House Sitting in Chappaqua

Find a loving house sitter to watch over your pets and your home.

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Top rated Chappaqua house sitters

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: Taylor M.
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Taylor M.
from
$50
per night
10 years of experience
Pleasantville, NY, 10570

About: With over 10 years of hands-on experience caring for dogs, cats, and other animals, I provide loving, reliable, and attentive pet sitting services. I’ve worked with pets of all ages and temperaments, including seniors and those with special needs, ensuring they feel safe and happy while you're away. Pet care is a natural part of my daily routine. I prioritize morning walks, midday check-ins, and evening playtime, ensuring pets receive consistent attention and affection. Weekends often include longer outings or special enrichment activities, making sure each pet feels loved and engaged throughout the week. In my home, pets enjoy a safe, clean, and cozy environment with plenty of playtime, cuddles, and routine care. In clients’ homes, I follow their specific instructions closely—maintaining feeding schedules, administering medications if needed, and keeping pets comfortable in their familiar surroundings. I treat every pet like family, ensuring they feel secure and loved.

Sitter Profile Image: Brandon F.
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Brandon F.
from
$90
per night
5.0 out of 5 stars
5 reviews
6 years of experience
Ossining, NY, 10562

About: For 6 years I have had experience house-sitting for families on vacations, and caring lovingly and responsibly for everything from dogs (both large and small), cats, birds, lizards, and fish! Currently working part time as I pursue a career in the art field (I am a painter as well as a writer of fiction). My schedule is extremely flexible as I can work my time spent drawing and painting around the needs of your times requested for the needs of your pets :_ I do not offer pet care in my own home, so my services would be strictly based to either care in the client's home, and/or dog walks. I have much experience with safe dog crating, feeding, and being on alert for resource guarding.

Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
26 reviews
17 repeat clients
11 years of experience
Briarcliff Manor, NY, 10510

Margaret was wonderful with Archie. She was easy to communicate with and reliable. Will definitely be working with her again!

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Nancy P.
Sitter Profile Image: Becky H.
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Becky H.
Star Sitter
from
$135
per night
5.0 out of 5 stars
50 reviews
21 repeat clients
15 years of experience
Thornwood, NY, 10594

Becky was a fantastic dog sitter for us! She over communicates, shows our pups authentic love and just went above and beyond for our home outside of what we agreed too! Would highly recommend her! Just don’t overbook her schedule, then I won’t be able to book her services :)

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Sebastian O.
Sitter Profile Image: Brianne L.
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Brianne L.
from
$80
per night
5.0 out of 5 stars
2 reviews
3 years of experience
Pleasantville, NY, 10570

Brianne was a great sitter. My pup loved his time with her and she communicated every step of the way. I highly recommend her.

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Charles S.
Sitter Profile Image: Leslie M.
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Leslie M.
from
$45
per night
1 repeat client
4 years of experience
Chappaqua, NY, 10514

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: Carmen R.
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Carmen R.
from
$85
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
25 years of experience
Mt Kisco, NY, 10549

Carmen was an amazing sitter for our senior dog! She took great care of him and our home, and sent tons of updates and pictures. Highly recommend Carmen to care for your pet!!

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Katie & Jim C.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$135
per night
5.0 out of 5 stars
72 reviews
18 repeat clients
6 years of experience
Pleasantville, NY, 10570

Jennifer was very communicative with me while watching our 15yr old Welsh Terrier. She was accommodating to his mobility challenges and always made sure he got his meds, water and ample outside time. We’ve already scheduled our next house sit!

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Jamie W.
Sitter Profile Image: Ronald A.
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Ronald A.
from
$38
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Pleasantville, NY, 10570

About: Howdy all! I own a 3 year old pup named Carter who loves to make new friends. I have over 6 years experience of taking care of dogs and I’m new to the Chicago area! We look forward to sitting and walking your pups really soon. I am really flexible and will treat your pup as my own. I live in Edgewater close to many walking trails and the Beach area! I work remote full time so I’m available for consistent walks and breaks so that your pup is fully immersed into their routine. Living in the Edison in Edgewater provides community with many other dogs so they will never be lonely here as well. Plus they get to hang with Carter during the time they are with me!

