House Sitting Windsor
Find a loving house sitter to watch over your pets and your home.
Over 245 pet parents in Windsor have booked house sitting
Windsor, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I had never used a pet/house sitter that I didn’t know before booking Elliot, and must admit I was nervous about doing so. But Elliot was fantastic! He took care of everything that needed to be done, including taking the trash out, which we had not asked him to do. He asked questions about my cat and her care that indicated that he was really interested in doing a good job. I received daily photos and updates and this enabled me to relax and know everything was in good hands. I highly recommend Elliot if you’re in the area!”
“My four legged furry babies love Sasha, so she must be doing something right! Sasha is easy to work with and very communicative. She is conscientious of our space, and tries to leave everything even better than when she arrived.”
“Brooklyn is so kind and gentle, our dogs instantly felt comfortable with her, including our high anxiety guy who is very selective. She kept the house in perfect condition and sent updates a couple of times a day which was the perfect amount, not too much and not too infrequent. We're very pleased to say the least and hope she'll come back when we have future needs. ☺️❤️”
“his was our first time working with Daiana, and we truly have nothing but wonderful things to say! From the initial meet-and-greet, both of our dogs were immediately comfortable, excited, and happy to spend time with her. Throughout our weekend away, Daiana kept us updated consistently and made sure the dogs got plenty of walks, playtime, and attention. The moment we got home, it was obvious our pups had been incredibly well cared for. We would highly recommend Daiana to anyone looking for a trustworthy and caring pet sitter, whether for big dogs, small dogs, or anything in between.”
“Chloe took excellent care of our pets and our home. Layla, who can be a bit reserved at first, seemed to warm to her very quickly. She was happy and healthy upon our return, so I assume she enjoyed her time with Chloe! She was also exceptionally communicative and quick to respond throughout the process, and even sent fun photos.”
“Thank you so much for looking after my little buddy 🥰 to anyone needing their furry friend looked after, Shayna is the best and very flexible to work with your schedule!”
About: I provide attentive, Active & Reliable pet care. have owned dogs for the last 15 years, and have two active dogs of my own. I have cared for colleagues and friends' dogs, with experience caring for senior dogs and training puppies. I have flexible hours in my full time job and work from home 2-3 days per week. I love to be active so any excuse for an extra walk is welcome ;) Drop in visits and dog walking are preferred but I can provide house sitting or boarding with advanced notice. I am attentive and active, and love a detailed care list to follow!
About: I have owned 3 large labs and have taken care of multiple dogs and cats on large properties/homes for the last 7 years for friends. I can provide references until I build a customer base on here. I am reliable, loving, fun and caring for all your animals and your home. I will treat them like my own! I work a standard 8-5 job and have weekends off. I also get an hour for lunch to give afternoon breaks. We can make it work. I can easily adhere to a feeding schedule, diet, exercise program for your pets on top of playtime, cuddles and lots of attention. I will also send pictures and updates if you need throughout the stay to provide you with peace of mind while your traveling.
“10 stars for Natasha. This was my first time using her services and won’t be my last. She exceeded my expectations by contacting me about her concern for walking the dog in the extreme heat and we came up with a plan. And she contacted me to call her to tell me about the stickers he got in his paw while walking and how she took care of him. She genuinely cares for your pet. And you can count on daily texts and photos/videos. Highly recommend.”
“Belinda is great! We’re so glad she’s been available whenever we have to travel. She and our dog, Dewie, are great pals. We know when she’s here that he’s in great hands and we don’t have to worry.”
“Dillon was absolutely wonderful with our 2 pups and we couldn't have asked for a better sitter while we were away for the week! I get nervous because we have a puppy who loves to get into things, but Dillon did a great job at keeping her out of trouble and providing enrichment for both of them. He also provided great updates everyday with plenty of pictures. Bonus points for Bucky too, he's an absolute sweetheart! We'll definitely be reaching out to Dillon again the next time we need in-home dog sitting.”
“Kaylin was great!! She was extremely flexible when we had to unexpectedly extend our vacation by a day. She sent pics of our pups and always answered quickly any time I messaged her. I would highly recommend her to anyone!😁”
“First time leaving our pups and cat overnight with a sitter in awhile and Becca made the experience stress free and took incredible care of our dogs, cat and home. She was communicative and sent regular updates with photos, as well as monitored an ongoing injury with one of the dogs. They were clearly very happy hanging with her and allowed us to enjoy our time out of town with family. Thank you Becca! Would recommend to anyone.”
“We've booked Mallory to house sit and watch our boys twice now and she's been great to work with both times! She's very responsive and our pups love her. It's a huge relief for us to be able to go away and know that they're in good hands with her.”
“Haley was amazing with our two babies! She kept us up to date with everything that she was doing with them and sent us pictures as well! My beagle is very anxious and gets nervous and scared easily, Haley did an awesome job making sure she was comfortable! Thank you again!”
“Joshua was hands down one of the best sitters we’ve ever had. My fiancée and I left on a 17-day trip to Europe, and we usually get anxious leaving our two boys for that long, but Joshua as a house sitter was truly exceptional. He sent us frequent photos and videos, and when a really bad winter storm came through out of nowhere, he went above and beyond to move our dogs to his own home to keep a closer eye on them. We couldn’t have possibly asked for a more attentive, caring sitter. He will absolutely be our main sitter moving forward. :)”
“Linda was on time (early) and she did so well with Lucy. Our Lucy’s leg was broken and needs extra attention. Linda was very good with her. We will definitely use Linda again.”
The median cost per night for house sitting in Windsor is $50
Pet parents share their Rover experiences - Windsor
his was our first time working with Daiana, and we truly have nothing but wonderful things to say! From the initial meet-and-greet, both of our dogs were immediately comfortable, excited, and happy to spend time with her. Throughout our weekend away, Daiana kept us updated consistently and made sure the dogs got plenty of walks, playtime, and attention. The moment we got home, it was obvious our pups had been incredibly well cared for. We would highly recommend Daiana to anyone looking for a trustworthy and caring pet sitter, whether for big dogs, small dogs, or anything in between.
Haley was amazing with our two babies! She kept us up to date with everything that she was doing with them and sent us pictures as well! My beagle is very anxious and gets nervous and scared easily, Haley did an awesome job making sure she was comfortable! Thank you again!
Allison took great care of our dogs while we were away. She has a huge heart for animals and we knew that our dogs were very loved by Allison. She communicated with me daily and kept me informed on how our dogs were doing. We recommend hiring her as a pet sitter.
Lexie is amazing!! She was punctual and responsive with all communication, our meet & greet and for our booking. She stayed at our home with our 3 dogs and cat and treated them like they were her own. She had no issues giving meds and dealing with personality quirks. Our animals loved her. Our house was immaculate when we got home. We will definitely hire her again.
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Windsor sitters!Sitters in Windsor average 4 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 $46.01 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 1,816 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:
- 94% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 97% 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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