Dog Boarding Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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.
“This was Lulu’s first time with Kristin and I had such peace of mind knowing how well cared for and loved she was while she was there by Kristin and her family. Lulu is a high maintenance girl with needing to eat several times a day as well as needing medications throughout the day. I provided a very detailed list that Kristin followed incredibly well because Lulu had no issues while she was there and I received daily updates and pictures of how she was doing. Additionally, Kristin was incredibly accommodating when my flight was delayed and I needed to come home a day later. I highly recommend her!”
“Dawn and her Husband are PHENOMENAL! Dawn is always willing to take our boy Mick, even on short notice. Mick gets along so well with their pups and has the best time! Thanks again for all you allow us to do by watching over our boy!”
“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.”
“I had a family wedding to go to and wanted to find a safe and comfortable place to leave Winston, my young dorgi (half dachshund, half corgi) who had never been away from me since I was lucky enough to get him. Laura and her family turned out to be the perfect people and place. With a beautiful, safe home out in the country, a deck and fenced in yard where he could play, a open-plan house where he was visible at all times, Laura’s place was perfect. And the bonus: three little girls who adored him and lavished attention upon him, much to his delight. Laura, herself, was wonderful, caring, professional, delightful. She took him on long walks which he loved, texted me photos and updates on this progress during the stay, saw to his every need and even made some recommendations to me as to feeding bowls which might slow his eating down (he snarfs up his food in seconds!). I was afraid he wouldn’t want to come home. But I think he knows he can go back and stay in this home away from home which he will definitely be doing the next time I need to go away without him. I can’t tell you the peace of mind that all this brought me, knowing that he was happy and being well-cared-for and loved.”
“Madison was amazing with my pup! She kept in contact with me sending pictures and letting me know how Oakley was doing! Very very happy with my first experience with Rover and Madison!! ❤️”
About: 🏳️🌈 I've lived with and taken care of dogs since I was 11 years old. Starting off in apartments where they needed to be walked multiple times a day. I've had my own dogs for the past 16 years. From puppies to seniors on daily medications, I've taken care of it all with my own doggos. We recently lost our doggy siblings, Tegan and Sara in May and July 2022 at 15.5 years old. We currently have a 4 year old rescue named Oswald. I live on 3/4 of an acre with a 5' chain link fence surrounding the back yard. I also work from home, so I'm always here. With your permission, I may even take your pups on adventures while in my care! I do require a meet and greet to make sure our pups do well together and so you can see the house and yard your doggo will be staying at. It is what I would want for my own dog, so I will always provide it for you. I will also send a ton of pictures while your baby is in my care! 🏳️🌈 I work from home 9-5:30 M-F. Your baby will get to go out whenever needed in my fenced yard and I will give them love in small breaks during my own work day. They will not spend their days in a crate as I am here to keep an eye on them. I have a fenced yard. I do have a very dog and person friendly pup of my own who will be happy to play with your pup, too, as his favorite place is his doggy daycare (he's well socialized). We have few stairs that need to be climbed, 1-3 off our deck (we have a few entrances on the deck) that can be adjusted by closing deck doors as needed for seniors.
“We have used Elizabeth a few times and are so grateful to have found a Rover (and her family) that are so great with our two dogs, Harry and Jules! Highly recommend Elizabeth if you’re looking for someone to take extra special care of your best buddies!”
“Maggie was great, she was super flexible and understanding! I’ve never left my dog with anyone before but I felt so at ease with Maggie’s updates and the friendliness of both her & her dog Moose with my boy Cody! Definitely recommend and will book with her again if needed in the future.”
“Sherry was a wonderful sitter for our Labradoodle! She met us twice before our dog’s first stay so our dog could get comfortable with her and her home prior to being left in a new place. She was so friendly and accommodating and took our dog for regular walks in the park near her house. She also sent us daily pictures and updates about all the fun they were having together, which were reassuring while we were away. Would absolutely recommend Sherry and would would certainly use her services again!”
