Doggy Day Care in Winchendon

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Sitter Profile Image: Natalya K.
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Sitter Profile Image: Natalya K.
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1. Natalya K.

Your dog's home away from home!
Shutesbury, MA, 01072
25.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
from
$42
per day

I enjoy having Natalya take care of my dogs and my home when I am away. She always makes sure to confirm the details - arrival and departure, our pets' schedules, diets and needs, so we both know what is expected. While I'm gone, she sends updates and photos so I know my dogs are getting the love and care they're used to. Natalya really loves my dogs, is easy to work with and completely trustworthy in every way. She's always my first choice when I need a pet sitter.

Sitter Profile Image: Luiz B.
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Sitter Profile Image: Luiz B.
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2. 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
137 reviews
26 repeat clients
from
$50
per day
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What a wonderful family! Luiz & Patricia are incredibly professional and kind (as are their daughters & pup!) and made my girl feel right at home. She came home exhausted after having spent much of the day running around outside and playing with their dog & daughters. I always LOVE to get updates during a stay, and I received so many fun pictures and videos. I could not recommend them more!!!

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Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
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3. Michael B.

Rover 101
PET FRIENDLY FAMILY
Rutland, MA, 01543
23.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
242 reviews
53 repeat clients
from
$45
per day
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Michael was wonderful- he relies so quickly and updates my puppy with photo. He communicates very thoroughly and timely. He also provides great feedbacks on trainings! We will definitely continue working with him!

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Sitter Profile Image: Nikki M.
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Sitter Profile Image: Nikki M.
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4. Nikki M.

Follow Me on IG: TheDogMama603
Peterborough, NH, 03458
18.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
135 reviews
47 repeat clients
from
$28
per day
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Nikki was great! My little Pom went with her right away when she’s usually a total momma’s girl. The dogs seemed very happy and sleepy, and Nikki was very helpful getting us on our way when we were late for a wedding!

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Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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5. 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
18 reviews
2 repeat clients
from
$30
per day
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Millie had a great day with Haley! Thanks so much for taking great care of her!

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Sitter Profile Image: Steph M.
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Sitter Profile Image: Steph M.
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6. Steph M.

Outdoorsy Pet Sitter
Lunenburg, MA, 01462
18.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$30
per day

Steph is amazing with my dog Scout! I am so thankful that she is able to come within the time frame that I need and that I get to see pictures of my pup during the day :) He looks so happy and I know that he loves his walks with her. Would highly recommend!

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Sitter Profile Image: Amanda H.
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Sitter Profile Image: Amanda H.
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7. 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
6 reviews
2 repeat clients
from
$30
per day

Amanda is amazing!! There is absolutely no better family to leave your cherished pets with!!! My kitty was homed and loved as if he was their own! Highly recommend Amanda for any of your boarding needs!

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Sitter Profile Image: Noy H.
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Sitter Profile Image: Noy H.
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8. Noy H.

Rover 101
I am fun with dogs
Lunenburg, MA, 01462
17.7 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
31 reviews
11 repeat clients
from
$45
per day
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Noy is the best!

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Sitter Profile Image: Allegra  M.
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Sitter Profile Image: Allegra  M.
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9. Allegra M.

Stress Free Dog Care
Leominster, MA, 01453
17.7 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
16 repeat clients
from
$40
per day

About: NOTE: If you need someone to take care of your pet over the weekend, feel free to message me anyway. I try not to work on weekends, but if you need someone just reach out to check my availability. Hi! My name is Allegra. Before coming to Mass, I was a Nuclear Operations Officer for the U.S. Air Force. I remember how stressful it was to find someone to watch or take care of my dog every time I had to go out to the field. Now that my time in the military is over and I work from home, I’m more than happy to help others who need a hand taking care of their fur babies. I know how hard it can be finding someone reliable to assist you, but look no further! I’m here to do what I can to make your life a little easier. Ever since I was little, I’ve been around different dog breeds. From wolf mixes to Rottweilers to German shepherds to Shibas... the list goes on. I’m not a stranger to dogs of any type or size. In the past, I’ve house sat for several friends and coworkers. Feeding their dogs, letting them out, and administering medication. You name it, I’ve got you covered. If you need any additional help when it comes to house sitting like taking your trash out or bringing in mail, let me know. Anything extra I can do to help, I’m more than happy to. If you just need someone to stop by and check on your dogs while you’re away to play with them for a bit or take them on a walk, I’ve got you. I walk my own dogs several times a day, and of course anything to help get my steps in :) Regardless of what your needs are, please ask me and we can devise a plan that’s both easy on you and your pet. Their happiness and safety is always my top priority. I'm currently working from home, so I'm able to fit in walks or drop in visits between calls. If you prefer I watch your pet in my home, just know that they'll get plenty of attention and love. I usually try not to work on weekends, but if you need a sitter or someone to drop in to take care of your pet, feel free to message and see if I'm available. My house is always clean, and I try to make sure that there's never anything that your dog could potentially get in to. My yard is fenced with plenty of space for your dog to run around. I also have two dogs who love to play and run, and they're more than happy to keep your dog company. If your dog needs to be separated and crated, I can do that as well. Just let me know what you need from me.

