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

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Top rated Windward Cove house sitters

About: I’ve had different types of dogs since I was young. I’ve trained dogs for all types of reasons. I’m a lover of all pups and can handle your dogs needs. I own a large property specifically for the environment, which is perfect for dogs. I look forward to meeting your doggie and returning a happy pup back to you. Please message for any details. I’m available on weekends and weeknights. I work full time M-F, so weekends are primarily open. While I can do many activities during the work week, I am gone about 8 hours for my primary job. Weeknights and weekends are available. I have a large property with plenty of room to roam. Chickens in the yard (in coop). I have a 6 year old pup of my own that is very docile, loves other animals and gets along with them easily, and is my number two. I don’t have a fence because my dog is perimeter trained. However, I can perimeter train your dog too or walk them on a leash if that is preferred. I plan to add a fence soon and will update this once I do.

“Wendy was so great with our two dogs, 8 chickens, and fish! I highly recommend her! She responds quickly and sends lots of updates. This was the best Ive ever felt leaving my animals! Thank you Wendy!”


“She was a wonderful animal sitter. She followed instructions and cuddled with the animals. There was daily updated and pictures send. She really did a great job or making the pets happy.”


“Lolly and Trixie love Michael. My husband and I do too. The dogs love him because he’s gives them lovies and pets and lets them lay all over him. We love him because he’s reliable, on time, follows instructions (especially with medications), sends us pictures, and has a genuine love for his job. All of this is a priceless combination. You’ll never go wrong hiring Michael to take care of your beloveds.”


“Stacey is trustworthy, kind and caring. I was at ease knowing that Stacey was watching our dog Toby in our home. She sent me updates and photos. She followed the schedule we left for Toby. I would definitely recommend her!”


About: I have experience taking care of cats and dogs going back to my early teens. I’m just as much a cat lover as I am a dog lover and would love to take care of your fur babies. Whether you have a sweet big dog or a little shy cat, I love them all the same. Most of my family has at-least 2 or more cats or dogs and they often rely on me to take care of them when they go on vacation, have a long work week, or just need a helping hand. I currently work full time, 9-5 Monday through Friday. Most of my availability is on the weekends or late afternoons. But depending on the request I may be able to make an exception. I have experience caring for small dogs, big dogs, shy cats, energetic cats, senior dogs and cats. I’ve cared for almost every type of pet there is. I’ve even cared for reptiles and guinea pigs. Whether your pet would like space and quiet or someone to help them get their energy out I can provide that. I can meet the needs of your pet. Every dog/cat is different and I’m here for it all 😊

“Kat took great care of our two dogs over a long weekend. One is an older Labrador, and Kat seemed to manage all the medications, frequent walks, assists up and down the stairs, etc. with composure and caring! The house looked great, and the dogs had obviously been well taken care of. I recommend Kat highly and without reservation!”


“Kacy was great with taking care of my dog, Luna! Luna is a very high energy, bully mix who can be a little crazy! Kacy handled her very well and Luna warmed up quickly to her, which was great because sometimes Luna can be wary of people. Definitely recommend Kacy!”


About: I've watched and taken care of dogs for many years, mainly family and near by neighbors. I have grew up on a farm which i've taken care of many other animals as well... mainly farm animals and dogs!! I'm currently in college right now, it's mostly online so that's not really an issue. I'm working part time as well, which I have plenty of time to take care of the dogs!! I'm always free on weekends unless otherwise noted!! I have two golden-doodles, which are crate trained. They are allowed to run freely outside but they know where they are and aren't allowed. I keep them on a schedule, meaning with going outside, playing, and feeding.

About: I volunteer at my local shelter and help train pets there! I also have 3 of my own cats, a lizard, and have had dogs my entire life! I can watch dogs, cats, rabbits, ferrets, reptiles and more! I am a teacher so I have regular hours and during the summer I will be completely free! I can do after school hours during the school year. I would love to walk your pet, play with them, and make sure they feel loved and cared for! I love snuggles with pets and letting them get all their energy out!

