Pet Sitting in Woodwind Estates
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Woodwind Estates pet sitters

“Holly L was great with our pups!!,She arrived right on time,always sent two to three pictures, we were notified when she arrived and when she left,I will definitely will keep her in my Rover Contacts.”



“Beth is a great pet sitter and we would definitely recommend anyone book her service! She provided wonderful updates on our cat while we were away, including pictures of him so that we could see how he was doing!”


“Jen was able to set up a meet and greet, as well as accommodate my drop in request on relatively short notice. Ivy always appreciates a break for some playtime during the day. Thanks, Jen”

“Bianca was great!!!! She updated us every day with multiple pictures and the status of our dogs and how they were doing. I felt extremely comfortable with her watching them and will definitely be contacting her again for our next trips! ?”


“Nikki is absolutely wonderful! Her attention to detail and genuine care made a world of difference. She was incredibly attentive and patient, even with Oliver’s hesitation to warm up. Her kindness and dedication stood out especially when dealing with Whiskers’ coughing fits—she stayed right by his side to ensure he was okay, which I deeply appreciate. It’s clear she goes above and beyond to provide exceptional care. Thank you, Nikki!”


“Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!”


“Amanda was a wonderful kitty sitter. She was very attentive to all kitties, providing extra attention to a senior kitty. Followed feeding and cleaning instructions carefully. Very trustworthy and reliable.”


About: Since childhood, I've been trusted to look after other people's pets. I grew up with dogs of my own, as well as animals of all kinds, so I have a lot of experience with pets of all personalities and temperaments. I also worked with a vet for three years, have a biology degree with an emphasis on animal science, and have a special needs pet myself, so I'm confident giving medications, maintaining any recovery care, or whatever else your dog may need. I'd love to be friends with your pup! I am self-employed and currently work from home most of the week, so I have some flexibility when it comes to scheduling! I am available for drop-in visits or walks Monday-Friday. As all of my services will take place in the client's home, I will follow any instructions that the client gives me in regards to pet care. It is my goal that your pet's routine is as uninterrupted as possible.

“The Porter’s were amazing!!! Our dogs loved them, we were so happy to trust them with our fur babies!! They were very prompt, sent photos and did everything we asked!! We highly recommend them!!”


“Kelly was absolutely amazing!!! Constant communication and lots of pictures. I would highly recommend her to anyone. Will definitely book with her again if needed.”


“Stephanie was wonderful with our 17 yr old Yorkie . She came over to our house and met Maggie before we went on vacation. She sent us lots of pictures and was punctual for all visits. She administered medication once a day for us too! We would highly recommend her and will definitely use her pet services again!”


“Wow, I cannot say enough great things about Linda. she was incredibly responsive and informative. She was punctual and sent lots and lots of pictures while she was there! Linda truly made this process so easy, it can definitely be worrisome to leave your pets in the hands of someone else, but Linda took all of those worries away. I hope we are able to utilize Linda’s services again in the future, she is extremely trustworthy!”



“Dawn was great with our cats, she always kept us updated and sent us plenty of pictures so we could see how they were doing. She was very knowledgeable about cats and was professional during the entire process. Our kitties seemed to love her and were well taken care of while we were gone. We will definitely use her again in the future.”


“Myra let me know exactly what Harmony was doing or had done. Harmony doesn’t like strangers and yet twice Harmony let Myra pet her for a quick minute. I was also concerned about her eating….she’s an old cat and at times, even with me, she won’t eat. Myra always took pictures of of her food and water bowls. And that made me feel more at ease. Myra let me know immediately that one day she was going to a little bit later….which I was absolutely okay with. It was though very appreciated that she let me know. If I ever need to leave Harmony again I will have Myra again.”


About: I’ve been taking care of animals for 3 years, used to watch my neighbors, I enjoy doing things your pet loves and enjoys whenever needed. I work part time as a Vet Tech at Calvert Animal Hospital, looking to make a little extra money and I can come when you need me to, I get off usually around 7. Although my pet is not as friendly with others, I can easily separate the two while still tending to both. I will let you know if there is ever a problem but I’m sure there won’t be.

“We will absolutely be using Amanda again. She is very professional, took good care of our animals and was so easy to coordinate visits with. I would definitely recommend her to others.”


