House Sitting Woodwind Estates
Find a loving house sitter to watch over your pets and your home.

Over 18 pet parents in Woodwind Estates have booked house sitting
Woodwind Estates, 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 greatly appreciate Ashley taking such wonderful care of our dogs! She kept us updated with lots of pictures and communicated well throughout the entire stay. Our house was left in great condition, and we could tell our dogs were in excellent hands. We would definitely use Ashley again and highly recommend her to anyone looking for a responsible and caring pet sitter. The dogs look forward to having her care for them again soon!”

“We booked Rose when looking for a house sitter for one night at the last minute. Our dogs seemed to take to Rose very quickly and when we returned home it seemed like we hadn't left, which is exactly what we wanted! Rose was kind and professional and sent us multiple photos of our dogs during the trip. There were also no issues at all with our house as everything seemed just as it was when we left. Highly recommend!”
About: I have been around animals for nearly all of my life, and have made it my life mission to assure the care and comfort of as many of them that come into my path as possible. As a former senior level kennel worker at a doggy daycare, a previous small animal specialist at various retail stores, and with animal shelter volunteer hours under my belt, I am surely qualified and would be elated to take care of your babies when you’re either away or have other priorities to focus on. As of a few months ago, I was working full time at a doggy daycare in Hughesville, where I fed, bathed, walked, and played with clients dogs all day. For over 2 years I was one of our two Senior staff members, meaning that I was also responsible for running the daily staff and assuring the safety and security of the pets at the facility. My additional duties included keeping track of feeding schedules, medication, and potty breaks to ensure the health of the animals as well. I love animals with all of my heart, as it is my life mission to assure each animal that crosses my path gets the maximum amount of care and love that I can give them (even if that’s just a head pat for a baby passing by!!) I currently do not work full time at the moment, as my priorities have shifted toward finishing my college degree at UMD, most of which is online, giving me more than enough time in my schedule to care for animals that I would be responsible for, whether that be feeding, walking, petting, or all of the above! I also am comfortable with house-sitting with the animals, and have had plenty of experience doing so. I typically very early mornings, and am awake until around 11, but that can always be adjusted per need request. Personally, my dog always came to my work with me where he was able to be around me for the majority of the day. When we are home, he is walked before my morning coffee, and every 4 hours after that. I have a pretty decent sized yard, and he loves playing fetch with any ball when we aren’t on walks. My baby only likes to eat at nighttime, so that’s when he is fed, as he is a small boy who would prefer to leave his food alone during the day. Understanding each individual dog, not only what nutrients they require, but how exactly they should eat as well, is very important. When we are not walking on a leash or playing in the yard, he is inside my home where we play with his favorite plushie toys! Come afternoon time, he gets one, out of a selection of delicious treats to assure his happiness and comfort throughout the day. Whatever way that the client prefers, I would assure the same level of happiness and comfort with their dog too!

About: I have lovingly looked after pets of all kinds my whole life. I will meet your pet exactly where they are-I can chase and play with your dog across the yard, or I can be extra gentle and caring with your senior pet. I'm a student online. I'm very lucky that my girlfriend has a job that pays really well. As a result, I have plenty of availability for pet care! I have a reliable vehicle to get to your home and look after your pet. I can handle great, big, tough pets as well as small, fragile, senior pets. I keep the area tidy for the pets and the owners alike. I'm great with toys and playtime. I am great company for any pet.
About: I have a rescue dog and I’m very aware of rescues special needs, Iv cared for all sizes of dogs and treat them like my own! Along with cats, pigs and lizards ! I have a full time job , I work four ten hour shifts I am off every Thursday and every weekend and after work hours too if needed I am willing to do morning and evening shifts on the days I work I have a open yard , If your dog needs to be crated that’s fine my dog sleeps on the couch and gets in beds

