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.
“Emma was wonderful, receptive, and sent plenty of updates!! She played with our pups, loved on them, and even let them sleep with her while we were away. She’s completely trust-worthy, responsible, and left our home spotless. We will definitely be using Emma again 😊”
“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.”
“Christina is absolutely amazing! Both of my dogs stayed with her for 2 weeks while we were traveling in Australia. They adjusted to her very quickly & were so content when she returned them to our door. She paid attention to everyone of my individual requests making sure they were medicated & fed as instructed. It’s extremely obvious Christina loves animals & wants nothing more than to love on our pets. She has a huge heart & lots of love to give. One of my dogs has a history of trauma yet she felt comfortable with Christina very quickly. Christina is very responsible & you can 100% trust her with your fur babies. 100% recommend you book her & book early since she is extremely popular!”
“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.”
“Marissa was fantastic! I will definitely use her again! My girls fell in love with her, and one likes to test people to see if she can gain control and run the house. Marissa was firm in who was in control, but loving to jot hurt feelings. She provided regular updates and together we got through some tummy issues to make it where I got back home. The house kitties, who were not part of her duties other than to accept snuggles, adored her as well. At one point she was surrounded by 2 dogs and 2 kitties touching her at once! When we got back, as excited as my dogs were to see me, they also looked around me to see if Marissa was there. My animals tell me all I need to know about a person, abd they adore her. Your pets will too!”
“Meghan was a great dog sitter for my two pups! She maintained communication throughout, was always punctual, and showed great flexibility. Most importantly, she was incredibly kind and caring toward my dogs. I recommend her for anyone looking for a reliable and compassionate sitter!”
“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 :)”
“Amy is a wonderful, friendly and trust-worthy sitter. She stayed at our home for 2 weeks to care for our dog who needed slow walks and daily meds. She not only sent photos, during her stay but kept a detailed diary of the daily activities. I came home to a relaxed dog and a clean house. I hope Amy will stay with us again in the future, and I highly recommend her for pet care and sitting.”
About: Hii!! I’m a patient, caring sitter with 3 years of experience of caring for dogs and cats of all sizes and ages. I’m skilled at giving medications, calming anxious pets, and provided the attention your furry baby needs. I’m happy to send frequent updates to keep you at ease, treating your pet with all the love and care they deserve. I am currently looking for some time to spend with pets when I am not working. I have a passion to be with animals and it brightens my day to help someone and spend time with a cute furry pet. I love to be active and create an environment that the pets can thrive and be loved. I have free time throughout the week to tend to their needs and get them out of the house or play with them to get their jitters out. For dogs, I love to play with them and go for walks or runs so they can go explore. For cats, I make sure their environment is clean and give them constant snuggles and comfort.
“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.”
“Emily took wonderful care of our Fiona, providing plenty of updates to us while out of town and ensuring Fi kept the schedule that makes her most comfortable, including plenty of yard time, play, snuggles and naps. We’re so glad to have connected with Emily and will definitely reach out for future sitting!”
“Colby provided excellent care for our two dogs! He was easy to chat with ahead of our trip and communicative while we were away - we appreciated getting updates. Colby was tasked with administering medication to our younger dog and he did so reliably. Pups were happy when we returned and had clearly received good care. We will certainly hire Colby again!”
“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!”
“Britt was a wonderful pet sitter! She took care of our dog, cat, and bearded dragon over a holiday weekend on short notice. She was responsive and communicated easily while we were away. We look forward to working with her again soon!”
“Samantha was an amazing sitter. She watched our Goldendoodle for a weekend, and he loved it. She took him on a hike, and from his smiles in all of the pictures, it looked like he was having the time of his life! We appreciated her warm spirit towards our dog, her picture check ins, and how respectful she was towards our house and our requests. Thank you, Sam! 100% would recommend :)”
“Jordyn was attentive and responsive when caring for our cat. She was happy to help around the house with small things when asked, as we were gone on a longer trip, and we really appreciated knowing our home and pet were taken care of!”
About: Longtime dog lover and owner, current parent of a 9-year-old Siberian Husky service dog whom I trained to myself. I love dogs of all sizes and shapes and personalities and I can't wait to meet all the wonderful furkids that I'll be looking after in the future. I'm always telling people "I may have trouble remembering your name, but I will always remember your pet's name." Though I am small in stature I'm actually quite strong and can handle large/muscular dogs (and the occasional feral cat when necessary), because I just know how to move with them/guide them. I'm also not intimidated by aggressive behavior in animals, nor do I meet it with aggression in return. I always try to calm the animal and figure out the issue, putting myself between them and anyone/anything that might upset them further. I have a personality/presence that dogs seem to love, from the timid to the social, the calm to the active. I'm a fast walker, so your dog will certainly get a workout they'll love as they keep pace with me, but I can also meander when needed for the older dogs and fumbling puppies. I have experience doing basic grooming for dogs: bathing, brushing, shaving away mats, clipping nails, trimming the fur between pawpads, brushing teeth, and cleaning ears. I do not have experience doing "style" cuts for dogs. I know snake pet care as well, so feel free to inquire if you need someone to look after your danger noodle! Pet care is my primary work focus right now as I work through completing my online schooling towards getting my degree and Vet Tech licence. I have a backyard for your dog to play in alongside my very friendly Husky. It's not fenced in, but I keep a spare long-lead on-hand, same kind as I use for my girl, for guest dogs. If your dog is an especially strong one please let me know and I'll make sure to have an lead appropriate for your dogs weight strength available. Inside the house is dog-friendly and spacious, and I can crate your dog if needed. My dog is allowed on the couch and my bed, so do let me know if those are no-go areas for your dog. If your cat likes outside time I can provide walks and/or put them out in the backyard on the spare long-lead.
“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!”
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 September 2026, there are 675 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
- 100% 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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