House Sitting In East Windham
Find a loving house sitter to watch over your pets and your home.

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Top rated East Windham house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Elisha was great. She wasn't intimidated by Arlo's epilepsy which was a huge relief to me. She seemed immediately at ease with the boys and they with her. When I got home my dogs were calm, happy and not anxious so I could tell that they were indeed comfortable with her. I will definitely book with Elisha again.”

“Bryson always takes great care of our crazy pups and our house. He is able to manage the super high energy and the grumpy old man energy our dogs have, which is not an easy task!”

“Petra was very communicative about how things were going during her stay at our home and texted us pictures of the dogs which made us feel at ease. We have multiple terriers and she handled them with no issues. She is is knowledgeable about dog behavior and understood each dog’s personality and how to relate to each one. She treated our dogs with kindness even if they were naughty. I would highly recommend her and will be hiring her again.”


“We booked Taylor at the last minute when another dog sitter had an emergency—and she is a rock star! She understands animals and works hard to make sure she is accommodating their needs. So glad we found her!!”

About: I grew up with all different types of animals my whole life. I have been a dog mom for 13 years. I am great at walking dogs who have aggression towards other dogs, I know how to find a calm route to take and distract them before conflict arises! I recently lost my 90 lb alapaha blue blood bulldog mix to a terminal illness and am looking forward to spending time with other people's dogs. I am a self employed artist, volunteer, and executive director of a free store that I physically staff on Saturdays, so I have a very flexible schedule. I will care for pets in your home with so much attentiveness and love! Just give me a set of instructions and I am happy to hang out :)
“Caitlyn was amazing with our two cats and dog! She was super communicative on sending updates and pictures of how the pets were doing and was so easy to work with! We had her drop-in twice a day and she was really thorough with feeding, taking care of the litter box, and snuggling with them all during each visit. Our dog needs daily medication and one cat needed ointment on her paws and she expertly handled all their needs. Our cat’s paws are better already because of Caitlyn’s care and attention. We absolutely will hire Caitlyn again and would highly recommend her to the Rover community!”

About: I just lost my 19 year old dog in 2025. Senior dog care was my day to day for quite a few years so I’m well versed in that but can handle all shapes, sizes and scenarios. I provide a caring and attentive positive environment with indoor/outdoor access. We are also right next to Silver Lake Dog Park if your dog is allowed to go :). I work from home most of the time and scheduling is flexible. I am able to provide a routine that fits the dog’s day to day. Dogs won’t be left for more than 3 hours at a time but when I have a furry visitor, I try to not be gone unless absolutely necessary. We have a yard that’s fenced in with easy access to a nearby dog park. I take them on walks and to the dog park often and am able to offer supervised yard time.
About: I have a lifelong love of all critters great and small! I've cared for dogs since I was knee high, even starting my own dog sitting service when I was a kid. I've had puppies, dogs, and seniors under my care. I approach all dogs as unique individuals with their own needs, wants, and boundaries. I'm looking for work and to get out of the house. My availability is wide open, I'm ready to work around your schedule or particulars. I'm a responsible and college educated person, and understand your pet is part of your family. I treat every home and pet as if they were my own.
“Arsen and Sophia did a great job. They communicated well, sent funny pics and we returned to a calm dog who clearly liked them and was sad to see them leave. House was clean. Would hire them again anytime.”

About: I've been taking care of dogs since I was five years old and continued to get more dogs. I have dog sat for multiple friends and family rating from dogs and cats. As far as training animals, I did grow up with having to train them so I do have some experience. I am currently working part time and go to community college but will be able to manage and work out a schedule that will be accommodating. I have 3 dogs that have invisible fences outside so they can roam free without getting lost, going to the road, running off. I have a big yard surrounding my house so they are used to running around freely. When it gets too cold they come in to the house or garage with my father. I am used to walking dogs as they do get walked on occasion at home or if we have them out of the house. I do not off offer services that welcome pets into my house but I am accommodating as necessary and will offer services at your residency.
“Rachel is truly a gem! I can't praise her enough for the exceptional care she gave my big German Shepherd, Lenny. She was incredibly communicative and understanding, making the entire experience seamless. When I returned home, my house was spotless, and my dog was happy and well cared for. Rachel is simply fantastic—if I could give her a 10-star rating, I would in a heartbeat.”

