Cat Sitting Winchendon

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Over 22
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: Jorden A.
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Jorden A.
Star Sitter
$23
total per visit
5.0 out of 5 stars
94 reviews
18 repeat clients
15 years of experience
Rindge, NH, 03461

Jorden was amazing with our large lad for this drop in! This was our first time leaving Whiskey for an extended time and I think Jorden was the perfect person to check in on him. Will definitely be rebooking in the future!

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Kellie F.
Sitter Profile Image: Devon P.
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Devon P.
Star Sitter
$26
total per visit
5.0 out of 5 stars
59 reviews
27 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: Emily E.
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Emily E.
Star Sitter
$26
total per visit
5.0 out of 5 stars
39 reviews
9 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: Amanda H.
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Amanda H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
75 reviews
23 repeat clients
15 years of experience
Winchendon, MA, 01475

Absolutely thrilled with the quality of service. I received pictures and updates. My cats were well cared for, and it made being away much more comfortable. I would absolutely recommend.Amanda.

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Beth G.
Sitter Profile Image: Courtney R.
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Courtney R.
$20
total per visit
5.0 out of 5 stars
6 reviews
4 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: 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: Amanda E.
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Amanda E.
$39
total per visit
5.0 out of 5 stars
9 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
$30
total per visit
5.0 out of 5 stars
44 reviews
19 repeat clients
35 years of experience
Gardner, MA, 01440

Emily did a wonderful job watching our cat! We had a meet and greet a couple of days before our trip which was very helpful, and Emily sent photos and a lovely note every day. She was also extremely flexible and accommodating when we had to deal with an unexpected change of plans mid-trip, and made the schedule change as painless as possible. We would absolutely book Emily again!

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Abigail B.
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: Colin P.
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Colin P.
Star Sitter
$34
total per visit
5.0 out of 5 stars
97 reviews
20 repeat clients
15 years of experience
Fitchburg, MA, 01420

Colin is so great with our growing puppy. He helps keep his consistency and schedule. He works on behaviors and tricks with him, takes him on walks and makes sure he gets lunch! Colin is an all in one amazing dog sitter!

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Joleisa C.
Sitter Profile Image: Amadie C.
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Amadie C.
Star Sitter
$30
total per visit
5.0 out of 5 stars
36 reviews
10 repeat clients
2 years of experience
Swanzey, NH, 03446

Amie was a rockstar! She was very thorough and asked appropriate questions to ensure the best possible care for my cat. She is knowledgeable, has excellent communication, and provided detailed updates. She was incredibly kind and patient with my anxious kitty, and I am so grateful to her!

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Victoria C.
Sitter Profile Image: Rebecca D.
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Rebecca D.
$24
total per visit
5.0 out of 5 stars
15 reviews
10 repeat clients
8 years of experience
Jaffrey, NH, 03452

Rebecca was great and sent lots of updates and photos. We knew Lucy was in good hands. We will definitely be using her again in the future !!

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Katie B.
Sitter Profile Image: Julia J.
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Julia J.
$18
total per visit
5.0 out of 5 stars
5 reviews
8 years of experience
Gardner, MA, 01440

About: I’ve had dogs all my life and my philosophy is “the bigger, the better!” I have experience caring for big, medium and small dogs, cats, turtles, and other pets. And I give every animal I meet a personalized nickname! I’m currently working 40 hours a week. I leave around 7:30AM for work and get back around 4PM. With my current schedule, I could do weekend pet care or pet care for those who don’t need as much attention during the day (ie. don’t need to go outside to use the bathroom). To keep your pets safe in your home, I will follow all instructions regarding feeding, medication and routines to the letter! I also have a dog at my family home and a cat in my own apartment, so I am very vigilant about keeping doors closed and locked so no pets escape. I am also down to send update photos and messages if wanted!!

