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: Becky H.
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Becky H.
Star Sitter
from
$135
per night
5.0 out of 5 stars
64 reviews
25 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
15 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: Joseph R.
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Joseph R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
30 years of experience
Bedford Hills, NY, 10507

My dog just went through a few stressful events that has made him very anxious around strangers but he was very comfortable with Joe. We did a meet and greet before booking he did not show signs of anxiousness; in fact he took to Joe immediately licking him on his face. Joe then watched him all day on back to back days over the weekend which went very well. My dog was relaxed all day and did not have any issues. Joe is very flexible, priced extremely reasonable and I look forward to using him again in the future.

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Robert A.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
41 reviews
30 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: Yen R.
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Yen R.
from
$75
per night
5.0 out of 5 stars
2 reviews
3 repeat clients
10 years of experience
Mt Kisco, NY, 10549

Yen has pet sat for us twice now, taking good care of our dog Scout. We trusted her to stay in our home both times and she proved to be responsible and reliable. We returned home to a happy and healthy dog so can’t ask for more than that. Would use her again.

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Jennifer M.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$135
per night
5.0 out of 5 stars
75 reviews
20 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: Michael M.
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Michael M.
from
$50
per night
19 years of experience
Valhalla, NY, 10595

About: I’ve taken care of dogs since I was 5 years old and I’ve grown up with them my whole life. I’ve worked with animals of all sizes; my smallest dog is 10 pounds and my largest is 75 pounds. I absolutely adore animals. I’m currently a student physical therapist on a clinical rotation in Westchester. Looking forward to meeting your beloved pets! 😊 Monday/Wednesday/Friday I have clinical rotation 11am-8pm Tuesday/Thursday I’ll be in clinic 7am-4pm Weekends I am free unless otherwise stated I prefer owners leave a note with specific instructions pertaining to their pet as every pet is different. I love playing, cuddling, and simply being in the room with any pet. I am attentive to their needs and very communicative with the owners.

Sitter Profile Image: Carolina N.
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Carolina N.
from
$35
per night
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: Chloe R.
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Chloe R.
from
$55
per night
8 years of experience
Pleasantville, NY, 10570

About: I was raised with dogs and have been working as a pet-sitter and dog-walker for neighbors and family friends since I was about 12. I have some experience with pet training, lots of experience with dog walking and pet-sitting, and TONS of experience with pet-loving! I will be working as a counselor at a day camp this summer from 9AM to 4PM during weekdays. I’m happy to come take your pet for a quick walk during my lunch break, and any longer walks/stays will be before and after the camp day starts, overnight, or on weekends! I love to play with, walk, and generally be best friends with animals! I usually have some schoolwork to do and am always happy to keep your pet company while I do it. Your pup deserves love and attention even when you’re not home!

Sitter Profile Image: Isabel E.
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Isabel E.
from
$45
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
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: Nicholas P.
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Nicholas P.
from
$35
per night
1 repeat client
20 years of experience
Armonk, NY, 10504

About: I have taken care of Samoyeds my whole life. Many of my own dogs have had litters that I’ve taken care of. I’ve also taken care of my neighbors dogs which range in size from chihuahuas to German shepherds. My main career is mainly remote so I’m able to stay at home and take care of dogs. My own pets are taken out twice a day and fed twice a day. Once in the morning and once at night. In my house we usually cage our dogs until everyone is home so we have enough eyes to watch them. If you need me to stay with your dog the entire time that shouldn’t be a problem.

Sitter Profile Image: NALLELY V.
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NALLELY V.
from
$45
per night
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: CeCe F.
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CeCe F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
33 reviews
10 repeat clients
15 years of experience
Croton-On-Hudson, NY, 10520

Cecelia took great care of our two dogs and house sat for us while we were out of town for a week. She sent us multiple pictures of each of them every morning and every evening, they looked happy and like themselves in every one. We came home to our mail collected, a clean house, and two very happy doggies! Would definitely use again!

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Jenna S.
Sitter Profile Image: Caitlin N.
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Caitlin N.
from
$85
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Katonah, NY, 10536

Caitlin was great! She was so attentive and sweet to our Chico bean! She was communicative, thorough, and gave our boy such great attention while house sitting with Chico. I’d absolutely use her services again & highly recommend her to anyone looking for a great care taker for their fur babies!

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

This was our second time booking with Jacqueline, and once again she took wonderful care of our dog and cat. She was communicative, reliable, and gave us great peace of mind throughout our trip. We especially appreciated her flexibility when our return flight was significantly delayed—she was willing to adjust her schedule to make sure our pets were well cared for. We came home to happy pets and a well-cared-for home. We’d gladly book with Jacqueline again and highly recommend her!

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Lisa M.
Sitter Profile Image: Crystal I.
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Crystal I.
from
$85
per night
5.0 out of 5 stars
7 reviews
1 repeat client
8 years of experience
Waterside, Stamford, CT, 06902

Crystal was great. She was helpful teaching me about training a husky i recently adopted thos week. My doggie adored her and cat Jackie. She provided pictures. Great sitter who communicated keeping my anxiety at bay. I am using her again.

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Dina M.
Sitter Profile Image: Diana B.
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Diana B.
from
$60
per night
5.0 out of 5 stars
4 reviews
1 repeat client
11 years of experience
Mount Kisco, NY, 10549

About: I have been taking care of animals in Westchester County for over 10 years. I have worked with all different breeds of cats, dogs, rabbits and reptiles. I am experienced in giving medications or shots when needed and also an expert at giving lots of love! I currently work a regular 9-5 Monday through Friday, but I am available after 5pm and on weekends. I can always try to work with you to be available at a time that is convenient to you. I maintain your pet’s normal routine to minimize stress. I keep food/water fresh, clean litter boxes, and handle any medications exactly as instructed. I offer playtime, brushing, cuddles, or quiet companionship—whatever your pet prefers. I also keep your home tidy, bring in mail, water plants, and ensure everything is safe when I leave. Above all, I focus on professionalism, compassion, and keeping your pet comfortable and happy while you’re away.

Sitter Profile Image: Carrigan M.
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Carrigan M.
from
$75
per night
4.8 out of 5 stars
22 reviews
11 repeat clients
8 years of experience
North Stamford, Stamford, CT, 06903

Terrific empathy and a great communicator.

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Lisa S.
Sitter Profile Image: Marissa D.
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Marissa D.
from
$80
per night
5.0 out of 5 stars
116 reviews
21 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: Andrea G.
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Andrea G.
Star Sitter
from
$100
per night
5.0 out of 5 stars
48 reviews
9 repeat clients
19 years of experience
White Plains, NY, 10605

Andrea provided the best care to my two kitties! She was amazing in giving updates, following instructions and immediately made friends with my girls, who don't warm up to strangers quickly!

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Gabbie S.
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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 simply amazing. Big storm, power went out, and she took care of our Bear and could not have been more pleasant and upbeat while we were away. I would give her 10 stars if I could.

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Timothy D.
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
1 / 1
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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.

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
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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 July 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 July 2026, there are 14,018 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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