House Sitting Windham
Find a loving house sitter to watch over your pets and your home.
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.
“Kayla went above and beyond for our boy! She is super reliable and took such amazing care of Jax! Just to add how amazing she is, our garage code wasn’t working and she stayed over an hour locked out trying to figure out a solution to make sure she got to Jax while we were out of town!! A+ from us!”
“We don’t typically like to leave our girls over the 4th of July due to firework anxiety, however our girls really loved the previous visit from Carly so we decided to give it a try and they did SO well! Carly made sure they were comfortable and spent extra time with them when she felt like they needed it! Carly is absolutely our “go to” sitter now!”
“Julia was absolutely fantastic and provided the best in-home/overnight care for our Frenchie! She was communicative and always quick to reply, sent pictures, and treated our home with the utmost respect. We will definitely rebook!”
“Sidney is the best! First time I left my dog Zoey with dog sitter and we couldn’t be happier! She is responsible, caring… even cleaned my house before I cam home. My dog, Zoey is worn out from all the trips to dog park, playing, and got her first pup cup icecream! We will definitely be using her again soon!”
About: Hi! I’ve taken care of dogs my whole life and love caring for them through every stage. I trained my family’s mini Aussiedoodles, Millie and Mabel, and cared for my childhood dog, Tucker, as he aged and passed. I’m currently in a gap year while applying to Physician Assistant school and would love to care for your pet like my own! I’m available to walk dogs starting M-Th after 4, Friday at noon through most weekends, and can also do some weekday activities if arranged in advance! I’m happy to be flexible when possible! I keep dogs comfortable by following their normal routines, providing plenty of attention, exercise, and care, and making sure they feel safe and relaxed at home
About: I live on a farm back home & have over a decade of animal care of all kinds! I have many farm cats and two dogs at home, as well as two cats that live with me! I have experience with dogs and cats of all ages and sizes & would love to spend time with your best friend! I would especially love to hang out with dogs as I don’t want to get my own until I can give them a fenced in yard:) My boyfriend Gabe also helps out with the pet care! I am pretty free all summer & I can give as much or as little attention as your pet requires! I’m available to do random walks throughout the day or stay full time at your residence to give 24/7 care to your pet. I would like to follow your routine as much as possible, so honestly whatever you do with your pet I will copy! It’s important to keep their routines from changing frequently!
About: My best friend of 15 years and her family have two wonderful dogs, a doodle and a lab who I have taken care of so many times. I even watched the doodle when she was just a few months old for about a week during a snow storm while her family was on vacation. They’re a handful but so much fun. I have also cat-sit for up to 3-weeks on end. Giving medicine, checking for packages, and updating if anything seems off. I am a graduate student with very flexible hours. I am happy to spend time with your pet while I study or just for personal therapy. I will make time for animals no matter what. I go above and beyond noting things like if the house temperature is uncomfortable for said pet. I keep them under constant supervision and won’t leave them alone for more than a few hours unless discussed otherwise. I am very thorough and will take extra time to make sure each pet feels comfortable and safe with a new person around them. I know what it takes to be patient with pets.
“Thanks Angie for taking such great care of our 3 puppies! Angie was very prompt, responsive, and communicative. We have 2 very vocal small dogs and one senior dog. She did so great with them and we knew they were in good hands. We got regular pictures and updates. Angie also took great care of our house. Highly recommend using Angie to watch your dogs - they'll be well loved.”
“Avery did such a good job with my two, high energy pups when I was on a work trip over the weekend. She also stayed overnight at the house with the dogs and left everything in perfect condition. Would definitely have her back again!”
“Hailey was so great! She was communicative, sent pictures of the pups, and left our house cleaner than when she arrived. She really went the extra mile and took such great care of our home and our dogs while we were gone. Highly recommend using her as a sitter!”
“Auden and Yen (her right hand canine assistant) kept our 8 month old female Birdie safe, loved ,exercised and entertained for eight days at our house while we had a trip out of state. First time we have left our puppy with a pet sitter and we’re naturally anxious at first but felt completely relaxed and confident with Auden especially after many cute pictures and texts of Birdie and Yen playing, sleeping and on walks together. Such a relief to find someone you feel safe leaving your pet with.”
“Robert is a great help when we are out of town, 3 times in the last month. Robert lives close by and is very accessible. He knows a lot about dogs and how to socialize them. He was able to walk Olive with his two dogs. Olive is well taken care of and he goes the extra mile, even putting away my grocery delivery that arrived early! Will definitely use him again.”
About: I have years of experience with dogs, from puppies to seniors. I have trained several dogs and have experience working with dogs with health conditions. I also have experience administering dogs their medications. I am a teacher and currently work part-time in the summer. I have plenty of flexibility throughout the week, weekend, and during the school year. I have a gated off patio for dogs to play in. If they are in the yard, I will have them on their leash to ensure safety. Please provide a crate.
About: I have my own dog at home who I have grown up with. I have also grown up taking care of neighborhood dogs and my uncles dogs who I have taken care of since they were puppies. I have also taken care of many of my neighbors cats and other various pets. I am currently a full time student technically but I have a lot of open times that I would love to come hang out with some pets who just need some extra loving or taking care of. This also helps me have a break from life and focus on just spending quality time with some pets who are fun to be around. I always put the pet first. I make sure I remember times I went over or left and how long I have stayed at a residence so they have enough time outside of kennels or for play time. I want the pets to feel like they can be calm and chill or be crazy and I’ll play with them or walk them when they just need some energy out.
The median cost per night for house sitting in Windham is $40
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 near you
Select a filter and find qualifying Windham sitters!Sitters in Windham average 4 repeat house sitting clients
FAQs for House Sitting - Windham
Frequently asked questions about Rover
As of July 2026, there are 334 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
- 95% can help with giving oral medications or injections
- 95% 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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