House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
Over 15 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.
About: I have been helping care for pets since I was a young child. I grew up with pets and pet responsibilities. The love that I have for my pets crosses over to the love that I will bring for your pet. Pet sitting is currently my primary focus. This allows me to have greater flexibility in my schedule and more time to take care of your pets. Great care and concern for your pet is emphasized as well as open communication with you while your pet is in my care. Your concerns are my concerns when it comes to the safety and care of your pets.
“Indigo stayed for a few nights to watch my dog and cat giving them lots of cuddles walks and keeping me apprised of how everyone was doing with frequent updates and photos. Indigo left the house spotless and would be welcome back anytime.”
“Christine did her usual wonderful job taking care of our Bobby. She has such patience with our almost 15 year old Cavalier King Charles Spaniel. She is very responsible and reliable! We so appreciate her and highly recommend her as a petsitter/housesitter.”
“Andrea was great with our boys!! She shared photos regularly and was communicative about her timing and any questions upon arrival. We would love to have her sit for the boys again!”
“Becky was a fantasy dog sitter during our 11 night trip out of the country. She sent us photos and updates every day and immediately brought up any concerns. She took our pup for walks even though we have a big back yard and gave him lots of pets and snuggles. She went above and beyond bringing in our mail and watering the plants too. We’ve already booked her for our next out of town vacation.”
“Thank you Mikayla for taking care of our little guy! Tucker is a special little Yorkie with health concerns requiring constant monitoring. Mikayla stepped up and delivered reliable excellent care. Oral medication and special dietary needs were taken care of. She communicated with us and sent pics of our guy which was a relief. We could relax and have peace of mind. Bonus, she left the house clean and tidy! We already have our next trip booked! Thank you again!”
“Theo was absolutely amazing with my two dogs. He was thoughtful and took the time to get friendly with them on their terms and was clearly very experienced. Super easy to work with, great communication, and so many frame worthy photos sent. Would rebook in a heartbeat.”
“Jennifer was caring and respectful of our wishes with the care of our pets. The daily photos of them having fun together was reassuring. I highly recommend Jennifer with the responsibility of caring for your pet family.”
“We highly recommend Jenna. She was the perfect sitter for our dog and cat. Phenomenal communication and what’s more, we came home to an immaculate home! We couldn’t have asked for more.”
“I had a last-minute adjustment to my vacation schedule and needed a sitter and found Shayna. She was super flexible and accommodating, and came to meet my dogs and learn their routine the same day! Shayna provided excellent care for my dogs who are anxious and can sometimes be difficult to care for. I would absolutely use her again for overnight services or walking anytime that we are traveling and she is available! Thank you for taking such good care of my girls💙🐶”
“I felt very at ease leaving my dog with Christopher. He sent all kinds of great updates, snuggling, and playing. My dog is high energy and reactive, and they got along great. My dog also had a Minor injury and Chris went above and beyond to stay with him and keep an eye on things making sure he couldn’t make it worse.”
“We had a wonderful first experience with Melanie as our dog sitter. Our plans changed a few times, and she was extremely patient, flexible, and responsive throughout the process. She arrived right on time, stayed later than originally planned, and took excellent care of our dog. Melanie sent us pictures and regular updates, which gave us great peace of mind. She was pleasant, reliable, and very easy to communicate with. We highly recommend her and look forward to using her again!”
“From the very first meet‑and‑greet, I knew Carina was the perfect match for my boy, Sheppy. She connected with him instantly, and the peace of mind I felt from that moment only grew throughout my trip abroad. Carina went above and beyond while staying in my home and caring for Sheppy. She checked in regularly, shared the sweetest photos, and kept me updated in a way that made me feel completely at ease. It was clear she treated him with the same love, patience, and attention she would give her own dog. Carina is responsible, thoughtful, and genuinely gifted with animals. I couldn’t have asked for a better sitter, and I’m so grateful for the care she gave my boy. I would recommend her wholeheartedly to anyone looking for someone they can trust with their furry family member. I will be booking her again even without travel plans just to keep Sheppy and his new BFF Carina connected.”
