Doggy Day Care in Windham

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

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Top rated Windham doggy day care sitters

Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Bob B.
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Bob B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
315 reviews
118 repeat clients
50 years of experience
Windham,, NY, 12496

I just had the opportunity to meet Bob today. I can’t say enough about him. He was so interested in Bentley and making sure he felt comfortable. I will definitely return.

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Kristen H.
Sitter Profile Image: Jane H.
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Jane H.
from
$65
per day
5.0 out of 5 stars
98 reviews
38 repeat clients
50 years of experience
Saugerties, NY, 12477

My Sadie enjoyed her stay today at Jane’s… she wasn’t completely ready to go home. She enjoyed playing with her doggy friends! Thank you again, Jane! 🐶

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Danielle C.
Sitter Profile Image: Lauren Z.
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Lauren Z.
Star Sitter
from
$55
per day
5.0 out of 5 stars
136 reviews
49 repeat clients
15 years of experience
Earlton, NY, 12058

Lauren was wonderful! She helped me out in a pinch and I am so grateful! My dogs came home happy and tired, would recommend to anyone in the area

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Alexis K.
Sitter Profile Image: Roman C.
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Roman C.
from
$72
per day
5.0 out of 5 stars
3 reviews
1 repeat client
15 years of experience
Round Top, NY, 12473

About: Hello there! If you're looking for a reliable and passionate pet sitter, your search ends here. Please contact me and I’ll respond within 24 hours! Ask me for my #! I’m usually always available and will respond faster this way! With over 12 years of experience and a genuine love for animals, I am the perfect candidate to take care of your furry friends. Rover likes to take almost a week to pay you once a job is completed… plus like to take a good portion from your pay as well! 👉www dot scratchnsniffpetservice dot com Thank you!!!! With being an artist, I have a deep appreciation for nature and find solace in spending quality time with animals. Whether it's a leisurely stroll in the park or a hike through the woods, I believe that connecting with nature is essential for both humans and animals alike. I understand the importance of providing a nurturing and stimulating environment for pets, and I am committed to ensuring their happiness and well-being. Great private farm land area in round top. Low traffic road as well, huge yard for running and playing around in the field. Your dog will love it! When you hire me as your pet sitter, you can rest assured that your beloved companions will receive the utmost care and affection. I am dedicated to building a strong bond with each pet, ensuring they feel comfortable and loved in your absence.

Sitter Profile Image: Simon L.
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Simon L.
from
$60
per day
5.0 out of 5 stars
27 reviews
9 repeat clients
5 years of experience
Saugerties, NY, 12477

Took fantastic care of our pup, great communication and very friendly

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Greg M.
Sitter Profile Image: Jericho H.
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Jericho H.
from
$60
per day
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Mount Tremper, NY, 12457

About: I grew up in a cat household and became a dog mom as soon as I left home. I absolutely love all of the cats and dogs I’ve been fortunate enough to meet in this life. I raised my pup, Grumble, from 3 weeks old until she left this world at 11 years old. I am very familiar with the range of needs a dog will have throughout life, from teething to play to mobility assistance. I'm fully available in the winter as my regular job (gardening) is seasonal and won't be picking up again until later in the spring time. I can be flexible to your pets needs and more than happy to follow any directions you provide me with for their optimal care and contentment.

Sitter Profile Image: Jennifer J.
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Jennifer J.
from
$60
per day
5.0 out of 5 stars
4 reviews
2 repeat clients
10 years of experience
Round Top, NY, 12473

Jennifer provided excellent care for my dog, Kodak. She provided updates throughout the day. It was a wonderful first stay.

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Jean C.
Sitter Profile Image: Sophia B.
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Sophia B.
from
$85
per day
5.0 out of 5 stars
20 reviews
8 repeat clients
20 years of experience
Woodstock, NY, 12498

Can't say enough good things about Sophia. She was extremely caring and loving with our puppy, a true animal lover and very pleasant person to deal with. Thank you once again!!!

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Andre N.
Sitter Profile Image: Amy S.
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Amy S.
from
$65
per day
5.0 out of 5 stars
91 reviews
31 repeat clients
32 years of experience
Shokan, NY, 12481

Amy and Chris were welcoming when I dropped Banksy off. Their location is perfect for easy drop off and pick up. Communication with photos during the day let me know he was well cared for.

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Sheri M.
Sitter Profile Image: Rosalie F.
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Rosalie F.
from
$60
per day
5.0 out of 5 stars
54 reviews
11 repeat clients
10 years of experience
Kingston, NY, 12401

Rosalie was SO GOOD and patient with our nervous chihuahua. She sent great updates and he had a lovely time in her home and fenced yard. We highly recommend her for dogs of all sizes! :)

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Maggie M.
Sitter Profile Image: Amanda L.
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Amanda L.
from
$40
per day
5.0 out of 5 stars
12 reviews
1 repeat client
33 years of experience
Kingston, NY, 12401

Amanda was an amazing sitter for our dog Honey! She was thoughtful, communicative, flexible on timing, and Honey seemed so happy and calm when we picked her up. I couldn’t recommend her more!

