Dog Sitting Sleepy Hollow

Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.

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Over 6
pet parents in Sleepy Hollow have booked dog sitting

Sleepy Hollow, Find top rated dog sitting

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

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Sitter Profile Image: Tara B.
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Tara B.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
652 reviews
177 repeat clients
18 years of experience
Purchase, NY, 10577

Tara was absolutely wonderful!! This was our first time using Rover and she put our minds completely at ease. Our cat is older and anxious around new people but Tara handled her perfectly. Thank you so much Tara!

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Rohit M.
Sitter Profile Image: Helena F.
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Helena F.
from
$17
per visit
5.0 out of 5 stars
4 reviews
2 repeat clients
12 years of experience
Tappan, NY, 10964

Helena did a wonderful job watching my senior dog for a week. She was incredibly attentive to her specific routine and slower pace. I received regular updates and photos, which gave me complete peace of mind while I was away. It is clear Helena truly cares about animals. I highly recommend her to anyone looking for a compassionate and reliable pet sitter.

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Roxanne P.
Sitter Profile Image: Melaina N.
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Melaina N.
from
$15
per visit
20 years of experience
Valley Cottage, NY, 10989

About: I currently am a proud cat parent, but have taken care of my own, and other’s dogs since I was a kid. I would love to help out with any walking needs for your furry family member! No dog is too big or too small and I’m familiar with puppies and senior dogs as well. My main priority is healthy, happy pets! I currently work a full-time 9-5 hybrid schedule. I am available 5 pm onward on the weekdays, and flexible on weekends. Please reach out for morning availability as well, depending on location I may be able to accommodate you. I will utilize whatever walking materials (leash, harness, travel water bowls, etc.) that are preferred by you. I will happily provide these items if no unique preferences are requested.

Sitter Profile Image: Tamette L.
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Tamette L.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
10 reviews
5 repeat clients
8 years of experience
Elmsford, NY, 10523

Tamette and Ahn were wonderful with Daisy when they stopped by to meet her for the first time before we were going to be away. They were gentle and patient with her and she warmed up to them quickly. Tamette let me know how it went in detail when I asked, which I really appreciated. We would definitely use her again, and hope to leave Daisy with Tamette and Ahn at their home when we go away for a week in January.

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Laurie L.
Sitter Profile Image: Hannah Y.
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Hannah Y.
from
$20
per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
6 years of experience
Valhalla, NY, 10595

Hannah is absolutely amazing! She took exceptional care of my two dogs, Max and Romeo, and they both adored her from the moment she walked in. Her kindness and warmth were immediately evident, and I could see how comfortable my dogs felt around her. Hannah went above and beyond to ensure they were happy, and received plenty of attention and playtime. It’s clear she genuinely loves animals, and her gentle approach made such a positive impact. I couldn’t have asked for a more caring and responsible pet sitter. Highly recommend Hannah for anyone looking for someone who will treat their pets like family!

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Emily L.
Sitter Profile Image: Izabela C.
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Izabela C.
from
$30
per visit
4.3 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Hartsdale, NY, 10530

About: I use to work at a Doggie Hotel. I worked in the kennel area and use to manage the cleaning as well as the food distribution for every dog in the facility. I love taking care of my neighbors pets while they are away for vacation. I'm very hands on when it comes to puppies and training, I've done similar things at my last job as a kennel worker/day care dog counselor. I own 2 bearded dragon and take care of my parents dog from time to time! I make sure to give them special attention everyday. I make sure that each animal gets love and attention every hour of the day! I make sure that they have eaten, and if not I try to encourage, and make sure they are mentally stimulated with some play time! I also like to incorporate exercise when playing!

Sitter Profile Image: CeCe F.
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CeCe F.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
35 reviews
11 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

CeCe did a great job taking care of our cat! She was very responsive, visited on time and got some belly rubs by the end of the trip! Highly recommend

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Heidi R.
Sitter Profile Image: Christy M.
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Christy M.
from
$25
per visit
5.0 out of 5 stars
61 reviews
18 repeat clients
5 years of experience
Bardonia, NY, 10954

Christy was sooo amazing at taking care of our senior pups while me and husband were away for a 10 day trip! She stayed in communication and shared updates and photos, and kept us posted on our dogs energy levels. We really appreciated her care and felt safe leaving our pups in her hands!

