House Sitting Windwood
Find a loving house sitter to watch over your pets and your home.
Over 282 pet parents in Windwood have booked house sitting
Windwood, 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 to go out of town for our daughter's wedding and did not have to worry at all about our fur babies. They were all well loved and taken care of. She even did some house cleaning that I did not request or expect! I could not be happier with our experience with her.”
“Julie watched our three pets for four nights while we were out of town and did a wonderful job. It was not the easiest situation as we have a highly anxious dog who is slow to warm up to new people and a high needs, elderly cat. We were worried about finding somebody to do all of the things involved in making it a stress free weekend for the animals, but Julie seemed to work magic and everyone was happy and well cared for while we were gone. Her communication was great and it was nice to get updates and know that I was OK back at home. We arrived home to happy animals and a very tidy house, which we greatly appreciated. We will definitely have Julie over again the next time we go out of town. Highly recommend.”
“Anais was so great! She kept us posted and sent a lot of updates, so we were able to enjoy our trip! The house was in the same order when we were back. We definitely highly recommend Anais, and surely will book again! She left us a handwritten card, what a beautiful touch! We appreciate her help very much!”
“Sara was so great and patient with our pets! This was their first experience with having a pet sitter, so she came to meet them and us a few days before, all four of my pets were a little shy at first, but by the time Sara was leaving, they were all comfortable with her. She sent updates and pictures regularly. Definitely reaching out to Sara for our next trip!”
“My Loki Bear caught a cold right before I was headed out of town. I was fortunate enough to find the Grossman’s to come and house sit with Loki. They were so nice and thoughtful and loved looking after Loki. And Loki enjoyed their company. They gave him his medicine on time and on schedule. He is feeling much better now that he got to stay home and rest up. I am definitely going to be using them to watch Loki again and again.”
“Lauren has watched River several times and she’s the best: quick to respond, so kind and caring with my pup and always reliable. I can’t say enough good stuff!!”
“Abriana agreed to watch our dogs super last minute when another sitter cancelled on us. The day I reached out, she came to meet them, and stayed in our house the following day. She saved our trip! My dogs loved her and the house looked better than we left it. Would highly recommend her! Will definitely be reaching out again when we need someone to watch our dogs.”
“Great review. Jennifer took care of our fur baby while we were out of the country. She was prompt and took great care of not only the pup but our home. Everything was nice and neat when we got home which was much appreciated.”
“Julie was excellent! Our girl Moxie suffers from separation anxiety and Julie knew how to support her while we were gone. In addition, our house was so clean you wouldn’t have known anyone else had been there. Thank you, Julie!”
“Very attentive. Took great care of my animals. She even made friends with my elusive cat and we all know animals have the best instincts about people. I couldn’t recommend her enough”
About: I've spent years caring for animals with a variety of personalities, ages, and needs. Living with a Great Dane has made me very comfortable handling large and giant breeds, and caring for my Labrador through her 17th year gave me plenty of experience with the extra patience and attention senior dogs need. I'm also experienced in administering insulin injections and following medication schedules for pets with medical needs. No matter your animal’s age, size, or routine, I'll make sure they receive attentive, compassionate care and feel right at home while you're away. Pet care fits naturally into my routine because I have a flexible schedule that allows me to make time for the pets in my care. I typically finish work by 3 PM, and I also have two days each week where I work from home, giving me extra availability and flexibility throughout the day. When needed, I can also use my lunch break to check in on your pets and make sure they’re doing well. I’m available for evening and weekend care as well, allowing me to provide consistent attention, companionship, and support for your pet’s daily routine. I provide pet care in my client’s home, where I can help pets feel comfortable by keeping their familiar routines and surroundings. I understand that every pet has their own needs, so I focus on providing attentive, reliable care that includes feeding, playtime, walks, medication needs, and plenty of companionship. I’m available for weekday visits, evenings, and weekends, and I also offer daily walks and evening walks to help keep pets happy, active, and well cared for while their owners are away.
“Isis was so sweet and our dogs seemed to really like her! She stayed in our home and took good care of it along with our babies! I absolutely recommend her for anyone looking for a sitter. She kept us updated with their feedings and pictures throughout the day. It made my Fur Baby Mama heart happy! 💙🐾💙”
“Cheyenne was absolutely wonderful! She took such good care of our dog and sent pictures and updates! Scooby was definitely loved on and we are booking Cheyenne for future dog sitting!”