“Vanessa took care of my multiple pets in my home while we were away for the weekend and she was amazing! She sent lots of pictures and constantly kept me updated about how things were going while we were gone. My pets were happy and safe, and we were super happy to have someone so reliable there to take care of them. I will definitely be a repeat customer!”
About: My name is Alexandra. I have 3 Chihuahuas. I also have a 17 year old dachshund. My pups are my world! My little fur babies as I like to call them. I absolutely love dogs. My whole life I have been an animal lover. I have 20 years plus years experience with dogs. I've never met a dog that didn't like me. My Schedule is very flexible. I am available is for walks and in home sitting/day visits. I can not do overnight visits. Please don't haste to contact me if you have any questions and concerns. Thank you for you time and I look forward to hearing from you and meeting your little fur babies! Have a wonderful day! Alexandra My schedule is open. Depending on when care is needed depends on how often I will come and how long I can stay. 24 / 7 I provide a safe, loving environment for pets to enjoy and feel comfortable in. Lots of pets and companionship will be provided for your loved one.
About: I have experience caring for both dogs and cats through helping friends, neighbors, and family. I’m comfortable with feeding routines, walks, playtime, and giving lots of attention. I really enjoy being around animals and making sure they’re happy and well cared for Hii! 🐾 I work part-time, so I have a flexible schedule and plenty of time to give your furry friends the love and attention they deserve! I’m available after 1 PM Monday through Thursday, and my weekend availability may vary by day, with additional time often available. I can’t wait to meet your pets! ❤️ I provide a safe, clean, and calm environment, follow routines, secure doors, monitor behavior, and give pets consistent attention, comfort, and supervision at all times.
About: I've loved pets for as long as I can remember. I have a true passion for caring for any animal in need and will always treat them with the same love and dedication as my own! Pet care fits seamlessly into my daily routine. I manage my time carefully to ensure pets get consistent attention, dedicated exercise, timely feedings, and structured drop-in visits or walks throughout the week and on weekends I prioritize the safety, health, and well-being of every pet in my care. I provide a calm, comfortable environment where pets can relax freely, alongside wholesome, high-quality, non-GMO organic treats and food tailored to their needs!
“I booked a 10 house-sitting stay with Mika and was overjoyed to see videos of my retriever mix so very happy and comfortable. I could tell my Mila loved the attention she got. My dog is 12yr old this coming July and I wanted someone with experience. Mika's vet assistant background was perfect as well as her history with rescues and special needs pets. My anxiety for such a long stay was quickly eased after the first photos and texts. Mika's upbeat attitude is refreshing. She's totally focused on Mila"s every need. I gladly recommend her. I will certainly book again. Deb”

“Ada was amazing!! This was my first time using the App and she made me feel so comfortable. She agreed to a meet and greet prior to my house sitting dates and my dogs loved her instantly. She was very communicative and kept me informed on everything. As this was my first time leaving my babies with anyone outside of family, we were all a bit nervous and hoping this was a good match. My mom even checked in with Ada and she was totally cool with. My mom and dog both have dogs and we are pretty certain Ada has 3 new clients. Ada maintained my home wonderfully. She really was patient with and understanding and I would recommend her 10/10, especially for new clients.”


“Karima took excellent care of our dog Goose and our apartment while we were away for over a week. She was caring, responsive, and helpful throughout her stay. She sent us daily updates and was very professional. She left our apartment clean and Goose absolutely loved her! I would definitely book with Karima again and suggest her for any of your dog sitting needs.”

“Oh Myles! He is the absolute sweetest! He took care of my babies this weekend and was more than accommodating. Our girl is Leary of newer people and barked and growled at him when he entered our home. He took his time and didn’t give up and they became best buds. He was very respectful of our home and focused on the dogs to make them feel comfortable the entire time. Myles is the ONLY sitter who will watch my dogs when we travel. Welcome to the family!!”

