Cat Sitting Winchendon

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 28
pet parents in Winchendon have booked cat sitting

Winchendon, Find top rated cat sitting

Prices are estimates per visit for 1 cat. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Devon P.
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Devon P.
Star Sitter
$26
total per visit
5.0 out of 5 stars
58 reviews
26 repeat clients
9 years of experience
Winchendon, MA, 01475

Devon has been great! She's gone out of her way to work with us and our dog, between coming out multiple times for meet and greets and different scenarios, and just overall making sure he's comfortable with her. I would highly recommend Devon and am so happy we found her.

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Angela D.
Sitter Profile Image: Jorden A.
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Jorden A.
Star Sitter
$23
total per visit
5.0 out of 5 stars
83 reviews
14 repeat clients
15 years of experience
Rindge, NH, 03461

Thank you Jordan for your visit with Bailey today. I know that he is so happy during your time with him. You’re a true pleasure and keep up the good work.

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A P.
Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
$20
total per visit
4.9 out of 5 stars
34 reviews
9 repeat clients
20 years of experience
Winchendon, MA, 01475

Amanda was great! She responded quickly when I had questions, and was careful to keep me updated while I was on vacation. Highly recommended!

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Coreen D.
Sitter Profile Image: Emily E.
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Emily E.
Star Sitter
$26
total per visit
5.0 out of 5 stars
37 reviews
8 repeat clients
30 years of experience
Templeton, MA, 01468

We decided at the last minute to go away for the weekend and had no dog sitter. Emily was available that day to meet our pups and then take care of them for the weekend! We received pictures and updates from every visit and came home to happy healthy pets. Thanks Emily!

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Jamie N.
Sitter Profile Image: Danielle K.
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Danielle K.
$28
total per visit
4.8 out of 5 stars
35 reviews
9 repeat clients
20 years of experience
Templeton, MA, 01468

Leo has been cared for by Danielle twice now and she has gone above and beyond !!! She had gotten him food the first time I went away on short notice. This time she was willing to go check on him when our flight got delayed !!! Honestly does a great job and I will keep her on the top of my list in the future.

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Katherine M.
Sitter Profile Image: Taylor D.
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Taylor D.
Star Sitter
$16
total per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
17 years of experience
Gardner, MA, 01440

Taylor was great with my 2 cats! I have one very shy cat who typically hides under my bed whenever anyone unfamiliar is here but he came out to say hello to her! Would very much recommend!

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Sarah S.
Sitter Profile Image: Amanda E.
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Amanda E.
$39
total per visit
5.0 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Winchendon, MA, 01475

Amanda is so patient and so understanding to my badly behaved Delta. She is a pleasure to work with and is an excellent knowledgeable resource as she’s a vet assistant

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Chris S.
Sitter Profile Image: Emily J.
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Emily J.
Star Sitter
$26
total per visit
5.0 out of 5 stars
34 reviews
13 repeat clients
35 years of experience
Gardner, MA, 01440

Emily was wonderful! She came over for a meet and greet before taking care of our three cats. I appreciated her taking the time to do that. She was extremely thorough and very communicative which I also appreciate it. She took great care of the cats and my house! She really went above and beyond. I appreciate her and definitely recommend hiring her.

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Rosie M.
Sitter Profile Image: Courtney R.
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Courtney R.
$20
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
29 years of experience
Ashburnham, MA, 01430

Courtney did an awesome job caring for our 3 cats and 2 bunnies while we were away on vacation. Very professional and great attention to detail, we’re very appreciative!

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Fuad A.
Sitter Profile Image: Margaret & Dawson B.
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Margaret & Dawson B.
$20
total per visit
4.7 out of 5 stars
6 reviews
3 repeat clients
20 years of experience
Rindge, NH, 03461

Margaret & Dawson were great and took care of our pets like they were their own. Very trustworthy, dependable and communicative. They sent us pictures and videos of the pets with each visit. We recommend booking with them and we will book with them again in the future!

