House Sitting in Sleepy Hollow

Find a loving house sitter to watch over your pets and your home.

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Top rated Sleepy Hollow house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Katelynn R.
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Katelynn R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
7 years of experience
West Dundee, IL, 60118

THANK YOU so much for taking such good care of Freya! We had Katelynn stay at our house for 5 days and we got so many updates about how Freya was doing. Will ABSOLUTELY continue to book Katelynn, especially since we have a major surgery coming up for Freya and there might be days where I cannot come home and check on her during work. Thanks again!

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Devon E.
Sitter Profile Image: Jenna F.
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Jenna F.
from
$50
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Algonquin, IL, 60102

About: I’ve had dogs and cats my whole life. Currently live with 2 dogs and 2 cats, and my family has 3 other dogs! I’ve dog-sat for many years, both staying at homes and frequently checking in. I have a natural way of connecting with animals, and I love spending time with them! During the summer, I will have availability to walk dogs, let dogs out, and care for pets during the day and evenings on weekdays. June weekdays I am available after 12, and July weekdays I am available all day. Weekend availability is not consistent throughout the summer. I live with two dogs and two cats. I walk the dogs frequently, feed them breakfast and dinner, and keep their spaces clean and safe! I monitor pets as they chew on toys, and throw away toys that could be dangerous. Managing 4 pets is a handful, but I love it!

Sitter Profile Image: Jordyn L.
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Jordyn L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
71 reviews
16 repeat clients
10 years of experience
Crystal Lake, IL, 60014

Our second time using Jordyn to watch our dog/home. She’s always very communicative and spends lots of time playing with our dog. We love the photo/video updates throughout the stay.

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Jeremiah C.
Sitter Profile Image: Danielle E.
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Danielle E.
from
$50
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
23 years of experience
Gilberts, IL, 60136

Danielle took such good care of our babies and was a responsive communicator and sent lots of pics! They love when Danielle comes to hang with them.

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Allyson C.
Sitter Profile Image: Avery L.
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Avery L.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Gilberts, IL, 60136

Highly recommended and will schedule with Avery again. Thanks!

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Jay K.
Sitter Profile Image: Scott R.
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Scott R.
from
$30
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
25 years of experience
Elgin, IL, 60124

We couldn’t have asked for a better sitter! Scott was fantastic with our dogs during the nine days we were away. He clearly cared for them like they were his own, and the thoughtful updates he sent made us feel completely at ease while we were gone. Our pups were happy, healthy, and well-loved when we returned. Beyond being a reliable sitter, he’s just an overall great guy, and we feel very lucky to have found him. We’d book with him again in a heartbeat and highly recommend him to anyone looking for excellent care for their pets.

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Clarisa W.
Sitter Profile Image: Catarina S.
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Catarina S.
Star Sitter
from
$65
per night
4.9 out of 5 stars
22 reviews
9 repeat clients
3 years of experience
CARPENTERSVILLE, IL, 60110

Catarina was great! Our dogs are on the more difficult side and she had such a great attitude and was very kind. Thank you Catarina!

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Guadalupe F.
Sitter Profile Image: Grace G.
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Grace G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
53 reviews
10 repeat clients
10 years of experience
Gilberts, IL, 60136

Grace was a fantastic sitter for our animals! They were happy and healthy when we got home, and she kept in touch with us while we were gone.

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Jen B.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$65
per night
5.0 out of 5 stars
57 reviews
8 repeat clients
17 years of experience
Streamwood, IL, 60107

I wish there were more stars to give! Stephanie is amazing! During the interview I knew there was something special about her. She asked a lot of questions and took notes on the special needs and personalities of each of our 5 dogs. She was very attentive not only to the needs of our pups, but our desire for updates and communication while we were away. Each day we received videos and pictures of the girls with clever captions. I watched some of them over and over. I never once worried about them while they were in her care. She is attentive and reliable. It was our first experience leaving the dogs with a non-family member and Stephanie went above and beyond any expectations we had!

