Pet Sitting in Winfield Woods
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 Winfield Woods pet sitters
“What a wonderful caregiver you were Sarah. Chance was very grateful for your attention. When we arrived home we could tell she was a comfortable caregiver. He didn't miss us as much. Definitely will hire her again for sure!”
“Hannah took wonderful care of my 2 furry family members. I received a complete report with photos for each visit. When I arrived home both dogs were happy and relaxed. I will definitely call Hannah again!”
“Shannon was wonderful to our kitties! She was professional, flexible, and kind. We got updates and pictures and really appreciate her willingness to help us with short notice while we camped for the weekend. I’ll definitely use her again in the future!”
“I wish I could give Alyssa 10 stars, she was fantastic with our puppy. Going on a two week trip and leaving the puppy was stressful but Alyssa's care was beyond fantastic, she took such great care of our Romeo.”
“Dollie made sure to do a meet and greet with us and our cats to get to know them and go over their care and expectations. Dollie was punctual and spent time with our cats and made sure to send a report with pictures.”
“Jessica was absolutely amazing with our dog Java. We needed someone in a pinch to watch Java for about a week and we are soo glad we found Jessica. She came over for a quick meet and greet and we knew it would be the right fit. We will definitely be using her in the future!”
About: I’ve grown up caring for a variety of dog breeds and ages. They’re all deserving of quality and consistent care that I can provide. Count on me! I’m a homemaker with a flexible schedule for you. I’m available for morning walks, afternoon check in, evening walks and whatever else your fur baby needs. I am attentive to my elder dog’s needs making sure to provide assistance as she walks up and down our stairs. When doing in home visits I am respectful and mindful to leave the home as it was when I arrived.
“Jess was amazing! We are so grateful for the great care she gave our cats while we were away for a while. We will definitely rebook the next time we have to go out of town! Thank you Jess!”
“We had a family emergency and needed to travel suddenly. Kristin responded so quickly when we asked if she was available, made time to come meet the cats the next day and go over the routine, and was great with the cats while we were gone. Both cats need medication and one is skittish enough that sometimes that can be challenging with new people/cat sitters, but she seemed to do great with Kristin! Photos and notes from each visit helped a lot too, knowing that the cats were doing well helped mitigate some of the stress.”
“Lindsay S. saved the day! She came over on only 2 days notice & on one of the hottest days of the year. We had to keep our dog inside; Lindsay S. was prompt in arriving at his "dinnertime" to let him out, feed him & keep him company for the drop-in visit. She took great care with him & then sent photos on her own accord. That put our minds at ease until we could get home a few hours later. Well worth the (very affordable) fee & we will reach out to her again in the future, for sure! Thanks Lindsay S.!”
“Sam was so sweet and professional. She always gave detailed report cards and sent us multiple pics after each visit. We will definitely be rebooking with Sam and couldn’t recommend her more!”
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.
“Kristen was amazing and is the sweetest young lady and made sure our pup was happy and healthy! She gave us picture updates, was on time and communicated every visit. I will be using Kristen in the future and referring her to family and friends! Thanks again Kristen! 💗”
About: Loving, Experienced Pet Care You Can Trust! With a lifetime of experience around animals, 2 years as a professional dog groomer, and two happy pups of my own, I provide compassionate and reliable care for your furry family members. Whether it's walks, grooming, or just quality time, your pet will feel right at home. As a mom of two animal-loving kids, caring for pets is naturally woven into our daily routine. Whether we’re out for a walk, heading to the park, or spending quiet time at home, animals are always part of the mix. My flexible schedule allows me to give pets the time, attention, and care they deserve—just like family. With us, your pet becomes part of an active, loving environment where they’re never just a task on a to-do list—they're a priority. I care for pets in my client's home the same way I care for my own—by being intentional, flexible, and tuned into their needs. I plan their day around the weather and our household routine to make sure they get the right balance of exercise, rest, and attention. For example, if I know we’ll be out for dinner, I make sure my puppy gets plenty of playtime earlier in the day so he’s relaxed and ready to rest while we’re away. On hot days, I shift our schedule to enjoy cooler morning hours outside before the heat sets in. Every pet in my care is treated like family, with thoughtful adjustments made to keep them comfortable, safe, and happy.