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Sitter Profile Image: Rebecca K.
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Sitter Profile Image: Rebecca K.
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10. Rebecca K.

Attentive and Very Flexible!
Townsend, MA, 01469
17.2 mi. away
Boarding, Doggy Day Care
10 years of experience
from
$30
per day

About: I have had pets all my life and adore animals. I enjoy taking the time to play with the dogs, and giving them the love and attention that they need. The Townsend Rail Trail is right near my house, and I am able to enjoy multiple daily walks with my 4 year old Jack Russell Terrier, Loki, on that trail. At this time I are unable to accommodate dogs who are aggressive, or dogs who are not house trained. I currently work from Home, so I am able to devote plenty of time to ensuring that the dogs get plenty of love and attention throughout the day. My daughter also enjoy spending time with any dogs that I have at the house giving them extra love and attention throughout the day, always supervised and as appropriate with each dog. My yard is not fenced in, so a dog would be leashed to play in the yard, but I have a dog runs to enable the dogs to enjoy some time running freely in the grass each day. I am able to separate the dogs as needed and for feeding times to ensure that they remain stress free. We are able to accommodate crate training schedules as needed, our dog is only crate trained at night. We are home most of the time, but if we do leave the house we ensure that the dogs are not left alone for extended periods and we are able to seperate them safely while out of the house without crating them unless requested. We do have two cats, but as our dog does not get along with them we have them separated upstairs from the dogs and all pets are 100% safe. The dogs have free run of the downstairs and the cats have free run of the upstairs all day so that everyone remains safe and happy with no issues!

Sitter Profile Image: Carter M.
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Sitter Profile Image: Carter M.
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11. Carter M.

Pets love Pondside Farmstead
Harrisville, NH, 03450
17.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$30
per day
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Thank you!! Bowman was very happy when we picked him up.

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Sitter Profile Image: Audrey G.
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Sitter Profile Image: Audrey G.
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12. Audrey G.

Loving yours like my own 🤍
Fitchburg, MA, 01420
14.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$50
per day

Audrey has been so patient with our dog who is a bit on the shy side. She loves our dog! Most of all, Audrey is reliable and dependable. We trust her with our pets.

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Sitter Profile Image: Abigail S.
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Sitter Profile Image: Abigail S.
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13. Abigail S.

Top level pet care is my life goal
Fitchburg, MA, 01420
15.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
22 reviews
7 repeat clients
from
$40
per day
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Abigail was very friendly professional and easy going. She was reassuring and made us feel comfortable and at home. My pups were very happy during their visit. It’s the perfect set up for us and we will definitely be back . It was super nice to get photos and updates 3 times during one day! Highly recommend! Thanks Abigail😀

Sitter Profile Image: Adrianna L.
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Sitter Profile Image: Adrianna L.
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14. 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
13 reviews
5 repeat clients
from
$45
per day
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Adrianne was very professional and polite. She was knowledgeable in the topics that were discussed. Would very much recommend and do it over again.

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Sitter Profile Image: Alexa M.
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Sitter Profile Image: Alexa M.
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15. Alexa M.

Caring and loving pet care.
New Ipswich, NH, 03071
10.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
3 reviews
from
$28
per day

Alexa is a caring person and a great pet sitter! She has been a friend for a while and one of the few people I’d trust to watch my pets. She has a dog and couple cats of her own and has watched our dog while on vacation. She is a great person to trust to take care of your pet!!

