Pet Boarding Sleepy Hollow

Find a loving Sleepy Hollow pet sitter to watch your cat or dog overnight at your sitter’s home.

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Over 80
pet parents in Sleepy Hollow have booked pet boarding

Sleepy Hollow, Find top rated pet boarding

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: Carla F.
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Carla F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 100 reviews
27 repeat clients
10 years of experience
Crystal Lake, IL, 60014

“If I could give 10 stars I would! Carla and her family were such a great match for our two dogs. Our 2 girls came home happy & tired. The dogs got even more love, attention and exercise than normal and Carla gave me so many updates while I was away. As a pet parent we will 100% be using her again as it was one of the best experiences we've had and we had the best piece of mind while we were gone.”

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Jessica S.
Sitter Profile Image: Michelle V.
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Michelle V.
Star Sitter
from
$59
per night
4.9 out of 5 stars
• 208 reviews
119 repeat clients
30 years of experience
Palatine, IL, 60067

“Jamo and Maui had a wonderful time with Michelle and her family!! It was so nice knowing our pups were being loved and cared for while we were out of town. Michelle gave us detailed updates on the dogs every day along with some pictures and videos. The dogs bonded well with her and her family and we are looking forward to having the dogs stay with them again soon. I would highly recommend Michelle. ”

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Kelly P.
Sitter Profile Image: Carolyn G.
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Carolyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 160 reviews
43 repeat clients
30 years of experience
Cary, IL, 60013

“Caroline treats our pups like her own. She is great with pairing Lady and Jazzi with other dogs. Very caring and considerate. Will definitely use her services in future!”

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Jared W.
Sitter Profile Image: Cheryl B.
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Cheryl B.
from
$40
per night
5.0 out of 5 stars
• 54 reviews
13 repeat clients
40 years of experience
Algonquin, IL, 60102

“First time EVER finding a sitter for our dog that we did not know personally. Our pup Dozer has fear aggression and does not do well with kids. We were worried we wouldn’t be able to find someone to care for him when we are away but Cheryl and Jim pulled through! Dozer relaxed after a few hours and seemed to be the good boy he is. Zero issues and zero calls! He was spoiled while we were away and came home in perfect condition. My husband and I are excited that we found someone to watch our baby that we can fully trust! We will definitely have these two watch Dozer again! 100/10 HIGHLY RECOMMEND! Thank you so much for easing our anxiety and for providing a safe space for Dozer.”

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Melanie T.
Sitter Profile Image: Lisbeth Gabriela C.
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Lisbeth Gabriela C.
from
$50
per night
5.0 out of 5 stars
• 23 reviews
8 repeat clients
10 years of experience
Carpentersville, IL, 60110

“Treated the dig like gild Sent lots of pics and videos. The dog had so much fun i didnt think he would want to come home. They truly love the dogs they carr for.”

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Eddie V.
Sitter Profile Image: David & Mary R.
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David & Mary R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 60 reviews
13 repeat clients
13 years of experience
Streamwood, IL, 60107

“Moki loved his time with David and Mary. He has got comfortable with them really quick. This is the second time they have sat Moki and he was really happy too see them again.”

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Dale B.
Sitter Profile Image: Jackie K.
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Jackie K.
from
$60
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
7 years of experience
Elgin, IL, 60120

“Jackie took great care of my dog Emma! She made sure Emma was comfortable as I was leaving, providing treats and distractions to make the handoff smooth. She sent updates throughout Emma’s stay so I felt informed and knew everything was going well. Thank you Jackie!”

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Cara W.
Sitter Profile Image: April A.
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April A.
from
$45
per night
4.9 out of 5 stars
• 64 reviews
22 repeat clients
22 years of experience
Streamwood, IL, 60107

“Due to flight issues I had to extend the stay for a day. April was kind enough to accommodate the last minute add on. Pooh was happy at pick up.”

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Patricia C.
Sitter Profile Image: Justine & Brett M.
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Justine & Brett M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 110 reviews
47 repeat clients
30 years of experience
Wheaton, IL, 60187

“I highly recommend Justine and Brett to care for your dogs. They have a beautiful family of 4 children who showered my two dogs (a Boxer and a mix breed) with love and affection. They came home so tired and content. This was the first time they were away from home so I was a little afraid of how they would act. I was told they behaved and I hope that was true. I would not hesitate for a minute to use Justine and Brett again.”

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Maureen H.
Sitter Profile Image: Judith B.
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Judith B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 100 reviews
14 repeat clients
50 years of experience
Kildeer, IL, 60047

“Judy was absolutely wonderful to work with for our dog Simba. We felt comfortable and relaxed to leave him for an extended time for the first time. We could also tell that Simba really enjoyed his time with Judy and Bill. They made him feel right at home, and took such thoughtful and attentive care of him!”

