House Sitting Chappaqua
Find a loving house sitter to watch over your pets and your home.
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.
“Joseph always goes above and beyond when taking care of Otis! My dog is so comfortable with him & Joseph sends lots of updates to let me know how it’s going while I’m away. He’s a great sitter!”
“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 :)”
“We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.”
“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!”
“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!”
“Kelsey is amazing. She took great care of Raz, sent pictures and added captions. People I see when I walk Raz welcomed me home and said what a nice person Kelsey was and how well she did with Raz. I strongly recommend her!! Kelsey, you are welcome to come back and say "hi" to Raz anytime. She would love it!!”
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.
“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.”
“Grace was an incredible find!! My dog loved her from the moment he met her! I was totally at ease leaving her with him for the weekend. She sent a ton of pictures and was in constant contact with me. My dog looked so happy with her taking care of him. I highly recommend her if you are looking for a caring sitter for your pet!!!!!”
“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!”
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
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.
“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.”
About: I’ve taken care of dogs of all breeds and sizes since I was 10 years old. Neighbors, friends, and family have trusted me to walk, feed, bathe, and look after their pets while they’re away. I’m comfortable with puppies, seniors, and multiple dogs at once, and I always treat them like my own. I’m currently working part-time, I’m available for boarding on weekends and for walks or drop-ins on weekdays after 2 p.m. I want to take care of your puppy! I have a fully fenced yard and two very friendly dogs to keep your pup company! I always ensure a safe and loving environment, and I can crate your dog if needed or follow any specific instructions to keep your pet happy and secure.
About: I have over 5 years of experience caring for dogs and currently have two dogs of my own, so I understand the importance of patience, consistency, and love when caring for pets. I have experience with feeding schedules, walks, playtime, and ensuring pets feel comfortable and safe while their owners are away. As a responsible college student and former au pair, I am dependable, attentive, and comfortable managing routines. I treat every pet as if they were my own and strive to provide a happy, safe, and stress-free experience for both pets and their families. As a full-time college student with a flexible schedule, I am able to provide reliable and attentive care for your pets. I am available for drop-in visits, dog walking, and pet sitting during mornings, afternoons, evenings, and weekends depending on my class schedule. I understand the importance of consistency, exercise, and companionship, and I will make sure your pet receives plenty of attention, playtime, and care while you’re away I am a responsible and caring pet owner with two dogs of my own, so I understand how important it is to trust someone with your furry family member. I carefully follow feeding schedules, medication instructions, exercise routines, and any special care requirements. In your home, I will respect your space and maintain your pet’s normal routine to help them feel comfortable and secure. I provide regular updates, photos, and communication so you can have peace of mind while you’re away.
“Jason was fantastic with my pups. He was aware of how to interact with them, seemed to enjoy walking them, feed them as directed and walked them as requested. I am very happy and pups seem to be also.”
“Yosef took great care of our 3 cats (including one who needs twice daily medication) and our house while we were out of town. He communicates frequently and sends great photos and videos, and the cats love him.”
About: Hi! My name is Jenn and I rescued Jasper 3 years ago. We love taking walks at the Kensico Dam, going to the beach and the dog park. I am a reliable dog walker and animal lover with experience caring for happy pups. I treat every dog like my own family. You get safe walks, fun playtime, and great photo updates every single time. I am currently working from home with a flexible schedule, so I have plenty of time to care for your pet! I am available daily for walks and sitting on the weekends. Your pet will get maximum engagement and company during the all services as if they were my own. Caring for pets requires following their specific routines and keeping them safe during walks or daytime sitting. I have a friendly dog to keep your fur baby company and I will provide photos and messages about your pet's service.
“This was our first time hiring someone to stay with our pup and Andrea was a godsend! Not only was she amazing with our dog, but she was in constant communication with us while we were away. We felt comfortable having her in our house and know that our dog had the BEST time with her. Any time we travel we are booking Andrea!”
The median cost per night for house sitting in Chappaqua is $60
Pet parents share their Rover experiences - Chappaqua
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
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 September 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 September 2026, there are 14,136 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
- 97% 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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