Pet Boarding Windham
Find a loving Windham pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 141 pet parents in Windham have booked pet boarding
Windham, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Christine is a new favorite dogsitter! I left one of my dogs with her and her canine crew for five days—she came home happy, healthy, and tired after romping around the big fenced yard, dipping in the pool, and snoozing on the couch. Worry-free dogsitting from a true dog lover. Thanks, Christine!”
About: I grew up with dogs and I miss the pure joy they have for this world. I can't own one with my current situation, but would love to look after yours. I'm a working professional who is kind and courteous. If you want me to know anything ask, feel free to ask! -Alex I work a full time remote job, with easy morning and evening walking times. The afternoon tends to be a bit busier for me so I may not be able to take an extended break but can make sure your pup has plenty of bathroom breaks and long walks. I am kind and courteous of other people's space. I offer sitting in your space or walks, because my apartment doesn't allow me to have dogs.
“Audrey took great care of Apollo. We will definitely board Apollo with Audrey again. She was very experienced and had a good plan on how to introduce Apollo to her sweet little dog. She sent lots of pictures and updates! We were very happy and he ate all his meals so he felt very happy as well!”
“Stefany was amazing. She accepted my last minute request and responded to all my messages very quickly. She gave me lots of updates and bonded immediately with my dog, even though he can be picky about people sometimes. Would recommend for anyone who needs a dog sitter in Maine!”
“Kseniia was amazing with our dog. It was his first time being away from us for an extended period of time and she went above and beyond to make him feel comfortable. He was def on high alter in a new place, but she was so patient with him! I also really appreciated the daily pics and videos and her patience with us as our flights got changed and cancelled multiple times.”
“We used Carmen for the first time leaving our dog Griffey for a week for the very first time. Carmen was so attentive in providing updates and great pictures. Griffey loved the time he spent with her family and we appreciate her so much!!!”
“We are so fortunate to have found Andy and his lovely family on Rover! We boarded our 2 yo Frenchie Bertie overnight and she had a ball with his 3 Italian Greyhounds! Andy was super welcoming and communicative. We felt Bertie was in great hands with a family that seemed to love her as much as we do!”
“Emily and Spencer were fabulous with Coco and I would highly recommend them! Emily was great with communication and sending pictures, which I really appreciated. You can tell that they really got to know and enjoy our dog, which meant a lot. Our dog was taking some medication during her stay and Emily did a great job administering them for us. I am looking forward to our Coco staying with them again!”
“Ziggy was well cared for and came back happy after another great stay with Kyle and Kaleigh. There were highly responsive and flexible with drop off and pick up times, etc. highly recommend!”
About: Is your dog looking for a five-star boarding experience? Look no further than beautiful South Portland, ME! Accommodations include a single family, single occupant home. The home is outfitted with luxury L.L. Bean canvas bedding in addition to many stylish and accessible furnishings. Is your dog looking for a place to relax and reset? The sun-drenched back yard is sure to offer the tranquility they are looking for. The yard is fenced in and fully equipped for bird watching. Is your dog looking for a little more excitement? Not to worry, the home is located just steps from the Greenbelt trail and a short walk to Willard beach. Looking to hit the town? Perhaps you dog would enjoy a walk to the local bakery, dive bar, or one of the towns' fine outdoor dining establishments. The possibilities are endless. Does your dog crave adventure? Daily excursions are available, such as trips to Mackworth Island, Fort Williams, or Bradbury Mountain. I have a flexible work schedule which gives me the ability to move things around to meet your dog's specific needs. If you don't see the availability, you are looking for, feel free to reach out to me. I have years of experience dog sitting for friends and family and enjoyed 10 wonderful years with my own Husky/Malamute mix. If you have a stubborn breed that you are worried about leaving with someone else, I get you, and I assure you that I can safely and responsibly care for even the most sophisticatedly sneaky pups.
“Kelly was the best sitter for Marcy. Her communication was top notch and Marcy had an absolute blast. We could tell that Kelly treated Marcy with love. I would highly recommend Kelly, she is great.”
“Finding someone that you can trust that will care for and love your fur baby as you do can be challenging. We were able to find someone and more in Robin. From the moment we started taking to the meet and greet to leaving Remy with her for a few days was fantastic. Her communication was excellent and fast right from the beginning. We weren't gone long before she was already sending pictures which is something we said we would take any time.. throughout our few days away we received many updates and pictures and from the pictures we could see that Remy was very happy and being cared and loved just as we do. Robin's compassion to take care of and spend time with animals is very clear. Remy even seemed a little sad after we picked him up and brought him home like he missed her and her fun dog Stella. We can't recommend Robin enough and we will definitely be using again!”
“Rebecca was awesome!! You can tell she is an animal lover. Lucy had the best time with Rebecca during my vacation. Rebecca sent photo's so I could see what my puppy was up to. It was a hot day out and Rebecca brought Lucy and the other dogs inside to enjoy the AC while they rested. Lucy was so tired when she got home after a day of playing!”
“Grace is a fantastic sitter. Chewy, my Labradoodle, loved staying with her. He has had two separate stays with her and when he saw her the second time, he simply rushed in to greet her with such joy. I definitely recommend her if you need a dog sitter.”
The median cost per night for pet boarding in Windham is $65
Pet parents share their Rover experiences - Windham
We have left our precious boy with Jennifer on several previous occasions. This time we left him for almost 2 weeks. I was happy and relieved to see that Max was very happy to see Jennifer and her lovely dog, Maya. This made it so much easier to leave him. Jennifer was wonderful in giving us updates twice each day along with photos and even a video. We could see that he was happy and content. I think he had as good a vacation as we did! I will rebook with Jennifer without hesitation.
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 Rover works
1. Search
Browse profiles of sitters near you who offer pet boarding2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 8 repeat pet boarding clients
FAQs for Dog Boarding - Windham
Frequently asked questions about Rover
The average cost for Pet Boarding in Windham on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 314 sitters on Rover for Pet Boarding in Windham. About 96% of Windham sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
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.
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.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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