Dog Boarding in Windham, ME
Find a loving dog sitter to watch your dog overnight at your sitter's home.
More resources
A focus on safety
Enjoy photo updates, easy messaging, and the knowledge that every sitter joining Rover needs to pass an enhanced background check. Learn more about RoverProtect
Loving dog boarding sitters in your neighborhood
Search Results
1. Danielle A.
“We love, love, love Danielle. She takes such good care of Casco and we always know he's happy when we go away. He's the Velcro dog and she puts up with him! 🤣”
2. Jennifer B.
“Jennifer was exceptional! This was the first time we had left our dog with a dog sitter. She went above and beyond to take care of his special needs and gave him such good care and attention as seen through all her wonderful and very much appreciated communications. Her dog Maya is a sweetheart and no doubt also provided fun companionship to Fin. We can not thank her enough for her genuine kindness, attention to detail, and overall wonderful care. Fin was on a doggy vacation staying with Jennifer and Maya. Thank you Jennifer!!”
3. Aaron C.
“We definitely recommend Aaron. He is very responsive and clearly has experience working with dogs. Our dog had a great time and even made a few friends this weekend. Will be booking again whenever we’re in the city!”
4. Kelly D.
“We left our four year-old cocker spaniel named Charlie with Kelly for four days. We never felt out of touch with him because Kelly gave us daily updates with pictures. Charlie was immediately comfortable with her in his new surroundings. He had lots of exercise time and came home very happy! Highly recommend!!”
5. Molly & Ricky W.
“I was nervous to leave Maisey for a whole week, but I felt comfortable after meeting Molly in person, and all the photo updates I received confirmed that Maisey had a good time. Highly recommend!”
6. Elisabeth K.
“Louise is so happy getting out of the car at Elisabeth’s. She is so well cared for and Elisabeth always sends updates of what she’s up to and how much fun she’s having. So grateful to Elisabeth and highly recommend her and her sweet dogs!!”
7. Christina R.
“Christina was amazing with our granddogger, Roxie. Roxie is elderly and has special needs and Christina handled all of her needs with care and compassion. It's nice to know that we can go away and leave Roxie in good hands. I highly recommend Christina.”
8. Skyler N.
“Clover and I really enjoyed Skyler. She loved her while I was away for 10 days. My pup has extra energy and Skyler was willing to exercise her each day. I’d highly recommend her for your dog walking or boarding needs.”
9. Heidi A.
“Heidi was super great with my pup who is nervous around other people and dogs at first. She kept me up to date on how he was doing during the day and how he became more relaxed and enjoyed the time with other dogs. Overall great dog sitter and setup she has for the dogs on a big patch of land for them to play. Will be using her again for boarding for sure!”
10. Audrey C.
“Audrey = A+ AMAZING. Our first experience leaving our beloved two-year old companion for an extended time. Fun pictures of a happy boy living his best life. Lots of activities, cuddles and new friends. . .including a cat that he tried hard to make friends with. Maybe next time. Highly recommend Audrey.”
11. Tomislav & Hillary J.
“My wife and I highly recommend Tomislav & Hillary. Our pup is an older dog and has a few needs, but Tomi & Hillary were wonderfully accomodating. You can tell they genuinely love and respect dogs! Our pup came home calm and happy, and has been that way since we picked him up. So yeah, that's the most important review comment you need to know.”
12. Lawson R.
“Welcoming and safe environment, grateful my dog got exercise, played with the kids, and was treated like one of the family. Appreciate this very much”
13. Sarah C.
“Sarah is amazing, wonderful at communitating, sent lots of pictures and a video she was also super flexible when snow made our travels time unsure. When we picked Lola up she was happy as could be ?”
14. Kyle & Mariah H.
“Our pup had an amazing time! He seemed right at home and we had great communication throughout his stay. We would definitely reach out again if we need a sitter in the future!”
15. Viva L.
“Viva is an amazing Dog Sitter. She took care of a relatively elderly dog with lots of medication’s beautifully with excellent communication and I plan to work with her again many thanks.”
16. Tedra L.
“Tedra was phenomenal! She was very communicative and sent so many cute photos and videos that put us at ease during our wedding weekend. Coqui had so many fun adventures like going to an apple orchard and camping. We could tell she was well loved and we wouldn't hesitate to have Tedra watch her again.”
17. Anne B.
“Anne is the best! This is our second time booking here and she's so warm and flexible and truly loves dogs. Knowing my boy was in such good hands made my vacation actually relaxing. She sent pics and videos through out. I can't recommend enthusiastically enough.”
18. Trisha G.
“Trisha was great! She was able to watch our dog for a long weekend while we were away. Her dog Stout is adorable and I know our dog had a blast playing with him while we were away! ”
19. Ryan M.
“Ryan was great with Junior! He communicates well and clearly likes dogs. He’s also really punctual so it makes the pick up and drop off seamless.”
20. Vicky P.
“great family who very clearly loves having a dog in the home. they treated my girl like it was her home. very open to let her wander through the house freely and vicky/her husband are very communicative during the stay texting updates each day. would recommend and use them again!”
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!
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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Mar 2025, the median cost of dog boarding in Windham is $63 per night, including service fees. Boarding your dog for one week typically costs $441. 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 $26 to as high as $72 per night.
As of Mar 2025, 249 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, 93% of Windham dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windham have an average of 18 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 249 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 100% 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.
Connect anywhere with the Rover app
