Dog Boarding South Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 1 pet parents in South Windham have booked dog boarding
South 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.
“Stephen was phenomenal with our pup!! Extremely communicative and friendly. We got multiple photos and videos each day! He took him on walks every morning and let him play with all the tennis balls he could find! This was our dogs first time staying with someone other than family and it seemed like a vacation - we were afraid he wouldn’t want to come home. Highly recommend Stephen and we will definitely use his dog sitting services the next time we go away.”
“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!”
“Katie took exceptional care of our golden retriever. She gave updates on how he was doing throughout the stay and asked great questions about how she could make him feel right at home. Excellent communication but most importantly a great family that treated our dog like their own. 5 stars!! Highly recommend!!”
“This was my dog Hank's 2nd stay with Sydney. She took good care of him, including tending to his paws when they were irritated by the salt on the walkways, and her communication was excellent. I would highly recommend this sitter.”
“Patrick and Susan are awesome people and they are amazing with animals. Our puppy Archie was so loved and cared for while we were gone. He came back relaxed and happy! They were accommodating, flexible and easy to work with. Each day they sent us pictures of our pup having fun and enjoying his vacation. I highly recommend them and will be using them each time we need a pet sitter. If you are looking for great people to watch your dog I wouldn’t hesitate to contact these two! Sherri C.”
“We used Rebecca for a quick overnight for our rescue. We’ve only had him for a few months and he has barely been left alone so we wanted to be sure he was happy. I could tell when I picked him up how happy he had been there. Friends to play with and love from Rebecca. He couldn’t stop giving her kisses! I would use her in the future for anything I need. It’s such a relief when you don’t have to feel guilty about leaving your pet because you know they’ve had their own vacation. Loved getting the photos of him during his stay as it made me at ease. Thank you!!!!”
“Cailey took care of my senior cat for an extended time and took great care of her. Cailey kept me updated on how my cat was doing, including for a period of time where my cat wasn’t eating as much. My cat will do this on occasion so I wasn’t concerned, and appreciated Cailey noticing and checking in with me about that. I would absolutely work with Cailey again, thank you!”
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.
“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!”
“Wonderful. I received either a picture or video every day. She has enough room for my dog to be outside and safe. She treats my dog like he is hers and walks him multiple times a day.”
“Kathryn and Jeremy were great, can't recommend them enough. They were extremely communicative both before Bella's stay and during, updating us with pictures etc throughout the day. The couple are very well versed in dog behavior/needs and asked all the right questions to make us feel confident Bella was going to be well cared for and safe. When we picked Bella up she was very comfortable in their home and was resting with Kathryn and Jeremy. If you are looking for trustworthy couple to watch your pup with love and attention, this is it!”
“Our son was getting married in upstate NY so we needed a sitter for our dog Kai while we were away. We have always left Kai with either family or friends, but since everyone we knew was attending the wedding I reached out to Laura. We set up a meet and greet -I knew from the first time I met her that she was a perfect match. She was warm and kind - obviously a dog lover - and she made a connection with our normally shy dog right away. She asked a lot of questions about Kai's habits - she wanted to make sure she followed his normal daily routine so that he would be comfortable in her home.. Her house is beautiful and she has a large, fenced in back yard that allowed Kai to run free in a safe environment. Laura took him for a 3 mile daily walk, and sent many pictures and updates the whole 6 days she had him. He became a part of her family❤️ I cannot say enough about how happy we were to have found her. She gave us peace of mind that Kai was well loved and cared for so we were able to enjoy the wedding without any worries. I would HIGHLY recommend Laura to anyone looking for a sitter!!”
“Lily loved her stay with Andrea and Kurt! We are so thankful to have such peace of mind, knowing she is well taken care of and happy to be there. The fenced in yard is fantastic, Andreas dogs Hazel and Penny are now Lily’s pet friends! My husband Dave and I are retired and looking forward to being able to travel. It’s such a wonderful feeling knowing we have a family with a loving home to care for Lily. Andrea is exceptional at sending photos through out the stay, it is very reassuring to see”
“Rebekah took GREAT care of my anxious, senior Springer Spaniel. She kept me updated on how he was doing and he was clearly relaxed, comfortable, and well attended. I would absolutely leave Seamus with her again!”
“This was our third booking with Triba and our dog’s first overnight stay - it’s so wonderful to have a sitter who we really trust & who our dog absolutely adores!”
The median cost per night for dog boarding in South Windham is $50
Dog parents share their Rover experiences - South 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 - South Windham
Select a filter and find qualifying sitters offering dog boarding.Sitters in South Windham average 11 repeat dog boarding clients
FAQs for Dog Boarding - South Windham
Frequently asked questions about Rover
The average cost of Dog Boarding in South Windham is $78 per night as of November 2026. Most bookings cost between $78 and $78 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 689 sitters on Rover offering Dog Boarding across South 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.
94% of sitters in South 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 South 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 South 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 South Windham. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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 South 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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