House Sitting in Windsong Farms
Find a loving house sitter to watch over your pets and your home.

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Top rated Windsong Farms house sitters

“Felicia has only sat with our dog, Walter a couple of times, but she has been terrific. He loves her and is very relaxed when she is here. She is easy to reach and always on time. She will be one of our regular Rover sitters now!”


“Heidi tool great care of my pup, Felix. She was very organized and made sure she had a list of questions to fully understand his routine before I went out of town. She made sure to give me updates throughout the day and was responsive to all my inquiries. I highly recommend Heidi for any of your pet care needs!”


“Jessica was awesome! Our dogs loved her and she really stepped in during a time of panic for us when we lost our original dog sitter 2 days before vacation. 5-star rating all around and we will definitely book with her again!”


“Natalie took great take of Luna. We saw her on many walks and lots of playtime. She provided many pics of her and our house was very clean when we came home. We have already booked her for our next trip.”

“Today Natasha finished a second week of pet sitting our 4 cats. She did a wonderful job, providing an update with pictures each day. Everything was in great shape upon our return, including our 4 relaxed felines”


“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”

About: I have hands-on experience with dogs of all sizes, cats, and senior pets. I’m confident in giving oral and topical medications and understand how to adjust care based on each pet’s energy level, age, and personality. I focus on making animals feel safe, respected, and comfortable—whether it’s a calm senior cat or a high-energy large dog. Pet care fits naturally into my routine—I’m flexible and make time every day for walks, play, feeding, and any needed medication. I prioritize consistency to keep pets comfortable and happy. Whether it’s daily visits or longer stays, I adapt my schedule to meet each pet’s unique needs. I prefer caring for pets in their own homes to keep them comfortable and stress-free. Because my dog’s behavior can be unpredictable, I avoid bringing pets to my place. This way, I can focus entirely on your pet’s safety, routine, and well-being in a familiar environment.

About: Hi! My name is Jenny, with over 30 years of experience in pet sitting, I have dedicated my life to caring for a variety of beloved pets. My lifelong passion for animals has provided me with a great understanding of their needs and behaviors. I have been surrounded by pets all my life, from dogs, cats, guinea pigs, hamsters, and rabbits to my current companions, goats and chickens. Known for my kindness, responsibility, dependability, and caring nature, I strive to offer the best care for every pet I look after. I look forward to meeting you and your pets and helping with all your pet sitting needs. Your furry friends will be in good hands! 🐾 I currently have a part time craft business out of my home, so I have a very flexible schedule and make my own hours, so I can very easily adapt to your schedule! I ensure that pets feel safe, comfortable, and happy in their own environment while their owners are away. I follow a personalized approach, understanding each pet's unique needs, routines, and preferences. My services include: - **Daily Walks and Exercise:** Keeping pets active and engaged. - **Feeding and Hydration:** Ensuring they have fresh food and water according to their specific diets. - **Companionship and Playtime:** Spending quality time to prevent loneliness and stress. - **Medication Administration:** If required, I carefully administer medications. - **Home Security Checks:** Keeping an eye on the home to ensure everything is in order. - **Clean-Up:** Maintaining a tidy space by cleaning litter boxes, cages, and any messes. With my responsible and caring nature, I treat every pet as if they were my own, providing peace of mind to pet owners knowing their furry family members are well-cared for. 🐾

“Hannah took such great care of our 2 sr pups. She communicated regularly when our bulldog's allergies flared up. Our dogs were happy and content when we got home. The house was also nice and tidy.”


“Claire did great watching our 2 dogs while we went out of town for a week. She sent photo updates several times which was reassuring for us. When we got home the house was still clean and nothing was destroyed (our lab puppy gets into everything so that’s impressive). The dogs were obviously fed, healthy, and happy when we arrived home from our trip. Thanks, Claire!”


