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: Karlie H.
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Karlie H.
Star Sitter
from
$45
per night
5.0 out of 5.0 stars
22 reviews
8 repeat clients
14 years of experience
Sleepy Hollow, IL, 60118

Karlie has been super patient with our boys who can be a handful. She is punctual and communicated well with us while we were gone. We look forward to having her help us out again in the future ❤️

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anne c.
Sitter Profile Image: Lidia H.
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Lidia H.
from
$45
per night
1 repeat client
20 years of experience
West Dundee, IL, 60118

Lidia was wonderful with Roux! She was patient, reliable, and kept me updated. Roux was calm and happy when I got home. I really appreciate her help and would definitely book again.

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Kevin C.
Sitter Profile Image: Vanessa M.
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Vanessa M.
from
$30
per night
5.0 out of 5.0 stars
10 reviews
2 repeat clients
16 years of experience
Sleepy Hollow, IL, 60118

Venessa did an excellent job with our large dog and two cats!

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Derek K.
Sitter Profile Image: Jordyn L.
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Jordyn L.
Star Sitter
from
$55
per night
5.0 out of 5.0 stars
58 reviews
14 repeat clients
10 years of experience
Crystal Lake, IL, 60014

Jordyn was amazing! She was great at communicating and sent photos a few times a day. She didn’t mind answering the million questions I had prior to staying with my dog. I would definitely use her again.

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Cyndy S.
Sitter Profile Image: Iryna A.
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Iryna A.
Star Sitter
from
$65
per night
5.0 out of 5.0 stars
22 reviews
10 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: Marilyn P.
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Marilyn P.
from
$50
per night
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.

Sitter Profile Image: Antonie E.
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Antonie E.
from
$55
per night
5.0 out of 5.0 stars
17 reviews
8 repeat clients
4 years of experience
Crystal Lake, IL, 60014

Toni did a great job with our dogs. Id be happy to recommend her for dog and housesitting! She even cleared a path in the snow on our patio for them! Looking forward to requesting her again!

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Christina O.
Sitter Profile Image: Adia B.
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Adia B.
from
$30
per night
12 years of experience
Gilberts, IL, 60136

About: I’ve cared for all kinds of pets—dogs, cats, and even a gecko—and have experience working at a petting zoo. I’m a proud pet parent to two dogs and two cats, so I know how important great care is. I’m comfortable giving medication, caring for senior pets, and supporting reactive pets, all while making sure every animal feels safe, happy, and loved. I’m currently in my last semester at ECC and I’m only taking a few classes, so I have plenty of free time during the week to help out! I have a fenced yard and two friendly dogs to keep your fur baby company. I can easily crate your dog if needed, but I’m willing to do whatever I can to keep you and your pet comfortable.

Sitter Profile Image: Jamie S.
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Jamie S.
Star Sitter
from
$80
per night
5.0 out of 5.0 stars
113 reviews
34 repeat clients
12 years of experience
Elgin, IL, 60124

Our dogs took to Jamie right away. We did, too 😊 It’s obvious she has spent a lot of time around dogs. We really appreciated all the updates and photos she sent.

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Vicki F.
Sitter Profile Image: Mia G.
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Mia G.
Star Sitter
from
$25
per night
5.0 out of 5.0 stars
8 reviews
2 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: Jennifer P.
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Jennifer P.
from
$60
per night
5.0 out of 5.0 stars
9 reviews
1 repeat client
25 years of experience
Crystal Lake, IL, 60014

Jennifer did a great job and our pups were very happy! She kindly dealt with us coming home in the middle of the night due to a sick child. Somehow even with our surprise entry home, the house was spotless too. Thank you so much!

