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 so great! She sent lots of photos of all the fun our dogs were having, keeping my mind at ease. She walked the dogs and made sure they had plenty of exercise, and from the looks of it- a ton of fun. Absolutely phenomenal!”
“Harley had a wonderful time with Kristin. I received multiple picture and video updates over the weekend. Harley was happy and content and played hard. Kristin has a warm pet friendly home.”
“Dani was so accommodating with a last minute request. She is very knowledgeable about dogs. She has a caring personality as was a perfect match for my dog. Will be using her service again.”
“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”
“Laura did a fantastic job with our 8-month-old Great Dane, who was anxious about being left alone. She provided plenty of updates and reassurance while taking excellent care of our pup!”
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.”
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.
“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!”
“Ricky was excellent! He took care of my 85 pound Hound/ Husky. I always am a bit concerned when leaving my dog with someone but when I need to do it again, Ricky will be the first person I contact.”
“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.”
“Elizabeth was amazing! Her and her family made our dog feel so warm and welcome despite being a nervous Nelly around new people. She sent us regular updates and photos, so we always had peace of mind!”
“Stephen was a great fit for my Abbie. He and his wife took excellent care of her and sent pictures en very day and a couple of videos. It was my first time leaving her with someone outside her home environment. I have already booked him for another week in September. I highly recommend him if you need to board your dog.”
About: I’m a retired combat veteran and have plenty of Availability given notice! I run a full time pet care business and dog training business. I have more than 28 years experience with several animal species, including doing my professional businesses the past 4 years, working at a kennel, and several dog sports! I have not only gained experience but keep up with my Professional development as well through seminars, workshops, and coursework! Currently level 1&2 coursework and certification in programs with Method k9! My motto is always to #havefunwithit!!! Drop-in visits, Dog Walking/hikes, Mobile dog training/Enrichment (FUN!!)/Pack walks, day care, and day training programs! I do this full time as a licensed, insured, and bonded pet sitter, dog walker, dog trainer, and pet caregiver as Influential K9, LLC. I also have experience being a kennel manager for a dog daycare/boarding facility! Different breeds, sizes, ages, and personalities up to 15-20 dogs some days at a time. Our home has half an acre of wooded area for sniffing and walking! And .25-.75 acre to run and play! We are adding new toys and activities every week! We also can accommodate hikes on daycare days we live right on the river by the Scotland damn! Once everyone is integrate there will be pack walks! So much to do and explore for your dogs while they get all the benefits of a one on one trainer. Daycare rates listed are base rates and packages will be based on services requested. I do have several reviews and testimonials on request and more than 40 repeat clients through my professional pet sitting and dog walking business. You can find more information by looking me up on Facebook or google as well! I want to bring love and fun to your home! I truly enjoy what I do and am doing what I love. When working with you and your animal companions you will always get photo updates, report cards, and safety as a priority! -My special skills include being able to provide enrichment and safe pet care practices, such as double leash retention, ice sheets during hotter months, water, and a first aid kit on me at all times during walks/visits. I can provide certain medical requests (such as oral medication or injections). I grew up with dogs (small, medium, and LARGE), cats, birds, small companion animals, fish, and horses over the years. I do this full-time and have plenty of availability! I can usually fill most accommodations and requests based on availability when a booking is requested! When caring for a client’s animal companion in their homes, I always make sure to conduct a consultation (meet and greet) so that I am introduced to the companions before providing services. This ensures that your animal companions feel safe and secure with someone they are familiar with while I am in their home. This is used to establish what boundaries and needs your animal companion needs from me while you are away. Safety is the most important aspect of my job for your animal companions. All services are base rates.
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 near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 10 repeat dog boarding clients
FAQs for Dog 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.
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