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Top rated Windham house sitters
“Palma was a wonderful sitter for our Scottie, Pepper! Pepper immediately befriended Palma when she came to meet us, and we could tell Palma was enjoying playing with Pepper. We felt very comfortable leaving Pepper in her hands. While we were away, Palma was very communicative and sent photos of Pepper for us (which I love because I always miss her). She left our house in pristine condition! I highly recommend Palma.”

“Kelsey did great with our energetic puppy. She was very diligent about listening to all the things we told her about our dog, environment and needs. I would highly recommend.”

About: I am a trained and certified k9 trainer with experience in basic and advanced obedience, behavior modification, odor tracking and an affinity for stray dogs. I currently foster so the more dogs the merrier. Im in school but my schedule is flexible so I can work around most things as long as I'm informed at least 6 hours in advance. I have multiple sized indoor and outdoor kennels and playpens for your pup. My property is safe and enclosed. I am former military so I tend to stick to strict schedules and have no problem keeping your pup on one if that is what's needed. OR we can hang out on my couch and watch dog training videos...im good with either one. I do training, temperament tests and socialization mostly to make both our time together interesting. Also offer daily pics for your Instagram!

“Emma has been great with Augie. We’ve had her for walks and housesitting. She keeps him very entertained and very happy and we get lots of fun pictures! She treats him like he’s her own 😊”

“Tiffany is wonderful. Very proactive, lots of communication, so attentive with our girls, and she is really fun to talk to. A great added bonus! We will definitely have her with us again.”

“Emily was AWESOME. Very communicative upfront and during her stay watching Koby. I came back from vacation to a happy dog and a perfect house. Will 100% rebook the next time I vacation.”

“Nikkii was absolutely great. She sent pictures and kept me posted on how they were doing daily. My 2 crazy fur babies loved her and can't wait to see her again! Thank you for taking such great care of them”


“Rebekah took great care of my dog. She took him on daily hikes or walks , sent picture updates while I was away , and gave him lots of tlc. I felt really safe leaving my dog in her care and will definitely use her in the future.”

“Savannah was wonderful, I would highly recommend her to watch your pet. She always quickly responded to me and sent pictures of my pet to let me know they were comfortable and happy staying at home. I will definitely use her services again without hesitation.”
About: I have experienced pet sitting for friends, family and other clients, providing drop-ins, walks, feeding, playtime and basic care. I'm reliable, attentive, caring, flexible and treat every pet like my own. I am currently a student at Quinnipiac University and am avalible during my winter and summer breaks for drop ins or overnights, with flexible avalibilty. I am always happy to communicate to find a plan that works best for you and your pet. I am also avalible on holidays! I care for pets in their own home so they can stay comfortable in a familiar environment. I carefully follow all instructions and routines, ensure doors and gates are secure, provide fresh food and water, excercise and playtime and medication/special treatment if needed. I place great importance on respecting your home while caring for your furry friend. I prioritize safety, cleanliness, communication and I am always happy to send updates and photos duiring each visit so you can feel at ease while away.
About: Animals have held a special place in my heart my whole life. I started volunteering at my local animal shelter when I was 14, working my way up to weekend manager. I also worked as veterinary technician for many years and volunteered in the wildlife clinic. During those years, I pet sat for many clients and was happy to help ease people’s minds while they were away. Now I work with humans in medicine and my (human) children are teenagers. In my home, we have 3 dogs, 2 geckos, a tarantula and a ball python. The only reason we don’t have cats is a family member has severe allergies. I have experience with giving medication, positive reinforcement training, dealing with shy and anxious personalities and an expert snuggler. Please reach out with any questions, I look forward to chatting with you! I work full time at a doctors office. I am available from 5pm- 8am. I can visit during my lunch hour on a case by case basis. My weekends are open :) My own home is fenced in but enjoy going for walks too. If a dog requires walks daily, that’s more than okay with me :)
About: I have always loved animals. I treat all animals like my own. I learned to care for cats and dogs(and a variety of other animals) when I was young. Taking care of my own and family and friends pets, furry family members, feeding, bathing, walking, playing, snuggling. I have bottle fed, tended to allergic skin irritations, administered oral medications including chemo therapy. I am looking to make caring for your pets and making a worry stress free experience for you and your pet around your routine/schedule. I have a very open schedule, which makes it easier for me to work around your pets needs. It has worked out very well for me and the pets I have been able to spend time caring for. I will care for your pets in your home. I will care for them like they are my own. Loving, petting, snuggling, playing, walking, feeding making them feel stress free. I will listen to your instructions and follow them for the most personal and relaxed experience with your pet.
About: my sister and i have been watching dogs for many years now and have experience with dogs of all ages, breeds, and sizes ranging from Pugs to Belgian Malinois. We do have experience and are comfortable around dogs with disabilities such as blind or deaf. neither one of us currently work full time and 3 people live in our home so it’s pretty unlikely your pet will be left alone long if at all. rest assured there are zero other unconfined animals roaming around our house! we do not have a fenced in yard but your pet will be taken on as many walks as needed.
About: I have had many pets growing up. I currently have 3 cats and 2 dogs. I can board your pets or go to your home. I offer walking, playing, feeding, give medication, clean litter boxes. Thank you I work part time cleaning houses. I have a 13 year old daughter who is kind and sweet. She loves animals and loves to help me out. I don’t have a fenced in yard but I have a big yard. I have a lead I can put dogs on so they don’t take off or I can walk them
About: I have 6 years of experience watching dogs, cats, bearded dragons, ect! I love all animals and will work with any! Currently I do boardings in my house in Norwich CT. I can provide references from people I have pet sat for! :) I have mainly open availability and willing to work on my schedule to fit anyone in. I work in office Monday and Wednesday, but home all other times! There are 4 other people living in my house as well that are always up for taking a dog on a walk if I'm at work. I always make sure your pet is safe at all times. I remove any harmful material or situation they could get themselves into. I care and love your pet like it is my own.
Over 6 pet parents in Windham have booked house sitting
Windham pet parents share their Rover experiences
Bekka was a terrific companion for my two pugs. She indulged their insatiable appetite for play, and made sure that they got plenty of walks and kept to their feeding schedule. She also did a great job looking after the house and taking care of a few vital upkeep items. Bekka is excellent!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. 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 away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Windham is $60
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.
Sitters in Windham average 3 repeat house sitting clients
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 May 2026 was about $60 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 May 2026, there are 467 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, 85% of Windham house sitters respond in under an hour.
House sitters in Windham have an average of 16 years of experience. 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.




