Pet Sitting in Winchendon

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

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Sitter Profile Image: Allegra  M.
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Sitter Profile Image: Allegra  M.
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1. Allegra M.

Stress Free Dog Care
Leominster, MA, 01453
17.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
26 reviews
14 repeat clients
from
$20
per visit

I have 2 dogs, one is very hard to handle, it definitelytakes a soecial person.. Alegera did everything asked and did an excellent job.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mariah J.
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Sitter Profile Image: Mariah J.
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2. Mariah J.

I enjoy long walks with your pets🐾
Fitchburg, MA, 01420
13.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
44 repeat clients
from
$20
per visit

Mariah did such an amazing job with my 2 kitties while I was away on vacation!! She made sure plenty of treats, food, attention and brushes were given when she visited. My boys love to be around people, so it’s always hard to leave them, but with Mariah’s daily visits they seemed very happy? she even made the time to visit on a holiday!!! Thank you so much Mariah!! Moose, Bruce and I truly appreciate you and will definitely rehire if needed!

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Sitter Profile Image: Leeha H.
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Sitter Profile Image: Leeha H.
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3. Leeha H.

Rover 101
Tender love and care is my game ❤️
Gardner, MA, 34746
7.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$28
per visit

Leeha is great! She took time to understand our dogs needs and quirks. She is on time and always sends updates with cute pictures.

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Sitter Profile Image: Jillian D.
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Sitter Profile Image: Jillian D.
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4. Jillian D.

Animals of all kinds welcome!
Winchendon, MA, 01468
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
231 reviews
103 repeat clients
from
$17
per visit

Jillian is an exceptional pet sitter! She took care of my cat for a long weekend and kept him entertained and happy. She made sure we met before to talk about his needs and schedule, and sent me pictures every day. 10/10

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Sitter Profile Image: Amanda S.
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Sitter Profile Image: Amanda S.
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5. Amanda S.

8yrs experience as Vet Tech - WFH
Rindge, NH, 03461
3.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
10 repeat clients
from
$25
per visit

Amanda continues to do an amazing job getting our nervous young rescue dog to trust her (and taking care of our sweet senior dog, too). I cannot recommend her enough!

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Sitter Profile Image: Amanda H.
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Sitter Profile Image: Amanda H.
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6. Amanda H.

Your pet’s home away from home
Winchendon, MA, 01475
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
5 reviews
from
$22
per visit

Amanda has taken care of my cats, she not only feed them but took time to play with them. We have also see her with her own animals and she takes very good care of them.

Sitter Profile Image: Devon P.
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Sitter Profile Image: Devon P.
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7. Devon P.

Would love to care for your pets!
Winchendon, MA, 01475
0.2 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
38 reviews
16 repeat clients
from
$25
per visit

Devon is kind and patient, and very reliable. It feels great to know my dog is being well taken care of while we are at work. I would recommend her!

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Sitter Profile Image: Adrianna L.
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Sitter Profile Image: Adrianna L.
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8. Adrianna L.

No dog too big or small!
Winchendon, MA, 01475
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Wouldn’t trust my dog with anyone other than Adrianna! She treats my dog like one of her own pups and keeps me updated whenever she has her. My dog always comes home exhausted after a stay with Adrianna due to all their adventures and exercise she gives them!

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Sitter Profile Image: Katrina A.
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Sitter Profile Image: Katrina A.
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9. Katrina A.

Chizer Mom
Gardner, MA, 01440
8.3 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$20
per visit

About: Hello, my name is Katrina and Gizmo Binx is my 8 month old minischnauzer/ chihuahua mix. I have had dogs and cats my entire life. I have cared for elderly dogs and cats and also special needs pets. We would love to care for your dog and keep them company. Gizmo and I like to take walks in our neighborhood and occasionally visit the dog park in town. Gizmo is an active little man that loves to play fetch and wrestle with his kitty brother but also enjoys snuggle time. He would love to make some new friends. We are working hard on manners and it is paying off. Socialization is key. So please consider us for your next outing or vacation. Please let us know if we can help you out. We have an open schedule so drop us a line! Thank you My schedule is extremely flexible. I can work when I have availability to. Feel free to request most any hours. I would rather spend my time with the animals. I also have flexibility when it comes to how you have trained your pup. Your house your rules. This goes for house sitting, walks and drop ins.

Sitter Profile Image: Kiley R.
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Sitter Profile Image: Kiley R.
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10. Kiley R.

Vet tech that loves pets
Ashburnham, MA, 01430
8.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$15
per visit

About: I went to college for both a Veterinary Technician degree as well as a Pre-Veterinary Medicine degree. I've been working at a veterinary hospital for 6 years, but have been pet sitting for longer. I am very comfortable administering medications, and have plenty of knowledge about animals. I work full-time at a veterinary hospital, but am free on the weekends. I also can stop by before and/or after work, and I'm very comfortable with house sitting. I do my best to fit pet care into my schedule if possible. Personally I have two cats and a rabbit that I love very much. One of my cats is a senior with hyperthyroidism, so he requires medication twice daily. Otherwise I have cared for many pets with a variety of needs, such as an asthmatic cat that needed an inhaler, or a diabetic cat that needed insulin. I love taking dogs on walks, or just playing with the pets in the home. I also enjoy house sitting as it gives me more time to get to know the pet.

Sitter Profile Image: Danielle D.
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Sitter Profile Image: Danielle D.
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11. Danielle D.

