House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
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.
“Amazing dog sitters, they ensured that we had plenty of updates and pictures of the dog while we were out of town! Spent lots of time and did an amazing job ensure the dogs backed comfortable with them! 10/10 will be booking them again!!”
“Lauren did a great job taking care of our girls while we were away for a long weekend. One of the dogs got quite muddy when she found a friend to play with in the rain on a walk and Lauren had no problem getting her in the shower to clean her up. We will definitely have Lauren watch the girls in the future!”
About: Hello! I’ve been caring for animals for many years and have experience with both cats and dogs. I currently have two cats, and I also had a wonderful dog named Morgan, so I understand that every pet has their own personality, routine, and needs. I’m patient, reliable, and happy to adapt to whatever makes you and your pet feel most comfortable. If you’d like me to meet your pet before the booking, I’m more than happy to do so. If your pet prefers a calm environment, extra playtime, a specific routine, or simply someone to keep them company, I’ll gladly follow your instructions. I understand how important it is to maintain their normal routine while you’re away. Your pet’s safety, comfort, and happiness are my top priorities. I’ll treat them like they’re part of my own family and keep you updated with photos and messages so you can have peace of mind while you’re away. I’m available for morning, afternoon, and evening visits, including weekends. Feel free to reach out, and I’ll do my best to accommodate your preferred schedule. Your pet’s safety, comfort, and well-being are my top priorities! During every visit, I’ll carefully follow your care instructions, including feeding, providing fresh water, cleaning the litter box (for cats) or picking up after walks (for dogs), playtime, administering medications (if needed and with clear instructions), and maintaining any special routines. I’ll always respect your home, keep doors and windows secure, and make sure your pet is safe and comfortable before I leave. I’m also happy to schedule a meet-and-greet beforehand so your pet can get to know me and we can go over their routine in detail. I’ll send regular photo and message updates so you can have peace of mind while you’re away.
“Shannon was absolutely amazing! We felt completely at ease during our vacation, knowing our dogs were in excellent care. She provided frequent updates and photos, which we truly appreciated. Our house looked just as we left it.Our house was exactly as we had left it. I highly recommend Shannon as a sitter; we’re so glad we found her!”
About: Hi! My name is Mopelola, but I exclusively go by Jade! I have always loved animals and although I no longer have any of my own, I have a lot of experience in keeping them happy and enriched ! I am a student but all my classes are online this semester and so I am more than happy and available to watch pooches and kitties! (: I follow any and all instructions given to me by the owner in regard to dieting and safety restrictions etc. It’s important to keep pets and property safe.
“Amanda was amazing with our dog during an overnight! She was responsible, kind, knowledgeable, and responsive. She left our house very clean and took great care of our dog. She sent fun pictures and responded to my texts quickly. We’ve already booked her to dogsit again!”
About: I have always loved dogs my entire life. My childhood dog I had at 4 years old I was never able to live with, he lived with my aunt. He passed in 2024 and I have been missing my dog time ever since. I do love cats as well (not as much as dogs obviously), but I live with two cats and they’ve been with me since I was 8! By the way the last 2 pictures are a Costa Rican cat and an Icelandic cat! I work full time with kids with autism, and that takes up every weekday 9am-6pm. I would be available on weeknights Mondays, Wednesdays, and Fridays, and weekends as well! I am willing to do whatever is needed for the pet! I haven’t cared for a dog in a couple years, but I can learn what is needed as long as you tell me what to do!
About: I’ve cared for dogs and cats of all ages, from energetic puppies to gentle seniors and I treat every pet like my own. I’m reliable, patient, and always focused on keeping pets comfortable. With experience in walks, feeding routines, medication support, and giving plenty of affection, I make sure every pet feels at home while you’re away. I am currently home from college so I’m pretty much free all week days! But I will do my best to always be there for your pet! I have four dogs at home and very confident that I will be able to take care of yours. My animals are very loved and social because of our loving atmosphere.
About: As a furmama of 14 years to my sweet chocolate lab and now caring for my 3 year old German Short-haired Pointer I know how important they are to us. I have trained both of my pups to walk without pulling and at a heel. Would love to meet your furbaby and help get them some exercise while you are busy. I'm available Fridays, Saturdays and Sundays anytime. I work full-time so during the week my flexibility is worked around my work schedule which fluctuates. Message me to check availability. I do have a fenced in yard and a 3 year old GSP that loves to play. I have had dogs my whole life and love to play and spend time with them as long as they are friendly.
“Steve was absolutely amazing! He sent so many pictures, was quick to respond and overall just a very kind individual who clearly loves dogs. I cannot recommend him enough!!”
“Shayla is great! For the first time in a long time i got to go away and I wasn’t worried about my pals at home. I knew that Shayla was taking good care of them and they loved her. ❤️ The cat that usually hides… woke Shayla up with purrs and snuggles and I got video. The dog who usually goes on a hunger strike, didn’t and clearly loved Shayla. Don’t hesitate! Shayla is a godsend.”