“Jess has watched my senior pug a couple times and does a great job. She brings her sweet pup over to play with my dog so she won’t be lonely. My pug loves the companionship. Jess is very good about staying in touch as well. When I reach out to determine if she is available, she is very quick to follow up. She sends photos of our dog to me which is very sweet. In addition, she is thoughtful and offers to assist with things like taking out the trash or recycling or checking on mail, etc. I would highly recommend Jess.”


“Mikayla was wonderful! It was our first time leaving our dog not with family for an extended period of time and she made us feel so assured and comfortable. Scout loved her and we've already planned to book Mikayla again soon :)”


About: I have 2 German Shorthaired Pointers & 2 guinea pigs. I’ve been in the Vet Med field for 3 years. I currently work part time as a Veterinary Assistant and I’m in school doing an online Vet Tech degree program. Working part time at the moment so I’m pretty available for pets that need care. And my online school is self paced so I can let pets out. I do home visits, walks and overnight care at your place. I do not care for your pets at my place, nor do I bring my pets to your place. I also have experience with hamsters, guinea pigs, chickens and chinchillas.

About: I’ve taken care of all sorts of animals from farm pets to cats and dogs ranging in all ages from puppies/ kittens to seniors since i was about 10 years old. I’m currently only working part time with flexible hours so i have plenty of time to be with your pets on any weekday/ weekend/ holidays! I do not have a fenced in yard, but i do have a large yard to walk your pets. I have a 2 year old very friendly golden retriever to keep your pets very entertained and she loves cats as well!

About: With 15 years of dog care experience and a lifetime surrounded by dogs, I’ve cared for every personality—from energetic puppies to gentle seniors. I understand how important routine, comfort, and playtime are. I’m flexible with visits—weekdays or weekends—and happy to handle meals, walks, meds, playtime, and plenty of belly rubs. Whether your dog loves active fun or quiet companionship, I provide a calm, loving experience so you can relax while you’re away. I just recently moved from Ohio to Maryland and am currently in the middle of a career change. With my passion for people and pets, I thought this was the perfect time to join Rover! I’m very flexible and can easily accommodate a variety of schedules—weekdays, weekends, or last-minute visits. I’m dedicated to making sure your pet gets the care and attention they deserve whenever you need it! I prioritize your dog’s safety and comfort above all else. I live on a peaceful, spacious golf course with very light traffic, providing a calm and secure environment for walks and play. My home features a large yard where your dog can run and explore freely. If your pup enjoys the company of other dogs, there are two friendly, well-mannered neighbor dogs nearby for supervised playdates. I will treat your dog like my own—with love, care, and attention—so you can feel confident they’re in safe, dedicated hands while you’re away.


“Jenny was hired for house sitting and watching 3 dogs for 4 days. She did a great job and made all the dogs feel comfortable, especially my fearful dog. Would definitely hire again.”


About: My son, Henry (10), loves animals of all kinds and is interested in becoming a pet sitter/dog walker. I offered to partner with him so he would have some help as he starts his journey. The details below are a little more about him. Please note that I will be the primary caretaker for any animals we interact with and am comfortable with dogs of all sizes and energy levels. (Henry) I have been around dogs of all ages my entire life. From puppies to senior dogs, I am sure to walk at a pace the dog is comfortable with and take breaks if the dog needs time to rest. (Henry) Most of the time weekends are free for me so I thought why not start a dog walking business to start saving money. Outside of animals, I enjoy learning about computers and new technology. (Henry) I have a pug that I walk everyday in my neighborhood. Even though I have a small dog, I also have experience with larger dogs such as boxers, golden retrievers, pyrenees, labs, and border collies.

“Shelby has been great! She's always on time and has been great for our nervous dog. She's trustworthy and we know our dog is always in good hands with Shelby. She has made it easy to be away and I wasnt sure a few months ago if that was possible for our nervous dog. Thanks for working with us.”

