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

Every sitter passes an enhanced background check. Learn about RoverProtect
Loving doggy day care in your neighborhood
Search Results


1. Cindy T.
“Cindy takes wonderful care of her dog. She is very attentive her dog and makes sure he has plenty of love and attention. She took care of my 6month old puppy for 3 months and loved her like she was her own. I have watched her take care of my sisters dogs where she often would take them to the dog park and for car rides to make their days joyful. I would definitely recommend Cindy as a Rover dog caregiver.”


2. Nicolette H.

“Nicolette is the best! She treats my puppy like family. She is always well cared for and happy when I pick her up.”


3. Alexandra E.

“Alexandra was fantastic! She took wonderful care of my Rusty. She shared pictures and responded immediately to my inquiries about him. Rusty had a great time. I will definitely use Alexandra again.”


4. Gwen G.

“Gwen is wonderful! My booking was very last minute and I was so thankful that she fit me in. She responded right away to messages and was very professional. She took my dog for a long walk and she was tired when we picked her up :)”


5. Alma D.

“We had a wonderful experience leaving our dog Willow with Alma! She was very communicative before and during the booking which always makes the Rover process feel easier and more reassuring. Alma’s dog, Birdy, is super sweet as well. Willow seemed comfortable right away and according to Alma settled in more as the day went on. Great yard, deck for doggie lounging and overall set up from the house (super easy to see the yard from most parts of the downstairs). We will definitely book again. Highly recommend!”


6. Lacey & Chad L.

“Lacey, Chad, and Joseph were amazing hosts!! Hazel was happy, tired and thriving upon pick up. Lacey was very informative and welcoming and they have a beautiful and safe set up for your 4 pawed family members. If I could give more than 5 stars I surely would. We needed a sitter in a pinch when ours wasn’t available and Lacey was quick to respond and help us out so that all of us (including Hazel) could have a fun day trip! She kept me up to date throughout the day with pictures and updates, providing lots of toys and games for Hazel so she wouldn’t be bored and loved on her like she was her own. I will definitely recommend Lacey and her fam to anyone who needs a sitter in the Southern Maine area and we definitely will inquire again. Thanks so much guys!!”


7. Audrey C.

“Audrey watched our 3 month old puppy for the day and was absolutely wonderful! She sent us pictures and videos to show us how much fun he was having! He came home so happy and exhausted from all his playtime!! I would definitely recommend Audrey to anyone looking for a loving pet sitter in a safe home environment!”


8. Christine C.

“Christine is excellent from start to finish! She is a fast and thorough communicator. I was so appreciative of her willingness to accommodate Vivian last minute. She made sure to keep me in the loop with detailed updates and I know Vivian had a blast under her care. Thanks Christine and we will for sure reach out again!”


9. Kara O.
About: Every dog has their own unique personality. I take great joy in getting to know every dog I meet and spend time with. They are not just pets they are our companions our best friends, our family. I have two dogs and two cats of my own so I understand how hard it can be to leave them and know that they will be well cared for. I look forward to helping to ease some of the stress involved with that. I have many years experience with special needs dogs, cats, horses and other farm animals. I would love to care for your pet in anyway I can. I have a pretty flexible schedule so reach out and find out if I am available, I will do the best I can to accommodate. I very mindful of your home and will leave things as is or as instructed. Our pets can sometimes have accidents and I will always clean up in anyway needed. I try and send you lots of photos of your pet(s) and provide updates. I am the first to reach out if there is anything of concern or in need or urgent attention. My goal is to leave your pet happy, healthy and ready for a nap by the end of my visit.


10. Emma F.

“Emma was wonderful and our dog seemed right at home with her. Emma was very responsive to our messages and also send a few pics of our pup to let us know he was happy. While it was a short stay this time, We will absolutely have Emma watch our dog whenever we are in Portland.”


11. Lindsay W.

“Lindsay was great! She gave us tips on where to find vegan food, where we could park our RV as we were going on a whale watching tour. She took Maddie for walks and sent us pictures. Maddie was very comfortable with Lindsay. Lindsay was always quick to answer when we had questions. We highly recommend her.”


12. Anderson M.

“Loon is a very high energy pup, and he came back happy and tired! Anderson did great wrangling our crazy dog!”


13. Jennifer B.

“I recently had the pleasure of having Jennifer watch my six-month-old golden retriever, and I couldn't be more pleased with the experience. From the moment we met, Jennifer's warm and friendly demeanor put both me and my puppy at ease. She was incredibly attentive to all of my instructions and made sure to ask all the right questions about my puppy's routine and preferences. Jennifer has a natural way with dogs. My golden retriever, who can be quite a handful at times, was calm and happy when I returned. It was clear she had received plenty of playtime, exercise, and affection. Jennifer also provided regular updates and adorable photos, which reassured me that my puppy was in great hands. Her professionalism, reliability, and genuine love for animals truly stand out. I highly recommend Jennifer to anyone looking for a trustworthy and caring dog sitter. I will definitely be booking her services again in the future!”


14. Stacy S.

“I couldn’t recommend Stacy more. She took good care of Olive and I felt confident leaving her for the day. Olive was well exercised and she enjoyed making new friends with Stacy’s dogs. I will definitely come back!!”


15. Bethany H.


“Bethany was available on short notice when we were really in a bind, and flexible with drop and pickup times. Great energy, was very comfortable leaving our pup in her and her family’s care. Would def use again if we were in the area! Thank you!”


16. Cecilita F.
“Cecilita is wonderful! She stayed in my home with my dog and he adored his time with her. She sent me lots of fun loving photos of their times together and updates assuring me he was doing well. I was able to enjoy my time away stress free, and extra happy knowing my baby back home was having fun too. Thank you, Ceci! I will be reaching out next time I need to get away. Appreciate you, & so does Milly.”


17. Emilia K.

“Emilia took great care of my dog Louie who is a bit nervous around new people. Communication was great and I could tell my little guy felt very comfortable with her. Would 10/10 recommend!”




18. Melissa V.


“We couldn’t say enough about our dogs’ stay with Melissa. We needed dog-sitting on super short notice and Melissa was available and fantastic. Communication was constant, she took our pups out frequently for exercise and bathrooming, and we got pics throughout the day. She was accommodating to both of our dogs, one that is a little hyperactive and domineering, and the other one a little nervous and anxious, and she was great with both. We’d love to have our dogs stay with her on future trips to Portland.”


19. Katy A.

“Our Archie loves hanging out with Katy and her dog, Zuni, for doggy day care! Katy is very quick to reply, took great pictures and Archie always seems very happy and well-taken care of when we pick him up:)”


20. Audra G.
About: I grew up on a horse farm and have many years of pet care experience ranging from puppy to elder dog care, as well as cat and horse care. I have offered private pet sitting and dog walking services throughout the years.I am first aid certified and have participated in some basic dog training classes.My family and I have a two year old Border Collie who loves to share his space with other dog friends. I currently have a flexible weekday work schedule and open weekends that I would love to fill the gaps with taking care of your loved one. I have a partially fenced in yard on a dead end street and have a two year old Border Collie to keep your pet company. We are happy to make trips to the beach during dog friendly hours and live close to many walking trails for outdoor adventures. We also have a very dog educated 9 year old kid who loves to give pup snuggles just as much as we do!
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!
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.
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 May 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 May 2025, 186 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, 88% of Windham sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in 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 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 186 sitters offering doggy day care in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 100% of sitters offer daily exercise, 88% offer medication administration, and 100% 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.
