$22
per visit
5.0 out of 5 stars
73 reviews
19 repeat clients
1 year of experience
Streamwood, IL, 60107

Lauriel was wonderful! My pets were very well taken care of and I don’t even know how much they missed us. They enjoyed her so much! That is how I want to be! She was professional, prompt, and always sent pictures of my dog and cat! We will definitely use her again. She was wonderful.

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Rene M.
Sitter Profile Image: Danielle M.
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Danielle M.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
4 years of experience
West Dundee, IL, 60118

Perfect 10 !!! Danielle went out of her way for me. 100 % satisfaction! Received my report every walk and a picture of my dog. This was my first time leaving my dog without family, was nervous, but she put me at ease. Thank you again!! I highly recommend Danielle.

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Cindy M.
Sitter Profile Image: Alex M.
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Alex M.
from
$22
per visit
5.0 out of 5 stars
9 reviews
5 repeat clients
3 years of experience
Pingree Grove, IL, 60140

Marvelous!

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Lisa V.
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Sleepy Hollow dog parents share their Rover experiences

1 / 1
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

Madeline was absolutely the best. Shes so thoughtful and understanding. I know the dogs loved her, I really hope she’ll return for us!!

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Abby W.
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

Eloise was very responsive and helped us with a short notice request to visit our dogs. We appreciate her willingness to help and our dogs enjoy her. She’s responsible and dependable

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Janet H.
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

Jessica is great! She always shows at her scheduled times and takes great care of our pups. She’s goes above and beyond,

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Keith C.
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

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 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
5.0 out of 5 stars

Kaelyn was an amazing dog sitter while we were out of town for a whole week. She was puntual and went above and beyond to help take care of our pets. We would highly recommend

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Araceli G.
Drop-In Visits
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How Rover works

  1. 1. Search

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  2. 2. Meet & Greet

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  3. 3. Book & Pay

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Dog Sitting FAQs

Frequently asked questions about Rover

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

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

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Sleepy Hollow.

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

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

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

Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.