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Anita B.
Sitter Profile Image: YAQI L.
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YAQI L.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 39 reviews
13 repeat clients
9 years of experience
Hoffman Estates, IL, 60192

“Sitter was absolutely fantastic. Very responsive whenever I had a question. Is very knowledgeable about her craft in watching the dogs. Sent me constant updates to let me know when she fed, walked or gave meds to my dog. She has an extreme attention to detail. I mentioned the reason for the sitting and then she messaged us wishing the person a happy birthday and it was very heartfelt. All in all outstanding experience and will use again.”

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Frank & Eva M.
Sitter Profile Image: Kent L.
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Kent L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 79 reviews
19 repeat clients
52 years of experience
Elk Grove Village, IL, 60007

“Our 2nd time leaving our precious Sprinkles with Kent and we would definitely book again! We really appreciated the updates and pictures Kent sent throughout her stay.”

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Diane T.
Sitter Profile Image: Eliza B.
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Eliza B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 18 reviews
7 repeat clients
13 years of experience
Rolling Meadows, IL, 60008

“The absolute best care for my Nico! Eliza loves Nico like her own and takes him on long walks and bike rides at Busses woods and They have an awesome time!”

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Robbi A.
Sitter Profile Image: Nicole B.
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Nicole B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
30 years of experience
HAMPSHIRE, IL, 60140

“Thank you so much for taking such wonderful care of our dog. Nicole is extremely professional, and we truly appreciated the frequent updates and pictures. I would 100% recommend her services to anyone looking for a passionate, loving second home for their pet.”

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Charles S.
Sitter Profile Image: Keila R.
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Keila R.
from
$30
per night
7 years of experience
Elgin, IL, 60123

About: Hello, I’m a mother of one, and we own a Siamese cat named Atlas. We had a dog a couple of years ago and he has since passed due to an accident and as we’re opening our hearts to the thought of a new member we’re also opening our doors to care for pets while we go on our own journey of finding our own Canine Best Friend. We reside in a a very safe- family friendly neighborhood.( Elgin, IL) Our cat; Atlas stays indoors and in his own room as he likes his privacy so there is no worries about anccidental ill encounters. Since I am a home-maker, a have a lot of time on my side. My regular routine with a toddler is very active in terms of going outside, going for walks, running etc and we wake up everyday with the same goal. “Be tired by the end of the day” 🏃🙏 Yard is UNFENCED. All dogs will be on their leash when playing in the yard. If they have an EXTENDED length leash, it’d be great for them to run around more freely!

Sitter Profile Image: Lindsey H.
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Lindsey H.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Geneva, IL, 60134

About: Welcome to The Wagging Tail Club🐾 Whether a Daily Stroll, an overnight visit, or an occasional walk in the park, your dog will be treated with so much love. Over fifteen years providing calm, compassionate care to dogs. Loving caregiver to my beloved Lucy, from puppy to senior. In my background career as a Registered Nurse when caring for hospitalized children, dog and pony therapy were often part of the care plan. I am here to personalize a plan of care for your dog and for you as a pet parent. I am very skilled at communicating, and just as I managed care of my patients while updating parents and families, I will bring that same professionalism to you. I offer Meet & Greet video calls and in person visits. I wholeheartedly look forward to providing you safe and genuine care. Join the Club where Every Pup Finds Love ❤️ ~Work from Home ~ Personalized Attention ~ Registered Nurse~🩺 Caregiving has always been at the heart of who I am. After many years as an inpatient Registered Nurse, I recently transitioned to working from home, giving me the opportunity to provide your dog with ongoing supervision and attention. I work at home with the flexibility to service your dog during daytime and evening hours- in your home or mine. I am available for midday checks, potty breaks, and walks. I can accommodate doggy daycare from my home and vacation extended stays. Let me know how I can personalize care for your four-legged needs My home is equipped for your dog while you are at work or on vacation. I do not have any current pets, so my home is just for yours. Relaxing river views and plenty of sunshine and space. Close to river trails and neighborhoods for walks. House boarding limited to 1 dog occupancy at a time. Water bowl, paw wipes, and crate available on site if needed.

Sitter Profile Image: Tosha P.
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Tosha P.
from
$50
per night
5.0 out of 5 stars
• 29 reviews
9 repeat clients
15 years of experience
Bartlett, IL, 60103

“Great dog sitter - She communicated clearly throughout the stay and took wonderful care of my dog. I felt completely at ease knowing she was attentive, reliable, and genuinely caring.”