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Sue C.
Sitter Profile Image: Erika G.
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Erika G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
241 reviews
62 repeat clients
30 years of experience
St. Charles, IL, 60175

Erika house sat our two dogs for us while we were out of town. She was very patient with our anxious dog and took great care in getting acclimated with him. We really appreciated the pictures and communication, and she left our dogs happy as clams and our home immaculate. Will definitely work with Erika again!

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Peony T.
Sitter Profile Image: Grace S.
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Grace S.
from
$65
per night
5.0 out of 5 stars
7 reviews
1 repeat client
11 years of experience
Trout Valley, IL, 60013

Grace was great! She was responsive, sent videos and pictures, and made me feel comfortable. My dog got sick before we left town and she was sensitive and kind and gave extra attention. We will have her again the next time we go out of town.

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Lori W.
Sitter Profile Image: Marilyn P.
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Marilyn P.
from
$50
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
40 years of experience
Elgin, IL, 60123

Very reliable and always punctual. Considerate of our routines and home. Gives me a peace of mind knowing my anxious girl has someone to lean on while we are gone. Appreciate that Marylin will communicate with me throughout her stay with my precious pup. She is just what my girl needs…..a calm, confident member of the pack

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Jenelle H.
Sitter Profile Image: Samantha D.
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Samantha D.
from
$45
per night
4 years of experience
West 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: Hannah M.
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Hannah M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
University, Algonquin, IL, 60102

Hannah was outstanding. Our schedule changed slightly at last moment and Hannah changed her schedule to accommodate and arrive to our home and be with Harley soon after we had to leave. Hannah kept us up to date and posted lots of photos of our beloved Dog Harley as well as all the walks and loving she provided. We came home to Happy puppy and very clean home. Hannah was awesome and we look forward to having her sit with our dog again in the future.

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Joe B.
Sitter Profile Image: Skyler D.
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Skyler D.
from
$65
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
12 years of experience
Schaumburg, IL, 60193

Skyler was wonderful! She was here for our Poppy girl every night and kept as close to her routine as possible. We will definitely be reaching out to Skyler again for future stays!

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Maxine B.
Sitter Profile Image: Iryna A.
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Iryna A.
from
$75
per night
5.0 out of 5 stars
26 reviews
11 repeat clients
18 years of experience
West Dundee, IL, 60118

Iryna did an excellent job watching Greta in my own home. Iryna was on time, quick to respond, and bonded well with my high energy dog. 10/10 will book again.

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Nick H.
Sitter Profile Image: Mia G.
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Mia G.
Star Sitter
from
$25
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
14 years of experience
Algonquin, IL, 60102

Was extremely kind and diligent and took the best care of pepper. I gave Mia a bafflingly long list of random instructions and she followed them to a tee and handled everything well. So so trustworthy. Couldn’t have asked for a better sitter.

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Sulaimaan K.
Sitter Profile Image: Ida C.
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Ida C.
from
$75
per night
4.9 out of 5 stars
63 reviews
16 repeat clients
20 years of experience
Schaumburg, IL, 60173

Ida is the best dog sitter we have found on rover, she is efficient, respectful and the best communicator!!! We will always use Ida if she will let us, ask this girl to babysit your pets!!! you will not be disappointed.

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Peyton A.
Sitter Profile Image: Mark H.
Verified Enhanced Background Check
Mark H.
Star Sitter
from
$60
per night
5.0 out of 5 stars
24 reviews
7 repeat clients
22 years of experience
Holiday hills, IL, 60051

Mark took great care of our aging rescue dog,Sunny. She requires medication and special care and Mark provided her with both. He stayed in our home without any issues. We highly recommended him and will not hesitate to use his services again.

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Brian S.
Sitter Profile Image: Jessica T.
Verified Enhanced Background Check
Jessica T.
Star Sitter
from
$85
per night
5.0 out of 5 stars
57 reviews
19 repeat clients
8 years of experience
Carpentersville, IL, 60110

Jessica is extremely reliable and takes excellent care of our senior dog. It is so comforting knowing we can go on vacation and our dog is in such good hands.

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Heidi E.
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Sleepy Hollow pet parents share their Rover experiences

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5.0 out of 5 stars

Jana was great (again!). I use her every time I am away. She keeps the dogs well entertained which can be challenging and goes above and beyond with "housekeeping" to make sure my return home is stress-free. Thanks Jana!!!!!

