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
• 30 reviews
9 repeat clients
30 years of experience
Bedford Hills, NY, 10507

“We are always happy with Joseph’s care for Hunter and Rory. He is very responsible and communicative. He sends lots of pictures and we feel very comfortable that our pups are happy.”

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Anne Marie V.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
from
$135
per night
5.0 out of 5 stars
• 77 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: Joy Y.
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Joy Y.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 17 reviews
8 repeat clients
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: Cameron G.
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Cameron G.
from
$80
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
4 years of experience
Mount Kisco, NY, 10549

“Cameron was very responsive, communicated well and often, and took great care of my dog. She was very respectful around the house and was always on time. She did a great job and I'll be using her again.”

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Helen S.
Sitter Profile Image: Jason S.
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Jason S.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
7 repeat clients
15 years of experience
Carmel Hamlet, NY, 10512

“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.”

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Jeffrey P.
Sitter Profile Image: Marissa D.
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Marissa D.
from
$90
per night
5.0 out of 5 stars
• 124 reviews
23 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: Kelly D.
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Kelly D.
from
$35
per night
2 years of experience
Pleasantville, NY, 10570

About: I dog sat for the same family for 2 years during their family vacations. I’ve taken care of dogs and cats I love all animals and would love to care for yours ! I work part time during the week and I am also a student, my weekends are usually free or mornings before 12 during the week. I live in a spacious townhouse with six other girls who are all animal lovers, so your pet will get lots of love, attention, and company during their stay! There are stairs throughout the townhouse, but I’m happy to accommodate your pet based on their individual needs. We don’t have a fenced-in yard, but there is plenty of space nearby for walks, outdoor time, and bathroom breaks. I don’t currently have a crate in my home, so if your pet is crate-trained or requires one, you would need to provide their crate for their stay. My main priority is making sure your pet feels safe, comfortable, and at home while they’re with me!

Sitter Profile Image: Milleny M.
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Milleny M.
from
$40
per night
5.0 out of 5 stars
• 4 reviews
2 years of experience
armonk, NY, 10504

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.

Sitter Profile Image: Yohana D.
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Yohana D.
from
$35
per night
10 years of experience
Briarcliff Manor, NY, 10510

About: I love animals! I always been interest on exotic little pets, I have owned multiple pets in my life time, such as cats, dogs, Guinea pigs. Also, I have taken care of my friend’s bearded dragons. Currently I own a 5 year old cat and I used to take care my boss’s dogs. I’m a full time nanny from Monday to Friday, and I would love to take care of pets during evenings or weekends! I’m available from 5pm on weekdays and I have plenty of availability on weekends I love going for walks and dog parks, I think that outdoors activities with pets are the best. I also enjoy time being inside when the weather is not good or when pets can not go outside.

Sitter Profile Image: Alison L.
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Alison L.
from
$150
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Pleasantville, NY, 10570

About: For almost all of my life I have had either beloved cats or dogs. I can do long walks or cat playtime. I am also an animal advocate. My small dog with a big friendly personality, who recently passed at age 14, was epileptic and I kept her close. We were besties. I got to spend a lot of time with other dogs with her. Before that I always had cats, I get them, and I find them all cute and hilarious. I have a flexible schedule, mornings are best, right now Mon-wed.. Can take a long walk or just hang out with your animal. Weekends are great. I live in Somers and work part time in Pleasantville. So anywhere in between is great. Will not be caring for dogs in my home at this time, unless very small/tiny and quiet. I can come to your house happy to travel if for a longer stay.

Sitter Profile Image: Valerie G.
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Valerie G.
from
$50
per night
10 years of experience
White Plains, NY, 10607

About: I've been surrounded by animals my entire life and have experience caring for dogs, cats, rabbits, guinea pigs, and horses. Through my involvement in 4-H, where I served as president of my club, I developed strong animal care skills, leadership experience, and a deep appreciation for responsible pet ownership. Growing up, I regularly helped care for family pets and spent time dog walking for neighbors. During high school and college, I provided drop-in visits for pets, helping with feeding, walks, playtime, and companionship. I'm currently a proud dog mom to my hound mix, Choco, which keeps me active and helps me stay in tune with dogs' individual needs and personalities. I understand that every pet is different, and I take the time to make them feel safe, comfortable, and loved while you're away. What sets me apart is my lifelong experience with a variety of animals, my reliability, and my genuine love for pets. Whether your pet enjoys long walks, playtime, cuddles, or simply a calm and reassuring presence, I'll provide attentive care and treat them like part of my own family. Beginning this fall, I'll be a law student, but my schedule still allows me to provide reliable pet care throughout the week. I have excellent availability on weekends and am generally available in the late afternoons and evenings on weekdays. I also expect to have availability for early morning visits before class and occasional drop-in visits between classes, depending on my daily schedule. Because my class schedule varies, I'm happy to communicate and work with pet parents to find times that fit their needs. Whether your pet needs a walk, a drop-in visit, feeding, playtime, or companionship, I'll do my best to provide flexible, dependable care. I understand how important it is for pets to feel safe and comfortable in their environment. As the owner of an anxious dog, Choco, I know that every pet has different needs and that changes in routine can sometimes be stressful. I take the time to learn each pet's personality, preferences, and routines so I can provide care that helps them feel secure and at ease. When caring for pets in a client's home, I strive to maintain their normal routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. I pay close attention to safety by ensuring doors, gates, and leashes are secure and by keeping a watchful eye on pets during walks and outdoor time. My goal is to create a calm, positive experience for every pet by being patient, attentive, and respectful of their boundaries. Whether a pet is energetic and social or shy and anxious, I'll provide compassionate care and treat them as if they were my own.