“Arianna did a great job taking care of our two kitties! She was able to give Pumpkin her medication daily at the same time each day, and she also gave us daily updates with cute pictures. It was great to have the comfort of knowing our cats were being taken good care of, allowing us to have a worry free getaway. :)”
About: I love dogs and cats and treat them like family. I hope to be a care giver that pays close attention to detail and keeps your pet safe at all times. Daycare: They will be at my house with my dog all day. I will be home with them and will play, feed, give water and take on walks through out the day. If the heat index is above 85 degrees, the walk will be shortened at my discretion I work remote so I am available during the day to spend time with your pet. I can take them on walks during the day as well I have a fenced in yard and 1 friendly dog. His name is Cosmo and he is a Basset Hound/Beagle mix. I always keep an eye on him
About: I’ve been taking care of all kinds of pets since I was a young child. This includes reptiles, amphibians, cats, and dogs- specifically larger breeds. All ages, shapes and sizes! I’m currently working part time so I am very flexible to catering to your pets needs. I’m available week days, week nights, and most weekends While my yard might not be fenced in, I do live in a very secluded neighborhood. I have a very friendly GSD to keep your fur baby company. And can crate your dog if needed.
Loving pet sitters in your neighborhood
Search Results
Sarah M.
“What a wonderful caregiver you were Sarah. Chance was very grateful for your attention. When we arrived home we could tell she was a comfortable caregiver. He didn't miss us as much. Definitely will hire her again for sure!”
Hannah S.
“Hannah took wonderful care of my 2 furry family members. I received a complete report with photos for each visit. When I arrived home both dogs were happy and relaxed. I will definitely call Hannah again!”
Shannon K.
“Shannon was wonderful to our kitties! She was professional, flexible, and kind. We got updates and pictures and really appreciate her willingness to help us with short notice while we camped for the weekend. I’ll definitely use her again in the future!”
Alyssa C.
Star Sitter
“I wish I could give Alyssa 10 stars, she was fantastic with our puppy. Going on a two week trip and leaving the puppy was stressful but Alyssa's care was beyond fantastic, she took such great care of our Romeo.”
Dollie C.Star Sitter
“Dollie made sure to do a meet and greet with us and our cats to get to know them and go over their care and expectations. Dollie was punctual and spent time with our cats and made sure to send a report with pictures.”
Jessica M.
“Jessica was absolutely amazing with our dog Java. We needed someone in a pinch to watch Java for about a week and we are soo glad we found Jessica. She came over for a quick meet and greet and we knew it would be the right fit. We will definitely be using her in the future!”
Claire A.
“I can’t thank Claire enough for the incredible care she provided for my pets while I was out of state visiting family. She went above and beyond to make sure their every need was met, giving me complete peace of mind while I was away. Her professionalism, courtesy, and trustworthiness were evident from the start, and it was clear she genuinely cared for my pets as if they were her own. Knowing they were in such capable hands made my trip so much more enjoyable. I highly recommend Claire to anyone looking for a reliable and compassionate pet sitter!”
Jess G.Star Sitter
“Jess was amazing! We are so grateful for the great care she gave our cats while we were away for a while. We will definitely rebook the next time we have to go out of town! Thank you Jess!”
Kristin R.
“We had a family emergency and needed to travel suddenly. Kristin responded so quickly when we asked if she was available, made time to come meet the cats the next day and go over the routine, and was great with the cats while we were gone. Both cats need medication and one is skittish enough that sometimes that can be challenging with new people/cat sitters, but she seemed to do great with Kristin! Photos and notes from each visit helped a lot too, knowing that the cats were doing well helped mitigate some of the stress.”
Lindsay & MIchael S.
