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.

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Sitter Profile Image: Bob B.
Verified Background Check
Bob B.
Star Sitter
from
$30
per day
5.0 out of 5 stars
304 reviews
116 repeat clients
50 years of experience
Windham,, NY, 12496

Thank you Bob for your love and care and for looking after our pup Milo so well. Was wonderful to see him so content and relaxed when we collected him. We will happily recommend you to all in the area and look forward to seeing you again soon xx

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

Dropped our pup off at Jane’s house while we went skiing for the day at Hunter. Was very convenient and perfect for what we were looking for. She had plenty of other dogs for our puppy to play with and we know he had a great time! Came back to us exhausted and ready to sleep for the whole drive home! We will definitely drop him off for day car next time we’re coming through town, would highly recommend!

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William M.
Sitter Profile Image: Lauren Z.
Verified Enhanced Background Check
Lauren Z.
Star Sitter
from
$55
per day
5.0 out of 5 stars
128 reviews
43 repeat clients
15 years of experience
Earlton, NY, 12058

Lauren graciously accepted our last minute request for our dog. Her love for animals is apparent when you communicate with her, and she was super accommodating. We highly recommend her!

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Anant V.
Sitter Profile Image: Sena I.
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Sena I.
from
$55
per day
5.0 out of 5 stars
64 reviews
16 repeat clients
42 years of experience
Big Indian, NY, 12410

Tani and Saki had a great time with Sena. They loved making new friends and were exhausted from a tiring day socializing. Tani especially didn’t want to leave in the end. Thanks!

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Andrew M.
Sitter Profile Image: Paige B.
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Paige B.
from
$45
per day
5 years of experience
Saugerties, NY, 12477

About: I have over 5 years of professional experience owning and operating a dog care company, where I provide dependable, hands-on care for dogs of all breeds and sizes. I currently own and train dogs, including service dogs and dogs working toward their Canine Good Citizen (CGC) certification, which has given me extensive experience with daily routines, consistency, and individualized care. In addition to my professional work, I’ve also worked with foster dogs, helping provide stable, attentive care as they transition into new homes. This experience has made me patient, reliable, and comfortable caring for dogs with a wide range of backgrounds. Beyond my professional experience, I have over 30 years of owning, caring for, and loving my own animals and those of friends and family. Animals have always been a central part of my life, and caring for them comes naturally to me. I prioritize safety, reliability, and clear communication. I follow owner instructions closely, maintain consistent schedules, and make sure every pet feels secure and well cared for. Whether it’s walks, drop-ins, or extended care, I treat every animal as if they were my own. Caring for animals isn’t just something I do—it’s what I’ve built my life around. My goal is always to give pet parents peace of mind and provide loving, dependable care. My schedule is very flexible, as I’m a salaried employee, which allows me to adjust my availability around the needs of the pets in my care. I’m able to accommodate a variety of schedules, including daytime visits, extended stays, and last-minute requests when possible. This flexibility helps me provide consistent, attentive care without rushing, and ensures pets receive the time and attention they deserve. Safety, trust, and comfort are my top priorities. Pets in my care are welcomed into my home and treated as part of the household, with the freedom to relax and roam as if it were their own home. I maintain a clean, calm, and pet-friendly environment and closely follow any care instructions provided. My goal is to create a secure, stress-free space where pets feel comfortable, cared for, and at ease while their owners are away.

Sitter Profile Image: Sophia B.
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Sophia B.
Star Sitter
from
$85
per day
5.0 out of 5 stars
18 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.
Star Sitter
from
$65
per day
5.0 out of 5 stars
89 reviews
30 repeat clients
30 years of experience
Shokan, NY, 12481

Amy and her husband Chris took great care of my six month old puppy for the day. It was an early drop-off and they were incredibly accommodating (and patient when my puppy then cried like someone had died after I left). Amy was very responsive over text and I felt like my girl was in extremely good hands! Would recommend!

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Devon T.
Sitter Profile Image: Crystal M.
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Crystal M.
from
$50
per day
12 years of experience
Saugerties, NY, 12477

About: I have taken care of all breeds of dogs for over 10 years. Friends, neighbors, and family have relied on me and hired me to care for their pets for extended periods of time. I have done as little as walking their dog to hosting them for weeks at a time. I am comfortable walking, feeding, playing, and administering medicine. I work part-time so i am usually available to care for your little ones in the afternoon. I would love a long term, set schedule but I am flexible and welcome anyone who needs pupcare!! I have 2 beautiful pitbull/boxer mix who love to play with others. They love to run for long periods of time and share toys and treats with others. My husband and I own a home with a very large fenced in yard where we can constantly watch them play. When I am in a client’s home I adhere to the dogs needs. I take them for long walks or exercise and play games to stimulate the mind.

