Doggy Day Care in South 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 South 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.

About: Hi, my name is Michael and I am a proud owner of a beautiful King Charles Cavalier Spaniel and my dog and I would both love to have your pups company. Please let me know if you have any special instructions and I promise your pup will have a comfortable stay with many fun walks. Thanks! I provide 5 walks a day for my own pup and would love for your dog to join. I work from home so your dog will have ongoing company throughout most of the day. I have one friendly dog in a quiet calm environment with no children. I will feed and walk your doggy as requested, and can provide lots of pets as well.
“Jennifer was outstanding! She immediately put both me and my dog at ease. I absolutely would encourage folks to consider using her for their pet care needs. Great communication and a nice spotless environment.”

“Alma is amazing with my (initially) timid pup, Gambler! He warmed up to her quickly, and he had a great time playing with her dog and going for pack walks in the neighborhood. I got pictures and updates throughout the day, which made me feel comfortable and reassured that he was adjusting to the new environment. He always comes home happy and tired, which is perfect!”


“Absolutely wonderful pet sitter. Marna was calm and patient with our little chihuahua, Miika. Miika was happy and relaxed when she was picked up. I highly recommend Marna and will definitely be using her services again.”

“Savannah was fantastic in taking in our pup for a last minute daycare stay. She was responsive, caring, flexible and so great with our girl Phoebe! Our pup is needy, anxious and a bit quirky but Savannah was great with her. Would absolutely use her again!”


About: I raised, trained, and cared for my family dog from a puppy when I was in high school. Post college I adopted a senior dog and cared for him for the last couple of years of his life. In the meantime I have been a sitter for friends and family dogs and cats over the years. I am used to giving medications (even when it needs to be disguised) and staying on a feeding schedules. I am very up for caring for senior dogs who want to lay around the house, and equally ready to go on long walks with a dog with more energy. I work from home always, so will be around during the day for pups who like to hang! I'm on the East End of Portland with the Eastern Prom very close by so plenty of places to walk and explore. I am usually out and about in the evenings for a few hours at a time. On the weekends I like to be busy, but can certainly adjust my time when I have a dog or cat around. I have a large one bedroom, and am on the 3rd floor. So my place is likely not good for pets with mobility issues (unless they are small enough that I can carry them). I live very close to lots of nature easily accessible and make a point to get outside often.
“It was a pleasure to have our whippet puppy Fern cared for by Cassidy and Cody while on vacation in Cape May. Cassidy and Cody were so laid back, relaxed and flexible when it came times and days we needed care for Fern. Fern was nervous at first meeting and staying with new friends Gus, (their dog) and their 2 children, but she was wagging her tail and so excited to go back to their house the following day! Fern got extra walks, and even went to the beach with them! We felt very comfortable leaving our baby In their care! I also appreciated getting text and picture updates of how Fern was doing throughout the day. I would definitely reach out to Cody and Cassidy again for dog sitting when we are in the area.”

About: I genuinely love cats and dogs and I would own more if I could! I currently have two cats (Han and Solo) and a dog named Ollie. I understand different animals have different needs and routines. Here to help look after your animals for dog walks, drop in visits, potty breaks, babysitting! I currently work from home and can be fairly flexible and available for your pets needs. I can do early mornings, evenings and drop ins/walks during the day. As I have animals at home it will be best if I look after your pets in their own home. I walk my dog often and he loves other dogs so we would be happy to add another to our daily walk!
“Lindsay is fantastic. She has been a lifesaver with our new pup. He always comes home happy and tired, and Lindsay always gives great updates so I know exactly how our pup has been throughout the day. I couldn’t recommend her more.”

“Emily and Kieran took a very good care of our dog! They were very accomodating even on the last minute notice, and were very flexible on the timing, which we really appreciate :) They took Ohsam out for a walk several times, gave lots of loves and cuddles. I can see Ohsam had a great time with the family! Would recommend them during our next visit in Portland. Thank you!!”

About: I have had Labrador retrievers my whole life! And, 2 years ago fostered my cousin’s English bulldog for 6 months, while she was moving to ME! Friends and family ask me to watch their pups first, because they know I treat them like my own!! Pet care is a big part of my daily routine! Our 3 boys are my children. Once we wake up we head right outside, then we do breakfast, rest for a moment or two after eating, and then back outside for walks or play time! We also love car rides, cuddles, hiking, etc! Dogs that come to stay with us just fall right into our routines. Dogs are awesome, and deserve to be treated as such! We have 18 acres in Buxton! Perfect for dogs to play, and enjoy time outside. In our home pets are like family! They are welcome on furniture to get comfy.
About: I’ve been a loving parent to both cats and dogs for 25 years. I love animals and am happy to accommodate walk schedules, medications, injections, and of course, lots of playtime and scritches! My pup and I do pretty much whatever we want, whenever we want. I have a flexible work schedule and am often at home, so can accommodate desired potty break and walk times, medications, preferred activities (beach, dog park, hanging out at the house.) My pup is always ready for company and activity, but knows when it’s time to relax. I live in a private house set far back from the street, with a large, well kept (but unfenced) 1.5 acre yard. My dog, Pepper, is an extremely social, playful, but chill and well-behaved 5yr old neutered Jack Russell mix. He loves playtime with other dogs, but is respectful of the quieter styles of older dogs or dogs just needing rest. I have a comfy crate suitable for small to medium dogs (if you crate), lots of toys, and lots of time to engage with your sweetie. The area surrounding my home is safe and quiet, with many options for woodland walks. I live near dog-friendly beaches and the Saco river, so splashing is an option, too! If your dog has good recall, I can provide off-leash time in the 1.5 acre yard. I have a front porch with a protective gate to keep the sunbathers from getting out, and lots of space for indoor play time and resting as well.
“Our pup was very happy at Kylie’s house. It was totally puppy-proof, she was attentive to our dog’s needs and she was easy to communicate with. Kylie and John seem like great people and we would be happy to use them again sometime.”

About: I love animals and will take extra special care of them. I can provide a safe and loving environment for your precious pets. I’m new on rover but have extensive experience with pet care in the state of Maine and Florida. I look forward to offering services here in Windham I took an early retirement so I have plenty of time to spend with your pets. I like to stay busy and find pet care very rewarding. I could do drop in for walks and play time or overnights in my home. I love having pets around and feel that I can provide a safe area.
About: My husband used to train in the canine unit so he’s definitely taught me a thing or two! I’ve had cats my whole life as well! I am patient and loving towards all living beings. I enjoy pet sitting & loving them when their families aren’t around. I am also a nanny and have cared for many pets through the families I’ve cared for. I am available for boarding & daycare Friday-Sundays. Sometimes I have more availability but not always. I am open to being flexible as much as I possibly can. I have a large yard, house is a decent size so pets can all enjoy their own personal space or cuddle together. I don’t have an extra crate but I’d be happy to set one up (must be provided by owner).
South Windham dog parents share their Rover experiences
Christina was amazing! Our dog has severe separation anxiety, but he loved Christina almost immediately when he met her. We were able to leave our pup with her without him having any issues of separation from us, which was quite amazing. She is gentle, kind, and was fabulous keeping up updated with our fur-baby.

Popular requests near you
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1. Search
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The median cost per day for doggy day care in South Windham is $50
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.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in South Windham average 3 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 South Windham on Rover as of Jun 2026 was about $50 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 Jun 2026, 178 sitters provided doggy day care in South 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 South Windham sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in South Windham have an average of 17 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 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 South Windham.
South 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 South 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 178 sitters offering doggy day care in South 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.






