House Sitting Windward Acres
Find a loving house sitter to watch over your pets and your home.
Over 41 pet parents in Windward Acres have booked house sitting
Windward Acres, 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.
“We had a great experience with Ashley and Amber watching over our house and our babies! They communicated great, shared so many cute photos and left the house in great condition. Would 1000% trust our world with them again and recommend to anyone in the area ❤️❤️”
“Lahra stayed at our house and took great care of our sweet Winnie. She left the house immaculate and Winnie a happy girl. We got daily updates which made us feel at ease and she even walked her. We highly recommend Lahra and have already book several more stays with her.”
About: Mom of 2 rescue pitbulls, lover of all dogs. Since rescuing my dogs, who have reactivity and aggression challenges, I have worked with professional trainers on basic obedience, on and off-leash obedience, and behavior modification, and can care for dogs of all temperaments . I also have experience in caring for dogs with medical challenges or disabilities and following a medication schedule, as one of my rescues just became a senior that has a heart condition and a visual impairment. My favorite part of caring for dogs is making it fun! I enjoy exercise and enrichment activities of all kinds. I look forward to meeting you and your dog! I have a pretty flexible schedule and would love to work around your schedule to care for your animals! Please message me to ask about availability! Safety is my number 1 priority, especially as an owner of dogs with behavioral challenges and breed stigma. I am experienced with crate training inside the home and in my vehicle, place commands, canine body language and situational awareness. I have experience advocating for dogs who need space on walks and even separation and rotation in multi-dog homes.
“Katia, was wonderful from our first meet and greet meeting. Skylar wagged her tail immediately when Katia entered the court yard. She provided so many pictures and videos of Skylar. We felt at ease with her watching our fur baby. She stayed overnight for 6 nights and everything went very well. We will be using Rover again when Skylar can’t go on the road trip.”
About: I have always had a passion for animals. I started sitting for furbabes when I was in high school.I am an Army Veteran and work at an urgent care as a Medical Assistant. I have a Great Pyrenees, Whiskey whose is considered special needs and 3 cats Pendleton,Jameson and Moscato who are all full of energy. I typically work 3 days a week and would be happy to travel within the Brunswick/SSI or Jekyll area to care for your fur babes. I try to stay under a 10 mile radius from where I live in historic Brunswick. Please feel free to reach out to me for more detailed scheduling options and pricing for a case by case basis.If you require more than one visit a day, I do charge an extra $5 for the 2nd service. I also like to do a military/first responder/student discount! As for cancellations I do require a 48hour notice for drop in visits but I understand that it’s not always possible. My priority is caring for your furbabes above all. I only ask for a 48hour notice because I often have to turn other clients away when one is already booked. I unfortunately do not offer boarding. I am able to accommodate furbabes with special needs pets as I have a Pyrenees with hip dysplasia. Because of my medical background I am more than comfortable and experienced administering injections. I have a special place in my heart caring for geriatric or injured furbabes- I take extra time with them free of charge. I also am able to help care for small/ large breed pups and cats. I also have experience with livestock and spend extra time with gentle giants such as horses- I grew up in the Midwest and was always helping out on the farm
“Brooke was great to work with. She sent tons of pictures and kept us updated the whole time. My pups are spoiled so I appreciate all the extra attention she gave them. We will definitely use her again in the future.”
About: There are a lot of dog sitters out there, but what sets me apart from other sitters is, that i have had years of experience with dogs and cats! I can’t wait to take care of all the cute, happy, and tail wagging dogs/cats that this job has to offer. Overall, I am excited to meet new people, personalities, and getting love from my new four-legged friends!! Furthermore, I will never let you or your fur babies down!! Hope to see you soon!! Im currently part-time, so I do have plenty of time to spend with your babies, while you’re away! quality time is so important, and making sure they have everything they need. I do not have a fenced yard! So leashes are required. I do have a big yard tho! If your dogs listen to off leash recall, let me know, i am up to letting them free run, if you’re comfortable.
“Anna house sitting for my three fur babies, two cats and one very shy and anxious dog. Our dog took right to her. She gave us updates to calm our worries. I would definitely recommend her.”
About: I’m young and fit and can walk dogs all day and happy to do it. I have had large dogs like golden retrievers and small dogs such as my Jack Russell. I’ve had dogs and cats my whole life. I have a two bedroom townhouse with a large living room and plenty of rooms for pets. My neighborhood has sidewalks great for walking. I have a pet proof car with a cover on the backseat. I am also on the wag application and have accomplished over 80 dog walks and have a perfect five star rating. I’m happy to go above and beyond for you and your pet. I work at a seasonal business and am in the off season now so I have extra time now for pets.
About: Hola!, hello. My name is Genesis, I am available to provide services for your furry friends. I have been taking care of dogs since I was 9 years old & have taken care of big dogs & small dogs. I enjoy spending time with animals overall. I can care for cats & bunnies as well. I am able to do home visits. Currently not boarding at my home. Remember, Rover takes a % of profits so any tip and reviews are appreciated or direct. Please let me know if you have any further questions about my services feel free to ask for my card when we meet. Thank you! See you soon. Currently, I work within caregiving field such as childcare, elder care & holistic wellness. I schedule bookings according to my work schedules and things can be flexible as needed. Your home will be kept clean and safe. Any information to keep your pet comfortable will be helpful to be aware about for all and for my home as well.