Sitter Profile Image: Isabel E.
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Isabel E.
from
$65
per night
1 repeat client
25 years of experience
Croton on Hudson, NY, 10520

About: Ive always been around animals all my life I had two dogs when i was kid and I currently have two rescues dogs most of my dogs have been rescues and also have two small animals hamster and guniea pig Im currectly unemployed but ive been around animals all of life to know i love working with animals and aniamls pet owners I love meeting new people and dogs I have fenice in yard with that my dogs and there doggie friends love to play in and my dogs both crated train but they sleep in my mom room

Sitter Profile Image: Paula M.
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Paula M.
from
$60
per night
6 years of experience
Ossining, NY, 10562

About: I’ve worked under great trainers in daycare settings. I’ve worked with many different breeds and learning how to redirect bad behavior into positives. I’ve worked with boarding for older dogs and have become familiar with different medications as well as being able to administer them. I have experience with a company that did drop ins, house sittings, & dog walks. I’m currently working a full time job that ends at 5:30-6pm. I’m available to assist with the your pup on weekends or after 6pm! I’m willing to work with you to meet your needs. I make sure to be very well informed of any medications, any reoccurring behaviors so I am fully prepared to assist with your pet. I’m respectful of your home & will be spending the best time with your pet! If you are looking to reinforce any training I’d like to know to help with that process. I’d like to be aware of any allergies in case I have treats (: However I can help with your pet, it’ll be a pleasure! (:

Sitter Profile Image: Louis C.
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Louis C.
from
$35
per night
24 years of experience
Thornwood, NY, 10594

About: I currently have regular pet sitting and walking clients all through Westchester. I’m looking to add a few more and hopefully make your life easier I have a completely flexible schedule- pet sitting is my full time job so I can try and make time to suit you. Please let me know how I can help I am happy to come and meet before hand to ensure you are happy with how I treat your pets and how I conduct myself

Sitter Profile Image: Samantha S.
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Samantha S.
Star Sitter
from
$100
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
9 years of experience
Ossining, NY, 10562

Thank you Sam!

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Katie G.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$155
per night
5.0 out of 5 stars
69 reviews
38 repeat clients
30 years of experience
Nyack, NY, 10960

Thank you Julia for taking such good care of Foxy! Once again, we came home to a clean house and a happy dog. Say no more! Julia is so reliable Consistent and conscientious. Thank you Julia!!

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Danna P.
Sitter Profile Image: Abhilash B.
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Abhilash B.
from
$30
per night
8 years of experience
Tarrytown, NY, 10591

About: 🐾 Lifelong Caregiver | Dog, Cat, & Exotic Expert | Detail-Oriented 🌿 About Me: Animals have always been my world. From growing up with dogs to becoming a dedicated cat parent of 6 years, I provide calm, reliable care for every personality. I’m a "routine specialist" who manages 50+ plants, so I’m wired to follow your feeding and medical instructions to the letter. Experience & Services: • Dogs: Lifelong walker experienced in everything from neighborhood strolls to vigorous hikes. • Cats: Expert in kitten care, shy cats, and multi-cat households. • Exotics: Comfortable with rabbits, fish, and even goats! • The Extras: I pride myself on punctuality, high-quality photos, and detailed report cards. Based in Tarrytown. Whether it’s a midday walk, a cat drop-in, or an overnight stay, your pets (and plants!) are in expert hands. As a Product Designer working from a home office, my schedule is incredibly flexible. Because I’m not tied to a traditional 9-to-5 commute, I can easily structure my day around your pet's specific needs rather than squeezing them into a lunch break. My typical routine includes: • Morning & Mid-Day: I use my flexible 'deep work' hours to take breaks for neighborhood walks or drop-in visits. This allows me to be available during the high-demand midday window when most owners are at work. • Weekly Consistency: Since I work from home in Tarrytown full-time, I am a reliable option for recurring weekly schedules. I don’t have to worry about office meetings or travel suddenly changing my availability. • The Designer’s Eye: My profession requires high attention to detail, a skill I bring to pet care by closely following routine instructions, monitoring health/behavior changes, and sending you well-composed photo updates! Whether it's a quick 20-minute check-in or a long walk, my 'home-base' setup ensures I’m always nearby and ready to help. With 8+ years of dog walking experience and 6+ years of being a dedicated cat parent to our cats Luna and Bubba, I’ve built my life around understanding animal behavior. My approach is rooted in the belief that a calm environment and a consistent routine are the keys to a happy pet. Safety First, Always: Safety is my non-negotiable priority. For dogs, this means double-checking harness fits, practicing 'active walking' (staying aware of surroundings/distractions), and ensuring paws are protected from Tarrytown’s winter salt. For cats, I am hyper-vigilant about 'door dashing' and ensuring all windows and entry points are secure before and after I leave. Building Trust Through Patience: I understand that trust isn't given; it’s earned. • For Dogs: I use positive reinforcement and clear communication to build a bond. • For Cats: I specialize in 'low-stress' handling. I let timid cats come to me at their own pace, utilizing my experience with shy rescues to ensure they never feel cornered or overwhelmed. A Controlled & Healthy Environment: Whether I am in your home or mine, I maintain a 'pet-proof' space. • In Your Home: I respect your space and keep it exactly as you left it. Being a parent to 50+ plants, I am also uniquely qualified to ensure your pets stay away from any non-pet-safe greenery. • Health Monitoring: My experience with medications (like Atopica) means I’m always looking for subtle shifts in behavior, appetite, or bathroom habits that might indicate a health change. I am deeply passionate about animals, and I treat every client’s pet with the same meticulous care, love, and routine-focused attention that I give my own.

