Doggy Day Care in Woodstock

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Top rated Woodstock doggy day care sitters

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Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
from
$50
per day
4.9 out of 5 stars
23 reviews
13 repeat clients
17 years of experience
Dudley, MA, 01571

Marlowe had a great time! Chelsea and her kids did a wonderful job keeping Marlowe entertained.

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Jennifer M.
Sitter Profile Image: James & Mallory N.
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James & Mallory N.
Star Sitter
from
$50
per day
5.0 out of 5 stars
230 reviews
61 repeat clients
30 years of experience
Southbridge, MA, 01550

My dog loved it with them. With a new puppy I felt comfortable leaving her with them, and the did a great job with her. Loved the updates throughout the day. Will use them again as I feel safe leaving my puppy with them

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Claudine E.
Sitter Profile Image: Taelor C.
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Taelor C.
from
$35
per day
4.4 out of 5 stars
7 reviews
3 repeat clients
4 years of experience
Killingly, CT, 06241

First off, Taelor was great with my puppy, chowder. I got pictures and videos of her stay 🫶 Taelor was super understanding when my work meeting changed times, and I had to drop chowder off a little later. Piglet (her lab mix) was super friendly and gentle with Chowder (a small, 5month Boston terrier). They had a blast and I can’t recommend her more!

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Annamaria L.
Sitter Profile Image: Colette B.
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Colette B.
from
$35
per day
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Southbridge, MA, 01550

Colette was very sweet with my Nala. She was very nice and sent pictures and status of Nala during the day. Nala was very happy with Colette and had a great time staying with her. We loved the experience and we will book her again.

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Geraldine V.
Sitter Profile Image: Amber S.
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Amber S.
from
$40
per day
5.0 out of 5 stars
6 reviews
1 repeat client
3 years of experience
Sturbridge, MA, 01566

Amber was absolutely amazing when I was in need of last second care, she went out of her way to send me updates and photos throughout the day which I greatly appreciated as well as picking up and dropping off my baby. She’s a saint!

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Jayme R.
Sitter Profile Image: Zulma G.
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Zulma G.
Star Sitter
from
$40
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
25 years of experience
Sturbridge, MA, 01518

Zulma was absolutely wonderful! She took the time to allow Russell to get acquainted with his surroundings and safely meet her dog, Luna, who was a great teacher and playmate for him. We were so impressed by her understanding of dog behavior and especially her insight into Russell’s behavior and skin condition. We feel very comfortable and confident leaving Russell in her care, and we would highly recommend her!

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Leigh-Anne C.
Sitter Profile Image: Sabrina T.
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Sabrina T.
Star Sitter
from
$75
per day
5.0 out of 5 stars
57 reviews
27 repeat clients
30 years of experience
Southbridge, MA, 01550

Our dog seemed like he had a great time! He loved playing with her dogs! She was responsive and was able to book at such short notice!! She is so friendly and our dog warmed up to her right away!

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Christine M.
Sitter Profile Image: Monique K.
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Monique K.
from
$30
per day
30 years of experience
Sturbridge, MA, 01518

About: My children and I absolutely love dogs, especially my 8 year old son. I work in the school system so we have the whole summer off to enjoy taking care of your pets! I live seconds from a walking trail so your pup can get plenty of exercise, love, and snuggles! I am available all summer long while school is out. July 1 through the end of August. I spend a few weeks teaching summer school- on those days I am home by 1 pm. Your pet will be safely cared for in my two bedroom apartment- with lots of snuggles, nature walks, and toys. I understand different dogs have different needs and I will cater to each pup as needed.

