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Top rated Windham house sitters

“Erin house-sat for us when we needed a cat sitter for four days on short notice. She was amazing! Her connection to the kitties and thoughtful, conscientious approach to the care of our beloved companions set my mind at ease. It was clear from our first conversation that she was trustworthy and dependable, which was reassuring since we've never had a house-sitter. We have a senior cat who requires twice-daily medication and Erin handled all his special needs. She communicated clearly, left the house in excellent condition, and is also just a wonderful person all around!”



“Brian took amazing care of our Reuben. He communicated as needed and sent picture updates which put us at ease while away- we will definitely be contacting him in the future if we need someone. Thanks so much Brian!!”


“Heidi did a wonderful job taking care of our two pets and our home while we were away for 10 days. She took the time to meet with us just after booking and again soon before we left to make sure we were all on the same page with expectations and limitations. She communicates her schedule very well, letting us know when she would be in our home and when she would be out. No issues whatsoever. Thank you, Heidi!”


“Simon made our two dogs feel seen and loved. He went above and beyond with them. They took long walks together and spent quality time playing indoors too. I’m grateful to Simon for all he did. Highly recommend him.”


“Petra is so caring, communicative, and wonderful. She always sends updates and goes above and beyond to take perfect care of our pup, who she loves like her own. She’s also a fantastic houseguest. Highly recommend!”


“Karla is a gentle and kind animal whisperer. Our pup was immediately calmed by her energy. From his daily med routine, to even feeding him by hand when he put up a “my humans are traveling fight” she cared for him with grace and love. AND we got daily pics.”


“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.”


About: I am available to walk/do drop ins/some house sitting &/or overnight stays & cat sitting/drop ins anytime in the Shandaken, NY area. I have many years experience with animals, three grown kids & I am an avid animal rescue supporter including having my own rescue animal. I work part time on my own schedule so my availability is flexible & I can work with you & your needs! I am not able to provide in home care due to my Rescue dog being touchy with other animals, especially dogs but am available anytime for walks/drop ins, cat care, etc.... I will not be providing care in my home but I clean Rental homes for a living & will keep the same aspects in mind while being in your home/s, I will always be respectful of your space & your animals while providing the best care possible & will always leave your home the same as I found it. Thank you so much!

“Elisha did a wonderful job watching my shy pup and two kitties while we were gone for an evening. Although my dog is rather nervous around strangers, my pup ended up sleeping with Elisha during a storm. It gave me great comfort to know my animals were being looked after during the storm and while we were away. Looking forward to having her watch my pets again next week!! Thanks for everything, Elisha!”


“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, I'm Marceline! Growing up with a wildlife rehabilitator for a parent, I was surrounded by animals from day one. From bottle-feeding baby raccoons to gently caring for injured birds, I learned early on the patience, empathy, and responsibility that animals deserve. That lifelong passion turned into a career of caring: I spent 4 years at a cat shelter, helping to socialize, medicate and find loving homes for many cats. Beyond that, I've volunteered extensively at Farm sanctuaries and animal shelters, gaining hands-on experience with dogs, cats, pigs, chickens, and more! Whether your pet is playful and energetic or shy and sensitive, I'm dedicated to providing calm, attentive, loving care that meets their unique needs. I know how important it is to trust someone with your animal family. You can count on me to treat your pets like my own - with respect, reliability and plenty of love. Let's connect - I'd love to meet you and your pets! Because I have an open schedule, I'm able to dedicate focused time throughout the day for walks, feedings, play, medication and whatever unique care each pet needs. I plan my day around their routines, not the other way around - whether that means early morning visits, midday potty breaks, evening cuddle time, or sleepovers. I'm used to structuring my day with animals in mind, especially my own cats and hermit crabs. Being attentive to animals' behaviors and needs is second nature to me, and I always make sure they get plenty of love, attention, and consistency throughout the day. When you leave your pet in my care, you're not just hiring someone to feed or walk them - you're trusting me with a member of your family. I take that responsibility seriously. Creating a safe, calm, and loving environment is at the heart of everything I do. I closely follow your pet's routines, dietary needs, and any medical requirements to make sure they stay happy and healthy. Im experienced in handling a wide range or animals - including those with special needs, and I always keep a close eye on behaviot and well-being When I visit your home for your pet, I strive to create a low-stress environment where they feel safe, relaxed, and loved. From cozy resting spots to familiar routines and gentle handling, I make sure your pet feels right at home with me.

About: I’m an artist living in a beautiful quiet space in Woodstock with a large yard and plenty of nearby places to hike and swim in the water holes. I had a rescue Wheaten Terrier for 11 years, who sadly passed in January due to a heart condition she had since she was 7 years old. I’m really great with rescues, and highly sensitive dogs. I know how to give medication and just generally vibe with what the dog needs. I’m highly intuitive and I find this to be my main asset as the dog always communicates its needs and wants, we just need to know how to listen. I love all dogs but unfortunately cannot watch ones that shed a lot due to allergies. I’m an artist, mostly working from my home desk or at a coffee shop. I love taking pets to the cafe, if it's an environment they are used to and comfortable with. Sometimes I will work at a cafe but I can make my schedule flexible given enough notice. I have a quiet spacious yard in Woodstock with lots of nearby nature paths. Each day I like to get out for a long walk in nature, and I also live right near a nature preserve that is walking distance from my home. It’s just me at home so it’s a calm relaxing environment.

