House Sitting Windsors Crossroads
Find a loving house sitter to watch over your pets and your home.
Windsors Crossroads, Find top rated house sitting
“This was our initial time using Rover. We are very particular with our fur babies. Kristina was very welcoming and assuring. We had a meet and greet with just her and then with our girls. I left having every confidence in her ability. We were gone for a week and she sent daily photos and updates. She treated our girls like her own. We will definitively be using her services again, and I highly recommend her. Thank you so much!”
“Ben is amazing sitter for our Rufus!!! He is constantly interacting with Rufus, working with him on sitting, heeling. He is following our schedule for Rufus , Ben really cares about his individualized care needs. We had a bad experience at a local kennel and thanks to Ben we are completely comfortable to leave Rufus in his very capable hands. Ben has also introduced Rufus to his own furbaby, Mara. We absolutely love little Mara , Rufus has 2 new friends now!!! We highly recommend Ben and Mara for house sitting services 🎊🎊🎊🎊🎊🎊🎊🎊🎊🥰🎉”
“Kathy is the best! I picked her due to her lengthy good reviews, and just add mine to the long list! She was courteous and professional the entire time when it came to me and our home. She was playful and fun when it came to sitting our 3 German Shepard babies! She took care of them day and night for an entire month. Including making sure they got their individual medicines and cuddle times. She enforced the rules for the pups ( rooms, furniture etc) and handled a non working appliance and lawn ppl coming and going like a pro! Not to mention all the updates and pics she routinely sent me! I couldn’t have wished for anyone better! Thank you so much Kathy!!!!”
“Suzanne was a loving, caring and joyful person who took great care of our dog while housesitting. I'd definitely recommend her to anyone in need, and we will certainly be a repeat customer of hers. Thank you, Suzanne!”
“Alexandra was fantastic. She got out in the cold to walk our dog, stayed with the fur kids during the day as well as all night, sent photos with updates, was respectful of property and we felt very at ease with her in our home and with our pets.”
“Summer watched Katie for me on short notice and did a wonderful job! Went above and beyond to make sure my girl was cared for. I’ll reach out to her next time I need a sitter!”
“Dani is wonderful. She took care of our girls and the house, despite some unexpected home renovations starting the same day we left town. Good communication and check ins.”
“Christine helped us out of a bind - the night before leaving our puppy for the first time on a 4 night trip we had to make other arrangements because of the sitter we had reserved not showing up. she came and stayed at our home and did a wonderful job with her ! We were already apprehensive about leaving her and to have that happen at the last minute it was such a blessing to find such a professional Dog Sitter. We highly recommend her. She left our home in great condition and was an excellent communicator which made us feel comfortable while on our trip. We highly recommend her.”
“William was great with my puppy. He sent pictures and even saved her from eating a plastic chew toy that was left behind at the dog park. He gives wonderful updates that makes you feel at ease. Repects the space and kept things clean. Will definitely book again!”
About: My full time job allows for flexibility during the work day and allows me to work anywhere with wifi. I can often be in the home caring for your animals or taking them out more often than a traditional sitter who works a 9-5. I dog sit for many members of my family and have had dogs since I was 2 years old. I have a lot of experience giving medication and working with elderly animals. If I am available, I would love to set up a meet and greet to see if I would be a good fit! I work a flexible 9-5 and can drop in to walk or spend additional time caring for your animal(s) because of the flexibility! I wake up early as well! I treat each home like I am a true guest there and treat it and the animals if they were my own. I am very respectful of the rules and furniture.
“Jenna is amazing. She is very communicative and took great care of our girls. Our dog had a medical issue while we were away and she handled everything perfectly while keeping us updated. I would recommend her to anyone.”
“Destiny not only tells you how much she loves animals, she shows you. Extremely communicative and professional, punctual too, even when you tell her she doesn't have to be. I HIGHLY recommend her, and will be using her services for as long as she'll allow!”
“I was kind of in between a rock and a hard place.. I had to go out of town in a week, and didn’t want to leave my dog in a kennel again.. he has special needs and kennels have too many dogs to pay special attention to him so I tried Rover... My request for assistance was accepted right away. I was always able to reach the sitters and they sent me updates and statuses ... definitely recommend Cheyannes assistance if you need a sitter”
“Ashley was wonderful! She was very kind and respectful. She was great with communication, and took excellent care of our Lucy. We were able to enjoy our trip knowing Lucy was in very good hands with Ashley!”
About: Dogs have been there my whole life and taking care of them brings me joy! I am very patient, loving and attentive to their needs. I am working a part-time job, I choose my hours so I have a flexible schedule for dependable and reliable pet care throughout the week. My yard has no fence which is perfect for trained dogs to not run away. I stay outside with them and provide attentive fun pet care.
About: I have taken care of dogs/animals since i was little. I have many exotic animals and 5 pups of my own that I absolutely adore! I am a stay at home pet mom. I spend all my time with my dogs and other pets, and have plenty of time to watch other pups and kittys! I am also available to pet sit exotic animals as I have several and know an extreme amount about them. And have years of experience and rehab with exotics. As well as dogs and cats! I live in a pet friendly neighborhood. With many close by dogs parks and parks. I have 5 very friendly pups that would love to meet yours. We go to the park several times a week. And have loves of enriching fun!
The median cost per night for house sitting in Windsors Crossroads is $50
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
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Popular requests for house sitting - Windsors Crossroads
Select a filter and find qualifying sitters offering house sitting.Sitters in Windsors Crossroads average 3 repeat house sitting clients
FAQs for House Sitting - Windsors Crossroads
Frequently asked questions about Rover
As of August 2026, there are 581 sitters on Rover offering House Sitting across Windsors Crossroads. 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 Windsors Crossroads 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 Windsors Crossroads 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 Windsors Crossroads 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 Windsors Crossroads. On Rover:
- 96% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 98% 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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