About: I'll be honest, I am doing this because I need extra money. But I want to make extra money spending time with your pets because I love being around animals and I want to spend actual time with them giving them love, exercise, and a good time. I am able to spend actual time with them as I am a teacher and do not work during the summer. Animals deserve to be shown affection as much as possible throughout the day especially when a lot of their time is spent waiting for owners to come home. Don't let your pets wait around for you, give them someone to hangout with in the meantime! I love taking dogs on walks and hikes! I know how important it is for animals to be cared for meaning being fed, bathed, and given a good rubbin. If you have any questions, feel free to ask (: I am a teacher on summer break so I am fully available for your pets! I love to take them for walks and play with them. I care for pets by taking them for walks and to the bathroom based on their schedule at home. I love to play with dogs and give them rubs. I love making new dog friends.
About: I love animals, especially dogs and cats. I had two Pekingese dogs when I was younger, they lived until 16 yrs old. A few years ago my family adopted a Border collie/lab mix. Benson is so energetic and loves to go on mile long walks. My husband and I also have a Labrador retriever, he loves to go on walks but more so to the dog park so we do frequent there. This past Christmas we also added a new addition to the family, Mikey, our hyperactive and fun labradoodle. He’s still a puppy but he’s definitely good at keeping us on our toes especially his older brother Jordey! I also have my own personal experience with dogs, Ive been walking/caring for others’ pets since 2017. I love it so much, meeting new dogs, all breeds, sizes and ages. I would love nothing more than to make your pet feel loved, safe and nurtured whether you just may be at work or away on a trip! But I’m pretty flexible so feel free to message me even if it’s outside these times and maybe I can squeeze your furbaby into my schedule! I always tell my clients to feel free to leave me a note or list of things they’d love for me to follow. Can be any special dietary needs or structure they need me to follow.
About: Hi, I’m Clara! Animals have been a central part of my life for as long as I can remember. I’ve worked with pets of all ages, sizes, and temperaments—from tiny parrots to towering horses—and I’m confident handling everything in between. I have experience with: • Puppies and young dogs (training, socialization, and lots of patience!) • Caring for a dog with frequent seizures and special health needs • Working at a large dog rescue in Mexico, rehabilitating street dogs with behavioral and medical issues of all sizes • Administering oral medications and following detailed care instructions • Senior pet care with extra attention and gentleness (my dog is epileptic so I know how to administer all seizure meds and the full protocol) • Basic training and reinforcing good behavior • Horse care from years of working in barns (feeding, grooming, handling) • Volunteering for a year at a parrot rescue, learning about specialized bird care I’m active and outdoorsy, so I love taking energetic dogs for runs, hikes, or long walks—but I’m just as happy giving older or calmer pets plenty of snuggles. Safety, compassion, and keeping your pets happy are my top priorities, and I’ll always send plenty of photo updates while you’re away. I’m currently completely open and very flexible with scheduling. I’m not working another job right now, so I can adjust to your pet’s exact needs—whether that’s early mornings, late nights, or last-minute bookings. Your pet’s safety and comfort always come first. In my home, pets must be friendly with other dogs, as I have my own, and everyone’s well-being is a top priority. We have a fully fenced yard for safe play and fresh air, and I love going on regular walks to keep pets happy and healthy. I’m very routine-oriented, so I’ll follow your pet’s feeding, exercise, and care schedule exactly as you request—whether in my home or yours. I make sure each animal feels secure, loved, and stress-free, with plenty of supervision, enrichment, and affection.
“Great experience with Matt! He watched out dog, Stella, for us while we were visiting Mammoth and was super reliable, flexible and very sweet with our dog. Highly recommend Matt if you’re in Mammoth!”
“Kaitlynn was exceptional! She delivered on the elements we would hope for when caring for our dog. She communicated clearly and timely with relevant updates that gave us piece of mind. She took the time to listen and get to know and understand our anxious and sometimes reactive cattle dog, giving him the physical exercise he needed along with the mental stimulation. She went above and beyond and we would highly recommend Kaitlynn.”
“I can not recommend Ashley enough. She cared for our dog Sophie in our home while we were away for a long weekend. We could tell that Sophie loved her, and that the feeling was mutual. Ashley walked her several times and even gave her a bath when she got dirty one of those times. She sent messages and pictures throughout her stay relieving our anxiety of leaving her. Ashley left our home in pristine condition and even washed the sheets after use! We feel so fortunate to have found Ashley and will use her for Sophie every time now.”
“Phoebe is an absolute pro! She is kind, considerate, and detail oriented. She clearly has a gift with animals. She stayed at my house with my two needy dogs while my husband and I were in Philly getting married. Weddings are stressful, but I TRULY didn’t stress about my pups at all, and that is the greatest wedding gift anyone could have given us! She left our house in better condition than we left it, and my dogs went outside to look for her when we came home! I really can’t thank you enough, Phoebe! :) I will absolutely book again!!”
The median cost per night for house sitting in Windham is $60
Pet parents share their Rover experiences - Windham
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?
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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.
How to book house sitting
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 - Windham
Select a filter and find qualifying sitters offering house sitting.Sitters in Windham average 3 repeat house sitting clients
FAQs for House Sitting - Windham
Frequently asked questions about Rover
As of October 2026, there are 1,141 sitters on Rover offering House Sitting across 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 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 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 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Windham. On Rover:
- 91% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 97% 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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