Dog Boarding in Winchendon

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Sitter Profile Image: Amanda H.
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Sitter Profile Image: Amanda H.
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1. 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
$43
per night

Amanda did such an amazing job! She took great care of my dog and sent me pictures where I could see he was having a blast! I’m sure my dog loved staying at her house and playing with her dogs and kids, he loves the attention and I know Amanda have him plenty! Thank you Amanda!

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Sitter Profile Image: Adrianna L.
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Sitter Profile Image: Adrianna L.
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2. 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
4 reviews
1 repeat client
from
$35
per night

Needed last minute dogsitting for a work trip she was very accommodating and updated me with pictures of my baby!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Haley B.
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Sitter Profile Image: Haley B.
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3. 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
$50
per night

Haley was amazing!! So kind and flexible with communicating and planning with me, and very responsive! I felt very safe leaving my pup with her and her family on a holiday night☺️

Sitter Profile Image: Luiz B.
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Sitter Profile Image: Luiz B.
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4. 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
$55
per night

Luiz and his family were so sweet to my pup, Echo, that I don’t think she wanted to come home! They treated her like family and she had a blast exploring their wonderful fenced in backyard and lounging on the couch when she needed a break. She played like crazy with the other pups and came home nice and tired! Luiz kept me up to date with frequent pictures and videos of her having fun. I felt so comfortable leaving her with them and will definitely rebook in the future!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Wendy O.
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Sitter Profile Image: Wendy O.
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5. Wendy O.

We’ll treat your pet as our own!
Fitchburg, MA, 01420
15.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
11 repeat clients
from
$40
per night

Wendy was great, she took care of our dog, gave her the meds she takes daily, and sent us lots of pictures. I think our dog likes being at Wendy's more than our house :) Wendy has two young children fill of energy and I am sure they kept our dog busy and tired out at the end of the day. We will be bringing her back to Wendy in a few weeks!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Phillip G.
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Sitter Profile Image: Phillip G.
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6. Phillip G.

Wide-open home, large fenced yard
Lunenburg, MA, 01462
16.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
122 reviews
63 repeat clients
from
$50
per night

Phil was great! Boggs looked so happy there all week and it was hard to get him to leave because he just wanted to hang out longer. Getting pictures regularly helped us enjoy our time away. We look forward to Boggs going back in a few months!

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Sitter Profile Image: Maryah C.
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Sitter Profile Image: Maryah C.
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7. Maryah C.

Small Farmette Pet Retreat
Orange, MA, 01364
12.4 mi. away
Boarding
5.0 out of 5 stars
12 reviews
5 repeat clients
from
$42
per night

Maryah was awesome. Even when our plans changed because of hurricane Lee she was accommodating. Great country location for the dogs. I would highly recommend her and have no reservations using her again in the future.

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Sitter Profile Image: Abigail S.
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Sitter Profile Image: Abigail S.
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8. 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
15 reviews
5 repeat clients
from
$60
per night

Our dog recently had his first overnight stay with Abigail. We and our dog met with Abigail briefly the week prior so that we and our dog could see where and with whom he would be staying. Abigail was inviting and thorough in her explanations as to her practices, and, just as importantly, very attentive to our questions, special requirements, etc. She took great care to get to know our dog in advance, and asked very insightful questions as to particular needs, anxieties, and routines so that she could make him feel as “at home” as possible. While we were actually away, she provided a few updates and texted a photo of our dog relaxing in her home; these were nice touches that put us at ease and made us very comfortable. When we went to pick our dog up, all of his belongings were neatly packed up, and he was in his coat and ready to leave for home. The pickup also included a 5-10 minute conversation about how he did at different times during his stay since this was a new situation for him. We believe Abigail is a very caring person who genuinely cares about the pets she takes under her care, and their families, and we highly recommend her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Giselle A.
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Sitter Profile Image: Giselle A.
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9. Giselle A.

Love all animals
Westminster, MA, 01473
13.7 mi. away
Boarding
5.0 out of 5 stars
7 reviews
1 repeat client
from
$30
per night

Giselle took wonderful care of my dog and went above and beyond to accommodate the schedule I had. I would recommend her highly to anyone looking for a warm, caring place for their dog.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Savanah M.
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Sitter Profile Image: Savanah M.
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10. Savanah M.

Will treat your pets as my own.
Jaffrey, NH, 03452
7.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
3 repeat clients
from
$45
per night

Savanah was exellent! I reached out to her to take care of our 5-month-old dog, Arlo. Her response time was 10 minutes. Savanah boarded Arlo for 1.5 days. Her home is beautiful, with an expansive backyard for the dogs to play. Savanah has two dogs, which gave Arlo playmates and snuggle partners. While she had Arlo in her care, Savanah sent a video and pictures. It was reassuring to see Arlo having such a great time. I would recommend Savanah to anyone, and she will always be my first choice when I need boarding for Arlo.

