House Sitting Windmill Harbor
Find a loving house sitter to watch over your pets and your home.
Over 51 pet parents in Windmill Harbor have booked house sitting
Windmill Harbor, 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.
“Chelsea was fantastic! Took great care of our dog and sent updates with pictures each day. We were able to enjoy our weekend away without having to worry about a thing. Would highly recommend!”
“Gabriela did a wonderful job caring for our two dogs and one cat over a long weekend. She tended to each of their unique needs and provided frequent updates throughout the weekend. We felt secure knowing that Gabriela was caring for our pets and our home while we were away. And, our home was very clean when we returned. She did a fantastic job caring for our gang!”
“Charlotte was absolutely amazing with my puppy, Jackson. She is super reliable, responsive and definitely has a way with dogs. Jackson fell in love with her the instant he met her! She sent lots of updates, pictures and videos. I would highly recommend her, and have already booked her for 2 future trips. Thanks so much, Charlotte! You're amazing!!”
About: I am a student at CofC who is home for the summer and would love to spend as much time with pups before heading back to school. I have been pet sitting for five years, gaining experience with many different breeds and have learned to love every kind of pup! I offer potty breaks, dog walking, and overnight stays! I am currently available at all hours as I am home for summer break. I can be flexible to work around your pets typical hours and spend as much time with them as requested. I will keep your animals on their regular scheduled routine, providing them with their typical daily care and exercise routines! I can monitor your animals as frequently as you would like and have clear communication with you!
“Emily was very prompt with meet and greet and booking appointments. She was also quick to respond to messages. Cooper loved Emily, We also enjoyed the photo updates she sent to us. We plan on rebooking again soon.”
About: I have experience with several breeds of dogs. I currently own a rottweiler (my second!) so no dog is too big or too small! I am a homemaker so I am very flexible! I have been an island resident for 20 years and a dog owner all my life! I am a homemaker and self employed. If needed, I do most of my work for my husband in the mornings. My afternoons are very flexible! I will follow the instructions you provide. I know most clients are peculiar about where their leashes are stored, whether their pup gets a treat before/after their walk, etc.
About: If this is your first time booking with Rover and you are in need of a dog walker, someone to check in on your pets throughout the day, or stay at your house with them, please feel free to use my unique link below! You will receive $20 off of your first booking! https://www.rover.com/sit/aylas88792 My name is Ayla, and I am a dog loving college student! Growing up with a dog in my house at all times and sitting for friends, family, and neighbors from a very young age makes me the best pet sitter for your dog! I have had experience and am comfortable with taking care of dogs of all sizes and amounts of energy! I can't wait to meet you and take care of your wonderful pup! :) I am available most of the time throughout the week! There are a few weekends and weeks I will be away, but other than that, I am free to stay with your dog! I cannot take care of dogs in my own home, but I am more than willing to stay at your home with your dog if needed!
“Christine was fabulous with her week stay with our dog Harper. She communicated often and I was highly confident in how she would take care of our fur baby. She went above and beyond to wash the linens and our house was spotless. We be booking with Christine again!”
“Absolutely loved Morganne and her thorough care of our pup! She was communicative, knowledgeable, caring and keep us updated and at ease. I can’t say enough about how amazing she is! Thank you!”
“Kylee was so incredible!!! She watched 4 dogs for a whole week and took such good care of them. She was super responsive and gave me updates! It also was super rainy the last few days and with 4 dogs and our yard is super muddy/ floors not good with mud and dog fur, we fully expected to walk into a filthy house but to our surprise the house was spotless. She went above and beyond to make the house look amazing even in the rain! We really appreciate it and will be absolutely be using her again in the future for any needs we have!”
About: Caring for animals has been an interest of mine since my very first job! I’ve cared for horses, donkeys, dogs, cats and fostered puppies. If your fur baby is looking for a gentle caring companion in the one! I’ve grown up caring for many of my animals while my parents were at work or out of town. Now I work at a barn and help care for its horses cats and dog that’s on the property! I’m happy to play with, cuddle, walk or even drive around your fur baby. I’m here for them and to make your absence go unnoticed. My goal is for them to miss me when I’m gone and be happy when I’m there.
About: Iv always had a love for animals my whole life. I love making animals feel safe and loved. I lived around a pitbull for 2 years and she was the sweetest baby ever. Playtime, cuddles and attention is super important when taking care of these babies. I am currently working full time and my schedule can vary but I try to be super flexible. I can spend nights and work weekends if needed. I would care for my clients pets in my clients home depending on their rules and the space that is provided. I don’t offer care in my personal home.
About: I am a full time teacher, who has a newfound passion for long walks made better with furry friends. I first dog sat in London, England for 3 weeks during the summer of 2023 and fell in love with exploring new parks with two new husky friends. I have since done shorter dog sitting stints locally over the past year. I am a full time teacher, and work part time as a server in a local restaurant over the summer. I have both morning and availability June-July, and evening availability August-May. I always want to ensure the safety of your dog, making sure we are visible to traffic and avoid pavement during high temperatures. I am also willing to drive your dog to a local park if your neighborhood is not optimal for walking.