Sitter Profile Image: Isabelle Madeline L.
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Isabelle Madeline L.
from
$55
per night
10 years of experience
Valhalla, NY, 10595

About: I've been around dogs my whole life and currently have two big dogs of my own. I also have extensive experience dog sitting, both large and small dogs, for extended periods of time. I'm comfortable with dogs of different sizes, personalities, and energy levels, and understand the importance of maintaining their routines. I treat every pet like family and always aim to make them feel loved, safe, and well cared for. As a medical student, I have developed excellent time management skills and maintain a structured schedule. Pet care fits naturally into my daily routine because I genuinely enjoy spending time with animals and make sure to set aside dedicated time for walks, feeding, playtime, and companionship. I am reliable, organized, and committed to maintaining each pet's normal routine so they feel comfortable and well cared for while their owners are away. My top priorities are safety, trust, and making pets feel comfortable in their environment. I take the time to learn each pet's routine, preferences, and any special instructions from their owner, including feeding schedules, medications, exercise needs, and favorite activities. I always keep a close eye on pets during walks and playtime and make sure they have plenty of attention and companionship. In a client's home, I respect both the pet's routine and the owner's space, maintaining a clean, calm, and secure environment so pets feel safe and cared for while their family is away.

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

“Carrigan took great care of Sadie. She was on time and in touch with us regularly while we were away. Sadie was happy to see us and Sadie was well taken care of in our absence. I recommend her and we will re-book with her next time we are away.”

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Alison S.
Sitter Profile Image: Kristine R.
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Kristine R.
from
$150
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
7 years of experience
Croton-on-Hudson, NY, 10520

“Kristine was truly great. She dog/house sat for over a week and kept us informed of our pup’s doings everyday (with pictures). Our home was just as we left it. We couldn’t have asked for more and will be hiring Kristine again for our next trip.”

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Jacki B.
Sitter Profile Image: John H.
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John H.
from
$100
per night
5.0 out of 5 stars
• 24 reviews
12 repeat clients
10 years of experience
Downtown, Ridgefield, CT, 06877

“Cotter (John) did an amazing job caring for our pups while we were attending an out of state wedding. Very dependable and my dogs were very comfortable with him. Thank you, Cotter.”

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Tanya B.
Sitter Profile Image: Bhavika D.
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Bhavika D.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
11 years of experience
Tarrytown, NY, 10591

“Bhavika was super sweet and Lola took to her right away. So grateful she could watch her with such short notice. Very communicative and gave updates throughout the evening. Would definitely use Bhavika again, highly recommend!”

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Jessica K.
Sitter Profile Image: Kelly C.
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Kelly C.
from
$125
per night
5.0 out of 5 stars
• 10 reviews
4 repeat clients
14 years of experience
White Plains, NY, 10603

“My pup Bamba told me that Kelly was a great host! She was super responsive and professional. Her home was clean and the property was very pet friendly. She asked all the right questions, and I’d be happy to have her host Bamba again!”

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Maggie O.
Sitter Profile Image: Shyann B.
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Shyann B.
from
$28
per night
5.0 out of 5 stars
• 1 review
1 repeat client
1 year of experience
Bedford Hills, NY, 10507

About: I have taken care of friends and family pets over the course of this year some long-term and some short term. Frequent dog park visits and timely feedings. I can accommodate all types of diets, raw kibble, and specialty foods. I currently work full-time however I have a rotating schedule so I can often pet sit and drop in weekdays if needed and weekends. I am off in the mornings so drop and visits are easy for people who work 9 to 5 and just want their dog to have some extra time out or to just check in on the cats. There is an option of having your pet here in my space all to themselves or with my personal pets. I have different options of sleeping accommodations for your pet cage, cot and cushioned. Though I do not have a fenced in yard, I have a dog park in my complex as well as a dog park 4 minutes away by car. I can accommodate all diets, including raw diet.

Sitter Profile Image: Ethan B.
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Ethan B.
from
$30
per night
3 years of experience
Pleasantville, NY, 10570

About: I’ve grown up with dogs since I was a young boy, and when I turned 15 I started my own Dog Walking service in my home town of Hoboken NJ. I ran it for 3 years straight building a vast clientele basis until I moved to Pace University for college. Can’t wait to meet all of your adorable pets!!! Would be able to do walks any day during any time of the day and more then happy to do pet sitting in your home if needed!!! I’ve always cared for pets in a special way since I was a young child. I’ve grown up with dogs since I was a little boy and try even if I am with the dog for only a short period of time to give the dog as much love and care as possible

Sitter Profile Image: Christian R.
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Christian R.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
7 years of experience
White Plains, NY, 10601

“Christian watched our cat and stayed at our place for 5 days and he was so awesome. He was always keeping us posted on how things were going and sending us pictures and videos, and just really made us feel at ease that all was going well. Has a very calm and friendly approach with animals, our cat loved him! Very trustworthy guy and we will absolutely book with him again :)”

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Sage M.
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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

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

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

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

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
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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.

How to book house sitting

  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

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Popular requests for house sitting - Chappaqua

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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 of House Sitting in Chappaqua is $77 per night as of October 2026. Most bookings cost between $58 and $77 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 14,087 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Chappaqua. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 95% 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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