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

Over 183 pet parents in Windham have booked dog boarding
Windham, Find top rated dog boarding
“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.”

“Dani is great with dogs. Our dog Hart spent the week there while we were on vacation. We got pictures and updates every day and he enjoyed his time there. Dani is conveniently located for us and very kind. Your dog will be in great hands!”

“Our dog had a wonderful time. Throughout our trip having pictures and videos sent to us of him having fun with other dogs put our minds at ease. When we left him we were worried because he had hurt his leg a day before our trip, so he needed attention and they wrapped it and put antibiotics cream on it for him. Jessica went above and beyond for our dog.”

“They did amazing with my semi rowdy Luna. I was updated everyday with lovely photos of her and her adventures! They accepted my last minute booking along with a meet and greet. It went as good as I could have expected plus more! I highly recommend and I will be booking in the future.”

“Laura was so wonderful! She made our family and our pup so comfortable and sent pictures and updates throughout our trip. We were so happy knowing that our dog got to be part of Laura’s family while we were away. We’d highly recommend Laura!”

“Our dog loves going on vacation to Suzanne’s. He was so happy to see her and who could blame him? He gets exercise, snuggles, and a family away from home. Suzanne is very thoughtful about meeting our dogs unique needs and keeping us updated with his activities and some very cute photos. We’ll continue to book Suzanne as long as she is available.”

“Dash had a wonderful week long stay at Renata’s home. Plenty of exercise and outdoor time on their beautiful property on the lake. Would absolutely trust to take care of our dog again in the future. Highly recommend!”


“I believe my dog had a good time thank you so much again. He is an amazing sitter and your dog will be in great care. Just don’t book him when I need him 😂. Honest guy and loves what he does.”

About: I have been taking care of dogs for about 6 years and have encountered all types, from the couch potatoes to the ones who want to play nonstop! I am home full time so I am available any day and any time for drop off and pick up. Being home full time also means I will be available for your pet at anytime they need me throughout there stay at my home. I have a sturdy 100 ft dog runner that has held very large dogs. However,if your dog does better on a regular leash just let me know and I can leash for bathroom breaks instead. While at my home your pet is my only priority and I am happy to suit any needs they have.
“This was Bodhi’s second stay with Katie and her family. They took wonderful care of him and I would highly recommend her to anyone looking for a sitter who will treat your pet with loving care and attention.”

“Thank you sooooo much for taking care of my Willow! You and your family did a wonderful job with her over night visit. I am so blessed to have found you. This is a super family and I would love have them care for my sweet dog anytime. Our communication was fabulous and the photos you shared are so appreciated THANK YOU❤️”

“Melissa was very easy to deal with and our dog Sammy seems to have had a great time with her. Melissa gave us several updates on Sammy and sent us lots of pictures of her adventures. I would definitely recommend Melissa to anyone.”


“Austin was great! It was our first time and Brody had the best time. We will absolutely be using him again!! He was awesome with all the dogs and they were truly a part of his family!”

“A five star ⭐️ ⭐️⭐️⭐️⭐️stay again with Poppy’s favorite home away from home! Kristin is so communicative, loving and patient. Poppy has a blast with Kristin and Kaia, and all the other friends she meets along the way! Thank you for taking such amazing care of our girl, she can’t wait to see you again! ❤️🐶”

“I’ve booked with Francis a couple of times now, and they are an incredibly reliable family. They’ve been able to accommodate last-minute requests, which has been such a huge help. They also send lots of photos and updates, so you never have to worry about how your pets are doing. Most importantly, my dogs absolutely love staying with them! I always feel comfortable leaving them in their care and will definitely continue booking with them.”

The median cost per night for dog boarding in Windham is $50
Dog parents share their Rover experiences - Windham
My girls took to Dani immediately. She checked their bags & instructions right away & immediately contacted me to let me know one dogs meds wete missing & offered a solution that worked. She sent lots of photos showing us they were playing, napping & eating on time. We are visiting family 1200+ miles from home . It was a relief to find Dani to take care of our girls fir overnight. We highly recommend Dani.

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog boarding - Windham
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windham average 10 repeat dog boarding clients
FAQs for Boarding - Windham
Frequently asked questions about Rover
The average cost for Dog Boarding in Windham on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 694 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
93% of Windham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windham landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in CT ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.