“Christy is Fantastic! I recently started a new job that requires me to be in the office more often, and the thought of entrusting my beloved Charlie to someone I didn’t know caused me a lot of anxiety. Thankfully, that anxiety melted away during our meet and greet with Christy. From the moment we met, I could tell she would be a great caretaker for Charlie during her weekly drop-in visits—and I was right! Last week went wonderfully. Christy sent me photos during each visit, which not only brought me joy but also reassured me that Charlie was happy and well-cared for. Charlie, who is naturally shy and not used to strangers, warmed up to Christy much faster than I expected. Christy made her feel comfortable and at ease in no time. I’m so relieved to have found such a reliable and caring person to look after Charlie, and we’re both looking forward to many more visits with Christy!”


About: For as long as I can remember, I have had animals in my life & have helped take care of them. From a young age, I helped my parents take care of our cats & dogs by being responsible for feeding them & making sure they have access to clean water. As I entered elementary school, I helped my parents take care of our neighbors pets while they were out of town & then eventually took over these responsibilities on my own. Most of my expereince throughout elementary, middle & high school involved pet sitting for cats as those are the animals most of my neighbors & extended family members had. However, during my first summer in college I began working for my county's humane society! My county's humane society only rescues & houses dogs. My employment with the humane society gave me the opportunity to work with a variety of different dogs as you can imagine. I now have expereince working with & caring for dogs of all breeds, ages & temperment. During my time with the humane society, I developed special skills including taking care of puppies, caring for senior dogs, & interacting with dogs who have temperment quirks. I have worked for the humane society for 4 years & during this time animal rescue & care has truly become my greatest passion. I look forward to applying the expertise I have acquired when it comes to taking care of your furry family members! I just recently graduated from college & am now back home for a few months before I start my career. I am currently working part time so I will have plenty of time & flexibility when it comes to caring for your animals. I will make the most of the areas you have accessible to your pets when caring for them. My work at the humane soceity gave me valuable training when it comes to recognizing & responding to emergencies if they were to arise.
Loving pet sitters in your neighborhood
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Holly L.Star Sitter

“Holly L was great with our pups!!,She arrived right on time,always sent two to three pictures, we were notified when she arrived and when she left,I will definitely will keep her in my Rover Contacts.”


Mackenzie B.Star Sitter

“Fantastic job! I highly recommend having Mackenzie come take care of your babies!”




Beth C.Star Sitter

“Beth is a great pet sitter and we would definitely recommend anyone book her service! She provided wonderful updates on our cat while we were away, including pictures of him so that we could see how he was doing!”


Jen B.Star Sitter
“Jen was able to set up a meet and greet, as well as accommodate my drop in request on relatively short notice. Ivy always appreciates a break for some playtime during the day. Thanks, Jen”


Bianca T.
Star Sitter


“Bianca was great!!!! She updated us every day with multiple pictures and the status of our dogs and how they were doing. I felt extremely comfortable with her watching them and will definitely be contacting her again for our next trips! ?”


Nikki G.Star Sitter

“Nikki is absolutely wonderful! Her attention to detail and genuine care made a world of difference. She was incredibly attentive and patient, even with Oliver’s hesitation to warm up. Her kindness and dedication stood out especially when dealing with Whiskers’ coughing fits—she stayed right by his side to ensure he was okay, which I deeply appreciate. It’s clear she goes above and beyond to provide exceptional care. Thank you, Nikki!”


Faith M.Star Sitter

“Faith has watched our Shiba Inus multiple times now, and we couldn’t be happier with the care she provides. She’s reliable, responsive, and truly great with our dogs—even administering medication to our elderly Shiba with no issues. Most recently, she helped us out while we were in the hospital for the birth of our son. We weren’t sure how many drop-ins we’d need or how long we’d be gone, but she was incredibly flexible and quick to respond. It gave us so much peace of mind knowing our pups were in good hands. Highly recommend!”


Amanda S.

“Amanda was a wonderful kitty sitter. She was very attentive to all kitties, providing extra attention to a senior kitty. Followed feeding and cleaning instructions carefully. Very trustworthy and reliable.”


Alexandra M.
“Alexandra is a fantastic petsitter! They have taken care of my cat and dog many times when I’ve been away, and I completely trust them. Alexandra is kind, reliable, and very professional.”


