House Sitting Chappaqua

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

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Over 4
pet parents in Chappaqua have booked house sitting

Chappaqua, Find top rated house sitting

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: Joseph R.
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Joseph R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
30 years of experience
Bedford Hills, NY, 10507

Joe did a great job taking care of Luna. We felt comfortable that our dog and our house were in good hands. It seemed like Joe really bonded with Luna and that he genuinely enjoys working with animals.

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Eve H.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
45 reviews
31 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
$150
per night
5.0 out of 5 stars
75 reviews
31 repeat clients
15 years of experience
Thornwood, NY, 10594

Becky was absolutely amazing with our 10-year-old dog while we were away for a week. She gave our dog her medication reliably and sent us frequent updates and photos. This was our first time leaving Nala with someone who was not our family or friends but Becky took care of our girl like family. On top of that, she went above and beyond by caring for our home and helping with things like bringing in our packages while away. We came back to a happy, healthy pup and a clean home—couldn’t recommend her more!

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Jacquellena C.
Sitter Profile Image: Brandon F.
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Brandon F.
Star Sitter
from
$110
per night
5.0 out of 5 stars
19 reviews
4 repeat clients
7 years of experience
Ossining, NY, 10562

Brandon was great! He came to meet us beforehand to make sure we were comfortable. Booch immediately loved him. While we were away he was extremely communicative and sent lots of pictures. The house was also well taken care of. We would definitely hire him again!

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Jennifer A.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$135
per night
5.0 out of 5 stars
76 reviews
20 repeat clients
6 years of experience
Pleasantville, NY, 10570

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.
Sitter Profile Image: Preston S.
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Preston S.
from
$59
per night
5.0 out of 5 stars
7 reviews
1 repeat client
26 years of experience
Briarcliff Manor, NY, 10510

Preston watched my 2.5 year old sheepadoodle Archie for just under 2 weeks while I was traveling. I highly recommend Preston to anyone who needs a house sitter. He was great with Archie and provided me updates as needed and was easy to get a hold of. He even began training Archie on some different skills. He even left my house cleaner than when I left it. Preston was a great choice for house sitting and I will definitely try to use him again if I ever need someone to watch my pup and house!

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Dominic C.
Sitter Profile Image: Carolina N.
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Carolina N.
from
$35
per night
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: Joy Y.
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Joy Y.
from
$50
per night
5.0 out of 5 stars
5 reviews
18 years of experience
Yorktown Heights, NY, 10598

Joy was so thoughtful, paid attention to all the details, and our cats liked her immediately. She took great care of our girls and our home while we were away. She is very responsive and sent lots of pictures which we really appreciated! We would definitely book her again!

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Kelly E.
Sitter Profile Image: Dana S.
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Dana S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
12 years of experience
Greenwich, CT, 06830

We were fortunate to have Dana house sit for us on relatively short notice. She watched our 13 year old dog and 2 cats. We received updates and came home to some happy pets and a tidy house.

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Peter K.
Sitter Profile Image: Andrea G.
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Andrea G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
50 reviews
9 repeat clients
19 years of experience
White Plains, NY, 10605

Andrea is incredibly attentive and always puts me at ease while I'm away! She sends adorable pictures of my kitty, sends updates every day and I can tell when I get home that she's been treated like a queen. So grateful to have someone I can trust looking after my home and my girl!

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Gabbie S.
Sitter Profile Image: Grace C.
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Grace C.
from
$70
per night
1 repeat client
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: Marissa D.
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Marissa D.
from
$80
per night
5.0 out of 5 stars
120 reviews
22 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: Valerie S.
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Valerie S.
Star Sitter
from
$80
per night
5.0 out of 5 stars
12 reviews
9 repeat clients
23 years of experience
White Plains, NY, 10603

Val is very nice and everything went well with our 15 year old cat and staying over. Totally recommend!!

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Holly H.
Sitter Profile Image: Tassia G.
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Tassia G.
from
$35
per night
10 years of experience
Valhalla, NY, 10595

About: I grew up in a big family with lots of pets including dogs, cats, rodents, and birds. I have been successful in self-taught basic training of dogs. I am a graduate student who plans to have pet care be a source of income that fits around my schedule. I have classes during the week and currently live on campus which is why I cannot provide care in my home. I have owned many pets in my life and have cared for different ages from puppies and kittens to seniors. I enjoy promoting enrichment activities and physical exercise.