“I can’t say enough good things about Leah! She saved the day when I needed someone last minute to stay with my three dogs. She responded quickly and made arrangements to come meet the dogs the next day. From the moment she walked in, she was attentive, personable, and showed an obvious love for animals. All three of my dogs took to her right away, which was impressive—especially my little terrier, who is typically quite suspicious of new people. Leah’s calm and caring demeanor put them all at ease. While I was away, Leah kept me updated regularly, sending photos and messages that reassured me everything was going great. When I returned, my home was left in excellent condition, and the dogs were happy and relaxed. Leah went above and beyond, and I will absolutely be booking her again. If you’re looking for someone dependable, caring, and great with pets, Leah is the one to call!”


“Taylor is fantastic - patient with my grouchy old pup and kept up with my hyper young Aussie. An overnight trip was a stress-free experience for me and the dogs thanks to Taylor!”


“Anna was so amazing with Bentley! Played lots and got so many updates ☺️. Anna is super attentive and handled our bugs like a pro! Bentley is a slightly challenging pup but we had no bumps in the road with Anna. If you’re needing a pet sitter for a larger bread who can be difficult, Anna is your girl. ??”


“Megan did a great job caring for my pets! The house looked exactly as I left it and the animals were all very happy. She sent updates and pictures. Definitely helped take the worry off of leaving them all for the first time!”


About: I am very affectionate and will show attention to any animal. I have had 4 dogs and 3 cats, but now only have one dog and 2 cats, and love being surrounded by animals, they bring such happiness during my day! My mom has been a dog and animal all of her life and I take after her and show much concern and awareness for all animals. I love laying with animals, taking them outside and throwing them bones or toys, and of course a treat involved after! I am also very responsible at making sure ones anaimal is always stocked up on food and water and treats! I am looking forward into maybe working with animals as my career and this is one step closer!

About: I have taken care of many dogs from different families! As well as cats and other animals. I am able to give medication to them and meet all your needs. I will stay at your house and love to meet the animals before hand if you would like. I currently work a full time job at an elementary school, and part time at my church. When I Dogsit I normally stay the night or come over before work to take care of the animals . Then after work I am able to go and take care of them again. I’m very flexible for whatever your dog may need. I’m able to give medicine, walk the dog, create the dog, etc. whatever you need I can do!

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

About: I have had a dog for about 3 years now, his name is Fynn! I have been walking and taking care of neighbors dogs for about 3 years now and they would describe me as trustworthy and filled with energy. I love all pets! I would love to meet your fur babies and when they're with me I'll love them as if they're my own! I am available to dog sit and do a drop-in visit anywhere from 6 a.m.-11 a.m. and 3 p.m.-10 p.m. I am currently a student at Towson University and play on the women's soccer team so mid day I have practices. When I care for pets in clients home I stay as respectful and tidy as possible. I always make sure gates are closed, and doors locked, and always leave the home in the same or better conditions than when I arrived.
Loving house sitters in your neighborhood
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Louise D.

“Louise left the house tidy and did a great job caring for our pack! We received many photos while away and she was quick to communicate if an issue arose.”


Seth G.
“Seth has been watching my dog for the past eight years, and I couldn’t ask for someone more dependable, attentive, and genuinely caring. He treats my dog like family, always making sure she’s well-cared for, loved, and happy while I’m away. Seth’s own dog, Ziggy, is the sweetest and loves other dogs. My pup always comes home tired from all the fun they have together! It’s such a comfort knowing she’s not just being looked after, but also enjoying herself. It’s hard to find someone you can trust so completely with your pet, and I feel incredibly lucky to have had Seth be such a consistent and caring presence in my dog’s life. I can’t recommend him highly enough to anyone looking for a dedicated and loving pet caregiver”


Wendy B.

“Wendy was so great with our two dogs, 8 chickens, and fish! I highly recommend her! She responds quickly and sends lots of updates. This was the best Ive ever felt leaving my animals! Thank you Wendy!”


Jordan D.

“She was a wonderful animal sitter. She followed instructions and cuddled with the animals. There was daily updated and pictures send. She really did a great job or making the pets happy.”


Michael P.

“Lolly and Trixie love Michael. My husband and I do too. The dogs love him because he’s gives them lovies and pets and lets them lay all over him. We love him because he’s reliable, on time, follows instructions (especially with medications), sends us pictures, and has a genuine love for his job. All of this is a priceless combination. You’ll never go wrong hiring Michael to take care of your beloveds.”




Stacey B.

“Stacey is trustworthy, kind and caring. I was at ease knowing that Stacey was watching our dog Toby in our home. She sent me updates and photos. She followed the schedule we left for Toby. I would definitely recommend her!”