Sitter Profile Image: Jennifer E.
Verified Background Check
Jennifer E.
from
$50
per night
5 years of experience
Thornwood, NY, 10594

About: I have had dogs for my whole life. Taking care of dogs and playing with them are my passion. Since my mom was a dog groomer and dog walker I have alot of experience with all type stuff of dog services. Since I have not been able to have my own dog in my house I would love to share my love of dogs by caring for other people’s. Trust in that I will love your pet just like it was my own. My kids and I love dogs and to care for them would be the best thing. Please let me provide this service. Providing love and care for these animals would be my passion. I love it all. Texting me is the best way to contact me.

Sitter Profile Image: Marissa D.
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Marissa D.
from
$80
per night
5.0 out of 5 stars
102 reviews
19 repeat clients
4 years of experience
Mt Kisco, NY, 10549

This was my first time using Rover and Marissa made it a great experience! She was very proactive in her communication, sent lots of pictures and took great care of my dogs. I will definitely book her again and strongly recommend her!

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Tom C.
Sitter Profile Image: Stacey R.
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Stacey R.
from
$100
per night
5.0 out of 5 stars
15 reviews
9 repeat clients
20 years of experience
Mout Kisco, NY, 10549

Quite simply, Stacey is the perfect sitter. Our pooch, while sweet and good-natured, is usually wary of people outside the family. But he really took to Stacey. She was incredible with him; very aware and attentive to his needs, super professional and utterly responsible. She’s a real natural with dogs and attuned to their nature. We trust her implicitly with our cherished hound and our home (which she kept super tidy). I’m almost reluctant to give Stacey such a glowing review, because I know it will mean more people will find out how great she is — and then she’ll be harder to book! But I’m not reluctant at all... she really deserves it! We’ve never had a better sitter.

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Bruce And Alice L.
Sitter Profile Image: nevaeh s.
Verified Enhanced Background Check
nevaeh s.
from
$20
per night
2 years of experience
Briarcliff Manor, NY, 10510

About: I regularly spend time at local cat and dog shelters so I’m comfortable with all sizes, personalities and energy levels. I love all different animals i’m currently a part-time student so I have plenty of time to watch pets . i’m available Thursday through Sunday and occasionally i’m available all week.. I provide tailored pet care, including feeding, freshwater, exercise, playtime, litter or yard cleanup, cuddles, companionships, routine updates, and maintaining a safe and clean environment

Sitter Profile Image: Danny D.
Verified Enhanced Background Check
Danny D.
from
$50
per night
5.0 out of 5 stars
78 reviews
32 repeat clients
20 years of experience
Pleasantville, NY, 10570

Danny was so fantastic with our two dogs, Hudson and Bella. Hudson tends to jump up and bark at other pups, while Bella is a nervous dog and gets startled easily. Danny was great with both of them and their unique personalities. Danny was also super communicative, sending pics/videos, which was helpful and reassuring while we were away. I'd highly recommend him and will use him again in future when we go away.

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Robin M.
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Over 28
pet parents in Chappaqua have booked house sitting

Chappaqua pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Becky was a fantastic dog sitter for us! She over communicates, shows our pups authentic love and just went above and beyond for our home outside of what we agreed too! Would highly recommend her! Just don’t overbook her schedule, then I won’t be able to book her services :)

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Sebastian O.
House Sitting
5.0 out of 5 stars

Kyla was great with Dak. She took him on tons of walks and was very respectful of my home and space.

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Nolan R.
House Sitting
5.0 out of 5 stars

Jennifer took great care of our cat Remy, who requires medicine multiple times a day. She provided us with several photos/ updates and was super nice and reliable to work with! Would definitely book again.

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Samantha M.
House Sitting
5.0 out of 5 stars

Naomi was so wonderful with my dogs. When we got home, they were so happy and excited. I could tell that they were well cared for. They took to her right away, and they responded to her gentle nature. On a side note, the house was tidy, the weeks mail had been brought in as we requested, and she was a perfect house guest.

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Olimpia G.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Chappaqua is $60

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 house 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.

Sitters in Chappaqua average 3
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Chappaqua on Rover as of Mar 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Chappaqua house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Mar 2026, there are 5,806 house sitters in Chappaqua. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 83% of Chappaqua house sitters respond in under an hour.

House sitters in Chappaqua have an average of 13 years of experience. House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Chappaqua.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Chappaqua house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.