Your pets are safe with me!
Gardner, MA, 01440
7.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$20
per visit

Danielle did an excellent job highly recommend very personable and professional

Sitter Profile Image: Samuel L.
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Sitter Profile Image: Samuel L.
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12. Samuel L.

dog physical activity specialist
New Ipswich, NH, 03071
8.9 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit

Sam Larareo is by far my first choice whenever we need drop in visits and walks for our little pup! We have used his service on several occasions, especially if we need to go out of town for a short period and can’t take our Jackie. He is great with our dog and he communicates on a regular basis when we have to leave for a short time. Above all, Sam is trustworthy, and our pup loves his visits. would be happy to provide personal references upon request.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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13. Haley B.

Wag More, Worry Less 🐶 🐱
Ashburnham, MA, 01430
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
1 repeat client
from
$35
per visit

Haley is wonderful! She goes above and beyond and is very communicative. Highly recommend!

Sitter Profile Image: Hanna A.
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Sitter Profile Image: Hanna A.
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14. Hanna A.

Playful and Protective Pet Sitter
Gardner, MA, 01440
8.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

About: I have taken care of fur-babies since I was about 10 years old and I took care of my neighbors pets during every vacation. Since then I have had many pets of my own and have continued caring for others pets in my spare time. I like to take the pups for walks and enjoy hanging out with the cats - if they're playful I like to throw their toys around and watch them run after them. I currently work fully from home so it's rather easy to take care of pets on my lunch break and again as soon as I get off. On the weekends I tend to go for a lot of hikes so if you have a pup I would be happy to take them with me. I also have a kitty backpack if your cat is the adventurous type! I will follow any instructions and care provided by you for your pup or kitten. I respect all training styles- if your pet is crate trained I will be sure to follow that, if they must be on a leash outside I will always follow that. When watching your fur-baby they will be my first priority.

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Sitter Profile Image: Luiz B.
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Sitter Profile Image: Luiz B.
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15. Luiz B.

Rover 101
we love animals, they're family too
Gardner, MA, 01440
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
134 reviews
26 repeat clients
from
$35
per visit

One thing became obvious to me is that Luis and his family love dogs very much; your loved pet will certainty be cared for as if it were their own. In my opinion, your tailed family member will find a safe and spacius place to run around and have fun under Luis's family care. I would certainly recomend them.

Sitter Profile Image: Megan H.
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Sitter Profile Image: Megan H.
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16. Megan H.

Will hike with your dog!
Gardner, MA, 01440
8.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$15
per visit

Megan is very trust worthy and loves animals. She is a hard worker and really puts her all into ever job she has ever had. When she was working on the west coast she would ask for pictures of the cats from home almost everyday. Now that she is back on the east coast we ask for her to take care of our home and the cats and there has never been any troubles.

Sitter Profile Image: Jordan H.
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Sitter Profile Image: Jordan H.
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17. Jordan H.

All fur babies lives matter!
Ashburnham, MA, 01430
3.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit

Jordan has cared for my two dogs, (a Chihuahua mix and a Pit Bull mix), many times. He is clearly an animal lover. My dogs are always happy to see him. He has a super calm energy which seems to put animals at ease. Plus my dogs really listen to him - better than they listen to me! I also appreciate that Jordan is consistently reliable and professional. I highly recommend him as a pet sitter and/or walker.

Sitter Profile Image: Faith W.
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Sitter Profile Image: Faith W.
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18. Faith W.

Overnight Pet Care in Fitzwilliam
Fitzwilliam, NH, 03447
8.2 mi. away
House Sitting, Drop-In Visits
5 years of experience
from
$20
per visit

About: I currently have two golden retrievers, Queso and Roux. I had a blue heeler/aussie shep mix and a cocker spaniel/German short haired pointer mix. My family has also raised two puppy litters too! The second litter being bottle fed. I currently serve on the board of a local nonprofit dedicated to preserving the Newfoundland Pony. I have been volunteering with this organization since 2015. When I'm not with my animals or volunteering, I love to road trip around the US. Safety for all is my number one. I have some experience with reactive dogs. I am very careful during visits to ensure that we reach a positive outcome everytime.

Sitter Profile Image: Ashley H.
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Sitter Profile Image: Ashley H.
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19. Ashley H.

🐾Expert Pet Care in Your Home!
Winchendon, MA, 01368
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
37 reviews
11 repeat clients
from
$23
per visit

I’m so happy to have found Ashley for regular visits for my two senior kitties! She is very caring, respectful, and gave great reports and pictures from the first visits. She has a calming energy - one of my cats always hides from strangers and even people he has seen before, but he didn’t run away at the meet and great or visits. I would definitely recommend Ashley to anyone who needs a responsible and dedicated sitter.

Sitter Profile Image: Casey D.
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Sitter Profile Image: Casey D.
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20. Casey D.

Reliable care on short notice.
Winchendon, MA, 01475
1.8 mi. away
House Sitting, Drop-In Visits
from
$20
per visit

I highly recommend Casey as a pet and house sitter. Our two terriers and two cats adore him, and it seems the feeling is mutual. Beyond his genuine care for our pets, Casey treated our home respectfully and kept everything tidy upon our return. Knowing our animals and home were under Casey's watch provided unparalleled peace of mind during our vacation. His blend of responsibility and compassion makes him my first choice for a sitter any time we travel. Seriously can't recommend him enough!

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Winchendon Pet Sitting & Drop Ins ratings

Overall Rating:
5.0 out of 5 stars

Pet sitters in Winchendon are rated on average 5 out of 5 stars based on 32 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Winchendon:


The next time you head out of town and need someone to take care of your pets — and check in on you home — turn to Rover. It's easy to find a loving Winchendon pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Winchendon, MA, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover — it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Winchendon pet sitters and avoid the kennel.

Drop-In Visits