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

Cherry Plain, 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.
“Anna was absolutely amazing with our dog!! She sent us lots of pics while we were away and took such great care of our pup and home! We wholeheartedly feel so lucky to have found her—our dog took to her right away and was very comfortablewi to her ! We will absolutely be repeat customers!!”

“Ashley is my favorite of all of the wonderful Rover sitters! My pets were super happy upon my return and my home was exactly as I handed it to her! Super responsible, exacting time and a lovely, peaceful nature!”

“Leona was wonderful with Romeo - he was really calm and happy when I returned. She communicated well, sent updates with photos and left my home better than she found it. I’m booking her for another cat/housesit right now!”

“We are very pleased with having Gillian take care of our two dogs and home. She communicated with us every day with images of the dogs and comments on their behavior and actions. Over the week she was taking care of them, they became very close to her. She understood that they needed reassurance and care while we were gone. When we observed their relationship with her on our return, we knew that they had been well cared for both physically and emotionally. In the future, we will definitely want to have Gillian come back and dog sit our poodles.”

“Stephanie was great very attentive and caring. Handling my old dogs low vision well and I was sent updates and pictures of my boys daily. I would definitely recommend her to anyone!”


About: I’ve been surrounded by animals of all kinds my entire life, so caring for them has always come naturally to me. I truly love animals and treat every pet I care for as if they were my own. I’ve been pet sitting for several years and understand how important it is to have someone you can trust with your furry family members. Whether it’s walks, playtime, cuddles, feeding, or just keeping them company, I make sure every pet feels safe, comfortable, loved, and well cared for while you’re away. 🐾❤️ I currently work part-time, which gives me plenty of flexibility in my schedule to care for your pets. I’m available throughout the day for walks, drop-ins, feeding, playtime, or just some extra love and attention. My flexible schedule allows me to work around your pet’s normal routine and make sure they get the care and companionship they’re used to while you’re away. 🐾❤️ My home is a safe and comfortable place for your pet to relax and feel at home. I have a partially fenced-in yard where dogs can safely enjoy some fresh air, play, and stretch their legs. I also have a screened-in porch that’s perfect for lounging and enjoying the outdoors while staying safe and secure. Your pet will be treated like part of the family while they’re here! 🐾❤️
“Brenna was an amazing pet sitter for us. We have two dogs, both seniors, and one with significant health issues. It is always hard to leave him but had our son's wedding in Canada to attend. Brenna sent constant updates and photos to ease our mind while away. They were very well cared for and loved. I would use Brenna again in a heart beat!”

“Ashley was a fantastic sitter. She stepped in when my sitter fell through at the last minute and took great care of my very energetic 11 month old and 60 pound pup. Grace is an energetic pup and Ashley had no problem keeping her entertained; she even took her for car rides. Ashley was able to give Grace her medication and took her on multiple walks a day. She also took great care of my house, took out the garbage, and left everything in perfect condition. Grace was obviously very well looked after and Ashley's attentiveness made me feel comfortable being so far away from home for the first time. i would recommend Ashley for any and all types pet care and sitting. She was a lifesaver on short notice and I will use her any time I travel in the future.”

About: ive had a couple of dogs growing up in my childhood, a sweet old black lab and a super crazy dingo.. in my free time after school and during summer i used to walk them, no amount of walking could satisfy my dingo..! id have her pull my bike to get all her energy out since we didnt have any closed in areas she could run off in.. ( i dont do this anymore! i realize its not very safe! she absolutely loved it for sure though) i love pups big and small old and energetic theyre all very unique and id love some new friends to get me out of the house. id ask you beforehand of course if youd be okay with them swimming, theres a pond i can bring them to after walking to cool off at. i have two cats, so id like to know how your dog reacts around small creatures, if they cant be in contact i can always but them into a room while the dog is over. most likely theyd be outside keeping me company! lots of shade and id keep em well hydrated and happy :3 i currently have been on a job hunt since what feels like forever, my schedule is very. very open.. since i dont have a car, but I have an electric scooter thanks to a helpful couple I babysat for! drop off would be ideal, if youre close enough to walk to i can do that too! my cats get their waters filled and cleaned almost daily, lots of love of course and are very spoiled. i dont have any dogs at the moment, so of course id love to chat about what youd expect and need for your lovely pup! im good with communication and friendly, special needs id be extra attentive to. im very good at remembering small things, though id still write em down incase!