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.

About: I’ve taken care of many animals every since I was 10. I hope to meet your cute furry friend soon because I know their pawfect! I’m currently available Monday , Tuesday , Wednesday, Saturday, and Sunday. I will always have plenty of time for furry friends! If needed I will try to extend my days! I have a fenced yard where your pup can run around and go potty in. I also have two dogs that your pup can play with. I also have many crates that can be used if needed!

“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: 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.
Loving house sitters in your neighborhood
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Lisa Erin J.Star Sitter

“Erin house-sat for us when we needed a cat sitter for four days on short notice. She was amazing! Her connection to the kitties and thoughtful, conscientious approach to the care of our beloved companions set my mind at ease. It was clear from our first conversation that she was trustworthy and dependable, which was reassuring since we've never had a house-sitter. We have a senior cat who requires twice-daily medication and Erin handled all his special needs. She communicated clearly, left the house in excellent condition, and is also just a wonderful person all around!”


Amy S.
Star Sitter


“Amy was able to take care of my puppy for a night even though I reach out last minute, came for a meet and greet and. Took good care of my energetic puppw!”




Brian L.

“Brian took amazing care of our Reuben. He communicated as needed and sent picture updates which put us at ease while away- we will definitely be contacting him in the future if we need someone. Thanks so much Brian!!”


Heidi B.

“Heidi did a wonderful job taking care of our two pets and our home while we were away for 10 days. She took the time to meet with us just after booking and again soon before we left to make sure we were all on the same page with expectations and limitations. She communicates her schedule very well, letting us know when she would be in our home and when she would be out. No issues whatsoever. Thank you, Heidi!”


Simon L.

“Simon made our two dogs feel seen and loved. He went above and beyond with them. They took long walks together and spent quality time playing indoors too. I’m grateful to Simon for all he did. Highly recommend him.”


Petra Angelika L.

“Petra is so caring, communicative, and wonderful. She always sends updates and goes above and beyond to take perfect care of our pup, who she loves like her own. She’s also a fantastic houseguest. Highly recommend!”


Karla R.

“Karla is a gentle and kind animal whisperer. Our pup was immediately calmed by her energy. From his daily med routine, to even feeding him by hand when he put up a “my humans are traveling fight” she cared for him with grace and love. AND we got daily pics.”


Sophie H.

“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.”


Laura D.
“Laura has cared for my dog Sparky several times over the last few years and always does an amazing job, giving him love and treats in my absence!!”


Elishamaria R.

“Elisha did a wonderful job watching my shy pup and two kitties while we were gone for an evening. Although my dog is rather nervous around strangers, my pup ended up sleeping with Elisha during a storm. It gave me great comfort to know my animals were being looked after during the storm and while we were away. Looking forward to having her watch my pets again next week!! Thanks for everything, Elisha!”


Rochelle M.

“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.”


Gillian B.

“Very professional and warm. Loved her and will definitely like to have her back . Thank you Gillian !”


Alexa T.


“Alexa is the best. Thank you so much for taking such great care of our pup!”


Daniel W.
“Marceline took care of my dogs every weekend when my partner and I were long distance. She sent me updates and even made sure they got cuddle time after their walks. I would come home to relaxed and happy pups! I felt peace of mind leaving my boys in her care. As a fellow sitter, I highly recommend hiring her to take care of your animals!”


Ashley M.
About: I’m an artist living in a beautiful quiet space in Woodstock with a large yard and plenty of nearby places to hike and swim in the water holes. I had a rescue Wheaten Terrier for 11 years, who sadly passed in January due to a heart condition she had since she was 7 years old. I’m really great with rescues, and highly sensitive dogs. I know how to give medication and just generally vibe with what the dog needs. I’m highly intuitive and I find this to be my main asset as the dog always communicates its needs and wants, we just need to know how to listen. I love all dogs but unfortunately cannot watch ones that shed a lot due to allergies. I’m an artist, mostly working from my home desk or at a coffee shop. I love taking pets to the cafe, if it's an environment they are used to and comfortable with. Sometimes I will work at a cafe but I can make my schedule flexible given enough notice. I have a quiet spacious yard in Woodstock with lots of nearby nature paths. Each day I like to get out for a long walk in nature, and I also live right near a nature preserve that is walking distance from my home. It’s just me at home so it’s a calm relaxing environment.


Abigail V.

“Abigail took great care of my cat & my home. She was communicative & considerate. I highly recommend her!”


Tessa E.Star Sitter
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.


Kaya R.
About: I’ve taken care of many animals every since I was 10. I hope to meet your cute furry friend soon because I know their pawfect! I’m currently available Monday , Tuesday , Wednesday, Saturday, and Sunday. I will always have plenty of time for furry friends! If needed I will try to extend my days! I have a fenced yard where your pup can run around and go potty in. I also have two dogs that your pup can play with. I also have many crates that can be used if needed!


Caitlyn S.

“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!”


Roman C.
“Raymond was contacted to pet sit for my 3 precious babies, Jack, Guam, and Marshmallow. He was fantastic to say the least, and the puppies took really well to him, which doesn't happen often. If he were still in New York, we would definitely hire him again for our family vacations!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. 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 away3. 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 $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 Windham average 3 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 Aug 2025 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 Aug 2025, there are 73 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, 92% of Windham house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 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.
