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Top rated Windham house sitters

“Kailie did a great job house sitting and watching our two dogs while we were away on vacation. She sent regular updates, the dogs looked happy and she left the house very clean.”


“Kate was a wonderful dog and house sitter! Our two dogs were better off then when we left as Kate did some training with them. They took lots of walks and seemed very happy and healthy. The house was great as well.”


“Hayley is AMAZING!! One of my cats is very social and the other is shy. She got BOTH of them playing, brushed them, and made sure they knew they were loved on top of the bare minimum of feeding them and giving my old lady her meds. She even checked to make sure my hamster was still breathing while I was away since it was always during my hamster’s sleep time that she was there. Highly recommend. Will be using again if I ever am going away and she is available”


“Kaeleen watched our dog Sadie and cat Mac for a week. She took great care of them. She provided updates and sent pictures. She was respectful to our home. I would recommend her for anyone looking for a great in-house sitter!”


“David was wonderful with our anxious dog while we were away at a wedding. So good in fact that she appeared to lose her anxiety issues all together. He is clearly very experienced with animals and they are very receptive to him. He knew exactly how to work with her to lower her anxiety levels throughout a long stay. We are so grateful to have found someone like him for our dog!”


About: I am mostly interested in hosting cats but if you have a well tempered pup I would be willing to discuss if we would be a good match. I have time before I go to work (from 6 am to 8 am) to check on animals and after I get out at 5:00 pm I am available Monday through Friday. Saturday's I am available after 1 pm and Sunday I have open availability. I love cats and want them to feel most comfortable. Give me a list of their likes and dislikes and I will be sure that we will have a splendid time!

“Stacie did a fantastic job with our rescue dog, Ducky. He was relaxed and comfortable and even our kitty. who is generally quite reserved in showing his affections to strangers, came out to snuggle with her. Thanks Stacie! It was such a relief to have our fur people in safe and capable hands!”



“There aren’t enough good things to say about Danielle! From start to finish she was a super professional, and it’s very clear that she is a true dog lover. My wife is really anxious about leaving our dog with anyone, even family, but from day one with Danielle she was so detail oriented, asked the right questions, and sent so many great updates, that even a nervous dog mom felt 100% confident. Honestly, I think Finley had a better time with Danielle than he usually has with us! Not only was our buddy in great hands, but the house was spotless when we returned. We hope to hire Danielle many times again in the future!”


About: I have had dogs for all of my life. Through the years I have had a Great Dane, a Doberman, and several mixed-breed dogs. I understand the unique needs of different breeds and am comfortable caring for dogs of all sizes and temperaments. Pet care fits seamlessly into my routine as I work from home, managing multiple online jobs. This allows me to be flexible and available throughout the day to give your pet attention, exercise, and any care they need, ensuring they feel comfortable and well-cared for while you're away. I live in a somewhat secluded area, which makes it easy to take dogs outside for walks or playtime, either on-leash or off-leash, depending on their comfort level and training. My home has plenty of space for dogs to play indoors, so they can stay active and entertained no matter the weather. I prioritize a safe, comfortable, and engaging environment for pets, both inside and outside.

“Tim was great. We booked a 5 hour whale watch tour and needed someone to walk/ take care of our dog in Bar Harbor while we were out. He works for the company to was able to help check us in and then take care of our dog for the day. We very much appreciated his willingness to help us!”


About: Hiya! My names Elias. I offer my services to pet sit and take care of your dogs, cats, fish, snakes, you name it. All I’d need is what feeding, walking, and interactive guidelines you have and I’ll be sure to meet them! I have had cats and dogs my whole life, currently 2 cats and 2 dogs that live with my parents while I’m in school, and have worked both with a diabetic cat as well as disabled cats at a shelter back in highschool. I’ve also house/pet sat for family in recent years. Currently I am a full time college student with some days less packed than others, so im happy to work on setting up times and dates that work best for you! 47 acres of woods, if dog has poor recall a leash will be kept on to avoid getting loose or lost. In own and clients home, dietary needs and feeding times will be stuck to as to ensure that your furry friend is as comfortable as possible. I also have a car, so traveling to your home is no issue for me. Happy to take dog on walks wherever client feels comfortable having me do so of course.

“Emily immediately connected with Frankie, kept him calm and happy in a new setting (we were traveling for a wedding). I’d hire her again in a heartbeat when I’m next in the area. She even gave him an insulin shot which she’d never done before! Top notch sitter.”