About: Every pet is different, and I take the time to truly understand their unique personality, preferences, and needs. My love for animals isn’t just a job — it’s a real passion, and I treat every pet like family. One thing that sets me apart is that I’m home all day and have wide availability. That means your pet gets more attention, more playtime, and more one-on-one care — especially helpful for pets who need extra love, routine, or supervision. I keep pet parents in the loop with regular updates, photos, and detailed notes, so you always know how your furry friend is doing. I go beyond the basics with enriching activities and interactive play that help keep pets mentally and physically happy. You can count on me to be punctual, consistent, and reliable — creating a stress-free experience for both you and your pet. Whether it’s a special request or an unexpected situation, I’m always willing to go the extra mile to make sure everyone is safe, comfortable, and cared for. I’d love the chance to meet you and your pet — feel free to reach out any time! Pet care fits seamlessly into my daily routine because I’m home throughout the day and have a very flexible schedule. I build my days around the pets I care for — making sure they get walks, playtime, meals, and companionship on a consistent schedule. I’m not rushing in between other jobs or obligations, which means I can give pets my full attention, especially those who need a stable routine or extra care. Whether it’s early morning drop-ins, midday playtime, or evening feeding, I’m available and fully present. I genuinely enjoy caring for animals, so making it part of my everyday life doesn’t feel like work — it’s just what I do. Every pet is different, and I take the time to truly understand their unique personality, preferences, and needs. My love for animals isn’t just a job — it’s a real passion, and I treat every pet like family. One thing that sets me apart is that I’m home all day and have wide availability. That means your pet gets more attention, more playtime, and one-on-one care — especially helpful for pets who thrive on routine or need extra supervision and love. When caring for pets in a client’s home, I do everything I can to keep their environment calm, familiar, and consistent. I always begin with a meet and greet to learn your pet’s habits, health needs, and any household preferences. I follow feeding, walking, and play routines closely and provide plenty of mental and physical stimulation through personalized activities. Cleanliness and safety are top priorities — I keep your home tidy, clean up after pets, wipe paws when needed, and ensure food and water areas are fresh. I respect your space, follow house rules, and take home security seriously by locking up and following any protocols you’ve shared. I also provide frequent updates, photos, and notes, so you always know how your pet is doing. Whether it’s a special request, last-minute change, or emergency situation, I’m committed to going the extra mile to make sure both you and your pet feel confident and cared for. You can count on me to be consistent, punctual, respectful, and above all, deeply invested in your pet’s well-being. I’d love the chance to meet you and your furry friend — feel free to reach out any time!
“Annette did great with Patterson! She was very professional, proactive, and kept us updated. Everything was in great shape when we returned. We look forward to working with her again!”

The median cost per night for house sitting in Woodwind Estates is $50
Pet parents share their Rover experiences - Woodwind Estates
Lindsay stayed for 10 days with my 17 year old cat. He takes many supplements and meds and Lindsay followed the schedule precisely. She sent updates and pics everyday to let me know how it was going. She made sure he was well cared for and that he felt comfortable with her. After the first day, he was snuggling with her on the couch. She checked in when she had questions. Lindsay was respectful of my home which made me very comfortable having her stay. She was an excellent sitter and I would highly recommend her. I will absolutely be rebooking with her anytime I need to go out of town.

Liz was so great with our little pup. He's new to staying away from us overnight so we wanted to have someone at the house with him where he's comfortable. We got regular updates of him looking so happy and cozy. When we got home he was happy as can be and clearly had a good time. We will definitely ask Liz to sit for us again next time!

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 to book house sitting

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
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for house sitting - Woodwind Estates
Select a filter and find qualifying sitters offering house sitting.Sitters in Woodwind Estates average 4 repeat house sitting clients
FAQs for House Sitting - Woodwind Estates
Frequently asked questions about Rover
The average cost of House Sitting in Woodwind Estates is $43 per night as of October 2026. Most bookings cost between $38 and $50 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,007 sitters on Rover offering House Sitting across Woodwind Estates. 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 Woodwind Estates 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 Woodwind Estates 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 Woodwind Estates 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 , 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 .
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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
Yes, you can find sitters who have experience with handling special pet needs in Woodwind Estates. On Rover:
- 89% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 96% 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.