“Kirsten was wonderful. She was prompt and took great care of my dog Shotz. I appreciated the pictures and updates. Shotz seemed to like her as well. I would definitely have her dog sit again!”
“Philip took excellent care of our dog and house while we were away. Dallas was well cared for; we got many updates and photos. It was nice to go away and know Dallas, and the house was in good hands. We will keep him in mind for future pet sitting needs.”
“Sarah did a wonderful job taking care of Kali & Zoe. Sarah sent plenty of updates and pictures so we were confident all was well while we were gone. She was super patient with Kali when she was afraid of fireworks and needed extra love, and we came back to 2 happy pets. We’d be happy to have Sarah back again. Thank you!”
About: I’ve taken care of dogs since I was a kid. I have always owned multiple dogs at a time. I am open to walking or throwing a ball around. Anything to keep your dogs happy and content. I am currently studying for school. I am free a good amount of time and am open to working around someone’s schedule with good communication. I am open to anything an owner needs based off of what is provided and what the dogs needs. Walking or playing is a given. Learning a dogs schedule is very important to reduce the stress of a new person.
“We love Juliet! She was respectful of our home, paid attention to instructions, she clearly loves our dog(s) and was communicative. We felt very comfortable with her and we are so grateful to have found her!”
About: I have grown up with animals, my whole life and have experience with both cats and dogs whether it’s walking feeding giving medication or just spending time! I love animals so much possibly to the point where I like animals more than people… lol Hi everyone I’m Alexis! I am looking to help take care of your dogs as a part-time job, when I am not working at my full time job. Growing up with dogs and continuing to care for them in adulthood has deepened my love and understanding of animals. I have a passion for learning and understanding animals. My experience in pet care stems from raising and caring for my own dogs, as well as assisting with my friend’s pets. I currently have 3 dogs and am always going on walks, playing and spending time with them. Some things about me: I am always on the go, I work hard in my full time role, I’m always hitting fitness classes, going on walks, and spending time with friends/family by the pool. I can’t wait to meet your pets! I absolutely go above and beyond for my animals. I have a fenced in backyard and spend a lot of time with them whether it’s cuddling, going on walks or playing in the yard.
The median cost per night for house sitting in Windham is $60
Pet parents share their Rover experiences - Windham
Juliet was a wonderful sitter for our dog Bessie. When we initially met her Bessie went running right over to her and was completely comfortable with her from the start and vice versa. Juliet was in communication with us while we were away when necessary and provided us with daily pictures. She followed Bessie’s schedule for meals medication and potty breaks just as we requested. Our dog was very relaxed when we got back and everything looked great in our home just as we left it. We would definitely use Juliet again and recommend her to others as a pet sitter.
Sarah did a wonderful job taking care of Kali & Zoe. Sarah sent plenty of updates and pictures so we were confident all was well while we were gone. She was super patient with Kali when she was afraid of fireworks and needed extra love, and we came back to 2 happy pets. We’d be happy to have Sarah back again. Thank you!
We feel so fortunate to have found Gina. She came by our house initially to meet our 70 pound black lab mix, Darla, and agreed to come back again closer to our travel date to go through the house and get acquainted with Darla again. Gina picked up on my nervousness about leaving Darla with a stranger. She is only the 2nd person besides family/close friends we have left Darla with but Gina was easy going and put me at ease about it all. Darla was super happy having Gina’s company while we were away, even more so because she works remotely so she was here for Darla all day! We came home to a clean house, including clean bedding, which wasn’t necessary but appreciated! We will not hesitate to contact Gina again for upcoming travel! She’s great and Darla approved :)
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 - 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
The average cost for House Sitting in Windham on Rover is $48.84 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of August 2026, there are 4,272 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 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 Windham. On Rover:
- 92% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 96% 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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