Dog Sitting Chappaqua

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

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Chappaqua, 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 did a great job stopping by to hang out with our dogs one night when we had to work late! Tara stayed with the dogs for an hour. They played fetch in the backyard, ate their dinner, and had some chill time on the couch. I absolutely trust Tara when giving her care instructions, and she made a late night at work easier with her updates and communicate. Thanks, Tara!

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Sarah B.
Sitter Profile Image: Valerie S.
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Valerie S.
from
$26
per visit
5.0 out of 5 stars
7 reviews
7 repeat clients
23 years of experience
Sleepy Hollow, NY, 10591

Valerie is wonderful. Very flexible, kind and caring! Will be rebooking for all my upcoming pet needs.

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Mary C.
Sitter Profile Image: Jalyne E.
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Jalyne E.
from
$20
per visit
5.0 out of 5 stars
123 reviews
40 repeat clients
2 years of experience
Harrison, NY, 10604

I reached out to Jalynn with less than 24 hours notice and she was able to drop in visit my puppy the next day. She is responsive and communicated efficiently upon arrival and departure.

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Jeremy L.
Sitter Profile Image: Conor H.
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Conor H.
from
$20
per visit
25 years of experience
Pleasantville, NY, 10570

About: Life long dog owner of medium size dogs - will walk dog(s) for half hour for exercise and also bathroom relief (dogs of all ages) - will pick up after dog(s) - Please provide your own leash for your dog - dog(s) will be walked in your neighborhood and will not be driven somewhere else to be walked - NO aggressive dogs, if your dog is aggressive please do not request a dog walk - willing to set up regular walking schedules with dog owners - dog walking on Saturdays and Sundays - if other days of the week are requested, willing to work out a dog walk with owner - no dog sitting or doggie day care - Please make sure your dog is leash trained Life long dog owner. Work full time, looking to make extra money on the weekends, taking care of animals by dog walking for someone when needed Life long dog owner. Work full time, looking to make extra money on the weekends, taking care of animals by dog walking for someone when needed

Sitter Profile Image: Leslie M.
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Leslie M.
from
$20
per visit
1 repeat client
4 years of experience
Pleasantville, NY, 10570

About: Surrounded by doggy siblings growing up and now as an auntie to my nieces and nephews, I love to care for your furry children! Your pets will be in great hands. I currently work in a hybrid schedule at my 9-5. I enjoy caring for doggy friends on the weekends and before and after work when needed. I am constantly on top of making sure pets feel at home and comfortable in a new space. I will also make sure pets feel safe and loved when in their own space.

Sitter Profile Image: Farva S.
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Farva S.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
115 reviews
77 repeat clients
17 years of experience
Pound Ridge, NY, 10576

Farva was available last minute and really helped us out when we booked a last minute trip! She was very responsive, prompt and professional. We’d definitely use her again!

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Amanda L.
Sitter Profile Image: Jessica D.
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Jessica D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
20 years of experience
Ossining, NY, 10562

Jessica has made a wonderful connection with Dolly. We are lucky to have her for our dog

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Sheila W.
Sitter Profile Image: Catherine C.
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Catherine C.
from
$18
per visit
5.0 out of 5 stars
1 review
1 repeat client
15 years of experience
Croton on Hudson, NY, 10520

Catherine did a great job caring for our cat while we were away! Would definitely hire again!

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Sarah W.
Sitter Profile Image: Kathleen S.
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Kathleen S.
from
$35
per visit
5.0 out of 5 stars
112 reviews
55 repeat clients
30 years of experience
Hawthorne, NY, 10532

Kathleen went above and beyond for us yet again. Our animals all love her and she is extremely flexible and timely with updates. I wouldn’t have anyone else I trust as much with my pets than Kathleen.

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Rachel V.
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: Martin C.
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Martin C.
from
$30
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
40 years of experience
Yorktown Heights, NY, 10598

Martin was amazing with my two dogs. He spent the time to built their trust and love and took them on long and engaging walks which left them exhausted. I 100% recommend him.

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Pamela C.
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: Jessica B.
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Jessica B.
from
$25
per visit
20 years of experience
Ossining, NY, 10562

About: Hello there! I am a 34 year old teacher who provides animal care all year long, part time during the year and full time during the summer 😊 I have pets of my own, a dog and cat, as well as experience volunteering at animal shelters. I was previously an assistant manager at a doggy day care where I did everything from basic care and cleaning of the facilities as well as bathing and drying dogs, feeding, administering medications, enrichment play, walks and of course…cuddles! I care for my own pets, 1 dog and 1 cat everyday by feeding, providing love and treats as well as walks and enrichment activities. For clients, it is summer time which means my schedule is very flexible to help you out as best as I can! I treat every animal with love and it is their space so they choose the pace! I make sure to let them approach me and read their body language for what they are comfortable with.

