Dog Boarding in Windham, ME
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Windham dog boarders
“This is my second time booking with Anne and just like the first time it was great. My dog was very well cared for and did not want to leave! Anne sent over steady updates and was very communicative with us before, and during. I will definitely be booking with her again!”
“Neil and Abby were great. Good communication and our dog was very happy there - lots of good play time with their dog Molly. Would definitely have Delta board with them again in the future!”
“I had a last minute booking need come up and I’m so glad I did so I could meet Elisabeth! Elisabeth was so wonderful and caring to my dog. I was really excited to see she has other small dogs, and Louise had a blast running around with her crew. Elisabeth was incredibly caring, she sent really thorough updates and made Louise feel right at home after I left. I felt so at ease knowing my sensitive little dog was so well cared for and had some friends to play with. I would absolutely bring Louise back and highly recommend Elisabeth!”
“I will definitely reach out to Christina for any care for my pup. Her communication and attention to my dog was unmatched and I’m sure my dog will be excited to see her again!”
“Our dog spent a week with Amy at her home. Amy’s communication was consistent and excellent, and our dog was happy and well cared for. We would definitely recommend Amy and would use her in the future.”
“They did a great job taking care of our bulldog. He is a large breed and loves attention, their whole family gave him lots of love. They were flexible with our schedule and easy to work with. Would definitely use them again.”
“Heidi was a wonderful sitter for our dog! He was well taken care of while we were away for 4 days. He was well exercised, clean, and very tired when he came home! Heidi also adapted how she took care of Sam based on his needs and mood. She went above and beyond. We’ll certainly book with Heidi again!”
“Mariah, Kyle and family took good care of our 10 yr. old Portuguese Water Dog during our week long family vacation. They treated him like he was part of the family and he enjoyed being around their dog and another one they were also boarding. Having a fenced in yard was perfect for playing and getting exercise. They were easy to communicate with and wonderful about giving regular updates and sending photos.”
“Never having left Roo, Matzoh and Tony with anyone, we were a bit nervous. But we were sent pictures daily with updates and upon picking them up, it was obvious that they were well taken care of and very happy!”
“Terrific - lovely, caring person and nice comfy environment and quiet neighborhood. When we came to pick Molly up she was was clearly content and comfortable. We get a much bigger “Glad you’re back” response when we leave her at home alone for an hour.”
“Christine was a lovely host for Bode’s week of summer camp. She was quick to reply, lovely to speak with, but most importantly seemed to really care about Bode’s wellbeing and happiness. She has a huge fenced in yard that he had free reign to, and a lovely in ground pool. We will absolutely book with her again!”
“Trish was amazing. We had a last minute trip that came together in a day. Trish was able to not only met Riley early in the afternoon but made herself available to drop him off later that day. There was never a worry during the trip as she sent us pictures of Riley and Scout becoming best friends. By the time I was picking Riley up when I returned, I figured I would ask about her schedule for a few more up coming trips we have planned.”
“I recommend Jake. He was friendly and attentive to my instructions for Jazzy. He sent me pictures of her regularly and she was happy and in good shape when I picked her up. I would leave Jazzy with Jake again!”
“We are so grateful to have found Kelly! She took such wonderful care of our dog while we were away, treating him like part of her own family. Communication was excellent — we received regular updates with photos that put us completely at ease. It was clear from the moment we met Kelly that she genuinely loves animals and has a real gift for connecting with them. Our dog came home happy, relaxed, and clearly well-loved. We couldn’t have asked for a better experience and would absolutely trust Kelly again for future stays!”
“Another fabulous visit with Viva! Nova always comes home so happy and tired, and we appreciate Viva’s flexibility and knowledge! She always goes above and beyond - we appreciate you!”
Over 154 pet parents in Windham have booked dog boarding
Windham dog parents share their Rover experiences
We have left our precious boy with Jennifer on several previous occasions. This time we left him for almost 2 weeks. I was happy and relieved to see that Max was very happy to see Jennifer and her lovely dog, Maya. This made it so much easier to leave him. Jennifer was wonderful in giving us updates twice each day along with photos and even a video. We could see that he was happy and content. I think he had as good a vacation as we did! I will rebook with Jennifer without hesitation.
Popular requests near you
Select a filter and find qualifying Windham sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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 night for dog boarding in Windham is $65
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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Windham average 8 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in Windham is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Windham dog boarding rates can be found as low as $27 to as high as $72 per night.
As of Jun 2026, 281 sitters provided dog boarding in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters 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 dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windham have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 8 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.
Rover makes it easy to find Windham dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 281 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 97% of sitters offer daily exercise, 97% 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 dog boarding 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 dog boarding 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 dog boarding 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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