About: Hi! My name is Aly and I’m 18. I love going on walks and playing with cats and dogs. As well as just lounging around. I am currently in school, so weekends and nights would work best until mid May. Over the summer I will be available at all times. My dogs were all crate trained, its always an easy way to keep them calm. I am used to multiple strong dogs pulling on walks

“Jacquelyn was absolutely amazing with our 1.5 year old lab, Ruthie! It was our first time leaving her with someone new and it was so amazing to work with someone so responsive, assuring, trustworthy, and responsible. Ruthie loved her! We will absolutely be using Jacquelyn again and highly recommend!”



“This was the 1st time I left my dog with anyone overnight so I was very nervous. It helped a lot that Bambi stopped by to meet all about 10days before staying over. She took my lists of instructions and adhered to all. She was very understanding about my dog’s anxiety.”



About: I have lived with several dogs a hound mins now who is 5 and had a chocolate lab for 14 years, a small chihuahua Dockson mix, a blue nose pitbull for a year when her father was deployed (a marine officer) .... we ran allot! and golden retrievers. Absolutely love dogs and walking/running & playing with them till they are satisfied and if they are lazy I’ll hangout and relax also! Not afraid to clean up after pups! Beggars, players, and cuddle bugs all welcome. I won’t feed your pet any dangerous food and will follow you directions to keep everything consistent easy and simple for you! I love all animals so if you have others it’s okay with me! I also have a yard and a truck if transportation is needed. Your animals are in good hands! Pet care is my priority in my daily routine, waking up for morning walks before it’s too hot and doing food routines. Providing supplements or medication as needed as well. I will drive to parks and dog parks or walk to dog parks & parks if reasonable. Belly rubs, butt scratches, ear rubs are all standard! Really flexible in terms of your pets routine so let me know what’s needed and I can accommodate.

About: I am a well experienced dog owner, having had at least one dog since I was 8. I currently have two dogs, Moose and Banyan. They get along well with other dogs and people. I love dogs, cats, and animals of any kind. I am highly respectful and dependable, with references I can provide if desired. I have reliable transportation and a private property that I own. There is no fence, however, there are six acres. If you want to get pictures and check ins, even videos I’m your pet sitter! If you want minimal updates and to not worry about a thing, I’m also your pet sitter! I also have experience providing medications and can keep continuity with your training preferences. Thank you! I work from home most days. Other days I am flexible to come home for restroom breaks or bring them along. When I work from home I am near the animals. A client’s pet will be treated like my own. I have half the house where pets are allowed and if needed I can separate animals into different areas of the house.


“Molley was awesome and took great care of my dogs! She sent pictures all throughout her stay so I could see them and see how happy they were! I would highly recommend Molley and will use her next time for sure!”

Loving house sitters in your neighborhood
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Kailie G.

“Kailie did a great job house sitting and watching our two dogs while we were away on vacation. She sent regular updates, the dogs looked happy and she left the house very clean.”


Amelia L.

“super responsive and wonderful with our pup!”


Kate B.

“Kate was a wonderful dog and house sitter! Our two dogs were better off then when we left as Kate did some training with them. They took lots of walks and seemed very happy and healthy. The house was great as well.”


Shalee C.

“Shalee did an amazing job pet sitting in my home while I was out of town. Definitely will be asking for more booking in the future!”


Haley C.Star Sitter

“Hayley is AMAZING!! One of my cats is very social and the other is shy. She got BOTH of them playing, brushed them, and made sure they knew they were loved on top of the bare minimum of feeding them and giving my old lady her meds. She even checked to make sure my hamster was still breathing while I was away since it was always during my hamster’s sleep time that she was there. Highly recommend. Will be using again if I ever am going away and she is available”


Kaeleen F.

“Kaeleen watched our dog Sadie and cat Mac for a week. She took great care of them. She provided updates and sent pictures. She was respectful to our home. I would recommend her for anyone looking for a great in-house sitter!”


David M.

“David was wonderful with our anxious dog while we were away at a wedding. So good in fact that she appeared to lose her anxiety issues all together. He is clearly very experienced with animals and they are very receptive to him. He knew exactly how to work with her to lower her anxiety levels throughout a long stay. We are so grateful to have found someone like him for our dog!”


Nadine N.
About: I am mostly interested in hosting cats but if you have a well tempered pup I would be willing to discuss if we would be a good match. I have time before I go to work (from 6 am to 8 am) to check on animals and after I get out at 5:00 pm I am available Monday through Friday. Saturday's I am available after 1 pm and Sunday I have open availability. I love cats and want them to feel most comfortable. Give me a list of their likes and dislikes and I will be sure that we will have a splendid time!


