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

Over 158 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.
“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.”

“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.”

“Great care and communication! I could tell my dog was in good hands and having her best life in the country. I received daily updates and felt reassured that she was safe.”
“Cooper’s stay was my first time booking with Kristin, and she will be 1st choice whenever I need care for him! She sent multiple texts with videos showing me how comfortable and happy Cooper was. I believe he got all the love and attention he gets at home so he adapted quickly and was a good boy for her”

“Thank you so much for taking such wonderful care of Forest this weekend. It means the world to us knowing he was safe, happy, and loved while we were away. Your kindness, reliability, and genuine care gave us complete peace of mind, and we’re so grateful for the time and attention you gave him. We truly appreciate you and feel lucky to have someone we can trust with our furry family member. With heartfelt thanks, Dave and Ana”

“This was my German shepherd, Evie's, first overnight stay with Laura, or anyone else for that matter. I was hoping it would go well and happily Evie had a great time running about and playing with three other dogs. Good to know I have a safe place to drop Evie off when I'm away.”


About: I’ve taken care of dogs my whole life. Growing up, my mother was (and still is) a doggy foster mom for our local shelter. We constantly had 4-6 dogs in our home, most of which ended up staying long term. I have years of experience caring for multiple dogs and senior care as well! I work completely from home which will allow me plenty of time to attend to your pups needs all throughout the day. I love to jog and hike, so your pup will be sure to get plenty of exercise and outdoor time with me! I provide a safe, calm, and attentive environment for every pet in my care. Working from home allows plenty of supervision, potty breaks, playtime, and attention throughout the day. While I do not have a fenced yard, all outdoor time is supervised and dogs will always be kept safely leashed. I’m happy to follow your pet’s usual routine, feeding schedule, crate preferences, and any special care instructions to help them feel comfortable and secure.”
“Super accommodating with the short notice booking I requested! Steph is bright and friendly. She let me know if there were any issues with my pup. Would book with her again!”

“I left my Baby (Mr. Prince) with Ms. Geneva and will plan to have her sit for us again. She was courteous and polite. She kept me updated on how he was doing as well as sent pictures. This really eased my mind without me even asking her to. I met her the day before and felt comfortable. I highly recommend her for sitting and as I stated earlier, I plan to utilize her services again.”

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.
“Suzanne took such great care of our pup and was a pleasure to work with! She really made us feel like our dog was safe and happy and gave us great peace of mind while we were away.”


“Ricky did a great job , got my boys back healthy and happy . He provided updates with pics and was really responsive. Trust that Ricky will take care of your pet . Will definitely have him look after my boys again.”

“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.”

“Katie and her family took incredible care of my little fur baby. It was the first time that Bodhi was left with anyone but family and Katie took incredible care of him. I would definitely use Katie again.”

About: Hello! I’ve taken care of my own pets since I was young, for about 8 years now as well as dog sat my older sisters two dogs and my oldest sisters three cats. I’ve also house sat for my cousins and grandparents various animals over the years and I love it. Meeting new pets warms my heart and brings me comfort as i’m not from the area it would be nice to get to meet some people from the area and make some new furry friends. I currently work nights so i’m free to pop over in the morning or afternoon and check in on the pets when needed or give them a walk! I love going on walks with my pets so if you want your pet to get a good walk in i’m your gal! I also really enjoy trying to teach pets new tricks with treats and positive reinforcement, and bathing animals so I offer bathing/groom services if needed.
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
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Popular requests near you
Select a filter and find qualifying Windham sitters!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 July 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 July 2026, there are 705 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.
96% 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.