Sitter Profile Image: Max W.
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Max W.
from
$60
per day
5.0 out of 5 stars
4 reviews
10 years of experience
Bearsville, NY, 12409

About: Loving, Full-Time Dog Sitter with a Friendly Beagle Mix! 🐾 Hi there! I'm a full-time, stay-at-home dog sitter offering a safe, loving, and attentive environment for your furry family member. I'm home all day, every day — so your dog will never be left alone or without care. I share my home with my sweet 2-year-old beagle mix, who is well-behaved, friendly, and absolutely loves the company of other dogs. Whether your pup is playful or prefers a more relaxed vibe, we’ll make sure they feel right at home. With plenty of playtime, cuddles, and personalized attention, your dog will be treated like one of the family. I’m happy to accommodate special needs, feeding routines, or any quirks that make your dog unique! Let me know if you’d like to set up a meet-and-greet. Looking forward to caring for your pup! 🐶❤️ I currently work from home remotely so will be able to give your pet the attention s/he deserves. I also take several nature walks throughout the day in the Catskill Mountains. Caring for pets—whether in my home or a client’s home—is all about creating a safe, comfortable, and stress-free environment that supports the pet’s routine and well-being. I tailor my care based on each pet’s individual needs, personality, and the service I’m providing. In my home: When pets stay with me, I ensure they have a dedicated space that feels calm, welcoming, and secure. I maintain a clean environment, provide plenty of exercise and enrichment, and stick closely to their feeding, medication, and sleep routines. I supervise interactions with other pets (if applicable) to ensure everyone gets along safely. In the client’s home: I respect the pet’s familiar environment and stick to their established routines as much as possible. This includes timely feeding, walks, playtime, administering medications if needed, and giving them companionship and comfort. I also provide regular updates to the owner, including photos and notes about how their pet is doing. Whether in my home or theirs, I always treat every pet as if they were my own—with patience, kindness, and attention to detail.

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: Rosalie F.
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Rosalie F.
from
$55
per day
5.0 out of 5 stars
52 reviews
10 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: Marielle S.
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Marielle S.
from
$65
per day
5.0 out of 5 stars
105 reviews
28 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: Jack S.
Verified Enhanced Background Check
Jack S.
from
$40
per day
5.0 out of 5 stars
3 reviews
7 years of experience
Kingston, NY, 12401

Jack is so kind and patient, and really understands how to connect with, care for, and teach dogs! He is easy to communicate with, thoughtful, and responsible. Ellie loves her time with Jack! We are SO grateful for his excellent care!

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Jennifer T.
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
11 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.
Sitter Profile Image: Jessica G.
Verified Background Check
Jessica G.
Star Sitter
from
$30
per day
4.9 out of 5 stars
107 reviews
37 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: Lynette M.
Verified Background Check
Lynette M.
Star Sitter
from
$37
per day
5.0 out of 5 stars
88 reviews
25 repeat clients
38 years of experience
Red Hook, NY, 12571

Lynette was kind enough to take our dog for the day on very short notice. She took great care of her, sending us pictures and updates throughout the day, and was very flexible about timing when we asked to pick her up a little later than planned. She was friendly, her house was a clean and comfortable environment for our dog, and her dog was friendly and got along with ours. All in all we would go back again and we highly recommend!

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Samantha B.
Sitter Profile Image: Jacqueline V.
Verified Enhanced Background Check
Jacqueline V.
from
$70
per day
5.0 out of 5 stars
11 reviews
1 repeat client
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.
Verified Enhanced Background Check
Eleanor M.
from
$60
per day
5.0 out of 5 stars
28 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: Kirsten & Mark O.
Verified Enhanced Background Check
Kirsten & Mark O.
Star Sitter
from
$40
per day
5.0 out of 5 stars
29 reviews
5 repeat clients
25 years of experience
Worcester, NY, 12197

Willow was super tired and had a great time. Kirsten and Mark knew just how to handle our high-anxiety dog. Their property is like Disney Land for dogs! Tons of space and places to explore and run around in safely. Their dogs are super friendly and welcomed Willow into their pack easily. We recommend Kirsten and Mark highly!

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Steve B.
Sitter Profile Image: Deanne R.
Verified Enhanced Background Check
Deanne R.
from
$30
per day
5.0 out of 5 stars
47 reviews
15 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.
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Over 82
pet parents in Windham have booked doggy day care

Windham dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Niño and I are very lucky to have caring humans like Bob and his wife opening their home to him. Thank you, thank you!

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Lynn B.
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 Feb 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 Feb 2026, 33 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, 95% 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 33 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.