Stacie S.

“Stacie did a fantastic job with our rescue dog, Ducky. He was relaxed and comfortable and even our kitty. who is generally quite reserved in showing his affections to strangers, came out to snuggle with her. Thanks Stacie! It was such a relief to have our fur people in safe and capable hands!”




Danielle L.

“There aren’t enough good things to say about Danielle! From start to finish she was a super professional, and it’s very clear that she is a true dog lover. My wife is really anxious about leaving our dog with anyone, even family, but from day one with Danielle she was so detail oriented, asked the right questions, and sent so many great updates, that even a nervous dog mom felt 100% confident. Honestly, I think Finley had a better time with Danielle than he usually has with us! Not only was our buddy in great hands, but the house was spotless when we returned. We hope to hire Danielle many times again in the future!”


Richard & Hope R.
“Richard has been renting from me for about six months and helping with the dogs I have here when I get busy. He has helped in the past when I have needed an extra helper with some of the dogs I have. He helps me to organize the feeding and sometimes brings them out for walks so we can get them out in a timely manner. He is a loving and responsible person who can be trusted with your dog as he has always had dogs in his life, getting his first dog (a Great Dane mix) when he was ten years old. He has cared for my dog Maebe numerous times and she loves him dearly.”


Tim C.

“Tim was great. We booked a 5 hour whale watch tour and needed someone to walk/ take care of our dog in Bar Harbor while we were out. He works for the company to was able to help check us in and then take care of our dog for the day. We very much appreciated his willingness to help us!”


Elias V.
“Eli has spent a lot of time with my dogs. He shows them so much love, immediately getting on the floor to greet the puppy playfully, and responding to the older dog with belly rubs and affection. Eli demonstrates an understanding of dog behavior and development such as positively redirecting the teething puppy with chew toys. He is responsible and timely, showing up when he says that he will. I trust Eli with my dogs not only because of the observable interactions, but also because he genuinely loves my dogs. I highly recommend Eli as a responsible, experienced caregiver for dogs.”


Emily M.

“Emily immediately connected with Frankie, kept him calm and happy in a new setting (we were traveling for a wedding). I’d hire her again in a heartbeat when I’m next in the area. She even gave him an insulin shot which she’d never done before! Top notch sitter.”


Alyson L.
About: Hi! My name is Aly and I’m 18. I love going on walks and playing with cats and dogs. As well as just lounging around. I am currently in school, so weekends and nights would work best until mid May. Over the summer I will be available at all times. My dogs were all crate trained, its always an easy way to keep them calm. I am used to multiple strong dogs pulling on walks


Jacquelyn R.

“Jacquelyn was absolutely amazing with our 1.5 year old lab, Ruthie! It was our first time leaving her with someone new and it was so amazing to work with someone so responsive, assuring, trustworthy, and responsible. Ruthie loved her! We will absolutely be using Jacquelyn again and highly recommend!”




Bambi D.

“This was the 1st time I left my dog with anyone overnight so I was very nervous. It helped a lot that Bambi stopped by to meet all about 10days before staying over. She took my lists of instructions and adhered to all. She was very understanding about my dog’s anxiety.”




Donald C.
“Donald (DJ) is an awesome pet sitter! He watched my new puppy when I had to go out of town last minute and was super helpful! I was nervous to leave the pup with someone new since he was new to our home also but he was probably more skilled at taking care of him/ training him than I was. Dj is super reliable, available on short notice for walks/weekend hangs and will definitely spoil your pup with attention. Highly recommended pet sitter!”


Coryn B.
“Coryn was one of the best dog sitters I’ve had so far. She was always on time and so good with my two dogs and three cats, who are no easy clan to deal with. I am very picky with who I let watch them because they have specific feeding and care instructions, she followed all of them well and devoted a lot of time to their care. I can tell she is an animal lover and really cares about their well being. I would recommend her to anyone and everyone.”




Molley T.

“Molley was awesome and took great care of my dogs! She sent pictures all throughout her stay so I could see them and see how happy they were! I would highly recommend Molley and will use her next time for sure!”
How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 house 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.
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windham on Rover as of Aug 2025 was about $57 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 63 house sitters in Windham. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Windham house sitters respond in under an hour.
House sitters with repeat customers have an average of 3 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windham.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windham house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
