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

Over 68 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.
“Roberto and his family did a wonderful job sitting for our dog Hopper while we were on vacation for two weeks. He sent us pictures and updates every day or two. They really made Hopper part of the family (even though Hopper kept stealing all of their dog’s toys and attention). We were very happy to be able to leave Hopper in a home where he was so well cared for.”

“We boarded our 2 little guys with Rosarin for several nights and could tell they were very well cared for. We got updates via the app on their days felt relieved they were in excellent care. Would highly recommend!”

“Kaylee was super great!! Edy loved staying there and got tons of energy and excitement out too! We got tons of pictures from her overnight and lots of updates. Our dog came home super happy and tired!”

“Carla provided wonderful care for my puppy, Finn. He had lots of fun indoors and outdoors in her big, fenced in yard. Carla sent photos and videos every day so I could see Finn socializing with the other dogs. Carla will be my first choice for pet sitting from now on!”

“Leanne is very attentive to know about the need of Ling-Ling, and I felt really comfortable to leave Ling-Ling in her loving home. I'm especially appreciative to know that Leanne and her daughter let Ling-Ling to sleep with them, which is a big plus for Ling-Ling :)”

“Their house was very clean and so was their super large back yard. Both their dogs are super friendly and we felt super safe to leave our dog in their house. The best part is they keep sending us pics of him. We would leave him with Mark and Julie again in the future :)”

“Carolyn was great with my Bailey. She showed sincere care and concern for his well-being. I could tell when I picked him up that he was not anxious and that he enjoyed his time.”

“She's simply the best! Reliable, caring, and good at keeping in touch. Sending me photos daily and brief updates on what Sugar is doing. Thank you, Beth! You made taking this vacation a little easier knowing Sugar was in good hands.”

“Mary was a wonderful sitter and even accommodated his fear of thunder with comfort music. She shared pictures of Henry playing with other dogs in her care including her own two playing in the fenced in yard and inside staying cool. She was also accommodating our desire to pick Henry up earlier than initally planned. I highly recommend Mary and her husband.”

“Dorothy is amazing and we couldn’t recommend her enough. She took the time to get to know my pup and her needs, and sent many updates while we were away. We are happy to have found someone we trust so much!”

“Kira is an amazing dog sitter. Her dogs were so good with my energy white shepherd. She is so kind and was attentive to our dog’s needs. She constantly sent pictures and messaged us with updates. Kira made sure our Bolt was comfy and that all his needs were met. When we picked up Bolt he was ready and all his belongings were packed and cleaned. Kira is a natural at this! I definitely recommend her 10000%!! No doubt… we will rebook with her when we go on our next family trip if available. I can’t say enough how great she was. She made sure we felt at ease while being away for 8 days. Thank you Kira for taking such great care of Bolt!! :)”

“My dog, Lucky, had a great time. We were gone for 10 days and he was so happy. Communication and care were top notch. We will definitely book again the next time we are out of town.”

“Thank you so much for taking such good care of our Pup. He came back happier than he came which puts a lot of pressure on me as his owner. Jayda was amazing and was communicative throughout Hiro’s entire visit.”

“Kyro absolutely LOVES Kealah’s home. He was so excited to see her when I dropped him off which let me know that he is in good hands and feels safe there. This is huge to me because Kyro is my baby ☺️. She was very sweet and communicated with me frequently about how he was doing and even sent pictures. I was happy to learn that her daughter and Kyro were getting along great and playing for hours. I will be a repeat customer again and again!”


“Katerina was just what our Jack needed while we were out of town. She was very flexible, and super sweet to our Jack!! She was very warm and welcoming. She sent videos and pics daily and took him to the dog park quite a bit. I know we will definitely use Katerina again in the future.”


“Eric was awesome and super accomdating to us with timing even though our flight was delayed. We couldn't be more grateful for that and also knowing Papaya was in good hands during her stay. Papaya got along really well with Axl and Eric's family. We saw lots of pictures and a tired dog is always a good sign that she had tons of fun!”

“Kent was an amazing sitter. He is very communicative, and showed great care for our pup. He is calm and patient, and has a wonderful demeanor. It is no wonder he formed a great bond with her. We would very much recommend him to anyone. Thank you Kent!”

“This is our first time leaving our 8 months old puppy at someone else's house. We were a little anxious, but Michelle was very professional and caring. She was flexible, very prompt in her responses and took care of our dog very nicely. Our puppy came back home happy. Thank you Michelle!”

The median cost per night for pet boarding in Sleepy Hollow is $50
Pet parents share their Rover experiences - Sleepy Hollow
Brian was very accommodating, taking care of my dog for two weeks on short notice. He provided updates and photos that gave me piece of mind. Plus, my dog was able to socialize with his dog, which was a bonus! His rates were reasonable; he answered my texts and questions in a timely manner. Overall very happy, and I will check back with him, should we need help with boarding our dog in the future. Thank you Brian!

Derek has been fantastic to work with, so easy to communicate with and incredibly responsive. We left our 7 year old chocolate lab with him for a weekend out of town and he sent me lots of pictures and updates, which really put our mind at ease. My dog came home happy and clearly has a great time. Highly recommend!

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!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- 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
Book and pay through Rover’s secured platform—no cash or checks required.
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. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet boarding - Sleepy Hollow
Select a filter and find qualifying sitters offering pet boarding.Sitters in Sleepy Hollow average 12 repeat pet boarding clients
FAQs for Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Pet Boarding in Sleepy Hollow on Rover is $52.17 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 2,838 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 short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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.









