Dog Boarding in Windham
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Top rated Windham dog boarders

“Donnie came in swinging for us last minute for February Vacation. Our dogs had a blast and are very tired out. I wish we had met him sooner! Definitely our go to sitter for our four legged babies. Thanks Donnie!”


“Reesi and Tanner made themselves right at home with Sindy and her family within a few minutes after arriving there. We were a bit concerned about how they might adjust in a new place with new people, but we soon discovered we didn't have to worry at all. We were able to leave them for the day and not worry about a thing. Sindy even sent us several pictures of them throughout the day to let us know they were safe and sound while we were able to enjoy our 4-year-old grandson's birthday party in another state. We highly recommend Sindy when you need someone to care for your pets while away!”


“I can't say enough good things about Lucille! She took amazing care of our little guy, sending thoughtful updates and photos throughout our time away. She was attentive to his needs, followed his routine perfectly, and clearly showered him with love and attention. Our dog came home happy and well-cared for. I would HIGHLY recommend Lucille to anyone looking for a trustworthy and caring pet sitter.”



“Faith took such good care of our Bernese Mountain Dog, Remi while we were away! I was nervous to leave him as it was our first time leaving him with someone else, but Faith's updates and pictures really helped. Our dog had a great time and has made some new friends too. Faith loves taking care of dogs and I would recommend her to anyone and will go back to her in future!”


“Alen and Mikayla are fantastic! They were super communicative with any questions they had and always kept me updated with pictures and videos of Kona and Kira who had a ton of fun. Their dog Keiko is super nice and got along well with my pups. Im so glad to have found them. Would definitely recommend them for your pups and knowing i can leave mine with them without any hesitation :)”


“Jessica was wonderful with my dog, Luna. She kept us updated the whole time and was responsive to Luna’s unique needs. We will definitely use Jessica again in the future, we highly recommend her!”


“I knew from the moment I met Karen that she would be the perfect fit for Mickey to board with. He does much better with routine and a home environment. Karen greeted us and took an immediate interest in Mickey. I knew he felt comfortable with her. While I was away Karen eased my mind by sending updates and pictures of Mickey’s stay. I would highly recommend Karen if you’re looking for a more one on one experience for your babies.”


“My 3 month old doodle booked a stay with Brooke and her family and he loved it! I also loved it because of all of the pictures that were shared with me during my trip so I didn't have to worry. She was so careful and loving with my puppy. Thank you!!”


“Couldn’t have felt any better having Shadow stay with Alyssa! She kept us updated with photos and videos, and he was able to make some new friends! When we picked him up he was a happy boy and we can tell he was well taken care of! Would highly recommend to everyone!!”



“Becky and Bob are laid back and welcoming! Our pugs were very well cared for and came home happy!! We will definitely book with them again!!!”


“Rebeca and her husband were great! They sent lots of pictures and updates throughout Walter's stay. He looked very happy and tired from all the walks and play time. We will absolutely use them again. Thanks!”


“Thanks Donna for fitting us in last minute to watch Lexi! We were happy Lexi felt right at home & was well taken care of. We will definitely use your services in the near future, thanks again.”


“Yingying was a great host for Josie and cared for her well. I was provided updates and videos to ensure she was doing well and being taken care of!”


“Would absolutely book again, Cherie took great care of my dogs one of whom needed some special attention due to anxiety/stress and she took great effort to find some kind of food he would eat. The dogs enjoyed the big yard too!”



“Our 11 mo cockapoo had a wonderful week with Bob and Kathy. He learned to adjust to new people and other dogs in a warm and loving home. This made our week away in Boston very relaxed and special. ”


“Kristina is very nice and was very accommodating about my dog's back problems, she took very good care of my pup. She'll definitely will be my first choice for sitting from now on.”


“Monica was great with Champ. I would highly recommend her and will be booking with her again. She was great at keeping us informed about Champ. She also sent us pictures that help us while we were away on vacation.”


“Third time with Daisy and she is amazing. She did a great job of taking care of Offer and would like to recommend to anyone who needs boarding their pets!”


“Crystal was AMAZING! She offered to come visit her house ahead of time to have the dogs meet. She sent plenty of photos and updates. She was responsible and attentive to our puppy. She walked him and cuddled with him. She’s very professional and treated our puppy exactly like we hoped she would. Would 100% use Crystal again. Thank you so much for taking such good care of him!!”

Loving dog boarding sitters in your neighborhood
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Donnie P.
Star Sitter


“Donnie came in swinging for us last minute for February Vacation. Our dogs had a blast and are very tired out. I wish we had met him sooner! Definitely our go to sitter for our four legged babies. Thanks Donnie!”


Sindy

“Reesi and Tanner made themselves right at home with Sindy and her family within a few minutes after arriving there. We were a bit concerned about how they might adjust in a new place with new people, but we soon discovered we didn't have to worry at all. We were able to leave them for the day and not worry about a thing. Sindy even sent us several pictures of them throughout the day to let us know they were safe and sound while we were able to enjoy our 4-year-old grandson's birthday party in another state. We highly recommend Sindy when you need someone to care for your pets while away!”


Lucille P.Star Sitter

“I can't say enough good things about Lucille! She took amazing care of our little guy, sending thoughtful updates and photos throughout our time away. She was attentive to his needs, followed his routine perfectly, and clearly showered him with love and attention. Our dog came home happy and well-cared for. I would HIGHLY recommend Lucille to anyone looking for a trustworthy and caring pet sitter.”