Sitter Profile Image: Victoria S.
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Victoria S.
from
$37
per day
5.0 out of 5 stars
7 reviews
18 years of experience
Chalrton, MA, 01507

About: Hello! I’ve been professionally caring for animals since I was 12 years old and got my first dog sitting gig. Over the years, my family has had every kind of pet: horses, sheep, dogs, cats, birds, iguanas even! I find great joy in showing the animals I work with lots of love and guidance. I’ve trained my own and others' horses, dogs and cats over the years and it’s just the most rewarding experience. I work part time and mostly from home which allows me to be available all day to care for pets. I’m a big fan of a consistent routine with animals rotating stimulation (exercise, play, training or enrichment) meals, rest and balancing the three. I care for pets on my property which is almost entirely fenced in. I have professional kennels in a mixed use building with a residential portion attached. So I have the luxury of providing secure and roomy kennels with the addition of our cozy home area. I can take most types of pets and I’m especially suited to care for animals that do not do well in large boarding facilities, don’t do well with other pets or just want a more personalized, quiet boarding experience. I don’t believe it is always necessary to socialize dogs with dogs and right now that’s not something I do (unless they are boarding from the same owners). I focus on routine, a bit of training and connection with humans! I have a fenced in run where dogs can be off leash for playing, enrichment etc. I designed our kennels myself and had them custom built. Each stall is separated by concrete walls to provide a private and safe space. I chose mental fencing for the top of the partition and the door. I chose this instead of the plastic, glass or solid door options because it provides optimal airflow and allows them to see out. I also have private suites separate from that area.

Sitter Profile Image: Jessica C.
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Jessica C.
Star Sitter
from
$35
per day
5.0 out of 5 stars
141 reviews
57 repeat clients
6 years of experience
Hampton, CT, 06247

As a newcomer to Connecticut, I needed a dog sitter on short notice and was initially anxious about leaving my dog, Gingi. However, Jessica exceeded all my expectations. She demonstrated exceptional professionalism and kindness, providing regular updates without any prompting. Receiving photos of Gingi during my lunch breaks reassured me that he was well cared for and enjoying himself. Additionally, Gingi always smelled wonderful when I picked him up. I will definitely continue to book with her in the future. Highly recommended—10/10

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Elena F.
Sitter Profile Image: Dani P.
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Dani P.
from
$40
per day
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Windham, CT, 06256

Dani was amazing! Took my dog to her 3x and she was excited each time. Photos and updates were sent without asking. I would definitely book anytime to take care of my fur baby. I highly recommend.

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Felicia C.
Sitter Profile Image: Paola M.
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Paola M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
510 reviews
143 repeat clients
10 years of experience
Worcester, MA, 01607

Paola was able to watch my dog on one day's notice. She seems very experienced and put a lot into developing her Rover business - she has the Daycare thing all dialed in. Any pup would be happy to hang out with Paola and her family.

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Jessie
Sitter Profile Image: Holly S.
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Holly S.
from
$100
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
15 years of experience
Pomfret Center, CT, 06259

About: Growing up on a farm, I’ve been working with animals for as long as I can remember! From hamsters to horses - I’ve cared for nearly any animal you can think of. I attended Norfolk Aggie, majoring in Animal Science. Since then, I’ve worked as a vet tech, grooming assistant, assistant trainer, and in multiple barns and kennels. Aside from caring for pets, I currently work from home on my fiancé and I’s business, and do freelance photography (always happy to get some cute pics!) Training is a massive aspect of pet care. It’s important to have a sitter that understands your goals, reinforces correct behaviors, and constantly works to improve. Aside from training, having expertise in many areas of pet care, along with having experience with many different species, breeds, and personality types allows me to confidently handle any situation. Not only do I offer top notch care - I’m a huge communicator! I send lots of updates and adorable photos. When booking with me, you will never have to worry or wonder what your pets are up to (Check in as often as you want! I encourage it!) I also offer bathing & nail trims! Please feel free to ask any questions, my priority is always the comfort of you and your furry friends. Looking forward to hearing from you! Aside from caring for other pets, most of my work is online. This allows me to be flexible of when or even where I work. Feel free to let me know exactly what you’re looking for, and we can come up with a plan! Every pet is unique, and needs different things! I tailor my visits to each individual animal. My goal is to create a happy and loving environment for your pets while you’re away, and earn your trust so you can leave your worries behind!