About: While working as a travel nurse, I had the privilege of staying in many homes with pets of all personalities and needs, giving me experience adapting to different routines and environments. I bring a calm, grounded, and intuitive presence that helps animals feel safe and at ease. I'm naturally nurturing (a mama to my own two kitties), attentive to the little details, and I truly enjoy building trust with every animal. My goal is for your pet to feel loved, comfortable, and well cared for while you're away, and for you to have complete peace of mind. I genuinely enjoy starting and ending my day with walks, playtime, feeding, and quality time with animals. My schedule is flexible, allowing me to provide dependable care while giving pets the attention, exercise, and companionship they deserve. I love being outdoors, so daily walks are something I truly look forward to, and I always make time for cuddles, enrichment, and keeping pets comfortable in their own routine. My parents have an elderly cockapoo who has taught me the importance of patience, gentle care, and paying attention to the little changes that come with aging. My husband and I also have two cats, so I'm familiar with their daily routines, from feeding and litter box care to playtime, affection, and respecting each cat's unique personality. I understand that every pet has different needs, and I strive to make them feel safe, comfortable, and loved every day.
About: Working in various Grooming/Training facilities. I'm currently working with Bumblebee Pet Care with 5 of my own clients. My conversations with the pets are amazing. I'm currently walking dogs 2 days out of the week looking for more to work with within the week. I have an open schedule and interested. I have separate spaces available for each animal. In my care at anytime, I will use provided equipment for transportation. Your pet safety is number one.
“Alyssa is great! My pets and home were well cared for. My dog gets pretty anxious when I go out of town but he seemed very calm and relaxed when I came back. He seemed like he had a great time with Alyssa!”

About: I've been pet sitting for many years and now will be expanding onto Rover. I know our pets do so much for us and should be treated as family I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet I'm dedicated to taking care of each customer with respect and professionalism, with or without 4 legs. I know you will feel at ease when away from your pet
“Nina was wonderful with our shy boy. She is calm but confident which was perfect for our dog who is not so sure of new people. She communicated often and sent pictures so we could see for ourselves how well he was doing. She left the house clean and even watered my wilting plants. I would have her watch Boomer again anytime.”

About: Hi, I’m Vanesa! I’ve been providing trusted pet sitting for over two years, offering everything from overnight care to drop-in visits. I’m experienced with giving medications, making sure pets stay healthy and comfortable while their owners are away. I love going on long walks, keeping dogs active, happy, and full of tail wags. Whether it’s cuddles on the couch, sticking to a feeding routine, or making sure special care needs are met, I treat every pet like they’re my own. My goal is to give you peace of mind while giving your pets the love, attention, and care they deserve. 🐾 I know how important it is to find a sitter who’s not only caring but also reliable. My schedule is flexible, which means I can work around your pet’s routine—whether that’s early morning walks, midday drop-ins, or evening feedings. I’m also available for overnight stays if you need someone to keep your pets company while you’re away. I’ll do my best to fit into their normal schedule so they feel safe, comfortable, and cared for. I care for pets in the comfort of their own home, keeping them on their normal routine with walks, playtime, feedings, and even medication when needed. My goal is to make sure they feel safe, happy, and loved while you’re away. 🐾