“Didn’t get to meet Inam but Jennifer was amazing with my Ralphie! She’s very patient and kind, all the good qualities needed to take great care of your pets. They sent pictures and updates almost every day which was much appreciated. Looked like my pup had a lot of fun. I’ll definitely be using their services again!”
“Crystal is incredibly trustworthy, reliable, and always takes such great care of Chip. You can genuinely tell how much she loves animals, which gives us complete peace of mind knowing he’s in such good hands. I wouldn’t hesitate to recommend her to anyone looking for someone dependable and caring to look after their pets.”
“I couldn’t be more grateful for Lindsay’s incredible care for my pet! From the moment I booked her on Rover, she proved to be an exceptionally responsible and compassionate caregiver. My senior dog has always been a bit anxious, but Lindsay’s calm and understanding demeanor helped him feel at ease. She went above and beyond to ensure he was comfortable and stress-free, showing genuine love and patience throughout. Lindsay kept me updated regularly with messages, which gave me peace of mind while I was away.”
About: Hi! My name is Laura and I’m an experienced dog mom of nearly two decades. I know how to keep dogs feeling safe, clean, fed, and cared for when their owners need some help. I can offer special care and also give medications if needed. Note: I can only accommodate small dog breeds. My dog named “Tallulah” is a 9Ib female (spayed) Maltese. She is very dog friendly, though, we can discuss whether you’d like your dog to spend time with Tallulah or be in a separate area of my home. I can accommodate any specific requests you may have! 💞 🐾 I currently work remotely from home so dog boarding is available Monday-Sunday! I am present for the entirety of your dogs stay. My goal is to provide the care your dog is accustomed to at home so the experience is not only safe but enjoyable 🏠 🐾 ❤️ All dogs in my care will be tending to just like they’re at a special dog hotel and on a schedule of your choosing. My home is very quiet, private, and safe. I can accommodate any specific requests you may have! 💞 🐾
About: Hi, I’m Cody, a lifelong pet lover and caretaker! I love giving pets the love and affection they deserve! Whether it’s attention, playtime, walks, or even car rides when they enjoy them. Every pet has their own unique personality and needs, and I believe in taking the time to get to know them so they feel comfortable, safe, and loved. Whether your pet is energetic and playful or prefers a quiet day full of cuddles, I’ll make sure they receive the individual attention and care they deserve. Your pet’s happiness and well-being will always be my top priority. I’ll treat your pet with the same love, patience, and care I would want someone to give my own, making sure they feel safe, happy, and loved while you’re away. 🐾 Hi, I’m Cody! I’m a lifelong pet lover who believes every fur baby deserves to feel safe, loved, and treated like family. Having cared for my own pets for decades, I understand how important it is to provide loving, attentive care tailored to each pet’s unique personality and needs. Whether it’s walks in the park, playtime, belly rubs, or cozy cuddle sessions, I’ll make sure your pet receives plenty of affection, exercise, and one-on-one attention. My goal is to make every pet feel comfortable, happy, and loved while you’re away. Your fur baby will receive the same love, attention, and care you would want them to have while you are away! I make sure they are set with food and water, great walks, and all the best pets and scratches! Whether it’s following instructions or just doing what’s needed, I will ensure the best care for your pet while you are away!
“Artemis was very happy in photo updates wa received and was happy at our return as well as seemed sad to be leaving as we drove away. Starla was very kind and informative and will definitely use her again with our puppy needs”
About: I own 2 dogs and a cat of my own. I walk my dogs every day. I have a degree in veterinary nursing and have experience working with dogs of all ages in both animal shelters and veterinary hospitals. I will treat your pet as my own ❤️🤗 I am available Wednesday-Saturdays. I can do dog walking, pet sitting in your home or mine and any pet-related activities 🤗❤️ i love all dogs! I have a secure fenced in yard and 2 very friendly dogs to keep your fur babies company. I can also crate your dog if they feel more secure in a crate ❤️
The median cost per night for dog boarding in Windham is $50
Dog parents share their Rover experiences - Windham
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.
How to book dog boarding
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 Dog Boarding - Windham
Frequently asked questions about Rover
As of November 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
95% of sitters in Windham can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in Windham. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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