Sitter Profile Image: Melissa M.
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Melissa M.
from
$40
per day
5.0 out of 5 stars
11 reviews
2 repeat clients
30 years of experience
Pascoag, RI, 02859

Melissa was amazing! She had our Sadie for three days of day care so we could go off and enjoy day trips with our visiting granddaughters and d.i.l. Sadie loved her and her girls, never looking back at us after that first day of drop off! Melissa sent periodic pics and updates of how our girl was doing, and was very accommodating as to drop off and pick up times. We would not hesitate to rebook with Melissa and highly recommend her for your fur babies.

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Susan T.
Sitter Profile Image: Kate A.
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Kate A.
from
$45
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Charlton, MA, 01507

Kate and her family were kind and helpful to our dog Sundae. We would certainly be happy to have Sunday stay with Kate again.

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Roger B.
Sitter Profile Image: Kayla W.
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Kayla W.
from
$36
per day
5.0 out of 5 stars
2 reviews
1 repeat client
17 years of experience
Canterbury, CT, 06331

Kayla was amazing with my dog! Each time I picked him up, he was happy, and clearly well cared for. She took amazing care of my pet even though he has a broken leg and has restrictions. I felt completely at ease knowing he was in good hands. Her services are absolutely worth every penny.

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Rose M.
Sitter Profile Image: Misael C.
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Misael C.
Star Sitter
from
$55
per day
5.0 out of 5 stars
199 reviews
35 repeat clients
25 years of experience
Woonsocket, RI, 02895

Winston usually barks at new people he meets, but barely barked when he first met Misael and then was obviously very comfortable with him quickly. I received several photos and updates on what they were doing and Winston was exhausted and happy when we picked him up. Planning on booking another stay in the future!

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Mary S.
Sitter Profile Image: Amanda M.
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Amanda M.
from
$50
per day
15 years of experience
Southbridge, MA, 01550

About: I have had pets in my life since I was a baby. We have enjoyed a lab, standard poodle and currently a mini cocker spaniel poodle mix. I love getting outside and being active with pets. I am at home with my daughter most of the time and I enjoy doing side hustles like selling vintage clothing online and seeking out antiques. We get outside with our dog, Carl often and would love to get a chance to offer outside time and love to other pets on Rover too! I always approach pets slowly with care and love. They feel our energy big time and have so much to share with us when we give them the chance.

Sitter Profile Image: Antonia B.
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Antonia B.
from
$40
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
7 years of experience
Holland, MA, 01521

About: I’ve volunteered at Dakin so my expertise is felines. I have rehabilitated, fostered, trained, and socialized any type of cat or kitten. Believe me, they’re just like dogs. My partner and I are both on-call medical professionals so one of us is always home during the week days. I’m at home during the weekends studying for school. Our time is very flexible! It’s best to keep pets separated until a day or two if they come into my home and then there’s a meet and greet. Otherwise, a meet and greet is essentially a day before before entering into their domain.

Sitter Profile Image: Keri & Amy D.
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Keri & Amy D.
from
$50
per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Holland, MA, 01521

Keri and Amy did a wonderful job watching Phineas. They sent us some wonderful pictures of him enjoying his time with them. We would definitely recommend them and we will hope to use them again in the future.

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Bill T.
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The median cost per day for doggy day care in Woodstock is $40

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Sitters in Woodstock average 5
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Woodstock on Rover as of Jun 2026 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Woodstock doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 669 sitters provided doggy day care in Woodstock. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Woodstock sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Woodstock have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 5 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Woodstock.

Woodstock doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Woodstock sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 669 sitters offering doggy day care in Woodstock on Rover, so you’re sure to find the perfect match for your dog! In Woodstock, 93% of sitters offer daily exercise, 98% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.