House Sitting Cherrytown
Find a loving house sitter to watch over your pets and your home.
Over 3 pet parents in Cherrytown have booked house sitting
Cherrytown, 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.
“Paula continues to be an amazing sitter! She is very thoughtful to send photos throughout her visit along with keeping the home extremely clean and tidy. Paula is really the only person I trust to watch Julian!”
“Steve, is a lovely person who was the absolute best with our boy Willow. Very attentive to a very playful pup. We are grateful to Steve for the peace of mind he gave us with his regular updates and photos of Willow, he deserves more than 5 stars ⭐️. I highly recommend him. Thanks again Steve.”
About: I currently own an amazing certified Good Boy Austalian Cattle Dog and two snuggly cats. I have have always owned at least one pet, both cats and dogs since I was little. I have done a decent amount of pet sitting for neighbors and friends. I have even had to give oral meds to one dog I dog sat. If you have any questions, please ask! Dogs will always get at least a 15 minutes walk because my dog usually needs a longer one. I sometimes give my cats and dog breakfast and then usually give the dog a quick 15 walk in the morning before leaving for work at 7:30 am. I get back home around 3:00 pm and usually give my dog his actual long walk between 40 and 70 minutes depending on weather. I feed the animals and then have dinner and usually just relax and snuggle on the couch with at least one of the fur kids. I fit in other cleaning and what not in there but I always make it a point to walk my doggo and make sure they get snuggles since I am gone for a good portion of the day. I have room for a crate for a crate trained dog. I have a moderately sized backyard that is well fenced in. My dog is a counter surfer so we have baby gates for both the kitchen and the extra bedroom. The extra bedroom serves as the cat room so the cats have a dedicated space. Stuff can be adjusted if you have a cat not used to dogs, so they can have that entire room or vice versa our cats can go in there for a dog that is not cat friendly. We only live five minutes from Marbletown Animal Hospital of any emergencies arise needing urgent care if your vet is not available.
“Iliana stayed with my dog at my house for one night. She was very sweet and caring with my pup. I returned to an impeccable house and a happy dog. I will definitely book Iliana again when the occasion arrives.”
About: Hi! My name is Fiona and I’m a lifelong lover of dogs and all animals. I grew up always having 2 to 3 dogs. I was responsible for walking, feeding, grooming, and playing with them. I have experience watching and walking friend’s dogs when needed. I believe each dog deserves special love and attention. I am currently a teacher, so I spend Monday to Friday at work during the day. If the dog is local to Catskill, I’m more than happy to check up on them! Otherwise it’s important to know I’ll be out for some of the day, except for breaks. I’m available for weekend walking and drop-in’s any time! Each pet has their own personality, boundaries, and routine. I want to make sure the pets are comfortable with me so that I can care for them properly.
About: I excel at making dogs feel calm and like their owners never even left the house. Learning their schedules, quirks, and favorite walking spots helps me make them feel comfortable for extended stays. Energetic puppy? I’ll run around w them and tire them out. Senior dog? We can relax and go at their pace. What sets me apart is my intuition and caring heart. I have a flexible, remote job so I am able to stay with your pet as long as needed through the day and take them on frequent walks in the neighborhood good or to the dog park! I do live-in dogsitting/housesitting at the client’s house. I like to learn about your dog (how they like to play, chill, etc..) so I can make them feel as comfortable as possible.
“My family and I had to be away from home over night so we decided to look on Rover to find the perfect person who would accommodate us last minute.. and after reading only three reviews we found Katarzyna and we Brought our 2 yrs pit mix Kash to her.. we were nervous because Kash exposure to other were at the dog park.. he immediately take to Katarzyna.. see send me pictures of Kash and we were comfortable knowing he will be cared for.. will definitely ask Katarzyna to watch him again.,Thank you so much.”
About: I enjoy working with all types of animals, Small, Medium and Large types. Places like parrots, fish, non venomous snakes and of all types critters. My schedule is very open and flexible do to my availability as a disabled veteran. My day starts at 4 am and ends as needed bases. At home, I usually free range my dog on a 50ft tether when he isnt snuggled on the couch corner, my cats usually get a vertical climb and horizontal run time. #Zoomies, multiple litter boxes with weekly care. Bird feeder outside for there viewing and chatting pleasure. Ive taken the pleasure of not wearing smells that disrupt respiratory systems to exotics and other animals like reptiles.
