House Sitting Cherrytown

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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.

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Sitter Profile Image: Lexi M.
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Lexi M.
from
$75
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
10 years of experience
Kerhonkson, NY, 12446

“Lexi watched my three pets, including an older special needs cat. Her communication was wonderful - great question, photos and updates, and just a cheerful confidence that helped me feel very comfortable leaving them in her care. They and the house were in great shape when I returned and I could tell the cats and dog were well cared for. Thank you so much!”

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Lucy G.
Sitter Profile Image: Dakota G.
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Dakota G.
from
$50
per night
3 years of experience
Pine Bush, NY, 12566

About: I’ve had dogs my whole life. Right now I have a Beagle and a German Shepherd so I’m used to caring for all dogs of different sizes. I’ve dog sat for people in my town and I am able to flex my schedule to meet the specific needs of your dog. I’m currently a college student, student teaching full time. So I am at a school from 8-3 Monday- Friday and off the weekends. I have a big yard at my home, which provides plenty of room for fetch. I have two dogs that are very friendly to new dogs. I can also stay at your home if preferred. I can dog walk, keep a strict feeding schedule, and give frequent potty breaks throughout the day.

Sitter Profile Image: Alanna L.
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Alanna L.
from
$30
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
10 years of experience
Grahamsville, NY, 12740

“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!”

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Lawrence H.
Sitter Profile Image: Rose V.
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Rose V.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 263 reviews
90 repeat clients
25 years of experience
Kingston, NY, 12401

“Rose is the the absolute best. There are just no words to even say. Already have her booked 3 more times. My puppies lover her and she keeps everything neat and clean even better then it was left.”

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Melissa F.
Sitter Profile Image: Edward M.
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Edward M.
from
$60
per night
10 years of experience
Kingston, NY, 12401

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.

Sitter Profile Image: Shelby C.
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Shelby C.
from
$70
per night
5.0 out of 5 stars
• 29 reviews
12 repeat clients
14 years of experience
Saugerties, NY, 12477

“Shelby was wonderful. I left her with my senior dog and two cats for a whole day and she went above and beyond. She sent photos and updates and could t have been more thoughtful. I can't recommend her highly enough. Completely responsible and honest.”

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Anne M.
Sitter Profile Image: Steven F.
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Steven F.
from
$70
per night
7 years of experience
Wallkill, NY, 12589

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

Sitter Profile Image: Karla R.
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Karla R.
from
$110
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
11 years of experience
Kingston, NY, 12401

“Karla is a gentle and kind animal whisperer. Our pup was immediately calmed by her energy. From his daily med routine, to even feeding him by hand when he put up a “my humans are traveling fight” she cared for him with grace and love. AND we got daily pics.”

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Laura H.
Sitter Profile Image: Ebony G.
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Ebony G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
25 years of experience
Poughkeepsie, NY, 12601

“My dog was immediately comfortable with Ebony, and I came home to a very happy dog (and a spotless home!). Really great experience having Ebony as a sitter. 😊”

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Jenny P.
Sitter Profile Image: Cassidy O.
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Cassidy O.
from
$29
per night
2 repeat clients
5 years of experience
High Falls, NY, 12440

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.

Sitter Profile Image: Kacey M.
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Kacey M.
from
$100
per night
5.0 out of 5 stars
• 115 reviews
41 repeat clients
8 years of experience
Woodstock, NY, 12498

“I cannot say enough good things about Kacey!! I came home to find happy cats and a clean home. And while away, I was relaxed knowing she was there. She was in great communication and sent photos of the cats throughout the trip. She goes above and beyond to love your home and your pets like her own.”

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Ana R.
Sitter Profile Image: Chana W.
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Chana W.
from
$60
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
25 years of experience
Kingston, NY, 12401

“Chana took excellent care of my two cats, she stayed overnight with them between house guests while I was away. She is a responsible and caring cat sitter (and house sitter). During my time away she later returned to for a five day extended sit, which was also well done. I highly recommend her as a cat sitter.”