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Sunil R.
Sitter Profile Image: Eileen "Penny" T.
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Eileen "Penny" T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 37 reviews
13 repeat clients
23 years of experience
Bartlett, IL, 60103

“Penny looked after Ginger as a trial night before we go on a longer trip this summer. I could tell Ginger had a blast and Penny is very caring with the dogs. I’m not concerned with leaving my pup with Penny when I have to be gone this summer. Thank you Penny and Ginger and I will see you again soon!”

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Avani S.
Sitter Profile Image: Gavin J.
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Gavin J.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
2 years of experience
St. Charles, IL, 60175

“Gavin was very patient , kind and understanding of my crazy schedule for this weekend and also my first time pet parent anxiety, and my dog loved being in his carelol I would gladly book with him again!”

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Veronica B.
Sitter Profile Image: Steph S.
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Steph S.
from
$60
per night
5.0 out of 5 stars
• 9 reviews
3 repeat clients
2 years of experience
Streamwood, IL, 60107

“Steph was great. My dog enjoyed running around the yard, playing with her pup, and relaxing when he wanted a break. Steph sent updates during the stay, which I really appreciated. Her home was clean and welcoming, and my dog was his normal happy self when I picked him up. Drop off and pick up were easy, and she was flexible with timing. I would happily book with her again.”

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Chris O.
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The median cost per night for pet boarding in Sleepy Hollow is $50

Pet parents share their Rover experiences - Sleepy Hollow

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5.0 out of 5 stars

Amazing sitters! Our first time boarding and they were extremely communicative and sent a lot of pictures to put us at ease! They were great with our older/reactive dog and provided tips as well to help with training! Great quiet neighborhood which was perfect for our dogs. They were great at following the feeding/walking schedule and my dogs had a great time!

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Katie P.
Boarding
5.0 out of 5 stars

Absolutely amazing, my dog has stayed with and friends anx family before and usually for at least a few days she wont eat, she wont come out from under a bed, she was out and eating before the first day was up. I was absolutely stunned and so was my family. Will 100% use again for my next trip!

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Mike S.
Boarding
5.0 out of 5 stars

Brian is a great host. He reached out quickly upon my request and the provided information so I was able to book within about 30 minutes. He was proactive and reached out the night before to confirm arrival time and it was very responsive to all my requests and inquiries over text message. He was able to accommodate my daytime doggy daycare request His neighborhood is great and they even have a small dog area that’s fenced in for some off leash time. Basically, the best experience you could ask for when handing off your fur baby.

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Dan S.
Boarding
5.0 out of 5 stars

This was our second time leaving our lab, Nola, with Derek and Melissa and she is clearly loving her time with them. She is so settled and well adjusted when we pick her up, there is no doubt the loving care she receives during her stay. Derek sends us daily pictures and a small update and we are able to enjoy our time away without worrying about her. Highly recommend!

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Meghan M.
Boarding
5.0 out of 5 stars

Our dogs loved staying with Maggie and her family! She was very responsive and took great care of our dogs!

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Chelsey M.
Boarding
5.0 out of 5 stars

Pearl was very happy and seemed very well cared for when I picked her up! I would recommend Jayda and use her again!

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Jennifer J.
Boarding
5.0 out of 5 stars

We had a great experience boarding our dog with Jackie! She was very thorough and respectful of all of our dog's needs and preferences. We received updates and pictures a few times a day, which gave us so much peace of mind while we were away. It was clear our dog was having a wonderful time—especially having Jackie's dogs as playmates. She was very capable and attentive, and we felt very comfortable leaving our dog in her care. Marty is looking forward to staying at Jackie's again!

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Liz D.
Boarding
5.0 out of 5 stars

Flora was able to accept a last minute booking for Tank, which we appreciated. His second stay with her went great - he makes himself at home!

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Jill D.
Boarding
5.0 out of 5 stars

Patricia is dependable, flexible and great with my dog. She treats him like he’s her own. She is my go-to for pet sitters. Highly recommend!

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Kim M.
Boarding
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Popular requests for pet boarding - Sleepy Hollow

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Sitters in Sleepy Hollow average 12
repeat pet boarding clients

FAQs for Pet Boarding - Sleepy Hollow

Frequently asked questions about Rover

The average cost of Pet Boarding in Sleepy Hollow on Rover is $52 per night as of October 2026. Most bookings cost between $32 and $67 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

There are 2,830 sitters on Rover for Pet Boarding in Sleepy Hollow. About 92% of Sleepy Hollow sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

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.

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.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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