About: Hello there, fellow pet parents! I’m Taylor and I can’t wait to meet your furry, feathery, and scaly companions! I have spent as much of my life as I can remember caring for and being around all types of animals. Honestly being around animals just makes me the happiest I could be. I have 5 rescue animals of my own! 2 dogs, 2 Cats, and a bird! All of which I rescued not from a shelter but by very happy coincidences! I work part time at a boarding facility so I’m with animals not just at home but at work as well!! I work remote for my full time job half the week so my availability is pretty open. As I work at a boarding facility I have a wealth of experience when it comes to a wide verity of pets. I understand the importances of feeding times, administration of medication, and routines in general. Your pets health and safety is my top priority. I know when I am away from my animals I love getting updates so I believe communication is key. I love sending photos and updates so when you’re not there you can still feel with them! I am dedicated to providing the service that I would want for my pet family. Your pets happiness is my top priority! I am very excited to meet your pets! I work remote half of the week so I have plenty of time to spend with your animals on the other days I can be there before and after my shift. I will treat your dog and your home as if it were my own. I follow the established routine provided by the owner to ensure a stress free and fun time
About: I’ve interned at my local vet clinic for two years now and have recently moved to a paid position as an assistant! through this internship i have not only learned substantial knowledge regarding pet care, such as how to most effectively administer medications, but also discovered my love for pet sitting, as i have become one of the veterinarian’s permanent pet sitter! i also plan to go to vet school after i earn my bachelors degree! i am currently enrolled in college, as well as working various part time jobs so my availability is limited at the moment, but i will try my best to arrange my schedule best for yours ( and your furry friend’s) needs! i’ll treat your furry family like my own! i come with treats ready (with permission of course) and never leave without a game of fetch or whatever else your babies might enjoy! they’ll definitely be the highlight of my day, so i’ll try to be there’s too!

About: Hi! I'm a dependable, caring, and detail-oriented pet sitter who understands that every pet deserves to feel safe, comfortable, and loved while their owner is away. Whether your pet needs overnight care, drop-in visits, walks, feeding, playtime, or companionship, I'll treat them as if they were my own. I'm happy to follow your pet's routine, including feeding schedules, exercise, administering oral medications if needed, and providing regular photo and video updates so you can have peace of mind while you're away. I've looked after pets with different personalities and energy levels. My responsibilities have included feeding, walking, playtime, maintaining routines, providing plenty of affection, cleaning up after pets, and making sure they felt comfortable while their owners were away. I understand how important consistency and patience are when caring for animals, and I always strive to create a calm, positive environment where pets feel secure. Outside of pet sitting, I'm a pharmacy student, which has strengthened my attention to detail, responsibility, and ability to follow instructions carefully. I know how important it is to be reliable, communicate clearly, and respond promptly. If your pet has specific routines or special care instructions, you can trust that I'll follow them closely. I currently work part-time and have a flexible schedule, allowing me to dedicate quality time to the pets in my care. My availability includes mornings, evenings, weekends, and many weekdays. I plan my commitments carefully so that every pet receives the attention, exercise, potty breaks, and companionship they need. My goal is to make your time away as stress-free as possible, for both you and your pet. I look forward to meeting you and your furry family member! I currently work part-time, which gives me a flexible schedule for pet care! I’m available for dog walks, drop-in visits, and pet sitting throughout the week. I do my best to accommodate last-minute requests whenever possible. I care for every dog as if they were my own. In my home, I’ll provide a safe, clean, and loving environment with plenty of playtime, walks, potty breaks, fresh water, and lots of attention. I have an open yard for supervised outdoor time and a nearby park for fun walks and exercise. When caring for your pup in your home, I’ll stick closely to their normal routine to help them feel comfortable. I’ll follow feeding schedules, administer medications if needed, provide walks, playtime, cuddles, and keep your home tidy while you’re away. I’ll also send regular photo and video updates so you can have peace of mind knowing your furry friend is happy and well cared for.

About: I grew up with dogs my whole life. My parents also run a dog sitting business on cape cod and I help out there when I can! I am also fully insured! I’m a current second grade teacher, so I’m completely free on the weekends and the summer months, as well as school vacations to take care of your furry friends! I will love your dog like my own! I’m a diligent, reliable and clean person that will leave your home and dog happier than I found it. I am also fully insured!
The median cost per night for house sitting in Cherry Plain is $60
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 - Cherry Plain
Select a filter and find qualifying sitters offering house sitting.Sitters in Cherry Plain average 4 repeat house sitting clients
FAQs for House Sitting - Cherry Plain
Frequently asked questions about Rover
As of August 2026, there are 505 sitters on Rover offering House Sitting across Cherry Plain. 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 Cherry Plain 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 Cherry Plain 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 Cherry Plain 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 Cherry Plain. On Rover:
- 89% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 98% 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.

