Pet Sitting in Winchendon
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
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Top rated Winchendon pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Super appreciate the last minute accommodation while we had to step out for a long day, as well as the pics and card update to know how our baby did while Jorden was with him!!”
“Amanda was amazing with our two cats! She dropped in to check on them, feed them, clean the box, and give one of our cats medicine. She always stayed to play with them and she went above and beyond to clean up after them. They loved having her around!”
“Danielle was great! I would highly recommend. My boarding place fell through last minute due to a scheduling mix up. I was able to book Danielle only a few days in advance. My dog, Nala, was so happy when I got home. You can tell she had lots of care and love! I always appreciate when people make connections with my animals. It makes the dress of leaving animals during travel a bit easier.”
“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.”
“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!”
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.
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!
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
About: I’ve been working for a company based out of Sudbury Ma for 5 years and I’m just looking for extra work :) I’ve worked with dogs of all sizes, ages etc. I have worked with dogs of all temperaments as well. Would love to get to know your pet :) I work full time walking/ pet sitting for a company Monday - Friday and weekends for sitting. I’m looking to expand to some new clients! I could even bring your dog with me for the day on walks with other dogs if I’m sitting them and they would be up for it I can stay in someone’s home or have someone’s dog/ dogs stay in my home if they are friendly with other dogs as I do have my own dog
About: I love animals and have been around them as long as I can remember. I have extensive experience with dogs and cats, from birth to their last breath. I believe in positive reinforcement training. I am very loving and treat all animals with respect but can be strict when required for safety. With me your babies will feel like they are at home away from home. I work from home and have a very flexible schedule. I am available almost always and your fur babies will have lots of love and company. I have a large grassy yard, and I live near a pond and multiple trails. I also have a Chihuahua mix girl, who is very friendly and loves making new friends.
About: Hi all! I am a stay at home mommy of two adorable and sweet teens . We are a family of animal lovers. I am a pet owner through all my life. I currently have 5 cats.. and one gentle husky/Collie sweetest Puppy ever who craves for companionship <3 I have a nice area for my cats (also a nice fenced cat patio) and a decent size back yard. I live on quiet dead end st. If your dog is boarding with us. At night time, He will have three options. Have its own crate, Or it can be free (as long as it is house trained and won't chase after my other fur-babies -cats- ??) Orrr Sleep in my bed with all my other fur-babies. If you need me to come to your house. I could also do that as well and provide kisses, hugs, playtime, food, water and cleaning. (Special instructions welcome) Oh and please I could also take care of and board Cats or other pets too!!! I love them all and it’s going to be my pleasure! ( I do have a separate area for all my cats and it’s full of fun stuff and catnip ??. But they do have full access of the house at all time) No outdoor cats please. Please come visit me and my fur babies! I am a stay at home mom. And I have plenty of free time in my hands. It would be a pleasure for me and my teens to take care of your pet. It will depend on the client's preference. I could do crating, or free run of the house. (If pet is house trained). Nice decent yard and safe neighborhood.
Over 51 pet parents in Winchendon have booked pet sitting
Winchendon pet parents share their Rover experiences
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!
Popular requests near you
Select a filter and find qualifying Winchendon sitters!How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
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The median cost per night for pet sitting in Winchendon is $25
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 pet 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.
Sitters in Winchendon average 8 repeat pet sitting clients
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Winchendon on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, there are 88 pet sitters in Winchendon. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 83% of Winchendon pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 8 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Winchendon.
Rover makes it easy to find Winchendon pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 88 pet sitters in Winchendon on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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