House Sitting East Windham
Find a loving house sitter to watch over your pets and your home.
East Windham, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I would be so happy to have Elishamaria watch Chalupa again. She arrived on time, communicated well, was super professional, and our puppy was very happy under her care. She watched our dog at the hotel where we’re having our wedding celebration.”
“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!”
About: What sets me apart from other sitters is my lifelong experience caring for animals of all kinds, not just dogs and cats. I currently care for my own dogs and I’ve spent years around animals with different personalities, needs, and temperaments. I’m comfortable with puppies who need patience and consistency, as well as senior pets who require a gentler pace, medication, or extra attention. I believe every pet deserves individualized care, so I take the time to learn their routine and make sure they feel safe, comfortable, and loved while you are away. You’ll also receive regular photo and text updates, so you can relax knowing your pet is in caring, dependable hands. Pet care fits naturally into my daily routine because I already care for a variety of my own animals, including my own dogs, horses, goats, and chickens. I work full-time Monday through Saturday, with Wednesdays off. I have a one-hour lunch break that allows me to stop in for potty breaks, walks, feedings, or check-ins during the day. Before and after work, I have plenty of time to provide attentive care, exercise, and companionship. Whether your pet needs a quick visit, overnight care, or a little extra attention while you’re away, I’m committed to treating them like my own. At this time, I provide care exclusively in my client’s homes, where pets are often the most comfortable in their familiar environment. I follow each owner’s care instructions closely, including feeding schedules, fresh water, walks, potty breaks, playtime, medications (if needed), and plenty of love and attention. I also make sure your home is left just as I found it and will gladly provide photo and text updates so you can have peace of mind while you’re away. As a lifelong animal owner with experience caring for dogs, horses, goats, chickens, and other animals, I understand that every pet has unique needs and personalities. My goal is to keep their routine as normal and stress free as possible while you’re away, treating them with the same care and attention I give my own animals.
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.
“Bryson was awesome with our dog!! Our pup can be wary of new people but he warmed up to Bryson within seconds! It was amazing to watch. Bryson was super flexible with time and the pre-meet and sent updates while we were gone. We would definitely book him again.”
“I cannot say enough good things about Kacey!! I came home to find happy cats and a clean home. And while away, I was relaxed knowing she was there. She was in great communication and sent photos of the cats throughout the trip. She goes above and beyond to love your home and your pets like her own.”
“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.
“Shelby watched our very social cat over a long weekend -- we were delighted to return home to a happy cat & well kept apartment. She's so genuinely kind, reliable, and easy to communicate with. We wouldn't hesitate to ask Shelby to cat/house sit for us any time.”
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.
“Sophie was perfect in every way! She took excellent care of our Peekapoo, Gia for two consecutive nights while we were attending a wedding. Gia, who has separation anxiety warmed up to Sophie relatively quickly thanks to her experience with and love of dogs combined with her mild-mannered, gentle style. We had some delays due to weather and late starts, she was very accommodating, which eased the pressure. Would definitely book her again! Highly recommended:):)”
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 :)
“Sofia was wonderful! She was always responsive, and took such wonderful care of the dogs. They loved her and were in great hands. She left the house in great shape and was a super respectful guest. Would highly recommend using Sofia!”
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.”
“We had such a wonderful experience with Katherine caring for our two cats. From the very beginning, she was incredibly communicative, thoughtful, and reliable. She kept us updated consistently with messages and photos, which gave us so much peace of mind while we were away. It’s clear she’s both experienced and genuinely caring - our cats felt comfortable with her right away. She was attentive to their routines and gave them lots of playtime and love. We came home to two very happy, relaxed cats and a house that was just as we left it. We felt confident the entire time that they were in safe, capable hands. We wouldn’t hesitate to book her again and would definitely recommend her to anyone looking for a great sitter!”
“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!!”
“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.”
The median cost per night for house sitting in East Windham is $67
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. 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 East Windham sitters!Sitters in East Windham average 4 repeat house sitting clients
FAQs for House Sitting - East Windham
Frequently asked questions about Rover
As of July 2026, there are 366 sitters on Rover offering House Sitting across East Windham. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred East Windham walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in East Windham maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in East Windham choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in East Windham. On Rover:
- 97% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 100% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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