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
“Brittany is amazing. She literally will treat your pet like her own and spoils them like they should be ❤️ I know my husky loves staying with her and she is my go to person! He even got a toy for Christmas. He gets so much exercise and love. Thank you Brittany!”

“Carolina was amazing with Mucci!! She communicated well, sent updates and pictures, and made me feel comfortable the whole time. He looked relaxed and happy with her and her family and I appreciated how attentive she was to his needs. Thank you again for taking such good care of him. I would definitely book with you 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!!”

“Would highly recommend!! Ifan was great with Pierre and was very responsive when I asked for pictures and videos during his stay. My dog did a lot of running around outside in his backyard and playing with the other dogs he was watching, but when it came time for me to pick him up he looked good as new. Brushed and came with an adorable handkerchief! He was great!”

“Saskia took excellent care of our dog while we were out of town for a week. We received daily pictures and updates. Saskia was great at reaching out and addressing any concerns promptly. We were thrilled with her care of our energetic pup and will not hesitate to book again. Thanks!”

“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!💕”

“My girls were so happy in Becky's home and she took great care of them. I've never left them with a stranger overnight and she sent frequent updates and pictures to ease my mind. We would absolutely use her again.”
“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!”

“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!”

“Sherry watched our little guy Stitch for five days and did an amazing job! She was very responsive and kept us up updated with pictures and videos. She spent quality time playing and keeping Stirch active. I appreciate Sherry a lot and look to have her watch Stitch again in the near future.”


“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”

“Colette was absolutely wonderful. Winnie loved her! Her fenced in backyard is perfect for a small dog who loves to feel “free”! She sent us multiple photos and updates. We’d definitely use her again!”


“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!”

“Rosmery was wonderful with our fur baby! I received many pictures and videos of Lana. Her and her family made feel our pup like home! Definitely, we will bring Lana back.”

The median cost per night for dog boarding in South Windham is CA$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.