Sitter Profile Image: Tatiana d.
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Tatiana d.
$15
total per visit
5.0 out of 5 stars
1 review
27 years of experience
Gardner, MA, 01440

About: Having spent my entire around dogs and now a proud dog mom to a 3 year old Australian Shepherd named Willow, I am well acquainted with the responsibility of pet ownership. I can offer security for families and dog parents when traveling away from home. I offer home boarding with a large back yard for play and doggy adventures. As an active person who loves being outside with an active dog partner I provide exercise for your doggy friend while your away. I can supplement daily cares of caring for a pet including basic grooming and medication suspension if necessary. Not afraid of large breed dogs or those with anxiety I welcome dogs of all sizes and temperaments into my life. When we travel we should travel with confidence knowing our furry friends are well taken care of, let me help you travel with confidence.

Sitter Profile Image: Melissa M.
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Melissa M.
$28
total per visit
5.0 out of 5 stars
29 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: Michelle P.
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Michelle P.
$18
total per visit
30 years of experience
Ashby, MA, 01431

About: Owned and taken care of dogs and cats since I was young. Can’t remember a time without having pets! Currently own two crazy pups and two pretty kitties, and can’t wait to meet yours. Have experience with senior dogs, puppies, and everything in between. I am a full time firefighter/EMT, so I only work two 24hr shifts a week, and the rest of the time I get to play with yours, and my own animals! Love to hike or be outdoors with as many pets as possible! If they’re happy, I’m happy! I will follow all rules set for your pet, and be sure to keep their safety at the top of the list! As a pet owner, I can’t imagine something happening to my own animals, and I would never want to let anything happen to yours!

Sitter Profile Image: Tessa S.
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Tessa S.
$18
total per visit
5.0 out of 5 stars
1 review
15 years of experience
Ashby, MA, 01431

Tessa was on time and sent pictures of our cats. No issues. Provide reliable care!

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Jessica W.
Sitter Profile Image: Julie C.
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Julie C.
$26
total per visit
15 years of experience
Gardner, MA, 01440

About: Hi! I’m JuJu, a happy-go-lucky animal lover who’s had pets my entire life. I grew up caring for dogs, cats, birds, and even farm animals — I never had to ask Santa for a pony because I actually had one! Being around animals has always come naturally to me, and I treat every pet with the same love and attention I give my own. Whether your pet needs playtime, snuggles, slow-and-steady care, or a fun walking buddy, I’m here to make sure they feel safe, comfortable, and adored while you’re away. I’m reliable, patient, and great at following routines. I’m also happy to send updates and photos so you always know how your furry family member is doing. I can’t wait to meet your pets and make them feel right at home! I’m a mom getting settled here in Massachusetts, and I currently have a very flexible schedule. I’m able to fit drop-ins and walks around my other duties, and I’m happy to help even on holidays. If you need reliable care at a specific time, just let me know—chances are I can make it work! I always make sure your pet feels safe, relaxed, and cared for while staying in their own home. I follow your routines closely so everything feels familiar and comfortable for them. They’ll have fresh water, a clean space, and plenty of attention. I’m very mindful of safety—whether I’m giving them playtime, keeping them company, or taking them for a walk. I also send photos and updates so you always know how your pet is doing. Your pet’s comfort and happiness truly matter to me.

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: Chastity N.
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Chastity N.
$18
total per visit
4 years of experience
Gardner, MA, 01440

About: I have had a passion for taking care of animals since a young age. I have experience with all types of animals. I worked as a doggy daycare attendant and a veterinary assistant, as well as shelter experience. I'm available for drop in visits and dog walking. I do not have a set schedule at work yet so I will have different availability every week. We do have a backyard which is not fenced in and a porch that I usually block off to let my dogs get outside for some fresh air.

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

Cat parents share their Rover experiences - Winchendon

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5.0 out of 5 stars

Jordan was great just like last time! Glad we have found such a reliable and responsible pet sitter for our Lola, we will definitely be rebooking in the future!

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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
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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.

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    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

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Popular requests for cat sitting - Winchendon

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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 September 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 September 2026, there are 605 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:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 91% 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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