Dog Boarding Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 9 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.
“Cindy was amazing. Great with communication and extremely flexible with our big flight cancellation/delay that lasted several days. I would definitely use her services again.”

“I’m so happy we found Sergey at the last minute. My two dogs stayed with Sergey’s for six nights. They came home tired, happy, and clean. Sergey was extremely flexible with our timing when our travel was delayed. I would not hesitate to recommend Sergey as a pet sitter.”

“Really satisfied. Cody and Cassidy are very warm, loving and friendly as well as their daughter. Good communication and photos were also sent. Would certainly recommend them and do it again. Thank you.”

“Alicia and Dave were great with Cosmo. He was very comfortable there with them and their dog, and they were great at giving him his medications. Always tough to find someone to watch these dogs with some medical issues, but they didn’t miss a beat. Loved getting the picture updates.”
“Kyle and Mariah were fantastic caretakers for Lobo for the past week! Got photo updates multiple times per day, and it's clear that he had a TON of engagement and activity - he put himself to bed when we got home 😂. Highly recommend!!”

“Jessica is fantastic. She was so good with our two pups for an overnight stay! She sent the best pictures, played with our pups with her children, and gave them a great place to stay for the night. Would highly recommend Jessica; and we will definitely not hesitate to send our dogs to her again!”

“Emily and Kieran were the best dog watchers! Their dog Leon is so chill and playful with our pup, Roscoe. They did two walks a day and outdoor play was easy with a doggy door. We received daily updates. So grateful to have Roscoe in good hands while we were away.”

“We were on vacation with our puppy and needed a sitter. Kyle & Kaleigh were absolutely the best! Fritz had a terrific day hanging out with them at their house. He played all day with their dog, Izzy. They provided an update and even sent a video. I would highly recommend them! Thank you for taking such good care of our boy!”


“Terrific - lovely, caring person and nice comfy environment and quiet neighborhood. When we came to pick Molly up she was was clearly content and comfortable. We get a much bigger “Glad you’re back” response when we leave her at home alone for an hour.”


About: Hi, my name is Michael and I am a proud owner of a beautiful King Charles Cavalier Spaniel and my dog and I would both love to have your pups company. Please let me know if you have any special instructions and I promise your pup will have a comfortable stay with many fun walks. Thanks! I provide 5 walks a day for my own pup and would love for your dog to join. I work from home so your dog will have ongoing company throughout most of the day. I have one friendly dog in a quiet calm environment with no children. I will feed and walk your doggy as requested, and can provide lots of pets as well.

About: I have a beagle named Lily, had her about 4 years now and we do a lot walking and hiking! I really love dogs, grew up with them always in the house. I am new to doing this professionally but I think it would be a very fulfilling job for me. I work part time at the moment and am available all day for walks and boarding Monday, Tuesday, Thursday. Also available for walks only until 3 pm Friday and Saturday. I live in an apartment in a very walkable area. For boarding your pet will be kept company at all times with my dog Lily and I. Lily is a very sweet beagle, she has spent plenty of time at daycare playing with other dogs all day, so she shouldn't have any problems with another dog spending the night.
“John is amazing. Our little Arlo is afraid of everyone (except John) He almost didn’t want to come home with us. He took such good care of him. He will always be my go-to. One thing, your pup may be lackluster the next day from the exercise he got and missing John.”

“Celine is great. Wonderful indoor space with playing area just next door. Adventure walks everyday and lots of updates and pictures. And all the attention Zahra could have hoped for. Thanks!”


“Katherine did an amazing job with Boone. He was well rested and not anxious at all when I picked him up. She was very flexible and communicative during his stay. I was very happy!”

“Kaitlin and her family were fantastic with the dogs! First, she accommodated a last minute booking when my original plan fell through and accepted with a weeks notice and I am forever grateful. It was clear the dogs were in good hands with multiple updates and pictures each day, I was able to relax and enjoy my vacation knowing they were well taken care of. They even came home with handmade bandanas! I would definitely book with Kaitlyn again knowing my dogs also had a great vacation at her home. Thanks again!”

“Lauren was amazing with my two pups! They got all of their needs met and were very well taken care of, lots of cuddles and good sniffs. I received lots of updates and tons of pictures which is always appreciated. Will use Lauren for my pups again in the future :)”

The median cost per night for dog boarding in Windham is $65
Dog parents share their Rover experiences - Windham
Nicolette was very personable and quick to communicate. I appreciated her ease at meet and greet as well as pick up. She sent me updates and photos throughout the weekend which was appreciated and seemed to enjoy our Grizzwald. She was flexible as well to accommodate a slightly later pick up. Thank you! Will book again.

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 8 repeat dog boarding clients
FAQs for Dog Boarding - Windham
Frequently asked questions about Rover
The average cost of Dog Boarding in Windham is $67 per night as of November 2026. Most bookings cost between $33 and $85 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 299 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:
- 93% 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 ME 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.