Tobey & Trisha P.Star Sitter

“The Porter’s were amazing!!! Our dogs loved them, we were so happy to trust them with our fur babies!! They were very prompt, sent photos and did everything we asked!! We highly recommend them!!”


Kelly B.Star Sitter

“Kelly was absolutely amazing!!! Constant communication and lots of pictures. I would highly recommend her to anyone. Will definitely book with her again if needed.”


Stephanie M.Star Sitter

“Stephanie was wonderful with our 17 yr old Yorkie . She came over to our house and met Maggie before we went on vacation. She sent us lots of pictures and was punctual for all visits. She administered medication once a day for us too! We would highly recommend her and will definitely use her pet services again!”


Linda S.

“Wow, I cannot say enough great things about Linda. she was incredibly responsive and informative. She was punctual and sent lots and lots of pictures while she was there! Linda truly made this process so easy, it can definitely be worrisome to leave your pets in the hands of someone else, but Linda took all of those worries away. I hope we are able to utilize Linda’s services again in the future, she is extremely trustworthy!”


Elizabeth G.Star Sitter

“She’s the best, my pup is spoiled!”




Dawn B.


“Dawn was great with our cats, she always kept us updated and sent us plenty of pictures so we could see how they were doing. She was very knowledgeable about cats and was professional during the entire process. Our kitties seemed to love her and were well taken care of while we were gone. We will definitely use her again in the future.”


Myra M.

“Myra let me know exactly what Harmony was doing or had done. Harmony doesn’t like strangers and yet twice Harmony let Myra pet her for a quick minute. I was also concerned about her eating….she’s an old cat and at times, even with me, she won’t eat. Myra always took pictures of of her food and water bowls. And that made me feel more at ease. Myra let me know immediately that one day she was going to a little bit later….which I was absolutely okay with. It was though very appreciated that she let me know. If I ever need to leave Harmony again I will have Myra again.”


Lily K.
About: I’ve been taking care of animals for 3 years, used to watch my neighbors, I enjoy doing things your pet loves and enjoys whenever needed. I work part time as a Vet Tech at Calvert Animal Hospital, looking to make a little extra money and I can come when you need me to, I get off usually around 7. Although my pet is not as friendly with others, I can easily separate the two while still tending to both. I will let you know if there is ever a problem but I’m sure there won’t be.


Amanda S.

“We will absolutely be using Amanda again. She is very professional, took good care of our animals and was so easy to coordinate visits with. I would definitely recommend her to others.”


Christy I.

“Christy is Fantastic! I recently started a new job that requires me to be in the office more often, and the thought of entrusting my beloved Charlie to someone I didn’t know caused me a lot of anxiety. Thankfully, that anxiety melted away during our meet and greet with Christy. From the moment we met, I could tell she would be a great caretaker for Charlie during her weekly drop-in visits—and I was right! Last week went wonderfully. Christy sent me photos during each visit, which not only brought me joy but also reassured me that Charlie was happy and well-cared for. Charlie, who is naturally shy and not used to strangers, warmed up to Christy much faster than I expected. Christy made her feel comfortable and at ease in no time. I’m so relieved to have found such a reliable and caring person to look after Charlie, and we’re both looking forward to many more visits with Christy!”


Sara J.
“Sara is amazing with my pets! She has experience from working at the Humane Society for a few years and watching several animals for other people over the years. She is incredibly responsible and smart. She is loving with my pets and does a great job meeting them right where they are. She respects my animals limitations physically and socially and kindly, gently interacts with them making them feel safe and loved. I highly recommend Sara as a caretaker for your animals.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a 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 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!
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 pet 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.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Woodwind Estates on Rover as of Aug 2025 was about $22 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 284 pet sitters in Woodwind Estates. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 88% of Woodwind Estates pet sitters respond in under an hour.
Pet sitters in Woodwind Estates have an average of 10 years of experience. Pet sitters with repeat customers have an average of 5 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Woodwind Estates.
Rover makes it easy to find Woodwind Estates pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 284 pet sitters in Woodwind Estates on Rover, so you’re sure to find the perfect match for your pet! In Woodwind Estates, 100% of pet sitters offer daily exercise, 100% offer medication administration, and 75% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet 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 pet 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 pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