Sitter Profile Image: Georgina J.
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Georgina J.
from
$20
per visit
5 years of experience
Briarcliff Manor, NY, 10510

About: I've loved animals my whole life and grew up around animal shelters thanks to my sister, who is a veterinarian. I'm very active, play sports, and love walking, so I'm happy to keep up with dogs of any energy level. I treat every pet like they're my own and always focus on making them feel comfortable, safe, and happy. With school out for the summer, I have a very flexible schedule and plenty of time to dedicate to your pets. I'm available throughout the week and can easily accommodate your dog's routine and walking needs. Whether your pet needs a quick walk, extra exercise, or regular visits, I'm happy to work with your schedule. I believe great pet care goes beyond just the walk itself. I take the time to make sure each pet is safe, comfortable, hydrated, and ready for our outing. I pay attention to their individual needs, whether that's extra playtime, a slower pace, or lots of exercise. I also help keep their space clean and comfortable so both pets and owners can feel at ease knowing they're in good hands.

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
9 years of experience
Ossining, NY, 10562

About: I have taken care of dogs since we first got our family dog when I was 15. I take care of my neighbors dogs/cats when they go on vacation as well as family members pets when needed. I currently have no pets in my home but would love to help you care for yours. I do work full time but definitely have time to take care of your pups. I am available for boarding Thursday nights to Monday nights or stop by your home when needed for a walk or just to hang out with them! I live in a complex with plenty of outdoor space and close by a walking path. My husband and I love dogs of all sizes and would love to take care of them!

Sitter Profile Image: Doris S.
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Doris S.
from
$16
per visit
4.9 out of 5 stars
86 reviews
62 repeat clients
19 years of experience
Tarrytown, NY, 10591

Doris was great! Very professional and experienced, and kept us updated throughout her check-in/walk. We felt very comfortable having Olive in her care, and we look forward to her looking after Olive again in the future!

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Jessica S.
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: Maxine B.
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Maxine B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
13 reviews
8 repeat clients
13 years of experience
Yorktown Heights, NY, 10598

Maxine did an excellent job taking care of my two cats, Misty and Brroklyn. She kept in contact with me daily and sent photos as well. I'm a happy owner.

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Antoinette E.
Sitter Profile Image: Tessia S.
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Tessia S.
from
$30
per visit
5.0 out of 5 stars
3 reviews
1 repeat client
7 years of experience
Mount Kisco, NY, 10549

About: I have had years of experience with other peoples pets, and primarily my own. I have taken care of my own Dogs, cats, snakes, hamsters, horses, and fish over the years. I’ve grown up with puppies, and currently have my own 2 kittens, and also have had elderly dogs, cats, and horses before. I have always adored animals, and have always been an important part in my life so I would love to make more furry friends with your pets:) I currently am enrolled in school at The University of New Hampshire. My schedule is super open this semester since I took summer classes so my work load would be easier. In home care : I would make sure to send client photos if l was boarding their pet at my apartment, and make sure I follow the exact instructions given. When other people watch my pets , there’s always the anxiety of making sure they are treated well, and taken care of. Clients home: if I took care of the clients pets, I would make sure that I followed all the rules given and more. I understand it can be uncomfortable for a stranger to be in your house, so trust and reassurance everything is safe it’s important as a pet and home owner

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

Dog parents share their Rover experiences - Chappaqua

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5.0 out of 5 stars

Becky is so sweet with our dog! He is so well cared for and this provides total peace of mind. We are so glad to have her as a sitter.

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Melissa B.
Drop-In Visits
5.0 out of 5 stars

Josie loves Randi and we do too - she’s prompt, communicative and Josie is always excited to see her :)

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Kate N.
Drop-In Visits
5.0 out of 5 stars

Jennifer saved our trip by accepting a last-minute booking to take care of our two rescues (a friendly dog and cat) - and took great care of both of them. We appreciate that she took the time to stay extra time with both of them during her visits. Would highly recommend.

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Joe C.
Drop-In Visits
5.0 out of 5 stars

Lauren was terrific. Reliable and punctual. Excellent communication. Really connected with our dog during on her first visit. A pleasure to deal with. Will definitely use her again.

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Daniel K.
Drop-In Visits
5.0 out of 5 stars

From the moment we met Diana my dog and kitten both responded to her with no hesitation- my dog loved her from first meeting. Our trip was extended and she was flexible with all the back and forth changes . Which we really appreciate and was reassuring! Not only did she add on last minute service, she also was ready to adjust payment ( credit) for scheduling changes . I am thankful to have found her, and will happily ask for continued help with Diana!

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Yifat S.
Drop-In Visits
5.0 out of 5 stars

Naomi was super accommodating and understanding of the needs of our shy little guy. She is very responsible and keeps you updated! I will book her again without a doubt!

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Fiorella G.
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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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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 dogs like family

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    Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Chappaqua

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Sitters in Chappaqua average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Chappaqua

Frequently asked questions about Rover

As of July 2026, there are 18,963 sitters on Rover offering Dog Sitting across Chappaqua. 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 Chappaqua 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 Chappaqua 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 Chappaqua 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 Chappaqua. On Rover:

  • 89% of sitters can help with special care needs
  • 93% can help with giving oral medications or injections
  • 96% 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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