About: My flexible schedule and love for animals is what sets me apart. I guarantee your pet will be very loved and cared for. I also have experience with taking care of senior dogs that have a hard time walking. Along with experience with younger pets. (If needed: I also have reptile experience) I have a flexible college schedule but I am not allowed to have pets in my dorm. There forth I’ll have plenty of free time to pamper your pet! In order to care for the pet at the owners home; I would alternate my services depending on the pet and owners needs. Every pet is different so I’m willing to do whatever is needed.
About: I have a Frenchie. I have six years of experience with the world’s most neediest pups. I am more than equipped to take care of your fur baby. I am currently active duty military stationed at Moody Air Force Base. Here for anywho wants to leave town for the weekend and not have to worry about their fur babies . I feed my babies natural food, walk them daily, give them overwhelming love, make sure they are comfortable in my home and make sure they are content overall.
“Kariah is the best! She took care of our baby Tug the whole weekend and was so great about sending pictures and updates. We were able to have a relaxing, much needed weekend without any worry knowing Kariah had Tug. She is fantastic, trustworthy, sweet and gentle. Thanks Kariah ❤❤❤”
About: I bring 22 years of dedicated dog experience and 3 years of cat care, with a proven history of raising 5 dogs and 3 cats who all lived long, healthy lives. I currently care for 4 dogs and 2 cats, and I previously provided two years of full-time care for my sister’s cat. I’ve successfully trained dogs to sit, roll over, shake, speak, crawl, and follow consistent potty-training routines. I combine experience, reliability, and genuine love with a calm, confident presence that pets respond to instantly. Your fur babies won’t just be safe with me — they’ll thrive. Pet care fits naturally into my weekly routine. I work a full-time job from 6:00 AM to 2:30 PM, Monday through Friday, which leaves plenty of availability for morning, afternoon, and evening visits. I’m also flexible and can work around those hours as needed. During the day, I’m able to stop by for midday walks or check-ins during my lunch break, typically between 10:00 AM and 12:00 PM. Outside of work, my schedule is fully open for drop-ins, playtime, feeding, and extended care. I make sure every pet gets consistent attention, structure, and affection throughout the day. I would care for pets in a client’s home just like I care for my own, creating a safe, clean, and loving environment. I would follow the owner’s schedule for feeding, potty breaks, walks, and any special instructions. I’d provide plenty of playtime, exercise, and attention while also giving pets calm, quiet time when needed. I would monitor their health, ensure they have fresh water, and give lots of affection so they feel comfortable and secure. My goal would be to make pets feel happy, safe, and loved while their owners are away, treating every fur baby like part of my own family.
“Joshua did a great job with my 2 dogs, and 11 month old Dalmation puppy, and a 7 year old Hungarian Pumi. He went above and beyond when I did not arrive home when I told him I would be there...( flight delays) Joshua stayed until 1:30 am to make sure the dogs would be OK . The dogs really seemed to enjoy him and were sorry to see him go! I can highly recommend him!”
About: What sets me apart is my deep, hands-on experience with pets who need extra care and attention. I cared for my dog Maya, who was blind and diabetic, and I was responsible for administering her insulin and making sure she stayed safe, comfortable, and happy. I also cared for my soul dog Marcello, who developed anxiety in his later years and needed patience, consistency, and a calm environment. Both of my dogs were seniors who lived long, full lives (15 and 17), so I’m very comfortable with senior care, medication routines, and recognizing subtle changes in behavior or health. I’ve also fostered multiple dogs over the years, including a puppy, so I’m familiar with different temperaments, energy levels, and basic training needs. Because I work from home, your pet will get plenty of attention, supervision, and companionship throughout the day—not just quick check-ins. I’ve had animals my entire life, and while I can’t have one of my own right now, caring for others’ pets truly brings me joy. I treat every animal like family and aim to create a calm, loving, and reliable environment while you’re away. I’m currently working remotely with a great deal of flexibility! I have no set meetings or calls that would conflict with a pet care schedule and can plan accordingly to accomodate your pets needs. I am unable to take your pets to my home due to lease regulations but can come watch your animals in the comfort of your own home. I would defer yo you as the pet owner to guide me on your pets personality, likes and dislikes and get to know them to ensure top notch care!
“Lindsay did an excellent job taking care of my 2 cats and senior dog! She stayed at the house and everything worked out perfectly! She also sent pictures and updated me throughout our trip! Definitely recommend her for any pet needs!”
The median cost per night for house sitting in Windward Acres is $55
Pet parents share their Rover experiences - Windward Acres
I interviewed a couple people for drop-in services for my cat, Keesa and decided to book Landry because Keesa didn't hide from her! They were comfortable with each other, and as a cat mom, that's important because it means Keesa wouldn't be stressed. Landry was good with her. She texted me every time she came in and sent pictures. I recommend Landry, and would request again if needed.
Ava was awesome! She took great care of our pets and kept us updated while we were away. She also sent some really great photos, which we loved getting. It was such a relief knowing our pets were in good hands, and we came home to happy animals. We’d definitely book with Ava 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.
Meet local sitters who will treat your pets like family
1. Search
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Popular requests for house sitting - Windward Acres
Select a filter and find qualifying sitters offering house sitting.Sitters in Windward Acres average 2 repeat house sitting clients
FAQs for House Sitting - Windward Acres
Frequently asked questions about Rover
The average cost for House Sitting in Windward Acres on Rover is $49.22 per night (as of August 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 August 2026, there are 113 sitters on Rover offering House Sitting across Windward Acres. 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 Windward Acres 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 Windward Acres 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 Windward Acres 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a Meet & Greet to walk your sitter through your expectations.
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