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.”
“Amazing experience for this new dog owner! Petra was extremely quick to reply and kept me up to date on how my puppy was doing my first night out after getting her. My dog was comfortable with her right away and Petra did an amazing job taking care of her.”
“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: Since I been born my parents have had dogs and I was luckily able to care for them. I have dog sat for friends and family before and had nothing but a great experience. I work part time and sometimes have soccer practice. I will make time for any responsibilities I need to uphold. If you reach out I will tell u my availability. My care for your dog will not change regarding the location. I care for each dog the same way I have cared for my dogs in the past.
“Sofia was very communicative throughout the day and kept us updated, which gave us peace of mind. Most importantly, she got along really well with our dog, and he seemed very comfortable and happy with her. We would definitely recommend her!”
“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: 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 I will care for your pets with so much attentiveness and love! Just give me a set of instructions and I will show them a great time. I am happy to board as well as make house calls, and I live in a 2 bedroom apartment with my 4 year old foster daughter. We live next to many swimming holes and in a location with greay walkability.
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 pups Kona and Desi. I have always lived with dogs. 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.
“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:):)”
“Our experience with Bryson was great. He was on time, and communicated about our dogs. Our home was left just as we left it. He even got some great photos of all 3 of them sitting and looking at the camera at the same time which is hard to do. Would definitely use Bryson again!”
“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: 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.
“Kacey was great with our fur babies! A senior pug and scaredy-cat kitty. She was very attentive and sent lots of updates and pics! She’s also a super nice person and you can tell she really cares about what she does! Highly recommended!”
“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!”
“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.”
“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.”
“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!!”
The median cost per night for house sitting in East Windham is $65
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 for house sitting - East Windham
Select a filter and find qualifying sitters offering house sitting.Sitters in East Windham average 4 repeat house sitting clients
FAQs for House Sitting - East Windham
Frequently asked questions about Rover
As of August 2026, there are 350 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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