House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 45 pet parents in Windsor have booked house sitting
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.
“Cyan was wonderfully communicative during our house sitting booking, and shared lots of pictures of our older dog during the visit. We would definitely recommend them for any pet and house sitting opportunities. Thank you!”
“Great job. The pups were very happy with the service. Kyra gave updates along the way and let me know all was well. The house was in perfect condition when we were home, even with the challenges of a snow storm”
“Siobhan was wonderful, took great care of two very active dogs! Siobhan kept in touch and sent pictures. Made us feel very relaxed about leaving our babies with Siobhan. Highly recommend.”
“We needed to find a house/dog sitter for the weekend due to an unexpected situation and Kim was great. She responded quickly and was able to meet me and the pups same day. She was personable and I felt very comfortable leaving her to watch my home and pups. She was very communicative through the weekend, sent lots of pictures, and even left us a sweet welcome home gift and note. 10/10 would recommend and use again.”
“Sean stayed overnight at our house with our big dog and was great with her. Very responsible and able. He kept everything neat and took her for her long walks that she likes. He sent us photos and notes and questions as needed. He was terrific and I would highly recommend him and would definitely use him again.”
“I can’t recommend Ali highly enough! She absolutely saved me when I needed a pet sitter for my energetic Standard Poodle, Hopper, on very short notice. From the beginning, Ali was an excellent communicator and took such a thoughtful approach to getting to know Hopper. He can be a lot of dog, but she quickly learned his favorite games, discovered all of his favorite lounging spots, made sure he got great walks, and kept him happy, comfortable, and loved while I was away. This was the first time anyone outside of my family has ever stayed with Hopper, so I was a little nervous. Ali exceeded every expectation and gave me complete peace of mind. I truly can’t thank her enough. I will absolutely be using Ali’s services again. In fact, she’s given me the confidence to travel more often, knowing Hopper is in such capable and caring hands. If you’re looking for someone who will treat your pet like family, Ali is the one!”
About: I have volunteered at animal shelters in WA and worked alongside animal behavioralists to read canine and feline body language to gauge interests, anxiety, and pain levels. I love being able to help my client’s animals reach relaxation without being over stimulated. I’m versed in enrichment activities that alleviate stress and help the animals reconnect with their playful, trusting side! I love to make animals feel like they have a new trusted friend while their pet parents are away and to provide care that makes their owners feel like they're with family. I live near Hanover and have reliable transportation. I have no conflicting agenda items or holidays in the near future. I do gig work to help support my best friend going to Dartmouth and have a flexible, open schedule. I try my best to plan outings with pets when the weather is best for their paws and especially if the dog is a breed prone to heat or breathing issues. I have had animals all my life of various breeds, ages, temperament, and unique needs. I have knowledge and experience through my animal shelter work on what silent pain signals or distress can look like in dogs and cats. I've administered medications before but would prefer to let the animal get to know me before providing injections. My preference is to have a meet and greet with your pet(s) ahead of the scheduled outing so they may acclimate to me and to have a brief in-person discussion to go over the scope of the service you wish to see.
“James is an awesome dog and house sitter! He took the dogs on great walks and sent us some adorable pictures while we were away. We came home to two happy, calm pups and a clean, orderly house. Highly recommend!”
“Allaire was wonderful! Communicative and easy to work with. Her beautiful dog Baloo met our boys (1 dog & 1 cat) before the stay and everyone got along beautifully! I'd highly recommend Allaire and can't wait to have her stay with our boys again.”
“We highly recommend Nicole. We had the absolute best experience with her and would 100% book her again. She has SO much dog knowledge and experience, and she knew just what to do to care for our 17.5 year-old geriatric Miniature Dachshund. Our dog was completely comfortable and happy with her, and she brought out the absolute best in our dog with both a stroller and regular walk. I can't rave enough about how happy we were with Nicole.”
“Tim was a very professional and helpful young man. One of our dogs is very shy with new people. Tim made it a special point to make Albert feel comfortable. I was completely satisfied with Tim. I was very confident in leaving him with our boys. We had no hesitation with having Tim as a guest in our home. I highly recommend this young gentleman.”
About: Dogs bring such joy! I believe they are gifts and we are lucky to have them in our lives. We currently have a spoiled Australian Shepherd. I have learned so much as an Aussie mom, and love sharing helpful info with other dog parents, especially if they have a herding breed. I love all dogs, no exceptions! They deserve to be spoiled and appreciated for who they are. I offer pet care in your home, where your pet is most comfortable. I also have my own pet care insurance, and am pet CPR and First Aid certified. I work full time in the upper valley and have a flexible schedule that allows me to work from home several days a week. If you have WiFi, I’m happy to work from your home to accommodate full-time snuggles and care for your pet while you’re away! I believe that dogs are part of the family. I love spending time with them, walking with them and helping them to socialize. They are gifts!
“Payton is incredible! Our dog had knee surgery and had some medical needs. We were nervous about leaving her with the extra work, but Payton took such amazing care of our dog. 100% would recommend hiring Payton to watch your dog. Great communication, sends photos, and treats our dog like her own.”
“Ronan was an excellent communicator. From start to finish this was a smooth & pleasant experience. Odin (our dog) was in good spirits when we picked him up. He played well with Ronan's family dog, and must have had a calm and enjoyable overnight in their home, because he was calm and happy upon returning home. Thank you, Ronan!”
The median cost per night for house sitting in Windsor is $60
Pet parents share their Rover experiences - Windsor
Wish I could give a 10 star rating! Kimberly was incredible, booking with us on short notice, being very accommodating and responsive! In addition, we got loads of adorable pictures during our trip and came home to a happy pet and clean home!😁 Go with her if you’re looking for an excellent communicator and someone to treat your pet like family!
Kimberly did a great job watching our dog for a couple days, including overnight. She was easy to work with, very communicative before the dates and stayed in touch while we were away. The dog was happy and the house was well cared for. I recommend Kimberly to care for your pet.
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 - Windsor
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsor average 3 repeat house sitting clients
FAQs for House Sitting - Windsor
Frequently asked questions about Rover
The average cost for House Sitting in Windsor on Rover is $35.05 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .
As of July 2026, there are 156 sitters on Rover offering House Sitting across Windsor. 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 Windsor 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 Windsor 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 Windsor 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 Windsor. On Rover:
- 100% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 86% 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.
Connect anywhere with the Rover app
