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.
About: I have taken care of many different kinds of dogs and cats my whole life. In my neighborhood I am the trusted pet sitter and pet walker! I work part time during my summer so I can focus on the pets I am hired to take care of. During the school year I do have some longer days so only certain days I can take care of dogs that require less than 4 hrs of alone time. I always follow the ground rules set by the owners. I do my best to make sure the pets do not get into anything that could cause them harm.
“Orion took great care of our two old dogs while we were away. He was able to manage their demanding food and medicine schedule with easy. The dogs seemed rested and happy and I know they were glad to be able to stay in their own house. We will definitely book Orion again for future trips!”
“Kaleigh was absolutely amazing with watching my dog and three cats! She provided great updates every day, which helped me with our week away from them all. All of them were well fed and watered and the boxes were cleaned in a timely manner. The house was exactly as we left it and it was a great relief to have someone so reliable watch them while we were away.”

About: I have always loved all types of animals! I have taken a few classes at UConn for canine and feline behavior and one animal training class. I own a cat currently, and I own and have alot of experience caring for tons of exotic animals from reptiles to amphibians and small mammals. I am very comfortable around all types of animals and I am excited to meet and care for your pets! I have volunteered back at home in NYC for SI Hope to care for kittens and older cats. I have done multiple dog volunteer days at the ACC so I am experienced with handling dogs and puppies alike. I’m also reliable, responsible, and will always make sure your pet gets plenty of attention, exercise, and care while you’re away. I am a seasonal worker so during the year I am a full time student. I have one to two classes a day as it's my senior year. I will have plenty of time to care for your pet and give them company! Your pet’s safety and comfort will always be my top priority! When caring for pets in their own home, I will follow their normal routine as closely as possible, including feeding schedules, walks, medications, playtime, and any specific instructions you provide. I understand that every pet is different, so I’ll take the time to make sure they feel comfortable and safe with me. I’m responsible, attentive, and respectful of both your pet and your home, and I’ll make sure you can feel confident that your pet is in great hands while you’re away!
“Palma was on time, gave all necessary medications, sent photos, and left the house cleaner than she found it! She communicated well. Our babies were in great hands. Thank you Palma!!”


“Alyssa was fantastic! I have a house full of different pets, and she did a fantastic job managing all of their unique scheduling and dietary needs. She kept us informed of how things were going, and the house looks like she wasn't even here ( with the exception that she cleaned the litter boxes and took out the trash even though we didn't ask her to do so). Will definitely be booking with her again!”

About: I am a trained and certified k9 trainer with experience in basic and advanced obedience, behavior modification, odor tracking and an affinity for stray dogs. My partner is a chef who shares that affinity and we have a 4 yo little human whose almost as obsessed. Retired vet in school but my schedule is flexible so I can around most things. My partner is also available for pick up and drop offs if im not. I have multiple sized indoor and outdoor kennels and playpens for your pup, along with dog runs, my property is fenced in on most sides. All dogs are put on a run unless specifically trained by me. Also offer way too many pics for your Instagram. I do training on the property as well so there are areas best suited for that.
“Shannon has been great with getting to know our chihuahua who is very resistant to new people and takes time to adjust. She has made every effort to learn his routines. Shannon is also very prompt with all the appointments. We look forward to Shannon watching our chihuahua for longer durations in the very near future.”

“Emily did an amazing job! We didn’t have much time to find a place or person to watch our pets when we went on an impromptu trip, she came in and saved the day. Our pets (2 dogs and 1 cat) seemed to enjoy her company, she sent pictures daily. All around a great experience. Highly recommended!”


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.
“Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us 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!
“If I could give 10 stars I would! Elizabeth is absolutely amazing with pets and I highly recommend having her care for your pets. She was so engaging with all of my animals and sent pictures and updates, she’s incredibly kind and genuinely cares for your animals. She even came another time for me when I asked last minute and she was more than helpful to us. I am very grateful I found her and her services and will be using her again. Thank you so much Elizabeth!!!! ~Alyssa, Ben, Lili, Max and Lana <3”

About: my sister and i have been watching dogs for many years now and have experience with dogs of all ages, breeds, and sizes ranging from Pugs to Belgian Malinois. We do have experience and are comfortable around dogs with disabilities such as blind or deaf. neither one of us currently work full time and 3 people live in our home so it’s pretty unlikely your pet will be left alone long if at all. rest assured there are zero other unconfined animals roaming around our house! we do not have a fenced in yard but your pet will be taken on as many walks as needed.

About: Hi, I’m Rae! I’m a pet-obsessed U.S. Navy veteran, professional dog groomer by trade, and lifelong animal person with hands-on experience caring for animals of all types, sizes, breeds, ages, and personalities. Growing up, I had all kinds of animals to learn from, from small pets to much larger ones. Working professionally with dogs has taught me patience, how to read body language, recognize when a dog is stressed or uncomfortable, and adjust my approach to help them feel safe. I’m comfortable with puppies, senior pets, nervous dogs, high-energy breeds, and multi-pet households. At home, I have an Australian Shepherd, a Miniature Schnauzer, and three cats of my own — and I would absolutely have more if I didn’t have a husband to keep me in check. Each of my pets has their own unique quirks and I’m very familiar with managing different personalities, routines, and energy levels. I’ll treat your pets the way I’d want someone to treat mine: with patience, attention, lots of love, and plenty of updates for you! work as a professional dog groomer, so pet care is already a big part of my everyday routine. My schedule varies throughout the week, which gives me flexibility for drop-ins, walks, and overnight care. When I’m caring for your pet, I’ll make sure their normal feeding, potty, exercise, medication, and bedtime routines are kept as consistent as possible. I’m also happy to accommodate pets who need a little more structure, extra exercise, or simply more one-on-one attention. Safety is always my first priority. As a professional groomer, I’m very comfortable reading animal body language and recognizing when a pet is nervous, overwhelmed, or needs space. In my home, I have a securely fenced yard as well as resident dogs and cats, so introductions and interactions are handled carefully rather than assuming every animal will immediately be best friends. Pets can be separated for meals, downtime, or whenever needed, and I’m comfortable using crates or pens when that is already part of their routine. In a client’s home, I’ll follow your normal routine and house rules as closely as possible so your pet can stay comfortable in their own environment.
The median cost per night for house sitting in Windham is $60
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
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Schedule a free in-person Meet & Greet to find the perfect fit
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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 1,159 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.
<b>Tip:</b> 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 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 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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:
- 96% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 99% 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.