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Muneera Z.
Sitter Profile Image: Carolina N.
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Carolina N.
from
$35
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Pleasantville, NY, 10570

About: I have loved dogs since I was a child and have always felt a special connection with them. I’m an active, outdoorsy young woman, and my energy helps dogs feel happy, comfortable, and cared for. I can keep your pup safe and cared for in my home, take them on long walks, play with them, and make sure they always feel comfortable and loved — just like they’re at home I’m currently work with amazing family take care of two boys and an adorable dog(Penny) so I have mornings free and weekends off I can also do overnight very flexible I can keep your baby safe in my place go for a long walks play, fit them and always make feel lik they’re at home.

Sitter Profile Image: Youjin H.
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Youjin H.
from
$20
per visit
5 years of experience
White plains, NY, 10607

About: I’ve cared for dogs for over 17 years. Besides raising my own dogs, I’ve also cared for friends’ dogs for stays ranging from one week to two months. My Goldendoodle loves making new dog friends, and many of our guests have become his best buddies. I work from home most of the week, so I have plenty of time to care for dogs throughout the day. They get regular potty breaks, walks, playtime, and lots of attention, and are rarely left alone. I have fenced yard where my dog loves to play fetch. I usually let my dog out around 8am to play until 9am. All the dogs are welcome to join to play together!

Sitter Profile Image: Andrea G.
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Andrea G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
50 reviews
9 repeat clients
19 years of experience
White Plains, NY, 10605

Andrea was amazing! She immediately put me at ease when we met her, asked all of the right questions and was so sweet to our two cats. I appreciated Andrea's thorough communication while we were gone (and she even sent me a note the day before we left confirming timing for the next day, which I really appreciate!) She was on-time for our visits and sent lots of info and photos. I will definitely book Andrea to watch our cats again! Thanks Andrea <3

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Ali C.
Sitter Profile Image: Jacqueline P.
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Jacqueline P.
from
$20
per visit
5.0 out of 5 stars
16 reviews
6 repeat clients
8 years of experience
White Plains, NY, 10606

Jacqueline is a great pet sitter! Very reliable, kind and sends the funniest check-in pics of my cat (lol). Would absolutely recommend her to anyone looking for a pet sitter!

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Rebecca H.
Sitter Profile Image: Arlin R.
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Arlin R.
from
$20
per visit
12 years of experience
White Plains, NY, 10603

About: I had my very own dog when she was born until she passed. I absolutely love animals and will treat every pet like my own. Whether it’s walks, playtime, or cuddles, I can make sure your furry friend feels loved, safe, and happy while you’re away. I’m patient, caring, and always follow your pet’s routine to keep them comfortable. You can count on me to give your pet lots of attention—and I’ll even send photo updates so you can see how great they’re doing Currently work a full time job weekdays to provide for my daughter and I. I’m available both Saturday and Sundays after 10:30am that way I can spend time with your fur baby and love/care for them as my own. When I care for pets, whether it’s in my home or a client’s, I can make sure they feel safe, loved, and comfortable. I follow their normal routine for meals, walks, and playtime so everything feels familiar to them. I love giving them lots of attention, cuddles, and play! If I’m in a client’s home, I’m always respectful and keep things tidy. I also like to send updates and cute pictures so you can see how happy your pet is while you’re away.

Sitter Profile Image: Hansol K.
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Hansol K.
from
$25
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

What a lovely cat sitter 💜💜💜 we had a last minute PANIC because our original cat sitter e for sick and couldn’t do it. Hansol swooped in at the last minute and was a massive help! Took great care of the cats and garden. Highly recommend.

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Holly P.
Sitter Profile Image: Grace C.
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Grace C.
from
$25
per visit
5 years of experience
White Plains, NY, 10601

About: I’m an animal-lover and proud pawrent of 13 years with experience caring for all kinds of dogs with all kinds of personalities (even the occasional cat).  Whether you need frequent walkings, short to long-term sittings, or the occasional drop-in, I’ll make sure that your doggo feels loved, cared for, and most importantly, knows they’re a good girl or boy ❤️. I am currently a student and work part-time at my school during the academic year. In the summertime, I have open availability. During the academic year, I create a flexible schedule allowing for adequate time to focus on pet care. I like to meet dogs where they are at while applying safety awareness. I focus on identifying triggers for reactive furry friends. I also implement safeguards to ensure the security and safety of our furry friends.

Sitter Profile Image: Danny D.
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Danny D.
from
$15
per visit
5.0 out of 5 stars
83 reviews
33 repeat clients
20 years of experience
Pleasantville, NY, 10570

Great experience with Danny cat sitting. He took the job on relatively short notice, followed our instructions exactly, always checked in, and was completely reliable and responsible. A+ sitter!