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Valerie O.
Sitter Profile Image: Amber P.
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Amber P.
$12
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Athol, MA, 01331

About: I’ve always loved animals and have spent many years helping friends and family take care of their pets. It’s something that brings me a lot of joy. Over the years, I’ve looked after all kinds of pets — from energetic pit bulls and bulldogs to small dogs like Shih Tzus and even cats. Sometimes I’ve stayed in people’s homes for a week or two, and other times I’ve just stopped by for walks or check-ins. I’ve also welcomed pets into my own home when friends needed someone they could trust. I have a calm, friendly personality and get along well with animals, even if we’re meeting for the first time. I’m always careful to notice when a pet might be nervous or needs some space, and I do my best to make sure they feel safe, happy, and cared for. My schedule is very flexible since I work a per diem job and can choose when to take shifts. This gives me plenty of time for pet sitting, walks, or overnight stays. I’m usually available on short notice, too. The only thing I plan ahead for is care for my own cat while I’m away, but that’s easy for me to arrange — so it won’t affect my availability or reliability. When I’m caring for pets in their own home, I do my best to keep their routine as normal and comfortable as possible — feeding, walks, playtime, and cuddles just the way they’re used to. I make sure they feel safe and cared for while their family is away. If a pet stays in my home, I treat them like one of my own. I create a calm, cozy environment with plenty of love, attention, and playtime. I also make sure to follow any specific instructions from the owner so each pet’s needs are met. I’m gentle, patient, and understanding of different personalities — whether a pet is shy and needs space or energetic and ready to play.

Sitter Profile Image: Kristen M.
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Kristen M.
$24
total per visit
5.0 out of 5 stars
8 reviews
2 repeat clients
40 years of experience
Templeton, MA, 01468

About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.

Sitter Profile Image: Colin P.
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Colin P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
94 reviews
19 repeat clients
15 years of experience
Fitchburg, MA, 01420

Colin is amazing! My fearful dog adores him and he gets the absolute best pics. Colin is a great communicator and a pleasure to work with all around!!!

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Bryana P.
Sitter Profile Image: Maggie P.
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Maggie P.
$30
total per visit
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Gardner, MA, 01440

About: Hi, I am a huge dog lover. Your dog will be safe with me. I’m a kind and trustworthy person. I love to help and I hope to meet your doggo! I am in college so this means I am available throughout the day. Send me a message and I’ll gbe sure to make you and your pup a priority I am working part time. I will have plenty of time to visit and be with your dog! I am flexible and will be working from home. I have a friendly dog named Piper, we live on a dead end road and have plenty of room to run! I am ready to love and take care of your dog!

Sitter Profile Image: Melissa M.
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Melissa M.
$28
total per visit
5.0 out of 5 stars
28 reviews
4 repeat clients
20 years of experience
Gardner, MA, 01440

Misty has had excellent communication from day 1. My three pups took to her immediately which made us feel at ease. She was able to give us a hand with short notice when we had some last minute changes to our work hours. We received some adorable photos of our babies when she came by to let them out. If you’re looking for someone who loves dogs, can work with a flexible schedule and has excellent communication then Misty is your person.

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Tania S.
Sitter Profile Image: Tessa S.
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Tessa S.
$18
total per visit
15 years of experience
Ashby, MA, 01431

About: Lifelong dog owner, active dog walker, and aspiring dog trainer. I have experience with dogs of all ages, temperaments, and energy levels and am passionate about canine behavior and enrichment. With over 10 years of animal welfare volunteering and experience caring for horses and farm animals, I understand the importance of patience, consistency, and building trust with animals. Every walk is an opportunity to provide exercise, mental stimulation, and positive experiences for your dog. Pet care fits naturally into my daily routine. I am active and enjoy spending time outdoors, so regular walks are already a part of my day. I have a flexible schedule and can provide dependable walks, drop-in visits, feeding, playtime, and companionship. I understand that consistency is important for dogs, and I strive to be reliable, punctual, and communicative with every client. Your pet’s safety and well-being are always my top priorities. As a lifelong dog owner with experience caring for cats, horses, and farm animals, I understand the importance of reading animal body language and respecting each pet’s individual needs. I always follow owner instructions carefully, use secure leash handling practices, and provide plenty of positive attention during walks and visits. I’m currently working toward becoming a dog trainer, which has strengthened my understanding of canine behavior and safe handling techniques. You can trust that your pet will be treated with patience, kindness, and the same level of care I would give my own animals.

