House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
Over 1 pet parents in Windham have booked house sitting
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.
“Sergey was terrific! He came by to meet our dog before the pet sitting appointment and was very patient and caring. He was on time and dependable. If we visit Portland again we will definitely ask for him to pet sit our dog again.”
“Once again I was relieved and felt confident that my dog Walter was in good hands while I was away on vacation. Walter can be anxious with different people, but Amanda knows how to handle him. I definitely plan to use Amanda's services again in the future.”
“Jordyn is the friendliest, most reliable, dog-loving, tidiest, amazing dog sitter! She handled my two large rescue mutts with ease and joy. A truly delightful experience!”
“Lily took good care of our Jerry while we traveled. She followed our instructions and managed the tasks for the house while making sure Jerry's schedule was maintained. She responded quickly to our messages and left our place neat & tidy!”
“Katie was wonderful taking care of our pets and home. Katie sent photos and gave us updates throughout her stay. We highly recommend her and we will definitely be asking for her help in the future.”
“We had such a great experience with Emily! Taking care of three animals is no small task, but she handled everything with so much care, attention, and professionalism. From the start, communication was excellent — we always felt informed and reassured while we were away. It was clear our pets were not only well taken care of, but genuinely cared for. Each of them has their own personality and needs, and Emily took the time to understand and meet all of them. We came home to happy, relaxed pets and a well-kept home, which says everything. It gave us so much peace of mind knowing they were in such good hands. We would absolutely recommend Emily to anyone looking for a reliable, kind, and trustworthy pet sitter!”
“I can’t recommend Heather highly enough. She was so sweet with our dogs and very thorough during our initial meeting. While we were out of town, she stayed at our house and went above and beyond caring for babies and our space- she vacuumed at the end of her stay and even shoveled our deck, both without being asked. Each day we were gone, Heather sent us multiple photos and updates. We would book with her again in a heartbeat!”
“This was the first time I used Katie to care for Ginger but it won’t be the last! Katie did a wonderful job taking really good care of Ginger for an overnight at my house and the day before and after. She attended to Ginger’s every need and sent me updates and pictures, too! She even left my house better than before. Don’t look any further—call Katie! But not when I need her! 😉”
“Brittany was wonderful with our dog, Maggie! We threw Brittany a little curveball when Maggie’s electric fence collar stopped charging properly, but Brittany was communicative, prompt, and thorough in helping us troubleshoot from hundreds of miles away. She kept our house better than we left it during her overnight stay. We’d love to have her back!”
About: I’ve grown up around dogs my whole life—from Cavapoos to Corgis to Wheaten Terriors to Doodles, to Boxers! I’ve also had the pleasure of having a Goldendoodle of my own as well! My sweet pup was in an accident and required lots of specific care such as wound care and medication administration for many months. I am a very patient and dedicated pet sitter and will treat your pet like my own. I’ll keep them safe, make sure they get the attention they need, and assure that you get the updates you crave while away from your bestie. I absolutely love animals and I also know how challenging it can be to have peace of mind while maintaining your life responsibilities outside of your furry friends—I hope to have the opportunity to take that stress off of your plate! I’m currently in grad school for Speech Language Pathology (classes are online until January 2027) and work per diem at the hospital. I have two shifts per week serving at a restaurant in Portland as well, they are typically 6-8 hour shifts so if booked for an overnight, there may be a day or two that I am away for that amount of time! Otherwise, my schedule is super flexible and perfect for that mid day potty and play break! Safety is first! You tell me how you like things to go in your home and what makes your pet the most comfortable and I’ll make sure it happens! Let me know if your pet has any anxieties in public and I’ll keep in mind ways to keep them happy and calm on walkies!
About: 35 years of experience caring for dogs, puppies, kittens & cats. I’m good with anxious dogs & scaredy cats. I have a flexible schedule, let me know how I can help. I am currently doing Rover full-time. For many years i have lived in homes with pets and helped care for them. Currently living in a home with 1 cat, 1 dog, and 12 chickens. We also do doggy day care and do boarding- so we keep pretty busy. I always walk dogs on their leashes. I make sure to keep medications and other harmful things locked away. We have a fenced in yard, but i’m always out there with them. I try to take as good care for your animals as if they were my own.
“Sonia took great care of my Winnie and Mickey. She had great communication and sent me lots of pictures and videos of my pup. It was wonderful to be able to relax and enjoy my birthday plans knowing that my fuzzy boys were safe and in good hands. Thank you!”
“Silva did amazing! Teddy was so sad when I came home and was looking for her lol. I felt like I had a friend taking care of him with all the photos and conversations. Thank you so much for taking care of him ♥️”
“Kaya helped us in a pinch! We’re so grateful for her care with our anxious pup. Her genuine love for animals shown through and we instantly felt like we were in good hands!”
“This was our second sit with Jonas and for a longer stint. We received so many awesome pictures and updates that kept our minds completely at rest allowing us to enjoy our trip.”
About: I grew up on a farm, so I've had experience with a variety of animals, especially dogs! My family has always had at least one dog, all with varying sizes. I've endured it all from the ankle biters, the sweetest pitbulls and border collies, to the greatest of the danes. I'm currently a college student, so my evenings and weekends are free! Being stuck in a classroom gives me the fuel I need to go on a walk with your dog or experience (safe) zoomies with your cat. Summer time is usually great because it means more time outdoors for all of us! I'm currently unable to house your pets, but I can be with them in their favorite place- whether that be your home or on a walk!
About: I’ve grown up taking care of dogs, cats, and even a bearded dragon! I love all different types of pets, whether they are big, small, shy or energetic. You can trust that your pet will be well - loved under my care! I have plenty of free time & flexibility! Currently working a part time role as a host/food server in Portland. Might be occasionally busy traveling on certain weekends. For dogs, I understand how important outdoor time is and how to watch/pick up after the animal. I also have experience with outdoor cats and know how to lure one inside with treats! I love going on walks and will make sure your pet is safe at all times during my visit.
“Lauren took amazing care of my Winnie and catered to my last min request. Not only did she make me feel super comfortable before but during she made sure I had constant updates and pictures and that made me feel such comfort! She gave me a play by play and updated throughout sending pics to back it up and I am so very grateful!! She took amazing care of my house aw well and made sure Winnie was as comfortable and having fun! Can’t wait to book again!’ Thank you so much Lauren!!”
The median cost per night for house sitting in Windham is $70
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?
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.
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 4 repeat house sitting clients
FAQs for House Sitting - Windham
Frequently asked questions about Rover
As of October 2026, there are 661 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
- 95% 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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