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
“Juno had a fantastic stay with Kevin & Inez last week. He is comfortable when he knows that the humans he hangs out with understand dogs and instantly connected with Inez. He came home and was super relaxed and happy (and tuckered out from the walks and spending time with other canine friends). He is looking forward to his next stay :-).”


“Tom was quick to respond and set up a meet and greet with my 14 week old golden retriever. We met him and his very well trained lab Ember and set up daycare for the following day. Very quickly you could see how happy my puppy was to be there as she opened up much quicker then normal. Tom made us feel very comfortable and sent us numerous pictures throughout the day. We will be using him consistently for a longe time!”


“Hope took on my last minute daycare booking for my greyhound Arlo, and she was absolutely amazing. She is clearly very good with dogs where Arlo is immediately at ease and settled down quickly. Would highly recommend and book again when I’m in the area!”


“Briana made me feel so at ease leaving Moose, even on short notice. He was clearly relaxed, happy, and safe in her care. The thoughtful updates and outstanding photos meant the world. We’re so grateful—and will absolutely book again!”


About: I have had dogs for all of my life. Through the years I have had a Great Dane, a Doberman, and several mixed-breed dogs. I understand the unique needs of different breeds and am comfortable caring for dogs of all sizes and temperaments. Pet care fits seamlessly into my routine as I work from home, managing multiple online jobs. This allows me to be flexible and available throughout the day to give your pet attention, exercise, and any care they need, ensuring they feel comfortable and well-cared for while you're away. I live in a somewhat secluded area, which makes it easy to take dogs outside for walks or playtime, either on-leash or off-leash, depending on their comfort level and training. My home has plenty of space for dogs to play indoors, so they can stay active and entertained no matter the weather. I prioritize a safe, comfortable, and engaging environment for pets, both inside and outside.

“Samantha was wonderful! She was very responsive ahead of time with planning the logistics and sent multiple photos and updates during our pup’s day with her. I felt very comfortable knowing Millie was in good hands and would definitely book with her again.”


About: My lifelong aspiration has been to work with animals, a passion that blossomed during my childhood on a farm where I encountered a variety of animals. This rich experience has shaped my deep love for all creatures. Over the years, I've cared for a range of pets, from kittens to senior dogs! I have experience managing reactive dogs, having learned a great deal from working with one of my own and collaborating with a professional trainer. I'm eager to lend a hand with your pets whenever you need assistance, whether it's through drop-in visits or walks. I firmly believe that animals are part of the family and deserve the utmost love and attention. I look forward to meeting you and your beloved companions! I work at a nearby Urgent Care three days a week (Mondays, Tuesdays, and Wednesdays) and I'm eager to spend my days off enjoying some cuddles, playtime and exercises with your fur babies!! I want your fur babies to feel comfortable with me being in their home and in their spaces- I like to take things slow and see how your animal interacts with me and go from there. I want this to be a pawsitive experience for everyone!

“Mike and Laura cared for my pup like she was their own. My dog is a little anxious and overly excitable but Mike took that all in his stride. He sent photos throughout the day and I could quickly see she felt right at home. She had a long walk and lots of playtime with her favorite game of frisbee. The night before we had a big snow storm and Mike was excellent at keeping me up to date on the road conditions. I will be happy to go back another time.”


About: I have 2 cats and 3 dogs myself, and will treat yours like one of my own. I have experience living with every breed of dog from husky, to pitbull, to cockapoo, to chocolate lab, and currently have a German Sheppard as well as 2 Mini Australian Sheppards. I work from home as an engineer, and my work hours are pretty flexible as a result of that. Im conveniently located on Rt 7a! My typical day ends around 3:30 so I have plenty of time in the evening for your pup! Watch it as my own dog & burn some of that energy! I have experience with e-collars and walking dogs on a leash. Some days I will be accompanied by my dogs to help keep your dogs company - with your permission.

About: I have 100 acres of land for your pet to run on a long lead!! Exercise is included with playtime fun!! Provide bath time too I am retired and have 100% free time to provide to your Pet!! Mon thru Sunday, any time!! Playtime , bath time and exercise !! I will be adding a fence to my yard and have a dog already! Your furry friend can socialize and be safe in Fenced yard!!

“Letícia took great care of Juni and was very thoughtful about making sure Juni was comfortable. Letícia is very responsible and caring and capable. I will definitely be using Letícia again! Do not hesitate to book!”


“We left our dog with Jaimi while skiing for the day at Okemo and it went great. Our dog was a little nervous to go in, but Jaimi sent tons of photos of her relaxed and happy so we knew she was having a good time and being well cared for. Our dog came out happy at the end of the day!”


“Sean was super easy to book and work with. Very responsive and easy drop off/pick up. He kept me updated throughout the day on how Beau was doing and sent pictures/videos of what a great time they were having. Would recommend for sure!”


About: I've had dogs of various breeds since I was 7, and participated in competitive dog obedience and agility training in high school. I love to go on walks, and would look forward to getting to known your pet! I work from home, so I am around most if not all of the time. Our backyard is fenced and I love to take regular walks! I can care for your pet at my home or yours! Let me know your pets needs and we can find a schedule that best suits you.

“Laura was very welcoming and I felt confident leaving my anxious dog with her. Her property is a beautiful place for animals to spend the day. We had a nice conversation at pick up and I appreciate her kindness. My dog was very comfortable with her.”

