Dog Boarding in Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windham dog boarders
“Brittany was AMAZING! Our dog, Bailey was only 18 weeks old and she knew all the right things to do with a puppy. We never worried once about his care. She sent pictures every day of his antics which made us laugh but also convinced us that he was happy and loved. She was in tune with his quirky personality, from his removal of ALL the toys from the toy box before deciding what to play with, to helping with the laundry by stealing the socks, to proudly carrying things around that he “found” . AND Brittany was reasonably priced. We will use her again in a heartbeat. We felt so incredibly blessed to have found her. We can’t thank her enough for making our vacation stress free.”

“Kristin took awesome care of our kitties Lumi and Lockon. She was great with Lockon’s medicine. Her family accepted the cats and was very welcoming. Kristin is amazing and she provided consistent updates sending videos and pictures. I would definitely recommend her and go back to her 😊”

“Loved her!! Got daily pics and updates which was AMAZING! My pup was definitely loved while she was there and made our trip less stressful knowing she was in a good home :)”

“Amanda and her family provided great care to my senior and ailing beagle. Her frequent messages and pictures went a long way towards easing our worries about how our fur baby Jojo was doing while we were away.”

“Stephen was fantastic with our Oscar! Lots of walks and love and even took him out to play on the snow. We recieved pictures everyday and a video. We will definitely ask Oscar to vacation with him next time we go out of town.”

“Absolutely outstanding care for our pup! We will be using Kristin again in the future. She was communicative, kind, nurturing and treated our Sadie girl like her own. Beyond happy with the service she provided us!”

“Laura was excellent. She has a wonderful home for dogs and it almost felt like dropping my pup off for summer camp. He came back looking happy too. Laura was friendly, punctual and asked good questions on how to take care of my dog.”

“Karen was amazing with my dog Nico. She sent lots of updates and pictures and took such wonderful care of him. She treated Nico like her own dog, and it was clear from the beginning that he was in great hands. Highly recommend!”

“Astro came back looking as happy as ever, and I appreciate the fact that he let him play with other dogs. Very friendly! If need be, I will definitely be booking with him again!”

“Katie and her family were AMAZING!! We needed a last minute sitter and they couldn’t have taken better care of our girl. We got multiple updates and lots of pictures which put us at ease. Katie’s girls were super cute with Bear and she enjoyed all of the extra pets and attention. We’d 100% recommend Katie to anyone and look forward to having her watch Bear again in the future.”

“Great experience. Lots of pictures. Took great care of our small 8lb puppy. Separate place in the house for small dog and slowly introduced her to their other dogs that were bigger. Would recommend!”

“Pat and Susan are the best sitters in Ellington. They watch my dog for 2weeks and send me pictures and updates every day we were gone. I would definitely recommend them to anyone that needs to have their pets watched while they are away. Thank You Pat and Susan”

“The second I went to meet these two, I knew my pup would be fine and have so much fun! They made me feel extremely comfortable leaving my pup for the weekend and were sure to send me lots of pictures. I will definitely be using them again :)”

“Christle took great care of Peabody! At the meet and greet, she gave lots of information and answered all of my questions- I felt so comfortable leaving Peabody with her! Peabody and her dogs got along very well and had a great time playing together. When I picked Peabody up, he was so relaxed and happy. It was obvious that Christle took great care of him. Needless to say, I will be going to Christle again for any of Peabody’s boarding needs.”

Over 23 pet parents in Windham have booked dog boarding
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 $50
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 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Nov 2025, the median cost of dog boarding in Windham is $50 per night, including service fees. Boarding your dog for one week typically costs $350. 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 $24 to as high as $39 per night.
As of Nov 2025, 280 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, 90% of Windham dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Windham have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 280 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, 100% offer medication administration, and 94% 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.