Loving house sitters in your neighborhood
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Felicia H.Star Sitter

“Felicia has only sat with our dog, Walter a couple of times, but she has been terrific. He loves her and is very relaxed when she is here. She is easy to reach and always on time. She will be one of our regular Rover sitters now!”


Heidi S.Star Sitter

“Heidi tool great care of my pup, Felix. She was very organized and made sure she had a list of questions to fully understand his routine before I went out of town. She made sure to give me updates throughout the day and was responsive to all my inquiries. I highly recommend Heidi for any of your pet care needs!”


Marilyn S.

“Marilyn responds immediately, she is on time, agreeable, reliable, respectful and honest.”


Jessica W.

“Jessica was awesome! Our dogs loved her and she really stepped in during a time of panic for us when we lost our original dog sitter 2 days before vacation. 5-star rating all around and we will definitely book with her again!”


Natalie J.
“Natalie took great take of Luna. We saw her on many walks and lots of playtime. She provided many pics of her and our house was very clean when we came home. We have already booked her for our next trip.”


Natasha B.

“Today Natasha finished a second week of pet sitting our 4 cats. She did a wonderful job, providing an update with pictures each day. Everything was in great shape upon our return, including our 4 relaxed felines”


Micah M.
“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”


Ava H.
About: I have hands-on experience with dogs of all sizes, cats, and senior pets. I’m confident in giving oral and topical medications and understand how to adjust care based on each pet’s energy level, age, and personality. I focus on making animals feel safe, respected, and comfortable—whether it’s a calm senior cat or a high-energy large dog. Pet care fits naturally into my routine—I’m flexible and make time every day for walks, play, feeding, and any needed medication. I prioritize consistency to keep pets comfortable and happy. Whether it’s daily visits or longer stays, I adapt my schedule to meet each pet’s unique needs. I prefer caring for pets in their own homes to keep them comfortable and stress-free. Because my dog’s behavior can be unpredictable, I avoid bringing pets to my place. This way, I can focus entirely on your pet’s safety, routine, and well-being in a familiar environment.


Jennifer C.
“Jenny has the biggest heart when it comes to For babies My dogs and my cat love her. She loves to cuddle With my fur babies. And I can promise you, she will treat your fur babies as her own. I cannot think of a better person to spoil your fur babies.”


Hannah A.

“Hannah took such great care of our 2 sr pups. She communicated regularly when our bulldog's allergies flared up. Our dogs were happy and content when we got home. The house was also nice and tidy.”


Claire V.

“Claire did great watching our 2 dogs while we went out of town for a week. She sent photo updates several times which was reassuring for us. When we got home the house was still clean and nothing was destroyed (our lab puppy gets into everything so that’s impressive). The dogs were obviously fed, healthy, and happy when we arrived home from our trip. Thanks, Claire!”


Jess G.Star Sitter

“Jess has watched my senior pug a couple times and does a great job. She brings her sweet pup over to play with my dog so she won’t be lonely. My pug loves the companionship. Jess is very good about staying in touch as well. When I reach out to determine if she is available, she is very quick to follow up. She sends photos of our dog to me which is very sweet. In addition, she is thoughtful and offers to assist with things like taking out the trash or recycling or checking on mail, etc. I would highly recommend Jess.”


Mikayla B.

“Mikayla was wonderful! It was our first time leaving our dog not with family for an extended period of time and she made us feel so assured and comfortable. Scout loved her and we've already planned to book Mikayla again soon :)”


Nadia L.
About: I have 2 German Shorthaired Pointers & 2 guinea pigs. I’ve been in the Vet Med field for 3 years. I currently work part time as a Veterinary Assistant and I’m in school doing an online Vet Tech degree program. Working part time at the moment so I’m pretty available for pets that need care. And my online school is self paced so I can let pets out. I do home visits, walks and overnight care at your place. I do not care for your pets at my place, nor do I bring my pets to your place. I also have experience with hamsters, guinea pigs, chickens and chinchillas.