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Kathryn M.
Sitter Profile Image: Lauriel T.
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Lauriel T.
from
$35
per night
5.0 out of 5.0 stars
58 reviews
17 repeat clients
1 year of experience
Streamwood, IL, 60107

Lauriel, Thank you so much for taking care of my furry babies this weekend! You have been the best puppy sitter I have gotten from this app! Thanks again, and we hope to see you soon! Alba

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Alba C.
Sitter Profile Image: Mark H.
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Mark H.
Star Sitter
from
$60
per night
5.0 out of 5.0 stars
18 reviews
4 repeat clients
22 years of experience
Holiday hills, IL, 60051

Mark was awesome. Miss Molly got lots of walks & apparently behaved herself. My house was spotless when I got home. Mark sent lots of pictures. I am confident Mark is trustworthy and loves animals. Sure hope he is available when I need to travel!

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Rita I.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$65
per night
5.0 out of 5.0 stars
56 reviews
8 repeat clients
17 years of experience
Streamwood, IL, 60107

We are beyond grateful to have found Stephanie who allowed us to enjoy a week while she stepped in and took care of our babies. Moving here without local friends or family and leaving our babies was frightening, even to the point where we considered cancelling our vacation. After meeting Stephanie, we felt at ease to leave our attention needing 8 year old Frenchie and geriatric bunny under her care. We received daily pictures and videos which helped so much to give us that peace of mind we very much needed. Also, our house was exactly the way we left it. Stephanie is very respectful and loving, we would recommend her to anyone. We look forward to our next getaway and without any hesitation, we will be using Stephanie again.

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Rodriguez M.
Sitter Profile Image: Catarina S.
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Catarina S.
from
$65
per night
4.8 out of 5.0 stars
14 reviews
7 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: Jessica T.
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Jessica T.
from
$70
per night
5.0 out of 5.0 stars
48 reviews
18 repeat clients
8 years of experience
Carpentersville, IL, 60110

How nice it is to know that when you go out of town and leave your pets that they are taken care of. Jessica took good care of my two young dogs and our home as if it was her own. She was patience to allow the dogs to warm up to her and adjusted to caring for their different personalities. She did such a good job that I hate to write this review because everyone will want her. I definitely will contact her again for future pet care. Thank you again Jessica.

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Roxanne D.
Sitter Profile Image: Kaitlin F.
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Kaitlin F.
from
$55
per night
5.0 out of 5.0 stars
2 reviews
1 repeat client
5 years of experience
Crystal Lake, IL, 60014

Bentley has a new buddy. Katlin went above and beyond Bentley was happy so are we

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John H.
Sitter Profile Image: Eloise L.
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Eloise L.
from
$60
per night
5.0 out of 5.0 stars
8 reviews
1 repeat client
15 years of experience
Huntley, IL, 60142

Eloise is amazing. I felt very confident from the start of our interactions to the meet and greet and the eventual stay that she would take great care of Opal. I was correct! She’s super thorough yet laidback, sent updates and was easy to communicate with!

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Laura A.
Sitter Profile Image: Toby J.
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Toby J.
from
$35
per night
5.0 out of 5.0 stars
5 reviews
1 repeat client
4 years of experience
Lake in the Hills, IL, 60156

Toby & Miss Molly became besties. Toby was respectful of my house. I’ll be calling him again.

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Rita I.
Sitter Profile Image: Myrlonette H.
Verified Enhanced Background Check
Myrlonette H.
from
$40
per night
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

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Sleepy Hollow pet parents share their Rover experiences

1 / 1
5.0 out of 5.0 stars

Very kind, communicates well, responds promptly to questions, and provides many unprompted updates with pictures

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Tim S.
House Sitting
5.0 out of 5.0 stars

Karlie is always so amazing with our sweet (but nervous) girl. So kind and patient with her. 11 out of 10 recommend. We love having her!

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Bethany K.
House Sitting
5.0 out of 5.0 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 5.0 stars

Eloise was fantastic! Our dog Francisco was happy, well cared for, and loved while we were away. Communication was great, and we felt totally at ease knowing our pup was in good hands while we were on vacation. We’d absolutely book her again and highly recommend her to anyone looking for a reliable, caring sitter.

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Karly C.
House Sitting
5.0 out of 5.0 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 5.0 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 5.0 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 5.0 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 5.0 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 5.0 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
5.0 out of 5.0 stars

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.
House Sitting
4.0 out of 5.0 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 Jan 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 Jan 2026, there are 1,658 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 16 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.