“Lindsay S. saved the day! She came over on only 2 days notice & on one of the hottest days of the year. We had to keep our dog inside; Lindsay S. was prompt in arriving at his "dinnertime" to let him out, feed him & keep him company for the drop-in visit. She took great care with him & then sent photos on her own accord. That put our minds at ease until we could get home a few hours later. Well worth the (very affordable) fee & we will reach out to her again in the future, for sure! Thanks Lindsay S.!”
Sherri S.
“Sherri has done a fantastic job taking care of my dog daily!”
Sofia A.
“Sofia really helped me out last minute. I’m so greatful. The dogs seemed content and super happy. 🥰”
Samantha S.
“Sam was so sweet and professional. She always gave detailed report cards and sent us multiple pics after each visit. We will definitely be rebooking with Sam and couldn’t recommend her more!”
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.
Lisa C.
“Lisa was wonderful…consistent feedback, and very patient with how much I probably bugged her for updates.”
Kristen M.Star Sitter
“Kristen was amazing and is the sweetest young lady and made sure our pup was happy and healthy! She gave us picture updates, was on time and communicated every visit. I will be using Kristen in the future and referring her to family and friends! Thanks again Kristen! 💗”
Kaitlynn H.
About: Loving, Experienced Pet Care You Can Trust! With a lifetime of experience around animals, 2 years as a professional dog groomer, and two happy pups of my own, I provide compassionate and reliable care for your furry family members. Whether it's walks, grooming, or just quality time, your pet will feel right at home. As a mom of two animal-loving kids, caring for pets is naturally woven into our daily routine. Whether we’re out for a walk, heading to the park, or spending quiet time at home, animals are always part of the mix. My flexible schedule allows me to give pets the time, attention, and care they deserve—just like family. With us, your pet becomes part of an active, loving environment where they’re never just a task on a to-do list—they're a priority. I care for pets in my client's home the same way I care for my own—by being intentional, flexible, and tuned into their needs. I plan their day around the weather and our household routine to make sure they get the right balance of exercise, rest, and attention. For example, if I know we’ll be out for dinner, I make sure my puppy gets plenty of playtime earlier in the day so he’s relaxed and ready to rest while we’re away. On hot days, I shift our schedule to enjoy cooler morning hours outside before the heat sets in. Every pet in my care is treated like family, with thoughtful adjustments made to keep them comfortable, safe, and happy.
Arianna K.
“Arianna did a great job taking care of our two kitties! She was able to give Pumpkin her medication daily at the same time each day, and she also gave us daily updates with cute pictures. It was great to have the comfort of knowing our cats were being taken good care of, allowing us to have a worry free getaway. :)”
Summer L.
“Summer has cared for my blue heeler and black lab mix several times, including a 12 day vacation. I know when he’s in her care he is well taken care of with plenty of playtime, walks, and stays on schedule. Most importantly I know he is not only taken care of, but also loved. She even came by our house to check on our cat every few days as well.”
Alexis C.
“Alexis loves animals, frequently going for hikes and other adventures with her own dogs. She’s experienced with a variety of pets, big and small, and her keen attention to detail means she will key in on your furry friend’s unique needs and quirks.”
Winfield Woods pet parents share their Rover experiences
Arianna did a great job taking care of our two kitties! She was able to give Pumpkin her medication daily at the same time each day, and she also gave us daily updates with cute pictures. It was great to have the comfort of knowing our cats were being taken good care of, allowing us to have a worry free getaway. :)
Popular requests near you
Select a filter and find qualifying Winfield Woods sitters!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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. 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 pet sitting in Winfield Woods is $21
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 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.
Sitters in Winfield Woods average 7 repeat pet sitting clients
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 Winfield Woods on Rover as of Aug 2025 was about $21 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 754 pet sitters in Winfield Woods. 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, 90% of Winfield Woods pet sitters respond in under an hour.
Pet sitters in Winfield Woods have an average of 13 years of experience. Pet sitters with repeat customers have an average of 7 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 Winfield Woods.
Rover makes it easy to find Winfield Woods 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 754 pet sitters in Winfield Woods on Rover, so you’re sure to find the perfect match for your pet! In Winfield Woods, 93% of pet sitters offer daily exercise, 95% offer medication administration, and 95% 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.
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