
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.
“Sara is a bona fide Cat Whisperer. Our cat enjoyed the time she spent with Sara (we have the pictures to prove it!) and was loving and comfortable when we returned from our trip. My husband and I highly recommend Sara is you ever need a cat/house sitter.”

“Sergey was terrific! He came by to meet our dog before the pet sitting appointment and was very patient and caring. He was on time and dependable. If we visit Portland again we will definitely ask for him to pet sit our dog again.”


“Renee was great, checking in with questions when needed. One of my dogs is more needy and she let me know so I could offer suggestions. I've invited her to come back and she said yes, so that's a good sign!”

“Emma took excellent care of my small senior dog Stella. I was nervous to leave her but after meeting Emma I knew she would be in good hands. Emma had no problem giving Stella her medication and sent daily updates. I would highly recommend Emma for pet sitting.”

“Not enough good words to say! Elizabeth took such good care of our pups and home. Excellent communication with lots of updates and photos. Would welcome her back anytime. Highly recommend!”

“We LOVED working with Christina! She gave us reassurance during our meet + greet that she was going to be a perfect match for our pups and she certainly went above and beyond! We came home from our trip to happy, well fed and well loved pups. :-) Christina provided many picture updates and feedback on how the pups were doing throughout her stay. Most certainly will be asking her to house sit again in the future!”

“Nicole was absolutely amazing. She is personable, kind, responsible, reliable and patient. We honestly thought it impossible for our extremely anxiety ridden pup to get comfortable with anyone, but somehow Nicole worked her way into Lulu’s heart and was able to get past the fear. Would that we could have Nicole as a dog sitter forever!”


“Amy is always an incredible sitter. No matter what happens I know I can trust Amy to take very good care of my pet. Would highly recommend her to anyone seeking house sitting or dog walking services”

About: My first job was at Mainely Dog, a doggy daycare where I fed and entertained groups of dogs-all sizes and personalities. I’ve grown up with many dogs in my family. We also fostered and took in dogs with behavioral difficulties, even had up to 5 dogs at once so I’m used to handling multiple dogs at a time! My dream has always been to own my own business to help and love animals. I can’t wait to meet your pups! I currently work a part time job where I work 3-4 days a week from 4:30-10:30 so I am available the rest of those days and my days off. I am attentive and can keep your pets safe whether that’s in your home or outside in the yard. When out on walks, I am skilled at reading your dog and other dog’s ability to interact in a safe environment from my experience at the doggy daycare.
About: Hi all! My name is Mariah and I live Raymond. I was raised with dogs and have one of my own, an Alaskan Malamute named Cosmo! I would love to take your pet on an evening stroll (anytime between 4:30p-9p) or come by and visit to feed/play/keep them company while you're away. If you need someone for a few evenings per week for walks, someone to feed your pup while you're temporarily away, or even on a more casual basis, please contact me as I would love to meet you and your best friend! -I also have experience giving meds and syringe feeding kittens. Mariah I work my full time job Monday through Friday from 8:30-4 but I’m available anytime on weekends and I’m also available weekday evenings. Wed, Fri, Sat, and Sun I’d prefer to stay in the Windham/Raymond/Casco area but Mon, Tues, Thurs I could also do Portland and Westbrook when I get out of work! If I was to come to your house I’m comfortable walking your dog in your neighborhood and I’m extra mindful of making sure your dog is safe and watched while in your yard if it’s not fenced!
“Sydney is both very personable and professional. She bonded quickly with our dog and understood all of her care needs. We received daily photos at various times as well as text updates. We will be repeat clients and can't recommend her enough!”

“Once again I was relieved and felt confident that my dog Walter was in good hands while I was away on vacation. Walter can be anxious with different people, but Amanda knows how to handle him. I definitely plan to use Amanda's services again in the future.”

“Celine was a wonderful companion for our somewhat anxious dog. She provided regular updates, great communication, and left our place very clean at the end of her stay. We highly recommend her!”

“Emily took wonderful care of our Fiona, providing plenty of updates to us while out of town and ensuring Fi kept the schedule that makes her most comfortable, including plenty of yard time, play, snuggles and naps. We’re so glad to have connected with Emily and will definitely reach out for future sitting!”

About: I’ve had pets (ranging from dogs and cats all the way to bearded dragons and bunnies) for as long as I can remember. I’ve grown up around animals and I’m now making it into my career! I’ve worked at a dog grooming salon for the past two summers, pet sit for the last 5 years, and am now shadowing at a veterinary office. I’m excited to gain more experience with animals as I look towards applying to veterinary school. I’m working part-time three days a week as a dog grooming assistant and shadowing at a veterinary office on Tuesdays. I’ll be available to pet sit for most of the week for the entirety of the summer, before I head back to college. I’m very vigilant with my own pets on always being leashed when outdoors, unless in a fenced in yard. I’m especially careful around open and closed doors, as I know how sneaky pets can be sometimes!
“Marissa was fantastic! I will definitely use her again! My girls fell in love with her, and one likes to test people to see if she can gain control and run the house. Marissa was firm in who was in control, but loving to jot hurt feelings. She provided regular updates and together we got through some tummy issues to make it where I got back home. The house kitties, who were not part of her duties other than to accept snuggles, adored her as well. At one point she was surrounded by 2 dogs and 2 kitties touching her at once! When we got back, as excited as my dogs were to see me, they also looked around me to see if Marissa was there. My animals tell me all I need to know about a person, abd they adore her. Your pets will too!”

“I could not have asked for a better pet sitter— especially coming from a nervous pet mom whose large puppy needed consistent attention and someone who was not gone for long. I received updates throughout each day that I was gone on a work trip as well as received any questions from observations to ensure that both of my pets were healthy and well. I would definitely book every time with Jamie if possible.”

“Bret accepted our short notice booking and stopped by for a meet & greet before we headed out for a weekend trip, which was great. Our pets are currently pretty low maintenance but it was important for us to have someone stay the weekend while we had some R&R. We’d have Bret back on a future vacation.”
“I highly recommend John! He asked questions to clarify my dogs needs, sent regular updates and even shared photos. His attentiveness allowed me to enjoy my few days out of town without worrying about my 2 senior dogs.”

Over 13 pet parents in Windham have booked house sitting
Windham pet parents share their Rover experiences
Jocelyn provided excellent care for our goldendoodle, Ziggy, while staying at our house for several nights. She provided him with daily walks and adventures, kept up with his medicine, and left our house very clean and tidy. She also provided regular updates and photos. I highly recommend her for your pet sitting needs!

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 $70
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 $70 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 683 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, 88% of Windham house sitters respond in under an hour.
House sitters in Windham have an average of 16 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.






