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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“This was our first experience using Rover and we struck gold with Vanessa. She was communicative and kept us updated on our pups while we were away. Our dogs can be a handful as one is VERY high energy, but she clearly knew what she was doing and they came home happy and healthy. I would highly recommend her to watch your pups!”

“Cherie was very communicative and flexible with timings. Sent me photos of Ralphie and he definitely looked very happy staying with her. Will use her services again in the future.”

“Joshua, you were fantastic with my dog Slippy for the full 10 days. From the very beginning, I could tell how much care and attention you gave him. The regular updates and sweet photos meant the world to me and let me truly relax on my trip. Slippy came home happy, energetic, and clearly well-loved. I so grateful for everything you did. Thank you so much, Joshua — I would happily trust you with Slippy again anytime!”

“This is my Kona’s first boarding. Adriana and her family took care of Kona very well. Kona looks happy every moment. Also I appreciate Adriana shared many photos and video during the stay. I could know how Kona was doing timely.”

“Go no further ! I’ve found THE caretaker for my Madeline. When Lucille got down on the floor to greet and introduce herself to Madeline, I knew she was the GOLD standard in “fur baby” caregiving. She went above and beyond the 3 page list of instructions I gave her. 🙄 I had complete confidence, trust and peace of mind knowing Madeline was about to be spoiled, she was included in her daily routines which included car rides and shopping all while observing for any stress. I actually will, without hesitation, be calling Lucille for future overnights. Her love of dogs is a true gift! GLK”

About: Dogs have been a part of my heart my whole life. Growing up we always had a dog in the house, big or small. Fast forward to now, my partner and I have fostered almost 40 dogs in recent years. Since then, I have cared for dozens of local dogs that are reactive, anxious, high energy, you name it. Whether it be a puppy who needs constant attention or an older dog that is set in their ways, I have handled it. Your dog(s) will be in caring, assured hands with me. I will care for any breed of any age, size or temperament. I currently work as a local dog walker, boarder and groomer. I am also home quite a bit as well. This allows me to take your pup on an adventure with me during the day where they can go on pack walks, explore and sniff or they can chill in the yard if that is more their style. I am fully insured and certified in canine first aid and CPR, so your dog is always in safe, capable hands. My family dogs are friendly, laid back and always welcome to new friends. My home is set up with multiple boundaries to allow dogs to have quiet time when needed.
“Jessica was very attentive. She paid close attention to my dog, Teddy, and kept him busy and happy. She sent adorable pictures frequently and spent a lot of outdoor time with Teddy walking and playing with him. I felt very comfortable with Jessica. She showed strong knowledge about dogs and a clear love for them as well. I absolutely recommend Jessica for anyone who needs their dog taken care of.”

“This was Charlie’s first stay with Mercis. Charlie is very choosy with new boarders. He was very comfortable with Mercis from the first time he met her. We got frequent updates, pictures and videos during the whole stay. Charlie has a great time! We will definitely board Charlie again with her. Highly recommend Mercis for your boarding needs!!”

“My dog, Calvin, was well cared for and seemed happy when I picked him up. Yingying provided several updates and videos and was responsive when I reached out well taking care of my dog which I appreciated.”


“We had the best experience with Julia and her family. She was excellent at communicating and providing detailed updates. Hank was truly part of her family while I was out of town and he had a blast. I am truly relieved to have someone reliable, safe and caring that I can leave Hank with in the future!”

“We can’t say enough wonderful things about Stacey! From the moment we met, it was clear how caring and attentive she is with animals. Our Cody and Leo absolutely adored her. While we were away, Stacey kept us updated with photos and messages which gave us peace of mind. She went above and beyond-not only making sure Cody and Leo were fed and loved, but also taking the time to play ball and cuddle which is their favorite thing to do. When we got home, Cody and Leo were so happy and clearly well taken care for. It’s such a relief to have someone so trustworthy and dependable-we couldn’t ask for a better sitter. We highly recommend Stacey to anyone looking for someone who will treat their pets like family. Thank you so much Stacey!”

“I know I’ve already written a review but I had to come on and write another one. Ann and Peter are such amazing people. I truly do not worry about Sumo when we are gone. I know he is in the best hands!! They love him as if they were his own. I get constant text messages, videos, pictures and updates. Sumo is not the easiest pup as he can be feisty and needs some timeouts lol but Ann knows just how to handle him. Daily Reiki, exercise, treats! It’s a dogs dream! I think he had more of a relaxing vacation than we did. 🤣 I can’t say enough good things about Ann and Peter. Simply amazing!”

“We are thrilled with the care our golden retriever received from Rebecca and her husband. They are caring, loving people with extensive experience with dog sitting. Our dog had an incredible experience, and I look forward to rebooking with Rebecca the next time we need a dog sitter. Highly recommend!”

“Annie and Rosie had a great stay with Salish. They came home happy and I could tell they were loved just as they would have been at home. I am so happy Salish took care of them, made my week away so much more enjoyable.”

“Fantastic sitter! Very responsible and straightforward. Communication was smooth and clear throughout the stay, and I appreciated getting daily photo updates. I felt completely at ease knowing my dog was in great hands. Highly recommend!”

“Such a phenomenal first experience with Caty! Will definitely be booking with her again. She was super communicative and helpful. She would send me pictures and videos of Honey Bee everyday while on my vacation with small updates which i loved, it helped me feel close to her while i was far away. She treated my dog like her own and im so greatful for her care of my dog! Honey Bee also loved her and felt right at home with Caty and her family.”

“We had an amazing experience with Andrea watching our dog Royce while we were away visiting family in New Jersey. From the very start, she was incredibly responsive, flexible, and easy to communicate with! She sent us daily updates and plenty of adorable photos, which gave us such peace of mind while we were away. Both Andrea and her husband were so kind, friendly, and welcoming. Royce clearly felt right at home with them! He was so happy and smiling in photos, and was happy when he came home! I would absolutely recommend Andrea to anyone looking for a reliable and caring pet sitter, and we would love to have her watch Royce again in the future!”


“Thank you so much Faith! You were so great to our Emma. She was so actually depressed when she came home. She misses you! And your constant updates with pictures was very appreciated! I feel as though we made a friend.”

Over 262 pet parents in Windham have booked dog boarding
Windham dog parents share their Rover experiences
Amanda and her family took great care of Gus while we were gone. We ended up being trapped down in Puerto Rico because they closed the Caribbean airspace and she kept him an extra 5 days, no questions asked. It was such a relief knowing Gus was safe and with a loving family that took care of him like their own. She sent us pictures and updates everyday, which was so appreciated.

Jen was amazing with our dog Toby! He usually gets really anxious with new people and new places, but she made him feel comfortable right away. She sent me daily updates and photos, and even went out of her way to pick up ear drops for him at her local pet store. We’re so grateful for how well she treated Toby and will definitely book with her again. Highly recommend Jen to anyone looking for a sitter who goes the extra mile!

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 $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 11 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 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 $38 to as high as $96 per night.
As of Jun 2026, 1,118 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 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 1,118 dog boarding sitters in Windham on Rover, so you’re sure to find the perfect match for your dog! In Windham, 92% of sitters offer daily exercise, 97% offer medication administration, and 92% 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.




