Pet Boarding in Windham
Find a loving Windham pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Windham pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Seth was great with communication and took excellent care of our dog! We were confident that he was being well cared for. Seth did all kinds of fun outings to exercise our pet, and we will definitely try to book a stay there again soon.”


About: Hi, my name is Michael and I am a proud owner of a beautiful King Charles Cavalier Spaniel and my dog and I would both love to have your pups company. Please let me know if you have any special instructions and I promise your pup will have a comfortable stay with many fun walks. Thanks! I provide 5 walks a day for my own pup and would love for your dog to join. I work from home so your dog will have ongoing company throughout most of the day. I have one friendly dog in a quiet calm environment with no children. I will feed and walk your doggy as requested, and can provide lots of pets as well.
“Our 1.5-year-old pup had so much fun playing with Emily and Fisher! Emily was very caring, sent lots of updates, and wore out our high energy dog with hikes and fetch. I think our dog was sad to come home ;)”

“Sam is amazing! We were visiting Portland for the day/ night and were in need of a sitter for our pup. We were nervous to leave her with someone new. Sam was awesome- extremely warm and friendly and very responsible with our dog. She gave us great updates and pics and was very engaged with our dog the whole time. Thank you Sam for being so wonderful with our pup! We hope to see you again for our trip next year!”

“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!”

“Our two dogs were very comfortable and happy there. One of our dogs has a lot of anxiety and does not like many people at all. She was very happy with Spencer and Emily. they obviously really love dogs! We highly recommend them!”


“Bri was a great sitter for Freddie. Both before and during his stay she was very communicative. Freddie was nervous about being away from home, she kept us updated throughout the day and I knew he was in good hands. If we visit the area and need a sitter again, Bri will be our only call!”

“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.”

“Jennie was fantastic with our Woofie and Bride, and they really enjoyed their time with her dog Maya. We were looking for a comfortable home for our pups while we were away, and Jennie made everything easy. Great communication, great photos and videos! We couldn't be happier!”

“My dog Molly had such a great time spending the week with Lucy and Ike! Throughout the process they showed they cared very much for my furball by sending updates on how she was doing and I immediately felt like the pup was in safe hands when I met them.”

“Kymberly and Robert always do such a great job with my Mala. Mala is 15 years old now and has stayed with them many times. She always knows when I pack her travel bag that she will get to vacation with them, and she gets so excited! Ours dogs are family, and it can be hard to leave them, but I never have any concerns whatever when I leave Mala with Kymberly and Robert. They are my trusted sitters!”

“Katherine did an amazing job with Boone. He was well rested and not anxious at all when I picked him up. She was very flexible and communicative during his stay. I was very happy!”

“Carmen was incredibly attentive and good with goose! I came home to a happy cat and received many pictures throughout the stay - she also went above and beyond and cleaned her litter box completely, as well as her food dishes! Id absolutely book with Carmen again.”

“Grace is a fantastic sitter. Chewy, my Labradoodle, loved staying with her. He has had two separate stays with her and when he saw her the second time, he simply rushed in to greet her with such joy. I definitely recommend her if you need a dog sitter.”

“Madisyn is great! She was communicative and flexible when we had some delays on our return journey. Our dog Maisy loved the ability to play with other dogs and be outside. We will definitely be booking again!”

Windham pet 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 pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windham.
Rover makes it easy to find Windham pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.







