
Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Windham house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Lilian was fantastic with Dexter and Nova during our booking. Dexter, our energetic little pup, and Nova, our sweet cat, were both calm, happy, and clearly well cared for when we got home. Lilian kept everything smooth and stress‑free, giving them plenty of attention and making sure their routines stayed on track. It’s such a relief knowing they were in kind, capable hands. We’d definitely book with her again!”


“Mikayla stayed with our active Jack Russell for 2 weeks while we were away. I never worried about our pup, knowing that she was being taken care of and played with. Mikayla shared updates and pictures, and answered promptly when I checked in with her. I recommend her without hesitation, we have never been so at ease while away.”

“I had a last-minute adjustment to my vacation schedule and needed a sitter and found Shayna. She was super flexible and accommodating, and came to meet my dogs and learn their routine the same day! Shayna provided excellent care for my dogs who are anxious and can sometimes be difficult to care for. I would absolutely use her again for overnight services or walking anytime that we are traveling and she is available! Thank you for taking such good care of my girls💙🐶”


About: Hi my name is Leah and I am a college student and lifelong animal lover! have years of experience caring for all kinds of animals from bunnies to alpacas to cats & dogs and everything in between. Animals have always been a huge part of my life. From energetic puppies/kittens to senior pets, I’m comfortable providing attentive, loving care tailored to each pet’s needs. I am comfortable working with animals of all kinds and am comfortable administering medications. Feel free to reach out with any questions! I can’t wait to meet your pet! I currently work full time but am available before 8am and after 5pm on Mon/Tues and Thurs/Fri and am available all day on Wednesdays. I am available all day on weekends and I am also able to do overnights anytime throughout the week! I have cared for dogs and cats my whole life and feel confident in my ability to provide a safe and comfortable environment. I also am knowledgeable in noticing signs of illness if veterinary care is needed while you are away. I have years of pet sitting experience with anxious/reactive dogs and am comfortable caring for them as well.
“We were on vacation for a week and we have never left our 2 dogs with anyone but family. However, this time we could not, so we tried Rover and met Christine. I knew from our meet and greet that our girls were in good hand. The girls immediately took to Christine and so did we. Christine took care of our girls so well and sent us updates. We would definitely have her back anytime to take care of our girls. Thank you Christine! Our vacation was so much better knowing our girls were in safe hands.”

“Theo did an amazing job caring for my princess while I was out of town. I’ve recently relocated and after the move, I was worried going out of town would cause my kitty a lot of distress, but with Theo staying with her, she was a happy and well loved kitty! I got multiple daily updates and prompt communication while she got lots of attention and activities. I will definitely be booking with him again and highly recommend anyone else looking for a pet sitter look no further!”

“Indigo stayed for a few nights to watch my dog and cat giving them lots of cuddles walks and keeping me apprised of how everyone was doing with frequent updates and photos. Indigo left the house spotless and would be welcome back anytime.”

“Jennifer was caring and respectful of our wishes with the care of our pets. The daily photos of them having fun together was reassuring. I highly recommend Jennifer with the responsibility of caring for your pet family.”

“April is beyond amazing! She is the best pet sitter hands down! She not only took great care of my pets but also my house. She is a great communicator and very trustworthy! Our family was blessed to have her!”

“Keirsten house sat for us while we were away for the week and made sure our 2 dogs were well taken care of. She was very good at communicating throughout the stay and sent plenty of pictures. When we returned home our girls were very happy and healthy and she left the house incredibly clean. Will definitely book again.”

About: I’ve lived with dogs my whole life, I know how important your baby is, my goal is to give your dog safe and happy visits! I am currently on summer break for college so I have a mostly open schedule! I work some days at Aroma Joes and all my other time I am free. I always greet dogs slowly by letting them sniff my hand and get used to my scent, I have walked dogs since a kid and know how to handle dogs that pull.
“Nathan was wonderful - providing loving care for my two dogs. He was on time, offered support when my dog sprained her ankle, and attentive to their needs. Thank you Nathan!”

About: With over 16 years of personal experience as a dedicated Maltese dog owner, I understand that pets are more than just animals-they are cherished family members. I know firsthand the specific care, patience, and attention to detail that pets require to feel safe and happy. I'm dependable, taking my responsibilities seriously and ensure your pet's routine/requirements are met! Taking the summer off from working in the school system, looking to pet sit/walk and do whatever I can to help families in need no matter what! I have lots of experience in coming over to pet sit/walk animals, making sure your furry companion feels safe, and well taken care of, and needs are met!
“Allison was truly a blessing and if I ever need this service again, I will absolutely contact her! This was my first time ever leaving for multiple days and our planned sitter (a friend of ours) fell through shortly before our trip. Allison gave us the peace of mind that our dog's would be taken care of. She stayed with them for more time than I had even dared hope for and sent us regular updates. She was transparent, responsible, respectful and kind. Upon our return it was obvious that our dogs missed us but it was also obvious that they had been well cared for and treated with nothing but love and kindness. I can't possibly be even more thankful than I am.”

“Philip was very communicative, made sure to send pictures throughout the entire stay & gave us peace of mind while on vacation. Our dogs loved him! He handled 3 dogs at once like a true pro & couldn’t recommend him more. Pretty sure he left our house cleaner than we left it.”

“From the start, Hannah was professional, responsive, and easy to coordinate with. She was so sweet to our puppy and he really seemed to enjoy her company! She sent updates and pictures which gave us a peace of mind. Our puppy was well cared for and happy when we returned. We will absolutely be booking with Hannah again!”

“Jessica took wonderful care of our 11yr old pup who is going blind & almost completely deaf! She followed our instructions, kept him happy, took him on walks, gave him medicine, cuddled with him, basically the works! She sent pictures & updates about 3x a day, which made us feel at ease. I would highly recommend her to anyone! Thanks Jessica!!”
Over 13 pet parents in Windham have booked house sitting
Windham pet parents share their Rover experiences
Sarah has dog sit for us several times and is always amazing. She takes such good care of both dogs, and we know they are in good hands! She always communicates throughout her stay and sends lots of photos. We will definitely keep using Sarah when we go away.
We feel so fortunate to have found Gina. She came by our house initially to meet our 70 pound black lab mix, Darla, and agreed to come back again closer to our travel date to go through the house and get acquainted with Darla again. Gina picked up on my nervousness about leaving Darla with a stranger. She is only the 2nd person besides family/close friends we have left Darla with but Gina was easy going and put me at ease about it all. Darla was super happy having Gina’s company while we were away, even more so because she works remotely so she was here for Darla all day! We came home to a clean house, including clean bedding, which wasn’t necessary but appreciated! We will not hesitate to contact Gina again for upcoming travel! She’s great and Darla approved :)

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Windham is $60
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 house 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.
Sitters in Windham average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windham on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 4,298 house sitters in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Windham house sitters respond in under an hour.
House sitters in Windham have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windham.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windham house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.