About: Hello there! If you're looking for a reliable and passionate pet sitter, your search ends here. Please contact me and I’ll respond within 24 hours! Ask me for my #! I’m usually always available and will respond faster this way! With over 12 years of experience and a genuine love for animals, I am the perfect candidate to take care of your furry friends. Rover likes to take almost a week to pay you once a job is completed… plus like to take a good portion from your pay as well! 👉www dot scratchnsniffpetservice dot com Thank you!!!! With being an artist, I have a deep appreciation for nature and find solace in spending quality time with animals. Whether it's a leisurely stroll in the park or a hike through the woods, I believe that connecting with nature is essential for both humans and animals alike. I understand the importance of providing a nurturing and stimulating environment for pets, and I am committed to ensuring their happiness and well-being. Great private farm land area in round top. Low traffic road as well, huge yard for running and playing around in the field. Your dog will love it! When you hire me as your pet sitter, you can rest assured that your beloved companions will receive the utmost care and affection. I am dedicated to building a strong bond with each pet, ensuring they feel comfortable and loved in your absence.
“Rochelle is a wonderful sitter and I'm so grateful to have found her to watch my dog Gogo. I've hired Rochelle for both short and long-term stays and she is my most entrusted sitter. Dedicated, responsible, caring, and experienced.”

About: Hi! My name is Andrea. I have lived in the Hudson Valley for almost 4 years now, and have been working in the area off and on since 2014. I live with my partner, Mike, and precious pup Kona. I have always lived with dogs. And recently, have been thinking about getting a cat! I am an Occupational Therapist in a school district full time and love to farm and bicycle during my off time. I’ve done house sitting and dog sitting previously and enjoyed the work. I have my own vehicle and am used to commuting around the Hudson Valley for work and for fun. I wanted to get back into dog sitting and pet sitting to assist in getting a new car and to get to spend time with pets! I have always been obsessed with dogs! I show that through meeting as many as I can when out in the community :). I am active person, so long walks and playing is something I can provide. I am open to any requests you might have and am great at keeping in touch with pet parents. I can always be available through text, call, or email. I’m so excited to meet you and your lovely pets!! I have a full time job, so weekends are my only availability. However, I am open to discuss any special circumstances! I might potentially be more available on a long weekend, when I am off from my school based job. I would want to care for your pets as you would or how you would want. I am great with a schedule and specific requests.
“Katherine was a pleasure to work with from the moment I reached out for pet care. She is very professional and responsive and has a calm, competent demeanor enabling me to feel very comfortable entrusting my super sensitive terrier with her. She knew how to read his energy and respect his boundaries which allowed him to feel safe and comfortable in Katherine's care. I highly recommend Katherine!”

“Vanessa was by far the best sitter we’ve had in nearly ten years. She went above and beyond. She took pebbles on hikes and swims and dog parks, kept her super clean and managed her food and meds very well. We returned in over a week to find pebbles thriving. We would call on Vanessa in a heart beat going forward whenever we need someone to care for our pup.”

About: Hello! As a 20 year old who loves dogs I cannot wait to get to know you and your pet! I have had dogs my entire life, I have successfully trained multiple puppies and taken care of senior dogs. I can give your dog the attention they need. I live in an area surrounded by woods and if wanted, two English cocker spaniels to keep great company! I know how nerve wracking it is to find someone who you can trust, it’s a big thing to let something so special be with a complete stranger. What sets me apart is my commitment to treating every pet like family. I offer responsibility, honesty, love, and reliability that you can most importantly, count on. Certifications in Pet first aid, Animal poison control, and Animal Behavior I have plenty of flexibility to focus on providing attentive and reliable care for your pets. I have the time and energy to ensure they’re happy, comfortable, and well-cared for! I provide a safe, loving environment for pets, whether in my home or yours. I ensure their routines are followed, offering care, comfort, and attention.
“Sophie cared for our very active Australian Shepherd puppy, cat, and our home with love, skill, and the highest level of professionalism. She was very responsive and eased my anxiety over leaving my boys with pictures and prompt communication. I trust her completely.”

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 East Windham is $75
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 East 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 East Windham on Rover as of Jun 2026 was about $75 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 143 house sitters in East 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, 90% of East Windham house sitters respond in under an hour.
House sitters in East 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 East 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. East 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.