Sitter Profile Image: Yurany E.
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Yurany E.
Star Sitter
from
$80
per night
5.0 out of 5 stars
23 reviews
10 repeat clients
15 years of experience
Sleepy hollow, NY, 10591

About: I have taken care of dogs since I was a child, all my life I have been surrounded by pets, therefore I know their care and I love them, friends and family have trusted me to feed them, walk them, bathe them or show my affection towards them, I describe myself as a person responsible, honest, patient and very kind. Nowadays I’m working part time, so I’m available to take care of your pets on weekends the full time or mornings 8am to noon during the week days. I am willing to take care of them in the house of my clients, I am a very organized person so I can easily follow instructions and know important things about the house and location of the necessary utensils for pets according to your likes

Sitter Profile Image: Nicholas P.
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Nicholas P.
from
$75
per night
1 repeat client
20 years of experience
Armonk, NY, 10504

About: I've cared for Samoyeds my whole life, including litters from several of my own dogs. I've also looked after neighborhood dogs of all sizes, from chihuahuas to German shepherds, so I'm comfortable with pets big and small. Since my main career is remote, I'm home to keep an eye on dogs throughout the day. My own pets get a morning and evening walk plus feeding, so there's a consistent routine your dog can settle into. Your dog's safety is always the top priority. If everyone in the house needs to step out and there aren't enough eyes to keep watch, I use a crate to keep things calm and secure until someone's back. And if you'd prefer I stay with your dog the whole time instead, that's absolutely fine too — happy to work with whatever makes you most comfortable.

Sitter Profile Image: Bri M.
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Bri M.
from
$40
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
5 years of experience
Port Chester, NY, 10573

Bri house sat my two dogs. She was wonderful, flexible and very responsive and responsible. Very good communication. My dogs were happy. I recommend Bri!

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Debra B.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$80
per night
5.0 out of 5 stars
12 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal is amazing! She was warm and kind and my fur babies were very well taken care of! The best part - she communicated updates and sent photos very regularly which is what I had asked for. I was very confident that my babies were in loving and caring hands! I highly recommend Crystal!

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Shikshya A.
Sitter Profile Image: Jacqueline P.
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Jacqueline P.
from
$50
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
8 years of experience
White Plains, NY, 10606

Jacqueline did an excellent job house sitting for us for our dog and cat. She was responsible and communicative throughout the 5-day trip and we felt very relieved that our home and pets were in good hands. We look forward to booking with her again soon!

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Lisa M.
Sitter Profile Image: Maria Andrea R.
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Maria Andrea R.
from
$85
per night
5.0 out of 5 stars
3 reviews
5 years of experience
Cortlandt Manor, NY, 10567

Andrea was great with our anxious French bulldog. She went above and beyond watering the gardens and caring for the animals. She was communicative and sent pics of our pup. We will absolutely hire her again to house and pet sit! Highly recommend.

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

Pet parents share their Rover experiences - Chappaqua

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5.0 out of 5 stars

Becky was wonderful with my two dogs. My oldest dog takes medication on a schedule and Becky had no issue at all providing that care. Patience, attention, care, and love are what my dogs require and Becky handled all of that and more. Highly reccomend

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Michelle K.
House Sitting
5.0 out of 5 stars

We could not be more satisfied working with Jen. She is the consummate professional. We know our dog is in good hands with Jen. Highly highly recommend! 10 stars!

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Scott M.
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

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
1 / 1
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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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Chappaqua

Select a filter and find qualifying sitters offering house sitting.

Sitters in Chappaqua average 3
repeat house sitting clients

FAQs for House Sitting - Chappaqua

Frequently asked questions about Rover

The average cost for House Sitting in Chappaqua on Rover is $76.67 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 House 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 House Sitting. For more information on service fees, click here .

As of August 2026, there are 14,075 sitters on Rover offering House Sitting across Chappaqua. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Chappaqua walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Chappaqua maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

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!

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.

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

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.

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.

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
  • 94% can help with giving oral medications or injections
  • 98% 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.

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