About: I am a well experienced dog owner, having had at least one dog since I was 8. I currently have two dogs, Moose and Banyan. They get along well with other dogs and people. I love dogs, cats, and animals of any kind. I am highly respectful and dependable, with references I can provide if desired. I have reliable transportation and a private property that I own. There is no fence, however, there are six acres. If you want to get pictures and check ins, even videos I’m your pet sitter! If you want minimal updates and to not worry about a thing, I’m also your pet sitter! I also have experience providing medications and can keep continuity with your training preferences. Thank you! I work from home most days. Other days I am flexible to come home for restroom breaks or bring them along. When I work from home I am near the animals. A client’s pet will be treated like my own. I have half the house where pets are allowed and if needed I can separate animals into different areas of the house.
Loving doggy day care in your neighborhood
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Kevin & Inez W.Star Sitter

“Juno had a fantastic stay with Kevin & Inez last week. He is comfortable when he knows that the humans he hangs out with understand dogs and instantly connected with Inez. He came home and was super relaxed and happy (and tuckered out from the walks and spending time with other canine friends). He is looking forward to his next stay :-).”


Tom D.


“Tom was quick to respond and set up a meet and greet with my 14 week old golden retriever. We met him and his very well trained lab Ember and set up daycare for the following day. Very quickly you could see how happy my puppy was to be there as she opened up much quicker then normal. Tom made us feel very comfortable and sent us numerous pictures throughout the day. We will be using him consistently for a longe time!”


Hope R.Star Sitter

“Hope took on my last minute daycare booking for my greyhound Arlo, and she was absolutely amazing. She is clearly very good with dogs where Arlo is immediately at ease and settled down quickly. Would highly recommend and book again when I’m in the area!”


Briana L.Star Sitter

“Briana made me feel so at ease leaving Moose, even on short notice. He was clearly relaxed, happy, and safe in her care. The thoughtful updates and outstanding photos meant the world. We’re so grateful—and will absolutely book again!”


Kaylea N.Star Sitter

“Fantastic care & Tulok LOVES his time with Kaylea & her pack of pups!”


Richard & Hope R.
“Richard has been renting from me for about six months and helping with the dogs I have here when I get busy. He has helped in the past when I have needed an extra helper with some of the dogs I have. He helps me to organize the feeding and sometimes brings them out for walks so we can get them out in a timely manner. He is a loving and responsible person who can be trusted with your dog as he has always had dogs in his life, getting his first dog (a Great Dane mix) when he was ten years old. He has cared for my dog Maebe numerous times and she loves him dearly.”


Haley C.Star Sitter

“Hayley had Féirin for the day, and after that Féirin seemed happy, healthy, and tired. She fell asleep in the car on the way home. What else can you ask for?”


Samantha L.Star Sitter

“Samantha was wonderful! She was very responsive ahead of time with planning the logistics and sent multiple photos and updates during our pup’s day with her. I felt very comfortable knowing Millie was in good hands and would definitely book with her again.”


Anna K.
“I have used Anna in the past to help me with my dogs and horses! She loves every animal she comes across, I have witnessed it! She is friendly, polite, courteous, trustworthy and reliable. She has experience with senior dogs and senior cats as well. You will not be disappointed when you meet her...not will your animals!”


Mike & Laura O.

“Mike and Laura cared for my pup like she was their own. My dog is a little anxious and overly excitable but Mike took that all in his stride. He sent photos throughout the day and I could quickly see she felt right at home. She had a long walk and lots of playtime with her favorite game of frisbee. The night before we had a big snow storm and Mike was excellent at keeping me up to date on the road conditions. I will be happy to go back another time.”


Sam M.
“Sam is dedicated to providing the best home for his two energetic Shepherds at home. Always giving the best exercise, food, toys, and safe environment for the pet. He puts the dogs needs first always making sure they are comfortable.”


Nancy H.
About: I have 100 acres of land for your pet to run on a long lead!! Exercise is included with playtime fun!! Provide bath time too I am retired and have 100% free time to provide to your Pet!! Mon thru Sunday, any time!! Playtime , bath time and exercise !! I will be adding a fence to my yard and have a dog already! Your furry friend can socialize and be safe in Fenced yard!!


Letícia B.

“Letícia took great care of Juni and was very thoughtful about making sure Juni was comfortable. Letícia is very responsible and caring and capable. I will definitely be using Letícia again! Do not hesitate to book!”


Jaimi L.

“We left our dog with Jaimi while skiing for the day at Okemo and it went great. Our dog was a little nervous to go in, but Jaimi sent tons of photos of her relaxed and happy so we knew she was having a good time and being well cared for. Our dog came out happy at the end of the day!”


Sean O.

“Sean was super easy to book and work with. Very responsive and easy drop off/pick up. He kept me updated throughout the day on how Beau was doing and sent pictures/videos of what a great time they were having. Would recommend for sure!”


Laura R.
“Laura is wonderful! She is very responsible and dependable. She has great experience with dogs, from obedience and agility training with her own dog, to extended caregiving for others' dogs. She would be a loving friend to any dog in her care.”


Laura T.
“Laura was very welcoming and I felt confident leaving my anxious dog with her. Her property is a beautiful place for animals to spend the day. We had a nice conversation at pick up and I appreciate her kindness. My dog was very comfortable with her.”


Coryn B.
“Coryn was one of the best dog sitters I’ve had so far. She was always on time and so good with my two dogs and three cats, who are no easy clan to deal with. I am very picky with who I let watch them because they have specific feeding and care instructions, she followed all of them well and devoted a lot of time to their care. I can tell she is an animal lover and really cares about their well being. I would recommend her to anyone and everyone.”
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Select a filter and find qualifying Windham sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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?
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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.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
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 Aug 2025 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.
As of Aug 2025, 27 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, 92% of Windham sitters offering doggy day care respond in under an hour.
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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 27 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.