“Allie was great! She kept me updated throughout the day with photos and videos of all my dogs. She truly went above and beyond in every sense to make sure my dogs were well cared for and was attentive to every little detail. I would absolutely recommend Allie to anyone. I really felt good that my dogs were in good hands all day.”
“Rochelle is a wonderful sitter and I'm so grateful to have found her to watch my dog Gogo. I've hired Rochelle for both short and long-term stays and she is my most entrusted sitter. Dedicated, responsible, caring, and experienced.”
“Michele was fabulous!! Jasper was in great hands! She sent plenty of photos and I appreciated this! She also drove Jasper to his doggie daycare, Central Bark! This kept Jasper occupied and offered Michele a break! Although I know she would have kept him busy at home too.”
About: I have experience taking care of dogs and cats for families and friends, I know how to read body language and know when I've crossed boundaries. I always have patience for animals. I'm working part time so I have a lot of time available to work with pets, check in on them, and stay with them if needed. I am totally available for overnights, I'm a night owl so I can always check in with a pet and take care of them.
About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.
About: I’m an artist living in a beautiful quiet space in Woodstock with a large yard and plenty of nearby places to hike and swim in the water holes. I had a rescue Wheaten Terrier for 11 years, who sadly passed in January due to a heart condition she had since she was 7 years old. I’m really great with rescues, and highly sensitive dogs. I know how to give medication and just generally vibe with what the dog needs. I’m highly intuitive and I find this to be my main asset as the dog always communicates its needs and wants, we just need to know how to listen. I love all dogs but unfortunately cannot watch ones that shed a lot due to allergies. I’m an artist, mostly working from my home desk or at a coffee shop. I love taking pets to the cafe, if it's an environment they are used to and comfortable with. Sometimes I will work at a cafe but I can make my schedule flexible given enough notice. I have a quiet spacious yard in Woodstock with lots of nearby nature paths. Each day I like to get out for a long walk in nature, and I also live right near a nature preserve that is walking distance from my home. It’s just me at home so it’s a calm relaxing environment.
About: I’ve taken care of dogs my whole life, I have owned and cared for multiple breeds of dogs and cats, big and small, and been a pet sitter for friends and family on and off for the last 10 years. As a result of my experience as a pet parent and sitter I am very comfortable with most breeds. I also have limited experience training full grown dogs as well as puppies. I am available for walks, check-ins, or pet sitting every day. I am also available for boarding on a case by case basis. My work schedule allows me to be present for most of the day, so I can remain attentive and take plenty of walk and play breaks. During the times that I am gone I am able to crate them if that is your preference or they can have free access to the main part of the house and I will check in on them regularly through the doggie cams. I am able to dog sit in your home as well as in my own home, which has a large amount of indoor space that they can roam around in, as well as a partially fenced back yard that they can play in on a long leash with my supervision. I have plenty of time for walks and play breaks during the day. And during the few hours a day that I am out of the house, they can be crated, or they can roam around the main part of the house. I check in on them every half hour through the doggy cams set up in the house. I am comfortable walking, feeding, and if necessary, providing medication on the schedule and in the manner that you prefer.
The median cost per night for house sitting in Cherrytown is $70
Pet parents share their Rover experiences - Cherrytown
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.
How to book house sitting
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 - Cherrytown
Select a filter and find qualifying sitters offering house sitting.Sitters in Cherrytown average 3 repeat house sitting clients
FAQs for House Sitting - Cherrytown
Frequently asked questions about Rover
The average cost of House Sitting in Cherrytown is $61 per night as of November 2026. Most bookings cost between $61 and $61 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 November 2026, there are 511 sitters on Rover offering House Sitting across Cherrytown. 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 Cherrytown 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 Cherrytown 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 Cherrytown 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 with handling special pet needs in Cherrytown. 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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