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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We couldn’t have asked for a better experience with Brittany and her family caring for our sweet boy, Warren. From the very first conversation, we felt completely at ease. Brittany is warm, communicative, and incredibly attentive — the kind of person who genuinely treats your dog like part of her own family. Throughout Warren’s stay, we received thoughtful updates, photos, and little notes that reassured us he was not only safe but truly happy. It was clear he was getting lots of love, playtime, and snuggles. Brittany’s home felt like a calm, welcoming environment, and her family embraced Warren as if he’d always belonged there. What really stood out was the level of personal care. Brittany paid attention to his quirks and the small details that helped him feel comfortable, like a comfy couch and soft blankets. When we picked him up, he was relaxed, well-cared for, and honestly looked like he had just come back from his own little vacation. If you’re looking for someone trustworthy, responsible, and genuinely loving to care for your dog, Brittany and her family are truly exceptional. We’re so grateful we found them — Warren can’t wait for his next stay! 🐾💕”

“They took very good care of my sometimes difficult to handle gigantic Anatolian Shepherd Tucker. He made new friends while he was there and almost didn't want to go with me when I came to pick him up! I was happy they took such good care of him and would definitely recommend Jessica”

“This was my first time with Laura & my first time boarding my dog at all & she was the perfect fit! All the updates, safety & enrichment I could’ve asked for, my dog even seemed disappointed to leave!”

“Suzanne and her family were absolutely wonderful with Archie. He suffers from separation anxiety when first meeting new people but Suzanne made sure he felt at home in no time. He got a lot of play time and car rides too! Suzanne sent us photos and provided great updates. When we arrived to collect him he was so happy and relaxed and ran back to her kids to say goodby a couple of times. He was a happy dog and I know he will love to go back. Her location is perfect for our random trips to Uncasville and Rhode Island, and Suzanne will be our "go-to first choice for sitter for any future trips!”

“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!”

“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.”

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.
“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.”

“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.”

“I feel more than comfortable leaving Eli with Serenity and family. He has stayed with them several times now and always gets so much attention and treated so special. They are also great about sending photo updates. Highly recommend!”

“If I could give 5,000 stars I would… Elizabeth and her family are absolutely wonderful! I have never used Rover or left my fur babies with a stranger before and needless to say, I was a MESS! We had a family trip in Ohio we couldn’t miss and Elizabeth watched our new/rescue 11 month old American Bully Huey! Elizabeth was wonderful from the time we met and even when I dropped him off crying my eyes out with anxiety! She sent photo updates constantly, they treated him as if he was their own, giving him all the love and attention!! He got to play with their two pups, kids, and enjoy there wonderful fenced in backyard! They walked him and even spoiled him with a car ride to get a pup cup! Huey pretty much was on his own fun filled vacation! Elizabeth even went as far as to drop him off at our house and safely crate him the night we flew in, so he could be home when we got home. This was wonderful! She even offered to take our other dog out for a potty break when she came over to drop Huey off. She is absolutely wonderful, I have nothing but the most amazing things about her and her family! I truly can not thank you enough!!! Thank you, thank you, thank you!!!! Hopefully we will be seeing you soon and Huey can visit!”


“Ricky and his family provide the best care for my girls! They are extremely loving, caring and flexible! I am so appreciative always for the love they give my girls! ❤️🐾”

“Saskia was Amazing. She communicated throughout the entire trip and sent me Wonderful pictures everyday. I would definitely recommend her to anyone and will be looking forward to having her take care of our dog in the future.”

“Erica, Thomas, and their family were amazing to my sweet Kona! She’s a young GSP so she’s very active and high energy. She’s a great dog but not everyone can handle her energy level. They were great and immediately knew what to do with exercising and treating her like family. It helps that they have a big front lawn and had other dogs staying with them too! Kona made great friends judging from the pics. But most importantly, they went out of their way to be her dog handler for us on our wedding day. They made our special day even more magical by letting Kona participate in the ceremony as our dog of honor. She was tired for 2 full days after we picked her up! That’s a long time for a GSP. So grateful!”

“I left for vacation and had to leave my kitty, Riott, behind, and I’m so grateful I found Katarina. She was absolutely amazing with him and made him feel right at home. She gave him lots of love, paid close attention to his needs, and treated him so well. She also kept me updated every day with adorable photos, which gave me so much peace of mind while I was away. It felt so reassuring knowing Riott was with someone who genuinely cared about him and knew how to take care of him. I will definitely book with Katarina again!”

“We had the pleasure of having Kristin watch our two dogs for the first time, and we couldn’t be more pleased with the experience!! We were a bit nervous leaving them for the first time, but she made it so easy and reassuring. From the thoughtful updates and pictures, to the way she made our dogs feel comfortable and cared for, we could tell she genuinely loves animals. It was such a relief to know they were in good hands! We came back to happy pups! We’ll definitely be booking again in the future. We highly recommend!!”

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
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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.