Sitter Profile Image: Danielle D.
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Sitter Profile Image: Danielle D.
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16. 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
4 reviews
1 repeat client
from
$35
per day

About: I have had my own pets for at least 10 years, but have also had a lot of experience caring for rescues, farm animals, and caged animals. I have two rescue pups and 2 cats that are my babies. I understand how difficult it can be to leave them behind while you are away. I will care for your animals exactly as I do my own. I have experience working with reactive dogs, and am comfortable handling them. My two rescues both have a history of reactivity, and I have worked closely with trainers to help curb their behaviors. I am patient and understanding. I currently foster dogs with a local dog rescue. Not only do we provide a temporary home, but we also help with basic obedience and house manners. I’m also experienced in giving medications as needed. I went to a vocational high school where I studied veterinary science. We cared for several cows, donkeys, chickens, and sheep. As well as managed a variety a small cage animals, hamsters, gerbils, chinchillas, ferrets, etc. This is also where I learned some basic grooming care. I currently work from home and have autonomy and flexibility to make my own schedule. I can stay in your home or visit several times a day to make sure pet is getting walked and some extra love throughout the day. I’m also available in the evenings and on weekends. I have two friendly dogs who are used to sharing their space with fosters. My cats are very dog savvy and stay up and off the floor if needed. I do crate train and can keep up with any schedule you already have in place. While I have a small backyard for quick potty breaks, we are very close to several walking paths.

Sitter Profile Image: Margaret K.
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Sitter Profile Image: Margaret K.
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17. Margaret K.

"Go Ask Alice" To sit for you!
Richmond, NH, 03470
12.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$28
per day

It is my pleasure to let you know about Margaret's love for animals. She has cared for and nutured my pets over the years. Minnie , my current dog is sweet and also very active. It is assuring to know that my pet caregiver has the energy to keep up with her. Margaret is also very intuitive. My pup is not very verbal when it comes to her needs. Minnie speaks with her eyes. Margaret has learned what each expression means. I have watched her with her pets and other along the way. I can say she is a kindred spirit.

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Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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18. Elizabeth G.

Dog, cat, chickens, horses are fine
Peterborough, NH, 03458
14.1 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
15 reviews
4 repeat clients
from
$30
per day

About: I love taking care of people's animals. I will stay with your animal overnight, or give them daily care. I am active so your dog will get plenty of exercise. I can care for horses, mucking stalls and putting them in the pasture. I can housit and care for animals on any day and/or night. I am often available during the holidays. . . . . . . I will always keep your dog on a leash when we walk. My favorite places for dog walking are off road to avoid traffic. It is best if I care for animals in your home because I can keep aclose eye on them when you're away. I am open to cleaning stalls etc. I love cats, and have one of my own.

Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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19. Maggie P.

Dog lover!
Gardner, MA, 01440
8.8 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$40
per day
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Maggie is awesome!!! Kallie had a great day with her. Took her out to the doggy park and tired her out!! Def my go to next time I need a pet sitter for the day! Thank you so much!!!

Sitter Profile Image: Alexis R.
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Sitter Profile Image: Alexis R.
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20. Alexis R.

Ready to meet all your pets!!
Royalston, MA, 01368
6.4 mi. away
Boarding, Doggy Day Care, Dog Walking
4 years of experience
from
$30
per day

About: I've worked at a doggy daycare for the past few months. I've learned how to train puppies and basic grooming skills like clipping nails, brushing, and bathing dogs. For this job, I've been able to take some of the animals home for a few nights at a time to give them some family socialization time! I've taken care of friends animals in the past, going over every few hours to clean up, take care of bathroom breaks, and making sure they're fed and loved. I recently was able to get my very own puppy and she's a joy to have, so I'm excited for the opportunity to meet even more animals and be able to take care of them! I work full-time at the moment, and my schedule varies from week to week. That will be changing very soon and then, hopefully, I'll have more availability! But, anytime that I'm not working on my days off or days I'm scheduled I'll be available for any caretaking needed. I have a young puppy, she gets along great with other animals and would love to have more company! My yard is very big, but is not fenced in. I could 100% crate a dog if it's needed, otherwise, the dog will get a lot of playtime in/outside! If I'm visiting/staying at a home for caretaking, I'd make sure any messes were cleaned thoroughly, and that the animals got as much play time and exercise as they wanted.

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