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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Danielle had my two ECS for over a week. One is 13, one will be 2. Father and son. While we were away, she kept in contact and sent photos. When we returned, the boys were happy and looked very well cared for. Danielle is a good choice and we have booked now for two more long trips and one two day with the addition of a Golden Retriever buddy.”
“Elisabeth was the absolute best! Lots of pictures and great communication- my doggo had the biggest smile in every picture and video. She was very gracious accommodating my last minute request and my doggo was so happy at pick up. We will definitely be booking again with her!”
“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 to make a late booking and Krista was able to get everything set up even last minute and ensure my boy would be well taken care of. He had an amazing stay with Krista! Got updates along the way and he seemed so at home! Definitely would and will rebook!”
“They were so fabulous!!! Watched my girl Winnie on my wedding night. They picked her up, dropped her off and were super flexible on what was a crazy day. Would definitely recommend!!!”
“Christina was an amazing sitter for my little pup! She was so communicative and I was so happy to get stories and pictures morning noon and night. I can tell she truly has a heart for animals and she was great to work with! I would definitely return again and would recommend her to other Rover parents. Thanks Christina!”
“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!”
“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!”
“Amy was great with my two Bernedoodles. I had a lot of anxiety leaving them and she made sure to send lots of pics that made me feel better. She was great at communicating and I would definitely board my dogs with her again.”
“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.”
“Michaela was great with Barley for an evening so my wife and I could go to a festival. Even in the relatively short time, she sent multiple photos and videos of Barley clearly having a great time with Michaela, her partner, and her dog Gus. I would recommend her to anyone in Portland!”
“Alma is a fantastic, caring and communicative dog sitter with a wonderful home. Our dog became comfortable very quickly, and we look forward to many future stays!”
“We always go with Molly when we are heading out of town! She is quick to respond, super responsible, and truly does a wonderful job taking care of our dog. He is always happy to get there! Her own dogs are super cute and pleasant to be around. I cannot recommend her highly enough!”
“Kris was so great! Super flexible and communicative. Russell had a great time - I also enjoyed getting to learn about her work as an artist! Truly an unexpected bonus! Will definitely use her again if I’m back in Portland”
“Jessica is fantastic. She was so good with our two pups for an overnight stay! She sent the best pictures, played with our pups with her children, and gave them a great place to stay for the night. Would highly recommend Jessica; and we will definitely not hesitate to send our dogs to her again!”
Over 142 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 Mar 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 Mar 2026, 288 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 17 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 288 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.
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