Sitter Profile Image: Alexis F.
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Alexis F.
$17
total per visit
6 years of experience
Fitchburg, MA, 01420

About: I have spent my entire life around animals so caring for them has always come naturally to me. I grew up in a household with over 40 animals, including dogs, cats, and exotic pets. I have spent years working in a small locally owned pet store in my home town taking care of exotics, before moving into kennel work at a vet’s office. I have experience in giving medications to dogs and cats in different methods, and monitoring their health afterwards. My primary role was offering our boarding pets the comfort of a home away from home. I’m a reptile dad every day, taking care of my own snake and bearded dragon babies. I’m currently home every day with time and love to give to other pets and their people who need an extra hand. I have a big room with a comfy bed that they can lay on in a nice couch that we can sit and watch shows on. I also have a fenced in yard outback that I can take them in to play, but I have a spacious cemetery up and across the street that is great for leash walks as well. I also have various toys and litter boxes as well.

Sitter Profile Image: Mallory G.
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Mallory G.
$28
total per visit
4.0 out of 5 stars
3 reviews
3 repeat clients
11 years of experience
Gardner, MA, 01440

About: I’ve taken care of cats, dogs, snakes, chinchillas, quails, pigs, lizards, Guinea pigs, and bunnies. I am willing to learn how to take care of any animal and have given medicine/received special requests previously I work 4-8 hours a day and one of my jobs is a work from home job. My timing can can be flexible unless I am lifeguarding. I do not offer boarding. I do have pets of my own and would take care of other peoples’ animals according to the owner’s and their vets’ wishes and judgement

Sitter Profile Image: Kellee P.
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Kellee P.
$34
total per visit
5.0 out of 5 stars
19 reviews
8 repeat clients
14 years of experience
gardner, MA, 01440

Outstanding to work with! Great communication, thoughtful questions and genuine pleasure to work with. Look forward to working with Kellee again!

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Rosie M.
Sitter Profile Image: Mackenzie H.
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Mackenzie H.
$20
total per visit
5.0 out of 5 stars
2 reviews
5 years of experience
Gardner, MA, 01440

About: Pet Care Experience: I’ve been caring for animals my whole life! 🐾 From my time in 4H, where I competed with my own animals, to looking after pets of all kinds, I bring experience, dedication, and a deep love for animals. Whether it’s caring for energetic puppies, providing companionship for senior dogs, or making sure your pet gets the right amount of playtime and love, I’m here for it! ❤️🐶 I specialize in: ✔️ Puppy care & basic training 🍼🐕 ✔️ Senior pet support 🦴🐾 ✔️ Administering medications (oral & topical) 💊 ✔️ Walks, playtime & belly rubs! 🏃‍♀️🎾 Your pet will be treated like family while you’re away! 🏡💖 Schedule: 🐾 Pet care is my #1 priority! 🐾 I have a flexible schedule since I’m currently in school, which allows me to accommodate morning, afternoon, and evening visits. Whether your pet needs a quick potty break, a midday walk, or overnight care, I can work with your schedule! 📅🐕 Safety, Trust & Environment: I believe pets are happiest in their familiar environment, which is why all care is provided in your home. 🏡💙 Here’s what I offer: 🐾 Regular check-ins for food, water & potty breaks 🐾 Daily walks tailored to your pet’s needs 🦮🚶‍♀️ 🐾 Playtime to keep tails wagging 🎾🐕 🐾 Overnight stays for extra comfort & security 🌙🐾 I always ensure pets feel safe, loved, and comfortable while you’re away. 🐾💖

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The median cost per visit for cat sitting in Winchendon is $25

Cat parents share their Rover experiences - Winchendon

1 / 1
5.0 out of 5 stars

Jorden was so patient and wonderful with our shy and spicy cat Lola this week - going above and beyond to make sure her litter box area was tidy when we got back and communicating with us at the same time every day while we were away for a week long trip. We were able to relax knowing Lola was in good hands with someone so responsible and caring!! We highly recommend Jorden!

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Rebecca S.
Drop-In Visits
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  • 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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  • 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 cats like family

  1. 1. Search

    Browse profiles of sitters near you who offer cat sitting
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Sitters in Winchendon average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Winchendon

Frequently asked questions about Rover

The average cost for Cat Sitting in Winchendon on Rover is $25.53 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Cat Sitting. For more information on service fees, click here .

As of July 2026, there are 645 sitters on Rover offering Cat Sitting across Winchendon. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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 .

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

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

  • 93% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 92% 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.

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.

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