Faith C.
Star Sitter


“Faith took such good care of our Bernese Mountain Dog, Remi while we were away! I was nervous to leave him as it was our first time leaving him with someone else, but Faith's updates and pictures really helped. Our dog had a great time and has made some new friends too. Faith loves taking care of dogs and I would recommend her to anyone and will go back to her in future!”


Mikayla & Alen W.
Star Sitter


“Alen and Mikayla are fantastic! They were super communicative with any questions they had and always kept me updated with pictures and videos of Kona and Kira who had a ton of fun. Their dog Keiko is super nice and got along well with my pups. Im so glad to have found them. Would definitely recommend them for your pups and knowing i can leave mine with them without any hesitation :)”


Jessica M.Star Sitter

“Jessica was wonderful with my dog, Luna. She kept us updated the whole time and was responsive to Luna’s unique needs. We will definitely use Jessica again in the future, we highly recommend her!”


Karen S.

“I knew from the moment I met Karen that she would be the perfect fit for Mickey to board with. He does much better with routine and a home environment. Karen greeted us and took an immediate interest in Mickey. I knew he felt comfortable with her. While I was away Karen eased my mind by sending updates and pictures of Mickey’s stay. I would highly recommend Karen if you’re looking for a more one on one experience for your babies.”


Brooke L.Star Sitter

“My 3 month old doodle booked a stay with Brooke and her family and he loved it! I also loved it because of all of the pictures that were shared with me during my trip so I didn't have to worry. She was so careful and loving with my puppy. Thank you!!”


Alyssa N.
Star Sitter


“Couldn’t have felt any better having Shadow stay with Alyssa! She kept us updated with photos and videos, and he was able to make some new friends! When we picked him up he was a happy boy and we can tell he was well taken care of! Would highly recommend to everyone!!”




Rebecca N.
Star Sitter


“Becky and Bob are laid back and welcoming! Our pugs were very well cared for and came home happy!! We will definitely book with them again!!!”


Rebeca M.
Star Sitter


“Rebeca and her husband were great! They sent lots of pictures and updates throughout Walter's stay. He looked very happy and tired from all the walks and play time. We will absolutely use them again. Thanks!”


Donna F.

“Thanks Donna for fitting us in last minute to watch Lexi! We were happy Lexi felt right at home & was well taken care of. We will definitely use your services in the near future, thanks again.”


Yingying L.

“Yingying was a great host for Josie and cared for her well. I was provided updates and videos to ensure she was doing well and being taken care of!”


Cherie Q.Star Sitter

“Would absolutely book again, Cherie took great care of my dogs one of whom needed some special attention due to anxiety/stress and she took great effort to find some kind of food he would eat. The dogs enjoyed the big yard too!”




Robert M.


“Our 11 mo cockapoo had a wonderful week with Bob and Kathy. He learned to adjust to new people and other dogs in a warm and loving home. This made our week away in Boston very relaxed and special. ”


Kristina R.Star Sitter

“Kristina is very nice and was very accommodating about my dog's back problems, she took very good care of my pup. She'll definitely will be my first choice for sitting from now on.”


Monica P.Star Sitter

“Monica was great with Champ. I would highly recommend her and will be booking with her again. She was great at keeping us informed about Champ. She also sent us pictures that help us while we were away on vacation.”


Daisy T.

“Third time with Daisy and she is amazing. She did a great job of taking care of Offer and would like to recommend to anyone who needs boarding their pets!”


Crystal M.

“Crystal was AMAZING! She offered to come visit her house ahead of time to have the dogs meet. She sent plenty of photos and updates. She was responsible and attentive to our puppy. She walked him and cuddled with him. She’s very professional and treated our puppy exactly like we hoped she would. Would 100% use Crystal again. Thank you so much for taking such good care of him!!”


Sara S.

“Sara did a fantastic job watching my pup! Provided lots of walks, playtime and cuddles with frequent updates so I knew how she was doing. Highly recommend!!”
Over 246 pet parents in Windham have booked dog boarding
Windham dog parents share their Rover experiences
Abe enjoyed his stay with Cristiane and her family! We felt great with him there and he was happy when he returned. She and her family were flexible and seemed to treat him as if he were their own :)

We are so grateful to Allie for the incredible care she gave our little dog, Bella! It was our first time traveling without Bella, so we were a bit nervous—but Allie put us at ease from the very beginning. She kept us updated with sweet messages and photos, and it was clear that Bella was not only comfortable, but genuinely happy. Allie made her feel so at home that Bella didn’t even seem to miss us! She took Bella on walks, gave her lots of love, and made sure she never felt alone. We could tell Bella was well cared for and treated like part of the family. Thank you, Allie, for your kindness, reliability, and the peace of mind you gave us. You’re amazing, and we would trust you with Bella again in a heartbeat! 🐶✨

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 dogs2. Meet & Greet
Meet either virtually or in-person with a boarder 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 night for dog boarding in Windham is $60
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 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Aug 2025, the median cost of dog boarding in Windham is $60 per night, including service fees. Boarding your dog for one week typically costs $420. 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 $37 to as high as $95 per night.
As of Aug 2025, 1,069 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, 91% 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 10 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 1,069 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 94% of sitters offer daily exercise, 95% offer medication administration, and 91% 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.
