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 great! We hired him for house/dog sitting while we were away for a long weekend and he made it so easy for us. The dogs liked him, and he clearly gave them a lot of attention. When we came home the house was spotless. You would have had no idea someone had been staying there for 4 days. He was very easy to get ahold of, and followed up a few days before the booking to confirm and schedule a second meet & greet. Would absolutely recommend.”
“Emma was lovely, and Lucca warmed right up to her. She was responsive and I appreciated all the pictures she sent. She left my house spotless, too, which was very nice to come home to.”
“Amanda is amazing! She took great care of our pups and sent the cutest pics. She left our house spotless and I just can’t thank her enough for the affection and extra attention she gave our 2 boys. We would definitely use her again and again. Thank you so much, Amanda!!”
“Meghan did an amazing job with my pup! She kept me updated on how everything was going during the week, and took great care of Coda. I’ll absolutely be reaching out to Meghan for future trips!”
“Christina was absolutely phenomenal and provided simply superior in-home dog care when we went away on a week vacation out of town. She is attentive, responsible, amazing with our dogs, and provided daily updates on our pups that we so appreciated! I cannot recommend her enough!”
“Kayla is amazing! She did such a great job taking care of my stubborn dog and was very respectful of my home while staying there! She sent lots of pictures and updates and did great with his heath issues! I would recommend Kayla for anyone looking for a trusting companion for their pets. I hope Kayla will be available for Bronx’s needs in the future because I would book her again in a heartbeat!”
“It was great to have John stay in our house and watch our dear Dora for a week while we were out of town. He kept us in the loop throughout the stay and was a great guest and dog sitter.”
“Sydney is amazing!!! We have two high energy / high anxiety Boston Terriers and two very social cats - she was great with all of them! She sent adorable pictures, checked in often, sent lots of updates. The dogs clearly had a good time, the house is exactly as we left it, she was prompt, professional, and kind... Literally all the things you are looking for when you're leaving your pets home with someone for days. We'll definitely book her again any time we need someone to stay at the house!!”
“I would recommend Amy for your house and pet sitting needs. Amy house sat for us over a long weekend and took care of our dogs, cats, and fish. She followed our instructions and was very communicative. Everything was in order when we returned and pets were happy. Thanks, Amy!”
“Samantha was incredible! She was so wonderful with the animals, flexible when plans changed and we needed to adapt, and so kind, responsible, and a great communicator and pet photographer 😂❤️ We are so thankful and grateful for her!!”
“I can’t say enough great things about Alyssa! She was easy to communicate with, sweet, great with our two dogs (including a new puppy). She gave frequent and thorough updates with cute pictures. I felt completely at ease leaving her with both my house and my dogs! We would 100% have Alyssa back again :)”
“Lindsay was great! She brought us peace of mind during our vacation, as we knew our Gatsby was in good hands. She checked in multiple times a day with precious pictures of our fur baby and communicated wonderfully. She comes with glowing reviews, and the moment I met her, I knew she was going to be such a blessing to our family. Gatsby loved her so much — they bonded almost immediately. This was the first time during a vacation that I didn’t worry about my dog or home. I was fully present with my family. Upon our return, she left us with a beautiful pot of coffee, peaceful music playing, a very clean home, and one happy dog. We love you, Lindsay! Thank you for everything!”
“Miranda was amazing! I was so nervous having a house sitter to watch my dog for the first time but Miranda made it such a good experience. She communicated with me so well before and during my trip and put my nerves at ease. She gave me daily updates and photos/videos and did so well with my dogs medications and eye drops. I’m so happy that Miranda was available to watch my dog and I’ll be forever grateful that the experience went smoother than could’ve wished for. I’ll definitely book with Miranda again in the future for any of our dog sitting/dog walking needs.”
“Lily was great! Prompt communication — with pics! She followed the instructions we left for her. And most importantly — Lucy loved her immediately. Thanks for taking such good care of our GSD.”
“Morgyn did an outstanding job job caring for my dog and cat and home while I was gone. She sent pictures, asked pertinent questions relating to the care of the home and showed my dog and cat lots of attention. I would definitely engage Morgyn’s services again!”
“Emily was so nice and accommodating with my more spicy cat and easy going dog 🥰 she stayed over at the house for a weekend and I felt so comfortable from the start. Would highly recommend”
“Celine was a wonderful companion for our somewhat anxious dog. She provided regular updates, great communication, and left our place very clean at the end of her stay. We highly recommend her!”
“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!”
The median cost per night for house sitting in Windham is $70
Pet parents share their Rover experiences - Windham
Jocelyn provided excellent care for our goldendoodle, Ziggy, while staying at our house for several nights. She provided him with daily walks and adventures, kept up with his medicine, and left our house very clean and tidy. She also provided regular updates and photos. I highly recommend her for your pet sitting needs!
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
As of August 2026, there are 708 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:
- 100% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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.
Connect anywhere with the Rover app
