House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
Over 4 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 can feed, walk, and play with your pets, clean litter boxes, provide fresh water, and take care of anything else they may need! I’m also comfortable giving medications and have experience caring for diabetic dogs. I’m happy to provide loving, reliable care and make sure your pets are safe, happy, and well taken care of while you’re away! 🐾❤️ I currently work 4 days/week in the evenings at a barn(4 days/week; 2 hours/day) and I just got a job at Amazon! I can give your animals all the attention and loving they need! I can crate your dog if you need me to. Safety of all animals is my first priority before anything else comes in to play!
“This is the 3rd time we've used Lori to watch our pup, Marshall. It is so nice to be able to escape on a vacation and know that our baby will be taken care of and loved. Lori stayed at our place again and everything was in order when we returned. She even washed our sheets on the bed! She is such an incredible person, so kind and kept us updated via Rover every day. 10/10 recommend Lori to care for your pet! Thank you Lori!! <3”
About: Hi 😊 I’m Raven. I love dogs! ❤️ I graduated from Tampa Bay Area Pet Grooming Academy. I’m a member of Pet Sitters International. I’m also Certified in Dog CPR & First Aid. I'm currently working as a Kennel Assistant for Police K9s. If you have any questions please send me a message. I promise to get back with you within the same day. Thank you for taking the time to read my info. I can’t wait to meet you and your pet. :)
“Michelle did a great job with our pups! She was responsive and kept us updated on how they were doing. She was extremely respectful of our home! If it weren't for the rumpled sheets, she wouldn't have even known she was there! Highly recommend her for house sitting and any care your pups could need!”
“Andrew was incredibly thorough and professional. He offered meet and greets and sent lots of pictures. Our dogs were completely at ease and we will definitely use him again in the future.”
“It was such a relief to have Aidan caring for my dogs at my house while I was gone on my 8 day vacation. My pups are 14 and 11 years old and have special dietary and medical needs and he was able to keep them well fed, medicated and happy! This was the first time in their whole lives that I didn't have friends or family available to watch them, but I didn't have to worry as Aidan sent pictures and kept me up to date on how things were going. If I am in this situation again Aidan will be the first person I reach out to!”
About: I’ve been caring for and watching cat’s and dogs for just about my whole life! I used to run a small company called Pet Sitters in my neighborhood growing up! I have a verity of experiences from dogs of all sizes, energy and needs! I have also cared for dogs who need extra help getting around and extra care around the house! I work full-time; however, I work remotely giving me the flexibility to care for your pet! I typically work 7:30-4PM and am usually available on most weekends. I have an open area for pets to enjoy; however, I know that not all dogs are trained for this so I am happy to walk them in the neighborhood! Pets inside will enjoy an open home that they are free to enjoy as they would like. If at a client’s home, depending on the dog’s normal routine and client’s requests I will ensure your pet has a safe, enjoyable time while you are away. This will include: play time, walks, pets and whatever else the pet enjoys!
“Samm was great with our pets for a weekend away. She checked in enough to make us feel at ease and sent pictures of our fur babies allowing us to enjoy ourselves knowing they were happy. She left our home in perfect condition. Would use again!”
About: I’ve owned many types of pets and cared for them according to their needs including exotic animals, senior animals, and disabled animals of all types. Your pet would be no exception and would be my new best friend and thrive under my care. I currently work part time and attend ysu online as a pre law student. That said I have plenty of time on my days off to give your pet amazing care, love, and support. The care my clients will receive will be exemplary and will have 100% of my attention and efforts just like I give my own pets.
“Emily is dependable and skilled in taking care of pets. This was our first visit, yet it felt like we had known each other for longer. She communicated well with me and so I was confident I could enjoy my time away. Emily is mature and pleasant and I would definitely have her back again.”
About: Always love caring for pets I come from a family of where all types of pets are owned, I love spending time caring for animals I am almost always free Tuesday, Wednesday, Thursday, Sunday usually those days are days I am free every other day I am usually free after 4 pm and I can stay at places overnight I always make sure to let my dogs out multiple times a day as well as making sure they are always given much loving I also like giving them food in clean bowls and fresh water
About: Northeast Ohio Native! I’ve been surrounded by animals my entire life and have experience caring for many different types of pets. I understand that dogs need time outside, walks and plenty of attention to keep them happy and healthy. I also understand that cats have their own personalities they love their playtime, but they also appreciate their independence and quiet time. No matter their personality or routine, I’ll make sure your pet feels comfortable and cared for while you’re away. I’ll be right by their side, providing companionship and the care they deserve! All animal photos in my gallery are pets I have lived with or cared for within the past three years, except for Sasha the Giraffe I had the opportunity to feed while at the San Diego Zoo! Pet care fits naturally into my daily routine because I enjoy spending time with animals and making sure they feel loved, comfortable and cared for. I have a flexible schedule that allows me to provide attention, walks and playtime. I treat every pet like they are part of my family and enjoy creating a consistent routine that helps them feel safe while their owners are away. I care for every pet by learning their individual needs, personality and routine before providing care. I prioritize trust and comfort by following owner instructions, maintaining a clean environment and giving pets plenty of attention and affection. In a client’s home, I want each pet to feel relaxed, secure and cared for while their family is away.
About: I have volunteered at rescue shelters multiple times and have dealt with many different-aged dogs, old, young etc. There were over 50+ dogs so I would say I very much handle multiple pets well. I am in college right now at Hiram college, I am a junior and have classes Monday thru Friday. Monday,Wednesday and Friday I have class from 11:40-2 and Tuesday and Thursday I have class from 9:40-12 I have had multiple dogs that needed crate training so you will have no problem with that, I will also keep your fur baby very good company.
“Ms Riley Was The Best She Came and Stayed the Holiday weekend ( Fourth of July) with our Lil Yorkie Edie and she Has A New Best Friend I would definitely recommend Riley she is attentive with pets and People My neighbor came By and they even hit it off Thank you Riley for taking care of Edie like she was your own ❤️❤️”
The median cost per night for house sitting in Windham is $50
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 3 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 $28.31 per night (as of September 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 September 2026, there are 620 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:
- 96% 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