Danielle B.
“Danielle has taken care of my cats numerous times. She’s patient with them, both of which have anxiety. She exhibits great communication and lets me know how they are doing when I am away. She gives them lots of love, highly recommended”


Sarah F.
About: With 15 years of dog care experience and a lifetime surrounded by dogs, I’ve cared for every personality—from energetic puppies to gentle seniors. I understand how important routine, comfort, and playtime are. I’m flexible with visits—weekdays or weekends—and happy to handle meals, walks, meds, playtime, and plenty of belly rubs. Whether your dog loves active fun or quiet companionship, I provide a calm, loving experience so you can relax while you’re away. I just recently moved from Ohio to Maryland and am currently in the middle of a career change. With my passion for people and pets, I thought this was the perfect time to join Rover! I’m very flexible and can easily accommodate a variety of schedules—weekdays, weekends, or last-minute visits. I’m dedicated to making sure your pet gets the care and attention they deserve whenever you need it! I prioritize your dog’s safety and comfort above all else. I live on a peaceful, spacious golf course with very light traffic, providing a calm and secure environment for walks and play. My home features a large yard where your dog can run and explore freely. If your pup enjoys the company of other dogs, there are two friendly, well-mannered neighbor dogs nearby for supervised playdates. I will treat your dog like my own—with love, care, and attention—so you can feel confident they’re in safe, dedicated hands while you’re away.




Jenny S.
Star Sitter


“Jenny was hired for house sitting and watching 3 dogs for 4 days. She did a great job and made all the dogs feel comfortable, especially my fearful dog. Would definitely hire again.”


Tara B.

“Tara was wonderful with our dogs! She sent us lots of photos and when we return both our kids were happy and relaxed. We appreciate all she did!”


Katie M.Star Sitter
About: My son, Henry (10), loves animals of all kinds and is interested in becoming a pet sitter/dog walker. I offered to partner with him so he would have some help as he starts his journey. The details below are a little more about him. Please note that I will be the primary caretaker for any animals we interact with and am comfortable with dogs of all sizes and energy levels. (Henry) I have been around dogs of all ages my entire life. From puppies to senior dogs, I am sure to walk at a pace the dog is comfortable with and take breaks if the dog needs time to rest. (Henry) Most of the time weekends are free for me so I thought why not start a dog walking business to start saving money. Outside of animals, I enjoy learning about computers and new technology. (Henry) I have a pug that I walk everyday in my neighborhood. Even though I have a small dog, I also have experience with larger dogs such as boxers, golden retrievers, pyrenees, labs, and border collies.


Shelby C.

“Shelby has been great! She's always on time and has been great for our nervous dog. She's trustworthy and we know our dog is always in good hands with Shelby. She has made it easy to be away and I wasnt sure a few months ago if that was possible for our nervous dog. Thanks for working with us.”
Windsong Farms pet parents share their Rover experiences
Sophia was a great sitter with such a short turnaround time between outreach, meet & greet, and out sit! She has a very calm and kind demeanor that our pets immediately picked up on making them feel comfortable and more relaxed while we were away. Our dog has anxiety with thunderstorms and Sophia handled it like a champ! We are grateful to her for the week she watched our pets, keeping them loved and safe!

Catarina was responsive, respectful, and absolutely wonderful with my Monster. My girl is 90 lbs. and strong and I'm always hesitant about who can handle her. I was in a jam and last minute needed a sitter and Catarina came through. I couldn't be more thankful. I highly recommend her for your pet's needs!

How Rover works
1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in Windsong Farms is $50
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 house 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.
Sitters in Windsong Farms average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Windsong Farms on Rover as of Aug 2025 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Aug 2025, there are 2,651 house sitters in Windsong Farms. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 86% of Windsong Farms house sitters respond in under an hour.
House sitters in Windsong Farms have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Windsong Farms.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Windsong Farms house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.