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Sitter Profile Image: Cierra H.
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Sitter Profile Image: Cierra H.
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11. Cierra H.

Eat. Play. Love. 🐾
Fitchburg, MA, 01420
15.0 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
23 repeat clients
from
$35
per night

I would recommend Cierra to anyone looking for a dog sitter. She cared for my dogs in the past while I was on vacation. She was responsible, kind and attentive to my dogs specific needs. When my dogs are with her I know they’re safe and loved!

Sitter Profile Image: Alexis R.
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Sitter Profile Image: Alexis R.
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12. 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
$45
per night

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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Sitter Profile Image: Brooklyn M.
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Sitter Profile Image: Brooklyn M.
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13. Brooklyn M.

Veterinary and behavior safety :)
Fitchburg, MA, 01420
14.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$31
per night

Brooklyn is a great pet caregiver. She is an animal lover who is patient and kind. My pets loved when she stayed at my house.

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Sitter Profile Image: Michelle E.
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Sitter Profile Image: Michelle E.
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14. Michelle E.

Rover 101
Animal Fun House
Orange, orange, MA, 01364
15.3 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$35
per night

Michelle cared for our two adult (11 hrs old) cats for 1full week in June. One kitty is pretty social and adaptable , while my second kitty is pretty big anxiety kitty. Well my high anxiety kitty hid and refused to eat for the week!! Michelle was very in tune and considerate of Simon’s needs and secured him space to eat and relax! Meanwhile she was also took care of my VERY Social and Affectionate kitty, Sadie! Sadie came home with a new confidence!! Michell was very flexible and took wonderful care of my two babies!! I would definitely recommend her!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
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15. 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
204 reviews
47 repeat clients
from
$48
per night

Thank you Michael for taking great care of Faith. Seeing her with the other dogs enjoying your spacious yard was comforting. We will use Michael again. Thanks for everything

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Debra H.
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Sitter Profile Image: Debra H.
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16. Debra H.

Rover 101
Bring your pup to a sleepover party
Greenfield, NH, 03047
20.2 mi. away
Boarding
5.0 out of 5 stars
272 reviews
161 repeat clients
from
$45
per night

Debra saved us!!! My sister was suppose to take Tinsle for a week and 2 days before our flight she had to cancel because of surgery, I contacted Debra and she was AMAZING! she luckily had an opening and Tinsle loves going to her house for vacation! I swear he mopes for a day after I pick him up because he misses all his new best buds!!! Debra sends me daily updates with pictures too and I have great keepsakes of him! Shes' not just a "dog sitter" she is a care giver, and she gives us a peace of mind that is very rare in the world today!! Highly recommend her!A++++++

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Sitter Profile Image: Tricia S.
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Sitter Profile Image: Tricia S.
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17. Tricia S.

Responsible and Dependable !
fitchburg, MA, 01420
14.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
4 repeat clients
from
$45
per night

Tricia’s and spouse were so wonderful for Sam I was worried he wouldn’t want to come home. Sam was allowed where ever he wanted to go(including their bed). Tricia gave him all the excerise he wanted. They were the best and will be my pet sitter for ever. Leaving Mate let him lick his face with all the kisses!

Sitter Profile Image: Giannina S.
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Sitter Profile Image: Giannina S.
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18. Giannina S.

Schnauzer mom who loves all animals
Athol, MA, 01331
10.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

Giannina is a fabulous pet sitter! My dog Clover really loved her. She is easy to get in touch with and sent pictures of Clover while I was away which was really cute. I would highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nikki M.
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Sitter Profile Image: Nikki M.
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19. 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
120 reviews
43 repeat clients
from
$25
per night

Nikki was hands down wonderful. Needed a new sitter quickly and Nikki was the perfect fit. Great photo updates and Luna returned home happy and healthy. We will definitely be using her services again.

Sitter Profile Image: Dawn B.
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Sitter Profile Image: Dawn B.
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20. Dawn B.

New Smyrna Beach Pet Care!
Westminster, MA, 01473
11.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$60
per night

Dawn was great! Best Dog Sitter I have ever used...Will definitely book with her in the future.

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Winchendon Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Winchendon are rated on average 4.9 out of 5 stars based on 32 reviews.


As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Winchendon dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Winchendon, MA who meets your - and your dog's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog - including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Winchendon, MA.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Winchendon may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

In other words, when you use Rover to find Winchendon dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?

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