Dog Boarding in Windham
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.
“Donnie is very professional and took great care of my two spoiled fur babies while I was at my real baby’s wedding. We booked less than a week before and he was able to accommodate us. The dogs seemed happy and were well cared for.”

“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”

“Cherie was a wonderful host for our dog, Hudson! She kept me updated with notes and pictures throughout the week we were away on vacation. Her family was so kind and responsive and I had no doubts that Hudson was receiving the best care! I would absolutely recommend Cherie to anyone looking for a safe and happy environment for their pet.”

“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.”


“Faith is a very reliable person and has a beautiful yard that apparently Juliette loved. Faith sent us pictures every day and tried to work with our dog through her fear of bikes. We cannot be more satisfied with her for taking such good care of our beloved dog. Thank you, Faith!”

“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!”

“Ashton was great! Our dog Jack doesn't spend much time with other people and Ashton was very accommodating when our previous sitter (not from rover.com) canceled a week before the appointment. We received pictures and updates throughout the visit, communication was excellent! Thanks again, we look forward to meeting again when the need arises!!”

“I felt so comfortable having Mikayla & Alen watch my puppy. They are so knowledgeable as dog owners and really catered to her needs. Puppies can be hard but they made sure she was happy and comfortable and sent me pics! I got a full rundown of how everything went when I was away which made me feel really good, and I’m sure they will see Leyla again. :)”

“This was our first time boarding our new puppy (13 weeks old) and we were nervous but Mercis was so wonderful and met with us and our pup ahead of time so we felt very comfortable before we left our littlest family member for the long weekend. During the stay we can tell our pup had the BEST time, thanks to the great daily pics and communication from Mercis. We were almost worried she wouldn’t want to come home, she loved Mercis’ place so much. 😅 Puppies this young are A LOT of work and Mercis loved and cared for our little girl like she was her own all weekend and even worked on some of her training while we were away. We will definitely be contacting Mercis in the future when we need someone to board Bloo! 🥰”


“Julia was an excellent sitter for our dog Nacho. Her children were very excited to have him over and definitely helped to tire him out. We got regular updates with pictures & it looked like he was having a blast!”

“This was my first time leaving Remie with anyone, and Christina was a great choice for the occasion. She was highly attentive to Remie's needs, provided regular updates and photos, and made me feel genuinely at ease. I hope she will have us again.”


“Damaris was excellent with Alex and she worked really hard to make sure he feels at home. Damaris texted us several times during the day to update us on what Alex was doing which was greatly appreciated. Damaris was focused on Alex well being throughout the stay and we will use her again - thank you Damaris”

“Caty and her family are great. They treated Sagan like one of their own and developed a good bond with him. This was our first time leaving him with a sitter so he experienced a bit of separation anxiety but Caty and her family were very patient and helped him through it. Thank you for taking good care of our buddy.”

“Over the years, I've repeatedly turned to Daisy for help with Offer, my cherished dog. Each time, Daisy's care has been consistently exceptional. Her genuine love for animals and dedication to their well-being is truly remarkable. I highly recommend her as a trusted and compassionate pet caregiver.”

“I’m so glad I found Stacey to care for my dog. She was Amazing! She provided pictures and updates daily which put my mind at ease. She took such good care of her that I was afraid she wouldn’t want to come home! Truly the BEST! Thank you!!”


“Becky and Bill are amazing! Our pooch Barley stayed with them for a week and you could tell he was loved and cared for. Becky sent regular updates and even gave Barley a new nick name "Lion guy" :) Barley also got great socialization with the other pups. We will definitely be calling Becky and Bob again for our next trip out of town”

Over 260 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!

Allie was fantastic! She is very experienced and knowledgeable about puppy care, which made us feel comfortable leaving our 4 month old puppy overnight for the first time. Winnie had an amazing time, and I don't think she even knew we were gone thanks to all of the fun activities Allie had planned. We’ll definitely book with her again!

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 10 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 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 $37 to as high as $96 per night.
As of Apr 2026, 1,161 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, 92% 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 1,161 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, 96% 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.





