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.
“Brittany was so great about communicating and sending pictures of all the fun activities she did with our lab! She is very hands on and excellent with making our pup feel right at home. We will definitely use again :)”
“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”
“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!”
“Elizette provided the best care for Winston! He had an amazing time with her 2 dogs running around in the enclosed yard. She did a great job with his feeding and going out schedule. Thank you!!”
“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.”
“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.”
“I highly recommend Klaudia. She did a great job with our dog, Macy. Klaudia has a kind family and two sweet dogs of her own. She sent several pictures, which I loved. I could tell our dog was comfortable and happy with Klaudia. I was worried Macy may not want to come home with us! We will definitely be coming back in the future.”
“Elisa is a wonderful host for animals and went above and beyond watching my Shih Tzu Lulubelle. We were wedding bound and wasn’t familiar with anyone in the area and Elisa made it easy and a pleasure. She is very friendly , kind and has the perfect home to make an animal feel comfortable! She even send me updates and pictures of Lulubelle daily which was so considerate! Elisa even sent a card with Lulubelle’s picture on it! It’s a five star stay and I would highly recommend her and will definitely use her again when I am in the area!💕”
“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!”
“Superb! I felt totally at ease leaving Gabby to Margaret's care. I appreciated her desire to meet Gabby beforehand, and she gave reassuring updates during Gabby's stay. Gabby got a lot of good attention that was documented in photos and messages, and I returned to find her relaxed and calm. I will definitely bring her back to Margaret next time I need dog care.”
“Sydney took such great care of our dog. She was understanding of the dog’s needs and ours to make our vacation easy. She made sure there was harmony for everyone in her home, pampered our dog more than we do at home, sent us pup updates (“pupdates”, lol) so we could see her experience. Would recommend Sydney’s pup sitting. We will again.”
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: 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.
“First time using Rover and first time in 10 years having a sitter outside of immediate family, we were so nervous. Samantha met us prior to and put us at ease. We had a wonderful experience having Samantha caring for our 2 boys while away! She sent us photos and little updates everyday and even had some great suggestions for us moving forward about a feeding time issue we were having.”
About: Hello. My name is Elaineh and I am young, enthusiastic dog lover. I have a flexible schedule, love to go on walks, and my own transportation. I promise to love your pet as my own when they are with me! I currently work part-time but my schedule is very flexible and adaptable to your needs. When I am not at work, I spent most of time at home where I spend my time studying. I have a big yard. It is unfenced but provides a large space for the dogs to run, walk around, and/or use the potty. I also have a car, so I can drive to different parks/walking trials. At home, I have lots of toys and can make homemade food if requested. If the pup simply needs love and attention, I am happy to provide that too!
“We wholeheartedly recommend Katelin. She watched our Australian Shepherd when an unexpected trip arose. I can be a little Type A with directions and she was very gracious and amenable. Add to that great communication and pictures. Working with Katelin was both a professional and enjoyable experience!!”
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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