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

Callicoon, 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.
“If there was a way to leave a 6 STAR we would! Lillie was fantastic. She kept us updated with comments and adorable pictures of of the pups doing various outdoor things. Knowing my dogs as well as I do, I could tell from the pictures, they were enjoying themselves. Can't wait to use her again :) THANK YOU LILLIE!”


About: I have been taking care of animals of all kinds for over 10 years! I have been doing it professionally for 5+ years as my full-time gig. I work full-time Monday through Friday, but am not new to early mornings or late night stops. So if it is an early morning run they need or a late night snuggle session, I can make it happen! If you find yourself stuck at work or getting a delayed flight I can help fill in the gaps. Weekends are dang near fair game. Reach out and we can discuss what your and your pets needs are so that a plan can be made to meet everyone's needs! Caring for animals of all kinds, ages, needs, and abilities (including farm animals) is my regular day job so it is also fitting that I do it outside my 9-5. I am comfortable giving oral meds and injections so that your pet gets everything they need while you are working or away. Let me know what helps your pet feel most comfortable and happy and I will make it happen! I am currently working full-time Monday through Friday 9-5 with weeknights/early mornings wide open. Weekends I also have availability to make multiple stops or entertain your pet in my home! If the Rover.com schedule says the holiday(s) is available then I am happy to accommodate them as well! I keep the site up to date almost daily so that you can be sure that your days/holidays are free for me to help! I have a very friendly dog and two lovable cats in my home that love new friends. I am happy to leash walk, crate pets as needed, dispense medications and make adjustments as required. In my home the house is fair game with no "off the couch" rule unless you prefer there to be. I am here to enforce or let slide whatever you are comfortable with! I do not currently have a fenced in yard, but am working on that! I care for pets as if they were my own and boundaries are in place to your specifications! Let's make a plan together.
“Absolutely super amazing and professional! I was scrambling to find someone last minute and not only did she come out right away to go over all the pet needs but she came each day on time and went above and beyond just feeding the cat! Alanna played with Yoda cat and did the litter box, vacuum the kitty litter mess each day and fed the stray cat outside for me! She responds right away and sends photos & updates after each visit. Super reliable, trustworthy and one of the nicest woman I’ve ever met! So happy to have her for future pet sitting!”


About: I have shared a home with many different types of animals throughout my life, including dogs, cats, rabbits, parrots, turtles and fish. The majority of my pet sitting experience has been with cats, but I love dogs too and am happy to play and walk with your pet(s). My partner and I now have a 9 year old cat (Eeyore) and an almost-2 year old dog (Tsuki) at home. We love training and spending time with our pets, and the cat even goes on walks with us. I am currently in an online graduate degree program and only working part-time, so I have the flexibility to dedicate to caring for your pet and making sure their needs are met. Every animal is different, and I understand your pet will have their own unique personality and needs. I am detail-oriented and happy to accommodate specific requests. Just say the word! And of course I will respect your house and any rules you share with me, leaving everything just as I found it. If you need additional services such as watering plants, I can do that too.
“Vanessa was by far the best sitter we’ve had in nearly ten years. She went above and beyond. She took pebbles on hikes and swims and dog parks, kept her super clean and managed her food and meds very well. We returned in over a week to find pebbles thriving. We would call on Vanessa in a heart beat going forward whenever we need someone to care for our pup.”

“Wow. Our pups were both loved so much while we were away. We got so many photos and updates it gave us such peace of mind. Our home was spotless when we came home too which was great. She was so wonderful we already booked her again!!!!”

About: I usually take my friends dogs on long walks and the come over to spend time with me or I go over to her place to watch them. I’m currently working part-time! So I’m available most days to play with pets! I love animals especially dogs. I show then a lot of love.For some reason dogs always loved me back. I have woods in my back yard. And a lot of pavement when taking them on potty breaks.I can spend 20-25 minutes walking them.

About: Im a veterinary technician that is fear free and cpr certified. I can administer medications, and have expirience with senior pets. Pocket pets are also in my realm of experience. I am able to sit any time as I can commute from your location to work. The only hinderance would be if you are further from my job mid day visuts may not be possible Currently I care for my 16 year old cat that has hyperthyroidism. In my past I have owned and cared for dogs, guinea pigs, rabbits, leopard geckos, bearded dragons, and fish
“Brooklin was wonderful. She stayed with both of my dogs for four days and did an excellent job. The house was kept as it was left, the dogs were happy the whole time. While she was there my cleaning lady came and specifically texted me that she was so polite and caring and wonderful with the animals. I will be using her again!”

About: Hi! I'm a dependable and caring animal lover with a flexible schedule and a passion for helping both pets and their owners. While I'm new to Rover, I'm no stranger to caring for animals. I'm a proud dog owner and have two cats, so I understand the importance of providing pets with love, attention, and a consistent routine. As a parent of young children involved in sports, I'm active, organized, and used to managing busy schedules. My flexibility allows me to accommodate a variety of pet care needs, whether that's walks, drop-in visits, or keeping your pet company while you're away. I know every pet has a unique personality, and I'll take the time to make sure they feel comfortable, safe, and cared for. You can count on me to treat your furry family members as if they were my own. I look forward to meeting you and your pets! I currently work from home and live right in town. This gives me great flexibility in my day to meet your needs as well as a close travel distance. I believe every pet deserves to feel safe, comfortable, and loved while their family is away. I take the time to learn each pet's routine, including feeding schedules, potty breaks, exercise needs, medications (if applicable), and any special instructions provided by the owner.
About: Hi my name is laila and i’ve worked at 4 dog daycares. My most recent and committed one has been fidos playland. I’ve been working with dogs since around 2021 and have one of my own that i trained. I get the basic understand behind dogs in general since i’ve been with them every single day and love to learn there personalities to communicate with them. I babysit from home i have a mini dog daycare the most i get through the day is about 5 dogs. I did work in a boarding facility and in dogs homes before. I stay home all day with the dogs and dedicate my time to them. I make sure everyone gets along and can be compatible for the day In home I have a spacious area for dogs to run and play with no restrictions and also give opportunities to go play outside under high supervision
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?
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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
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Popular requests for house sitting - Callicoon
Select a filter and find qualifying sitters offering house sitting.FAQs for House Sitting - Callicoon
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 Callicoon 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 Callicoon 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.
<b>Tip:</b> 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 Callicoon 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.