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Brendon T.
Sitter Profile Image: Julia I.
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Julia I.
from
$16
per visit
1 year of experience
Chappaqua, NY, 10514

About: My whole life I have owned dogs, so I am very confident dealing with dogs of any size/age. Additionally, I am an animal lover and will make sure you always have updates on your pet! I am currently a college student on break, so I am available at almost all times of the day! Having two dogs of my own, I am used to frequent walks and playtime. I love taking care of my dogs, whether that includes going on long walks or running around the house playing, I am always interacting and keeping them entertained.

Sitter Profile Image: NALLELY V.
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NALLELY V.
from
$23
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
3 years of experience
Ossining, NY, 10562

About: I'm a reliable, compassionate pet sitter who truly loves animals and understands how important it is to feel confident leaving your pet in someone else's care. I have experience with dogs and cats of all ages and temperaments, from energetic puppies to more relaxed or senior pets. My background as an EMT and in healthcare makes me attentive, responsible and calm in situations. I'm very detailed oriented, so ill follow your pet's routine closely- feeding schedules, walks, medications and any other special instructions. whether your pet needs playtime, long walks or just extra love and comfort while you're away, ill treat them like my own! your pet's safety, happiness and well-being are always my top priority! I work Monday through Friday 8am-5pm. I live very close to work and get to go home to walk/ feed my own dog during my lunch time. I have availability Wednesdays and Fridays during 12-1pm to drop in/ walk/ feed your pup! After 5pm I walk my dog again and have availability to also walk/ stop in/ feed yours as well. I don't work weekends and have full availability to be with your pet as needed. Starting October 2026, I'll have availability for Tuesdays, Thursdays and weekends for all services + boarding. Proof of updated vaccinations will be required as I need to protect my own pets as well! I have a fenced in yard and very friendly dog who loves to play and relax with other dogs or cats! My dog gets home cooked meals that are prepped for him to last all week. He also gets kibble mixed in! He loves daily walks/ drives and fresh water! I will make sure your dog also gets walks, food and potty breaks or drives if they love drives! My cat is very social and friendly as well, she tends to be more independent and changing her litter, feeding her fresh food and fresh water for her daily is very important. Cats can be very particular with their water, food and playtime and I will make sure to follow that for your cat.

Sitter Profile Image: Mikayla C.
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Mikayla C.
from
$30
per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
15 years of experience
Bronxville, NY, 10552

About: My family has had big dogs our entire lives so I learned to take care of them from a young age. I love all kinds of animals! I work from home with a very flexible schedule so I can generally make most times work :) Happy to work around any schedule if needed! It’s definitely a priority to keep your dogs safe during a walk or a visit - my full focus and attention is on them 100% of the time!

Sitter Profile Image: Gary R.
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Gary R.
from
$18
per visit
6 years of experience
White Plains, NY, 10606

About: Hi there! I've been surrounded by animals since I was a little boy and I've never stopped loving them since! I've had 9 cats and 3 dogs throughout my life with my family, and I wouldn't have it any other way. I volunteered all 4 years during high school at animal shelters to care for stray/abandoned cats and dogs. All animals bring so much joy to my heart, although I don't have kids of my own yet - I care for all animals as if they were my own children. If your furry friend needs a little TLC grooming or medication, I am more than happy to ensure they are on schedule. I have a private home in Bayside, if needed more space it can be utilized (w/ fenced yard). Please message me to arrange any bookings, I always do my best to be flexible with all my clients. I look forward to meeting you and your furry friend!

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The median cost per visit for dog sitting in Sleepy Hollow is $25

Dog parents share their Rover experiences - Sleepy Hollow

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5.0 out of 5 stars

Tamette and Ahn were wonderful with Daisy when they stopped by to meet her for the first time before we were going to be away. They were gentle and patient with her and she warmed up to them quickly. Tamette let me know how it went in detail when I asked, which I really appreciated. We would definitely use her again, and hope to leave Daisy with Tamette and Ahn at their home when we go away for a week in January.

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Laurie L.
Drop-In Visits
5.0 out of 5 stars

Angus and Elphaba loved their visits with Corrine! She was responsive and professional. Would highly recommend for someone looking for help with their furry friends.

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Bryan M.
Drop-In Visits
5.0 out of 5 stars

Such a kind and caring sitter who goes above and beyond with our little terrier. Always delighted when she’s available!

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Merri R.
Drop-In Visits
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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
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Sleepy Hollow

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Sitters in Sleepy Hollow average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Sleepy Hollow

Frequently asked questions about Rover

The average cost for Dog Sitting in Sleepy Hollow on Rover is $22.2 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 24,714 sitters on Rover offering Dog Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Sleepy Hollow stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Sleepy Hollow choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Sleepy Hollow with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Sleepy Hollow. On Rover:

  • 88% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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