Dog Boarding Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Sleepy Hollow, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Jaimi took amazing care of our dog, Maizie. She and her loved ones treated Maizie as a member of their family and the frequent photo updates were a delight. Knowing that Maizie was so well cared for made our travel worry-free. We highly recommend Jaimi and have already made arrangements to have Maizie stay with her again.”


“Tammy was great, she has a nice pet friendly home, with a dog appropriate backyard. Fenced, grass, shade, room to walk around and sniff. We interviewed three the day we met Tammy. I was sure from the first ten minutes she would be our choice. Her own dog was sweet and calm and adorable. She had a nice personality, answered all our questions and we just felt comfortable in her home. We will be using her again. You can't go wrong with leaving you dog with Tammy. Thanks for taking care of our child. I mean dog, Tessa.”


“Drake had such a wonderful time with Tula. I loved the updates throughout his stay, which gave me comfort knowing he settled in ok and was having a good time. Would definitely recommend her to anyone needing their dog watched, especially since Drake can be reactive to strangers and other dogs. She was very understanding and handled him with a ton of care.”

“We were worried that our Mimi would be very anxious away from us - but she fit right in to Deborah’s home and we were able to enjoy our time away knowing she was truly cared for. Deborah was great at communication too and seeing Mimi’s smiles in the pictures was wonderful. Definitely will ask Deborah again if the need arises. Thank you!”

“Sara was outstanding at taking care of our beagle for a week, despite us asking her last minute. She dealt with an issue where our dog had a potty training relapse and solved the problem by getting diapers. She gave our sweet girl lots of playtime outdoors at the dog park and beach. Sara is clearly an experienced dog sitter who takes great care of her customers. Thank you Sara!”

“Mary and her husband Mark were such sweethearts and I felt so good having Enzo in their home. Mary was able to accommodate me on super short notice and was flexible with my drop off and pickup schedule. I got lots of pictures from their various walks and I would 100% use Mary again! Highly recommend!”

“Our pup had a great time with Kim and his wife! They went for a few local hikes and hung out by the pool. Communication was super easy. Happy to have Kim watch our pup again anytime.”

“Daisy was so great with our dog! She was flexible with pick up and drop off times, went on a walk with our dog before her stay, and sent us daily photos of our dogs playing together. She was really easy going, which is probably why our dog loved her so much.”

“Christine was great. My dog loved being with her and at her house. He played with her dogs and others that were boarding and loved every minute of it. I would definitely recommend Christine and will be using her again.”

“Our Bernedoodle Wilbur had a wonderful time staying the night with Marisa and her sweet family. Marisa was loving and kind with Wilbur, giving me updates on how he was doing and his eating. We will definitely ask Marisa again to care for Wilbur. We highly recommend!”

“Kelly Ann was great with our dog Digby. She went above and beyond to give him great care and love. He's an older diabetic dog and she gave him 2 insulin shots a day and made sure he had plenty of water to drink. She took him on walks and gave him a lot of cuddles. I'd highly recommend Kelly Ann.”
“Rowan was recovering from a surgery and we had to be out of town. Nancy administered his medications and supervised his activity while we were away- even though his foot was in a bandage! It was a huge help for an unexpected issue. Thanks for the great care”

“Camila is a dream dog sitter, walker, and overall person. She puts extreme care in making sure she knows your dog’s schedule, likes/dislikes, favorite activities, and food preferences. With our dog she was incredibly loving and attentive. She sent picture and video updates daily and you could see how happy/loved he was and how much fun he was having. Camila comes with my highest recommendation! If you need to leave your beloved dog with someone –– rest assured with Camila. Your pup will feel loved, taken care of, and have all their needs met. She really goes above and beyond. In fact, I’m not so sure how much our dog even wants to come back to us after being with her! I’m so happy we found her.”

“We had a fantastic experience with Derek and Solip taking care of Arlo for the weekend! They were super communicative, accommodating and easy going. They also gave frequent updates including photos and videos. Arlo had a great time and we will definitely be bringing him back in the future!”

“Hsiaolei provided Lulu the absolute best attention and care. They were extremely attentive to her needs, taking her on loads of hikes because she is an energetic dog. The photos she sent us during our time away showed Lulu visibly smiling, whether on her pad by the fire or out on a walk. I highly recommend Hsiaolei!”


“Ashley is a great sitter and I definitely plan on boarding my dog with her again! Upon first meeting, it was clear that she has tons of experience and I immediately felt comfortable leaving my dog in her hands. Her communication was excellent throughout my dog's stay and I had full confidence that my dog was being well taken care of. I almost hesitated to write this review as I don't want Ashley's calendar to fill up in case I need a sitter in the future :)”

Dog parents share their Rover experiences - Sleepy Hollow
Christina and Zach were the best pet sitters we have ever had and would highly recommend them! They took such great care of our dog, hosting her in their home for 10 days. They went above and beyond, taking her on adventures and sending frequent updates throughout her stay. They were so accommodating, allowing her to feel right at home with her beds, toys, feeding schedule and even allowing her up on the furniture for cozy snuggles! We will definitely rebook soon!

Stewart was everything we had hoped for in a sitter. He took excellent care of our dog. His lovely home was safe and comfortable and convenient. Stewart communicated well and even adjusted his schedule to accommodate our timing. I wouldn’t hesitate to hire him again.

Laura & Joseph were absolutely wonderful. They were incredibly responsive, kept us updated with great photos, and made us feel completely at ease. When we picked Rainbow up, she was calm and relaxed, which honestly never happens when we leave her with others. That alone says so much about the care and attention they gave her. We truly appreciate everything they did and will absolutely be booking with them again!

Kathryn & her beautiful black lab Ogden as well as their home-sanctuary was unbelievable and the care & amount of love and attention that they exhibited for and with our little girl Aka was more than we could of expected. Aka was elated, overjoyed, and in-love from the moment we did a meet-and-greet, and the drop-off and pick-up moments felt like she was truly in heaven. Her black lab Ogden, was one of the most gentle and kind large dogs I have ever seen, he was very polite, welcoming, and was so gentle when asking Aka to play — she has been known to be shy and often struggled to introduce play with other dogs (but NOT with Ogden). I think she has found a 2nd home, a new dog-lover & best friend, and we will be returning more often to hang out & of course use Kathryn’s services in the future when needed! Thank you so much Kathryn! Will be in touch soon! 😊🙏🏽🥰

Julie has been absolutely wonderful taking care of my Italian Greyhound Leo for one whole week. My pup was welcomed into her family by all. Julie kept me regularly updated with photos and and short comments so I didn't have to worry while I was away. I highly recommend her to lovingly care for your pet.

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.
How to book dog boarding

1. Search
Browse profiles of sitters near you who offer dog 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 dog boarding - Sleepy Hollow
Select a filter and find qualifying sitters offering dog boarding.FAQs for Dog Boarding - Sleepy Hollow
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Sleepy Hollow home-away-from-home, packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Sleepy Hollow.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Sleepy Hollow sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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 , which provides up to 25,000 in eligible veterinary care reimbursement.
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 .
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 CA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
















