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.
“Carly did a wonderful job with our two pups! If we had some changes to our schedule and she accommodated us perfectly! Would definitely recommend Carly and we will certainly be using her services again!”
“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!”
“Good, timely communication. Haley took great care of my precious felines - I had nothing to worry about. My kitties have suggested I ask her back IF I MUST go away again.”
“I used this app because I needed a last minute dog sitter because I was able to go to the Iowa game. Friendly, professional, and went above and beyond to drop my pooch off back to me after the game. Five stars!”
“Josie was absolutely amazing! She stayed in our home for several days to take care of Simba and Blondi, and we truly couldn't have asked for a better experience. From the very beginning, Josie was friendly, professional, reliable, and incredibly thoughtful. She immediately made us feel comfortable, and it was clear how much she genuinely cares about animals. Throughout our trip, she kept us updated with regular messages, photos, and videos, which gave us complete peace of mind knowing our dogs were happy, safe, and in such caring hands. It was obvious that Simba and Blondi were receiving lots of love, attention, exercise, and affection. Josie took the time to get to know their personalities and routines, and she treated them with the same care and patience as if they were her own pets. When we came home, they were relaxed, happy, and clearly very comfortable with her. Josie also took wonderful care of our home. Everything was spotless, organized, and exactly as we had left it. It was such a relief to come home knowing both our dogs and our house had been so well looked after. We especially appreciated her excellent communication, dependability, kindness, and attention to detail. She went above and beyond to make sure everything was taken care of, and we always felt confident that Simba and Blondi were in the best possible hands. We wholeheartedly recommend Josie to anyone looking for a trustworthy, responsible, compassionate, and dedicated pet sitter. She exceeded all of our expectations, and we feel incredibly lucky to have found her. We will absolutely be booking with her again in the future. Thank you so much, Josie!”
“Kaitlyn took excellent care of our dogs for multiple nights while we were out of town. Our boys absolutely love her, which is a testament to the level of care she gave them. Even when one of our dogs had a medical emergency while she was watching them, Kaitlyn kept her cool and shared updates with us while waiting at the ER. We will absolutely be asking her to watch our dogs again!”
“Katelyn took care of Jax for us again with no worries. We had a change in plans and had to come home early. Kate was accommodating as always and left the house and Jax in great shape. Thanks for being so reliable!”
“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!”
“Robert was amazing! I was very grateful he was able to watch Buzz & Layla for a couple days on such short notice. He always kept me updated with plenty of pictures of them while I was gone of them smiling and playing.I knew my dogs were in good hands and would highly recommend Robert for those in the area!”
“Savannah did a great job at communicating and adapting to the changes to my schedule. She sent photo updates of my three pups, and I could tell they were happy to be around her. I will definitely use her services in the future!”
“Maria did a wonderful job taking care of my special needs golden retriever! She was attentive, friendly, and very communicative. I highly recommend you booking her!! She sent tons of photos and asked questions when needed. Kept my place clean and made the bed when she was done for the week. I will definitely be booking with her again in the future!”
About: I’ve always loved animals, and caring for them has been a big part of my life for as long as I can remember! For the past 4 years, I’ve worked hands-on with all kinds of animals at an animal sanctuary, giving me experience with animals of different ages, personalities, and needs. I’ve had dogs my entire life and have experience raising and training puppies, as well as dog sitting for family, friends, and others. I’m comfortable caring for multiple dogs at once, including puppies, senior dogs, and dogs with special needs. I also have experience giving medications and making sure pets receive the extra care and attention they need. One of my most memorable experiences was caring for a baby goat in my home for 6 weeks! I bottle-fed her, cared for her around the clock, and made sure she was happy, healthy, and comfortable. Experiences like this have taught me how much patience, responsibility, and attention to detail goes into caring for animals. What sets me apart is that I genuinely treat every animal like they’re my own. I’m patient, attentive, and comfortable handling everything from energetic puppies to senior pets who need a little extra TLC. Whether your pet needs playtime, exercise, training, medication, or simply someone to keep them company while you’re away, I’ll make sure they feel safe, loved, and cared for. I work part-time, which allows me to have plenty of flexibility in my schedule for pet care! I’m available after 3 PM on weekdays for walks and drop-in visits, and I’m available for boarding on weekends. I’m happy to work with your pet’s routine and provide consistent, attentive care while you’re away! For boarding in my home, your pet will have access to a fully fenced-in backyard and a safe, comfortable environment. I also live in a walkable area, so I can provide nice, long walks when the weather permits. I’m happy to accommodate your dog’s individual needs and routines, including crate use, feeding schedules, medications, or other care instructions. I treat every pet and home with the same care and respect I would want for my own, and I’m respectful of your belongings and your space during drop-in visits.
About: I’ve interacted with all types of animals and shadowed at veterinary clinics since I was a child. In the past few years, I’ve startedi helping pet sit for friends and family for periods ranging from a couple of days to a few weeks. I work 8:30-5 M-F, but have an hour lunch everyday. I have availability and reliable transportation before and after work hours as well. I make sure to follow owner preferences and safety precautions. This can mean making sure a dog stays away from other animals during walks, or making sure there is no trash around the house that the pet could easily get into.
“We are so grateful to have found Christine. She is AMAZING sitter. You could tell pups were very well taken care of. This was first time having sitter at our place and I was definitely anxious. She sent us updates with photos throughout and ensure that one of my pup got medication he needed on time daily. She is kind, communicative, responsible. Can’t recommend her enough. We had a lovely trip knowing that pups were in good hands. Thank you Christine!!!”
About: Growing up I always had cats and/or dogs in the house so I've had animal caretaking experience since a very young age. I currently have a very sweet 2y/o XL Bully, a very crazy 9 y/o Pit Bull-Jack Russell Terrier mix, and two adorable kittens. I've stayed up to two weeks in non-family memeber's homes to care for their pets and have never had complaints I am currently unemployed. So I will be able to spend a lot of time with your pets. I'm searching for remote work so hopefully even when I'm employed I will be able to work around your animals' schedule. When I wake up I make sure the animals are fed before feeding myself, I don't let my day start unless their tummies are full. I love snuggling up with animals and making sure they have plenty of playtime.
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 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 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.
<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .
sitters on Rover set their own cancellation policy , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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
- 96% 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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