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Elisabeth G.
Sitter Profile Image: Diana H.
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Diana H.
from
$58
per day
5.0 out of 5 stars
14 reviews
7 repeat clients
19 years of experience
Athens, NY, 12015

Diana and her family provided day care to my puppy Jolene and I cannot say enough good things. She is a wonderful and attentive sitter and provided great care. I would definitely recommend her.

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Devin F.
Sitter Profile Image: Jacqueline V.
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Jacqueline V.
Star Sitter
from
$70
per day
5.0 out of 5 stars
14 reviews
2 repeat clients
25 years of experience
Kingston, NY, 12401

Jacqueline was very friendly and communicative, and Bunsen took an instant liking. We received photos of her well-being during her stay and of her mile walk. Jacqueline’s home is conveniently located in a popular historic town, making drop-off/pickup easy on the way to/from Hunter Ski Resort from our hotel. Bunsen was well cared for and happy. She was also so tired, that she managed to rest during the long car ride back home! We would book Jacqueline again.

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Pam A.
Sitter Profile Image: Eleanor M.
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Eleanor M.
from
$60
per day
5.0 out of 5 stars
30 reviews
6 repeat clients
20 years of experience
Kingston, NY, 12401

Great experience of doggy day care. Eleanor met us and our dog prior to the doggy day care visit. She has a calm demeanor. She sent photos throughout the day to show us our dog was content - what more can one ask for? Thank you Eleanor.

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Wendy G.
Sitter Profile Image: Deanne R.
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Deanne R.
Star Sitter
from
$34
per day
5.0 out of 5 stars
62 reviews
21 repeat clients
10 years of experience
Kinderhook, NY, 12106

Outstanding care - would recommend. She listened about temperament and his need to get out for a walk. Very fortunate to find a responsible dog sitter. Thank you

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Jean C.
Sitter Profile Image: Sophie H.
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Sophie H.
from
$125
per day
5.0 out of 5 stars
23 reviews
8 repeat clients
15 years of experience
Hudson, NY, 12534

Our dog JB was all smiles when we picked him up from daycare with Sophie. She was also flexible with our changes in plans, which was very appreciated.

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Colleen A.
Sitter Profile Image: Marielle S.
Verified Enhanced Background Check
Marielle S.
Star Sitter
from
$65
per day
5.0 out of 5 stars
120 reviews
29 repeat clients
22 years of experience
Kingston, NY, 12401

Marielle took great care of my little Zuzu! My puppy started the day sad about me leaving her there and by the end she was totally bonded with Marielle! She was also totally tuckered out so she clearly got plenty of exercise.

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Devon T.
Sitter Profile Image: Jessica G.
Verified Background Check
Jessica G.
Star Sitter
from
$30
per day
4.9 out of 5 stars
108 reviews
38 repeat clients
10 years of experience
East Berne, NY, 12059

Jessica is really good with the dogs. My two dogs were very happy all day Jessica sent many pictures and updates. Will definitely see Jessica again.

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Cindy V.
Sitter Profile Image: Suzanne K.
Verified Enhanced Background Check
Suzanne K.
from
$40
per day
5.0 out of 5 stars
2 reviews
19 years of experience
Lake Katrine, NY, 12449

Romy was happy staying with Suzanne. Suzanne was very accommodating due to heat wave and kept Romy inside and cool. Would definitely use her again when we are in the area.

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Annabelle S.
Sitter Profile Image: Taylor F.
Verified Enhanced Background Check
Taylor F.
Star Sitter
from
$95
per day
5.0 out of 5 stars
40 reviews
12 repeat clients
15 years of experience
Hudson, NY, 12534

Taylor is the best and Maisie loves hanging with her.

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Alysa D.
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Over 83
pet parents in Windham have booked doggy day care

Windham dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Everything went well on my dogs first visit. So happy to have such kind, capable and caring dog sitters close by.

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Theresa R.
Doggy Day Care
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Windham is $45

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Windham average 6
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 Windham on Rover as of Jun 2026 was about $45 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 Windham 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, 40 sitters provided doggy day care in Windham. 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, 89% of Windham sitters offering doggy day care respond in under an hour.

Sitters offering doggy day care with repeat customers have an average of 6 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 Windham.

Windham 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 Windham 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 40 sitters offering doggy day care in Windham on Rover, so you’re sure to find the perfect match for your dog! We understand that each dog is unique and may require specific 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.