House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.

Windsor, 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.
“Oli was great. She sent pics and updates daily, which we really appreciate. She stayed at our house the entire time we were gone. We have a very old dog and a neurotic dog and 4 cats. She provided love and care to our pets and home. I highly recommend.”

“Cheyenne did a wonderful job caring for our 3 aussies in our home while we were on vacation. She was very responsive and responsible. We will definitely hire her again for our pet care needs!”

“Kasey came through for us on short notice and was extremely communicative and flexible. She took care of our pets and house despite having to brave the sudden snowfall in Durham. She truly treats our pets like they are her own and we’re so happy to have found her. Will definitely book again!”


“Maria was very communicative and did not hesitate to ask any questions which made me feel more comfortable her first time house/dog sitting! She left the place spotless, would have never known she was there! Won't hesitate to hire again.”


“Melanie was amazing! She watched our dog for the weekend, and saved us after another sitter had cancelled. She was communicative and kept us updated the whole time with photos and videos. She’s super sweet and reliable. We will definitely book her for future stays.”

“Bella did a great job! She communicated with me multiple times a day and the house looked just as we had left it when we got home. We already rebooked her for another trip!”

“Triston was incredible! We had to book last minute and Triston stepped up to take care of our 2 dogs and 4 cats! I will definitely be booking with Triston in the future!!”

About: I've taken care of dogs since I was 14 years old. My neighbors have trusted me to watch their pets for extended periods of time. I love all animals! I work from home until the summer so my schedule is very flexible! I can walk your dog most of the day during the week. I provide loving, attentive, and responsible care for pets in my home and/or my client's home. I make sure each pet has fresh food and water, a clean and comfortable environment, regular exercise, playtime, and plenty of affection. I follow the owner's instructions regarding feeding schedules, medications, routines, and special needs. I also provide companionship, monitor their health and behavior, and keep owners updated with messages and photos so they have peace of mind knowing their pets are safe, happy, and well cared for.
“We had a great experience with Kaleb. He took excellent care of both our dog and cat, sending regular updates and pictures so we felt at ease while away. He left our home in the same good condition he found it, and most importantly, our pets were happy and well cared for. He’s trustworthy and reliable, we wouldn’t hesitate to recommend him to anyone looking for a responsible sitter.”

“Nancy did an amazing job looking after my dog and cat when I was away! She was very professional in our communication and she was also flexible with my changing schedule. Nancy also would share very cute pictures of both pets while I was away and kept me updated on how they were doing. I would highly recommend Nancy for anyone looking for a pet sitter and I will definitely keep her in mind when I’m looking for another sitter in the future!”


“Celeste was great with our menagerie of somewhat quirky animals. We were out of cell service for the majority of our booking, but I appreciated coming back to pictures and happy animals. They were respectful if the space. Would definitely recommend and book again!”


“We had Andrew pet sit for our 2 year old dog for several nights at our house. He went above and beyond. Communication while we were away was fabulous. The kids loved the videos and photos. Jeri got some leash training and was walked several times a day. We had a great vacation knowing that Andrew was taking such good care of Jeri. Would strongly recommend him for your pet care.”

“Dawn was great with our 2 rambunctious doodles. She sent pics and updates regularly. Took them for numerous walks including a 5 mile walk at Pocahontas State Park! She also took great care of our house. We would definitely use her again!”

“Victor was an exceptional guest and a wonderful caretaker for my two dogs. He followed all instructions carefully, maintained great communication while I was away, and most importantly, my dogs absolutely adored him. The house was spotless when I returned! Victor went above and beyond to ensure everything was in order, and I felt completely at ease knowing my pets and home were in such capable hands. I would not hesitate to welcome him back again. Highly recommended!”


About: Hi, my name is Gilbrith! I have lived in Richmond for 10 years and have recently graduated with a masters degree in mental health counseling. I work weekends at a puppy yoga studio - but am looking for more fuzzy companionship! Growing up, my home never had less than two dogs at a time, each of which were considered an equal member of the family. As a child, my parents instilled in me an immense love and respect for animals, and I was taught to anticipate and attend to our dogs' needs from a young age. Besides being surrounded by dogs my entire adolescence, I have been a pet sitter for friends, family members, roommates and colleagues for over 8 years. I have experience caring for a variety of animals including dogs, cats, rabbits, and hamsters. I am comfortable with puppies and senior dogs, and have some experience with medication management and dogs with special medical needs. I am certified in pet first aid and CPR. I currently have a flexible schedule. I work 2 days a month at the yoga studio. I live a relatively quiet life and am a bit of a homebody, allowing me to spend more quality time with your pet! My top priority is making your pet feel as safe and relaxed as possible, and keeping them in their own home, and in their usual routine, is the best way I know to do this. I send updates to my clients several times throughout the course of the day, unless otherwise requested, sending pictures and letting you know how your pets are doing, while also leaving an open line of contact for any questions or concerns either party may have.
“Jordan was wonderful! She was very communicative throughout our time away and kept us updated with lots of pictures, which gave us so much peace of mind. It was clear that she genuinely cared about our dogs and made sure they were happy and well taken care of. We would definitely recommend Jordan and will absolutely book with her again!”

The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
Nancy did an amazing job looking after my dog and cat when I was away! She was very professional in our communication and she was also flexible with my changing schedule. Nancy also would share very cute pictures of both pets while I was away and kept me updated on how they were doing. I would highly recommend Nancy for anyone looking for a pet sitter and I will definitely keep her in mind when I’m looking for another sitter in the future!

Morgan is reliable, professional, and super communicative in caring for our dog & cat. We were able to enjoy a weekend away without worrying about our boys, knowing they were in great hands. Definitely recommend Morgan - we will be using her again in the future!

Isaiah was a very caring, attentive and professional pet sitter. He followed our pets care instructions well, and they took to him quickly. He sent plenty of photos and updates. We felt assured our beloved animals were in good hands. We will book with him again!

Amelia took incredible care of my senior pup. She took his health challenges in stride, navigating his pill dispensing and bathroom breaks with ease. She sent pictures and updates, left my home immaculate, and was so lovely during our meet and greet. Easily an above and beyond sitter, thank you again Amelia!

I recently had Estella watch my dog, Levi, for a full week, and I couldn’t be happier with the experience. Levi is an overly anxious, high‑energy, and sometimes reactive dog, so leaving him with someone new is never easy for me. Estella handled him beautifully. He seemed calm, comfortable, and well‑cared‑for the entire time. Her communication throughout the week made a huge difference. Because of her thoughtful check‑ins, I was actually able to relax and enjoy my vacation. When I returned home, my house was in perfect shape, and Levi looked great. I highly recommend Estella to anyone looking for a reliable, kind, and capable pet sitter. She gave me peace of mind and took wonderful care of my boy.
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.
How to book house sitting

1. Search
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2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
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