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Kim R.
House Sitting
5.0 out of 5 stars

Karlie was great with all 3 of our dogs. This was the first time I have ever used a service to take care of my dogs. Karlie came to my house twice before our trip to get to know the dogs, etc. You could tell Karlie is a "dog person" since I could tell the dogs liked her. That really helped us enjoy our vacation so much more knowing that they were in good hands. Karlie responded to text messages quickly. Got updates on dogs and pix while I was on vacation. Now that I have gone through this process and found someone we like, we definitely will hire Karlie again.

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Heather H.
House Sitting
5.0 out of 5 stars

Katie was absolutely wonderful! She took great care of Wren and Lucy. She shared many photos and updates during our trip out of town to visit our grandchildren. Having Katie watch our dogs gave us a great piece of mind, and the dogs had a wonderful time, too! Thank you, Katie, for going above and beyond in caring for our dogs.

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Mike B.
House Sitting
5.0 out of 5 stars

Eloise was absolutely wonderful with Bella and Archie! She sent periodic updates throughout her time with them and I felt incredibly comfortable with her watching the loves of my life! I will absolutely book with Eloise again and I highly recommend her for any of your pet needs!!!

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Jamie S.
House Sitting
5.0 out of 5 stars

Kristina was amazing! She took such great care of our puppers and you could tell she truly cared. We’d love to have her back to watch them again.

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Kyle M.
House Sitting
5.0 out of 5 stars

Iryna is awesome! Beans was so happy to have her, he didn't even miss me! Will definitely be using in the future.

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Tracie D.
House Sitting
5.0 out of 5 stars

Katelyn has been a wonderful dog sitter. She has shared great updates while we are away, and our dog always looks so content. We are so thankful for all she did for our dog while we traveled.

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Jori K.
House Sitting
5.0 out of 5 stars

Jaqueline and Uriel were (as expected) amazing while we were on vacation for a week. They kept us updated and send many pictures and videos. The house was clean when we returned and the trash was emptied. Most importantly my pets were happy and comfortable with them. Our dog is super shy and timid and he did great with them.

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Brenda A.
House Sitting
5.0 out of 5 stars

Catarina was great! Our dogs are on the more difficult side and she had such a great attitude and was very kind. Thank you Catarina!

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Guadalupe F.
House Sitting
5.0 out of 5 stars

Katy was awesome! She stayed with our dog and 2 cats for 3 nights, she was respectful of our home and kept it clean, and she let us know how our pets were doing. We would definitely have her watch our animals again!

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Amanda P.
House Sitting
5.0 out of 5 stars

The best! She made sure my pup was well taken care of and spoiled with all the cuddles hehe thank you so much for helping me stay at ease when being away! Appreciate you so much!

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Yaya V.
House Sitting
5.0 out of 5 stars

Samantha took great care of our 3 cats and 2 dogs while we were away for 2 days. Before our trip, she came over for a meet and greet and our animals all took to her quickly. She's responsive to communications, sends picture and updates, and arrives promptly. Everything was perfect when we returned and the animals all seem very happy!

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Tiffany W.
House Sitting
5.0 out of 5 stars

Thanks to Julian for taking care of my fur baby. She needed cleaning and he stepped up. Really appreciated his care.

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Crystal K.
House Sitting
4.0 out of 5 stars

Lydia sat for my 2 dogs for 8 days while I was visiting family. The dogs did just fine and seemed happy when I came home. The deal was to stay in my house where they felt safe and at home. They stayed at her house instead, not what I had planned. But they were safe and taken care of and that is what matters. I received a few photos and minimal communication. It is hard to leave our loved ones at home, but everything turned out fine.

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Katherine B.
House Sitting
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house 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 house and 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 house sitting in Sleepy Hollow is $50

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 house 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 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Sleepy Hollow on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 1,668 house sitters in Sleepy Hollow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Sleepy Hollow house sitters respond in under an hour.

House sitters in Sleepy Hollow have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Sleepy Hollow.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Sleepy Hollow house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house 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 house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.