About: Dear families: We like to embrace the initial dog vacay/rover purpose: to have your TINY furry baby go to a family home to feel loved while away from home! This is a family home, not a boarding place, so our spaces are very limited. Since we take SMALL BREEDS ONLY we are experts on their personality trends (nervousness, separation anxiety, fears, etc), and understand their needs at different stages in life: puppies, senior dogs, disabled dogs. we ONLY accept dogs under 15 pounds, no exemption, and I never have more than three, or four tiny visitors at a time to maximize care and one-on-one time. We make sure our guests have a peaceful and restful time, if their health or age demands it. Or simply said, you may not want your precious 4 pounds furry baby being squeezed by a 70 pounds massive visitor while playing outside! I work from home, so there will always be some one at home to love on your precious babies. ——— I have had dogs my entire life. I grew up with a Saint Bernard, a cocker spaniel, a mini-poodle, a beautiful bunny (she always thought she was a dog, and we never told her the truth! she would come running to the door to greet you, she responded to her name and slept on our beds). I also had cats and birds. All at the same time! Nowadays, I'm happily married, and have two very responsible teenage boys, who also happen to love animals! My husband is an excellent trainer (by nature though, not as a career), and an incredible Alfa male. We have two lovely shitzu family members, Snickers and Lucy. Our puppies are loving, well behaved, house broken, and very playful. We specialize in puppies' care (under a year old), and at any age prefer non-agresive and well behaved dogs. We live in a beautiful large house, with a fenced in yard and many separate areas. Our guests will get plenty of love, exercise, sun, space and fun. We sleep with our puppies in our bedrooms so we are eager to accommodate our guests as part of our family. We do not crate our dogs neither yours, unless requested by you. We take daily pictures and send reports about our guests. Most of our guests are repeated, and very much loved! Rover has helped us create an extended family among all of us, pet lovers, it’s amazing! Before our seven years registered with dog vacay/rover we have cared for our friends' and neighbors' dogs for many years. We also provide oral medication, or special treatments when needed. We can Skype or FaceTime with you to give you peace of mind during your time away. IMPORTANT NOTE: I have severe back problems because of a car accident, so please don’t lie about your baby’s weight on the request; if he or she is over 15 pounds, I will have to reject the service at drop off, without a refund. Thank you for your understanding. General regulations: All animals must be current on all shots, free of any contagious diseases, on flea/tick prevention and we don't host intact adult dogs. I work at home and enjoy my guests' company. I usually start my day by 7am or earlier when needed and set to work by 8am. We will hang out around the house, and play outdoors as each guest requires. Usually I take breaks from the computer each hour and I get my babies outside to play for a few minutes. I have a fenced in yard and I never let the dogs outside alone without supervision. My home is very calm and safe and puppies as well as older dogs can rest or play as much as they need. I have several spaces around the house to enjoy restful sunny mornings or afternoons. Or to simply chill under the blankets to watch a movie together in the afternoon. We prefer calm, friendly, trained dogs. I don’t accept aggressive dogs at any time.
About: I grew up with an Irish wolfhound so I know how to handle big breeds. I cared for a boxer for many years as well. Ive helped with my sister’s full sized doodle mix when they have been traveling. Ive also had an outside cat. Im an avid walker and can go long distances. Good hearted, trustworthy Christian. Look forward to hearing from you! Im making my own schedule so I have a lot flexibility. Looking for a consistent routine and pets to care for on a regular basis but also open to here and there as well. Lead with love, patience & kindness. Lots of playing and engagement and getting energy out paired with cuddle time and rest depending on their wants and needs.
About: I have a Dog of my own name little Sammy. I’m used to taken care of Labrador and retrievers. I also feel more comfortable taken care of bigger dogs than smaller dog due to the fact that’s usually what I’ve taken care of. I try to go for running or the dog park at least once daily and take them out for walks at least three times a day. We usually eat in the morning, lunch and dinner and sometimes I provide treats. Sammy loves playing with dogs and it’s supper friendly for when I have dogs over. I’ve had dogs my whole entire life since I could remember. Always remember dog loves you more than they love themselves so treat them kindly and love them unconditionally. I currently work from home and my job is flexible. I also have a dog that needs daily walks, take him to the park and daily food. So, I’m used to doing pet care on a daily basis. I live in an apartment with minimum furniture so dogs can be safe with no worries. I also have a balcony with metal railing for railing.
About: I have trained dogs since a young age with my father. I typically handle Rottweilers and German Shepards, but have so much love for small dogs and cats as well. I have 3 cats of my own and would love to have a weenie one day ❤️ I am disabled so I am usually at my apartment with my 3 cats. My husband works mostly remote for his own business so I am able to be away for most of the day or night without disrupting our girls needs. I care for all pets as if they were my own. I am very mindful of special needs and want to make sure every animal feels loved and safe while their owner is away, especially since I have owned animals with bad separation anxiety. I am more than willing to take your animal to their favorite park or play with their favorite toy to help comfort them.
The median cost per night for house sitting in Windmill Harbor is $50
Pet parents share their Rover experiences - Windmill Harbor
Kimberly was wonderful with our 2 spoiled goldendoodles. She played with them, kept them company and kept us well informed with pictures and updates. We had a worry-free trip and when we arrived home all was clean and ready for us to relax. We definitely would ask her again when the situation arises.
Morgan was the best! She took such great care of Hank and Wednesday and kept us updated the whole time. She was super sweet and communicated effectively throughout. Our HVAC broke right before our trip, and she was incredibly flexible — even watching the dogs at my boyfriend’s parents’ place to keep them comfortable. We’ll definitely be using her for all our future pet-sitting needs!
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?
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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
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Schedule a free in-person Meet & Greet to find the perfect fit
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Popular requests near you
Select a filter and find qualifying Windmill Harbor sitters!Sitters in Windmill Harbor average 4 repeat house sitting clients
FAQs for House Sitting - Windmill Harbor
Frequently asked questions about Rover
The average cost for House Sitting in Windmill Harbor on Rover is $37.45 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 584 sitters on Rover offering House Sitting across Windmill Harbor. 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 Windmill Harbor 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 Windmill Harbor 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 Windmill Harbor 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 Windmill Harbor. On Rover:
- 87% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 100% 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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