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Teresa S.
Sitter Profile Image: James H.
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James H.
from
$126
per night
5.0 out of 5 stars
• 44 reviews
10 repeat clients
10 years of experience
Gardiner, NY, 12525

“James did an amazing job of taking care of our sweet dog. This was the first time we have left our dog with a sitter, but James helped make us feel very comfortable. She was great at communicating with us and sent many pictures that put us at ease. Our dog had a great time with her and she left our house very tidy. We have already booked with her for two additional pet sittings!”

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Sherri B.
Sitter Profile Image: Vanessa M.
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Vanessa M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
20 years of experience
Big Indian, NY, 12410

“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.”

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Samarth N.
Sitter Profile Image: Keven L.
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Keven L.
from
$60
per night
20 years of experience
Kingston, NY, 12401

About: I grew up with dogs, dogs love me, I love dogs. I'm that guy that dogs who don't normally like people somehow like. It must be a pheromone thing. All breeds, ages, and temperaments welcome. Favorite dog: greyhound. Availability is flexible, I work full time within 20 minutes of home, and also create freelance work at home, so I can usually make any accommodation work in my schedule. I have experience with "problem" dogs including fear aggression, not afraid to work with dogs to gain trust. Available for all services. Let me know what you need! I live alone in a small cottage on 27 acres of untouched forest outside of Kingston, NY, plenty of space to play. I work nearby in Phoenicia, NY. I have a car.

Sitter Profile Image: Katarzyna R.
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Katarzyna R.
from
$55
per night
4.9 out of 5 stars
• 70 reviews
15 repeat clients
24 years of experience
Bloomingburg, NY, 12721

“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.”

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Opal W.
Sitter Profile Image: Fiona B.
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Fiona B.
from
$40
per night
7 years of experience
Kingston, NY, 12401

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.

Sitter Profile Image: Coralys F.
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Coralys F.
from
$35
per night
15 years of experience
Wallkill, NY, 12589

About: I have experience with many different dog breeds with different energy and health needs. I give all of the animals under my care the same treatment. I would take care of a super senior cat with the same dedication I would a golden retriever puppy. I'm not squeamish at all either, I'm comfortable dealing with body fluids and administering injection and medications. I have volunteered at multiple animal shelters so i've seen it all! Currently, my only commitments are helping to babysit younger family members, which is flexible schedule and only part-time. I have lots of time to not only take care of your animals, but also play with them and give them good entertainment My own dog is a runner, so I am hypervigilant about making sure animals don't dart out doors. I always make sure I physically see the animal and watch them to make sure they look healthy and happy, I don't just leave food and water and go home. I'm more than happy to give daily updates on animals i'm watching there are owners out of town and take pictures

Sitter Profile Image: Timothy D.
Verified Enhanced Background Check
Timothy D.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 7 reviews
5 repeat clients
20 years of experience
Arlington, NY, 12603

“Tim is so great! Kind - big hearted - and took great care of our two Australian Shepherds while we were away. He sent pictures and updates and was so thoughtful.”

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Nicole C.
Sitter Profile Image: Kristina L.
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Kristina L.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
10 years of experience
Pine Bush, NY, 12566

“Kristina looked after our 2 5-year old lab/shepherd dogs at our home for 8 days. We couldn't have hoped for a better experience - Kristina goes above and beyond in every capacity. Kristina was excellent with our boys. They absolutely adore her! Kristina is a great communicator. She kept us well-informed as to how things were going at our home. She's mature, responsible, and a pleasure to interact with. Thanks to Kristina, we had a carefree vacation and returned home to 2 very happy, healthy, and content pups and a spotlessly clean home. Kristina is a gem!”

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Janet F.
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Pet parents share their Rover experiences - Cherrytown

1 / 1
5.0 out of 5 stars

Lexi is responsible, punctual, communicative, and overall a pleasure to work with. She took excellent care of three dogs in my home. I'll definitely contact her again!

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Janette M.
House Sitting
5.0 out of 5 stars

Lexi did an amazing job watching my pug. Pearl loved her time with Lexi. House was left spotless. Thank you Lexi.

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Deirdre M.
House Sitting
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  • 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

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  • 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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Popular requests for house sitting - Cherrytown

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FAQs for House Sitting - Cherrytown

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 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.

<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 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 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.

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