“This is our 2nd time booking with ZaNayah and once again She's been such a pleasure to have around and the love and care she gives to our kiddos is amazing. Such great energy, we totally recommend ZaNayah you will not be disappointed. Will definitely book with her again!!!”
About: I’ve experienced living with large-breed and high-energy dogs for a few years. I’m very patient with anxious, shy or reactive pets. I am detail-oriented with daily updates, photos and communication. Overall, I would like to gain more experience with my love for animals through Rover😊 I’m currently working a swing-shift schedule from 1pm-10pm. So i’m usually only available on Fridays and Saturdays. My schedule does tend to change often so I will make sure to communicate ahead of time! I care for your fur babies in my client’s home by following their established routines, providing meals on-time, long walks, exercises, affection and any special care needed to keep them healthy, happy and stress-free while you’re away!
“Aaron was wonderful and truly loved spending time with Gracie and Roxie! Aaron sent pictures and updates daily, which was greatly appreciated! He let me know that Roxie took a little bit of time to warm up but then was herself with being a big snuggler, and that Gracie did great on her walks. Last time we had made this trip we had an 8 hour delay, and asked Aaron ahead of time if something like this happened again could he stay, and he said he could. Luckily all went well and we were able to arrive home on time to two very happy and very well cared for pups! Will definitely use Aaron again!!”
“It was so comforting to go on a short trip and know Koda was in such great hands! Maia sent pictures each day and was very responsive. I didn’t worry once about his care. We will definitely book Maia again!”
“Dyana was able to help us by watching Hermione last minute. She did a great job, wonderful communication and sent photos. We will definitely ask her to watch Hermione again and would recommend her to anyone.”
“Rebecca did a wonderful job watching my dog. She was very good about communicating when she was over my apartment to watch him and sent lots of pictures. Left my Apartment as clean as I left it if not cleaner.”
The median cost per night for house sitting in Windwood is $55
Pet parents share their Rover experiences - Windwood
Oh my goodness, our family has been blessed to have found Julie! She took such excellent care of our 2 pups: Walking them early before it got too hot, keeping on our schedule and being home for the majority of the day. My youngest pup is timid with new people and is deaf. But somehow Julie won her over as seen in pictures of them cozy together: ) Julie communicated with updates, pictures and questions. In addition to all of this, Julie watered my plants and left my home in the same condition that I left it. That made returning home after 8 days away so much easier. Thank you for everything Julie!
Abriana agreed to watch our dogs super last minute when another sitter cancelled on us. The day I reached out, she came to meet them, and stayed in our house the following day. She saved our trip! My dogs loved her and the house looked better than we left it. Would highly recommend her! Will definitely be reaching out again when we need someone to watch our dogs.
We had to go out of town for our daughter's wedding and did not have to worry at all about our fur babies. They were all well loved and taken care of. She even did some house cleaning that I did not request or expect! I could not be happier with our experience with her.
Nya is wonderful! I have a 9 week old German shepherd puppy as well as a 5 year old German shepherd and they had such a great time with her. I’m really glad I found Nya as a provider and I already have my next service booked. She is communicative, caring, and if you’ve met GSD puppies, you know you need patience which she also has. I would recommend her to anyone looking for a great provider!
Julie house sat for us this past weekend for the first time. Everything was perfect and seamless, starting from the interview process, booking and the entire stay. Julie gave immediate responses and was direct in communication which I appreciate so much. I’m a bit anxious when away from my fur kids and immediately felt at ease with the first update. All the pictures and I knew she got to know each of their personalities and quirks on the first night. Highly recommend Julie for the anxious dog mama like myself! 10/10 will rebook.
Dyana was wonderful! She took great care of our dogs while we were out of town. One of our dogs was sick so she administered medication when needed and kept a close eye on her for me. She was also great at communicating with us each day. I felt very comfortable leaving our dogs with her. I 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.
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 near you
Select a filter and find qualifying Windwood sitters!Sitters in Windwood average 3 repeat house sitting clients
FAQs for House Sitting - Windwood
Frequently asked questions about Rover
The average cost for House Sitting in Windwood on Rover is $46.62 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 1,665 sitters on Rover offering House Sitting across Windwood. 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 Windwood 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 Windwood 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 Windwood 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 Windwood. On Rover:
- 94% of sitters can help with special care needs
- 98% 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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