Payton W.
“Payton is the best! If you are looking for someone who will go out of their way to make sure your pets needs are met and give you the comfort of great communication, she is your girl! She goes above and beyond putting herself in your shoes. She is easy to work with and very detail oriented, not to mention her great personality. She has taken care of all of my babies (3 cats and my new puppy).”


Kat S.

“Kat took great care of our two dogs over a long weekend. One is an older Labrador, and Kat seemed to manage all the medications, frequent walks, assists up and down the stairs, etc. with composure and caring! The house looked great, and the dogs had obviously been well taken care of. I recommend Kat highly and without reservation!”


Kacy W.

“Kacy was great with taking care of my dog, Luna! Luna is a very high energy, bully mix who can be a little crazy! Kacy handled her very well and Luna warmed up quickly to her, which was great because sometimes Luna can be wary of people. Definitely recommend Kacy!”


Olivia B.
“Olivia always has been a dog lover . She would be very caring and respectful for any pet . She is also a responsible young lady.”


Alicia W.
About: I volunteer at my local shelter and help train pets there! I also have 3 of my own cats, a lizard, and have had dogs my entire life! I can watch dogs, cats, rabbits, ferrets, reptiles and more! I am a teacher so I have regular hours and during the summer I will be completely free! I can do after school hours during the school year. I would love to walk your pet, play with them, and make sure they feel loved and cared for! I love snuggles with pets and letting them get all their energy out!


Cristina M.

“Kind, loving, responsible, and responsive care for our two pups (one who is a senior and needs extra TLC + daily meds). Highly recommend Cristina!”


Leah S.

“I can’t say enough good things about Leah! She saved the day when I needed someone last minute to stay with my three dogs. She responded quickly and made arrangements to come meet the dogs the next day. From the moment she walked in, she was attentive, personable, and showed an obvious love for animals. All three of my dogs took to her right away, which was impressive—especially my little terrier, who is typically quite suspicious of new people. Leah’s calm and caring demeanor put them all at ease. While I was away, Leah kept me updated regularly, sending photos and messages that reassured me everything was going great. When I returned, my home was left in excellent condition, and the dogs were happy and relaxed. Leah went above and beyond, and I will absolutely be booking her again. If you’re looking for someone dependable, caring, and great with pets, Leah is the one to call!”


Taylor M.Star Sitter

“Taylor is fantastic - patient with my grouchy old pup and kept up with my hyper young Aussie. An overnight trip was a stress-free experience for me and the dogs thanks to Taylor!”


Anna H.

“Anna was so amazing with Bentley! Played lots and got so many updates ☺️. Anna is super attentive and handled our bugs like a pro! Bentley is a slightly challenging pup but we had no bumps in the road with Anna. If you’re needing a pet sitter for a larger bread who can be difficult, Anna is your girl. ??”


Megan M.

“Megan did a great job caring for my pets! The house looked exactly as I left it and the animals were all very happy. She sent updates and pictures. Definitely helped take the worry off of leaving them all for the first time!”


Sarah N.
“Sarah is a dependable, caring & trustworthy pet sitter. You can tell how much she loves all animals, esp cats and dogs. I would recommend her to anyone looking for a great pet sitter or dog walker.”


Julie K.
“Julie does an Amazing job caring for my pets during the day and sometimes overnights. She is so caring for them. Takes them for walks even at the beach. She is on time when it comes to meals. I have used her multiple tiles and will continue to use here.”


Aliciya M.
About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.


Emily K.
About: I have had a dog for about 3 years now, his name is Fynn! I have been walking and taking care of neighbors dogs for about 3 years now and they would describe me as trustworthy and filled with energy. I love all pets! I would love to meet your fur babies and when they're with me I'll love them as if they're my own! I am available to dog sit and do a drop-in visit anywhere from 6 a.m.-11 a.m. and 3 p.m.-10 p.m. I am currently a student at Towson University and play on the women's soccer team so mid day I have practices. When I care for pets in clients home I stay as respectful and tidy as possible. I always make sure gates are closed, and doors locked, and always leave the home in the same or better conditions than when I arrived.
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 Windward Cove 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 Windward Cove 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 Windward Cove 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 473 house sitters in Windward Cove. 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, 90% of Windward Cove house sitters respond in under an hour.
House sitters in Windward Cove have an average of 16 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 Windward Cove.
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. Windward Cove 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.
