Dog Sitting in Winter Garden
Book a Winter Garden dog sitter to watch your dog in your sitter’s home or yours.
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Top rated Winter Garden dog sitters
“Thank you for the pics! I see you got lots of slobbery Olaf kisses!”
“You gave them lots of cuddles. Zoey loved that. Thank you for being available for the last visit. Our flight was delayed by a couple of hours.”
“Karen has been an absolute lifesaver for our family! She took care of our Shih Tzu, Layla, while we were away, and we couldn’t have asked for a better dog sitter. Karen is incredibly reliable, attentive, and treated our dog as her own. Karen kept us updated with daily photos and messages, which gave us great peace of mind. Layla was happy, well-fed, and enjoyed her walks. We came back to a content dog, thanks to Karen’s exceptional care. If you’re looking for someone who will treat your pet like their own, Karen is the one to go to. Highly recommend her services!”
“My dogs love Mark and he has been taking care of them for the past year! He does a great job of giving them walks and attention while we are away.”
“Jennifer took great care of our guy Dexter for several drop-in visits. She spent time with him, fed him, walked him, and provided detailed reports and photos. We are so excited to have him stay with her for a week. We will definitely utilize her services in the future. Thank you Jennifer for making Dexter feel he has a new family member!”
About: I have taken care of my friends’ pets for a good chunk of my life. From Shih tzus to Labradors, Bichon Frisés to Rottweilers, I have learned to take care of a wide variety of pets through personal experience. Anytime is available for me. I am currently job hunting, though, so my future schedule may change depending on how well my search goes for it. In my home, I make sure to set panels in room entrances where I don’t want pets to wander into. I make sure the space indoors is clean and open for pets to have as much comfortable space as possible. Any time I need to take them out for a walk or to go out of the house, I make sure to put them on a leash so that they don’t run off without me.
About: I’ve been taking care of dogs for over 15 years. I’m friendly, love playing with them, know what they need to be happy. I have a puppy and she loves to come on all jobs with me. Please let me know if your dog is not friendly towards other dogs as I have to bring my puppy with me. I’m looking to get experience with different types of pets as my dream is to be a foster parent to dogs and create my own animal rescue to help dogs find their furever homes. Besides working full time and having a dog of my own I have plenty of free time. This makes me almost always available to take care of your pets. I can come to your house and follow your pets usual routines. I’m very flexible, love playing with animals and just spending time cuddled up together. I can bathe or do extra responsibilities based on your pet. I also have experience with giving diabetic dogs shots.
About: I’ve volunteered at Orange County Animal Services (OCAS) for roughly 3 years in dog adoptions and have worked at Pet Paradise for a couple of months as a doggy daycare coordinator. I also own a dog named King Milo, a golden doodle and have dog sat and taken care of numerous dogs in my family and community. I am a graduate nurse studying for my state boards, so my schedule is quite flexible, and even when I do land a job as a nurse, I’d only work 3x a week. I have a fenced in yard, a crate for my dog and divided spaces/rooms for other dogs that may board with me and my handsome Milo!
About: I have taken care of family and friends animals for the last 15 years, at least! I have experience in lovingly watching, walking, relaxing with, and bathing dogs. I have a diverse life style, making me perfect for super active dogs and super lazy dogs, willing to do whatever they need! I currently work part time at Disney and my schedule varies week to week, mostly in the evenings. I will find time for your pets any day of the week! If you have a 9-5 I would be a great fit to walk and hang with your pets while you're gone. Caring for your pets would be a priority to my day to day! I want to care for your dog the way you do. I listen to what they need and take care of them however you need!
“Great experience! Brittany was timely, provided photos, and provided results of visit! Will book again.”
“Just the best! Loving our cats like your own, even coming out with an impending hurricane to make sure they had what they needed. Thank you again for helping us enjoy our vacation!”
“Cary was AMAZING! She communicated with me the whole trip. Would highly recommend!!”
“Kellie was absolutely amazing, took great care of our kitties, and went above and beyond to make sure they had everything they needed. Thank you so much, Kellie!!!”
About: As a happy owner of golden retrievers, doodles and labs, I would love to care for your pet as my own. From long walks to post-park baths, I’m comfortable handling large, fluffy dogs and tailoring care to their needs. I have experience with basic training, leash manners, and giving pets the patience and love they deserve. Whether it’s playtime, walk time or dinner time, your pet will be happy and safe. I work remote and I would love long walks on a lunch break. We just lost our golden retriever Barley this year, so I am missing quality time with pets and would love to meet yours. I am happy to visit your home and stroll your neighborhood! It would be a joy to take care of your pets so you have peace of mind on vacation.
About: I have raised colts, goats, cats, and a couple of dogs. I believe my experience with various animals, particularly horses, has helped me connect with/ win the trust of dogs relatively quickly. I work remotely. I can give attention to your animal more frequently. I am a proud owner of a golden retriever and former owner of many animals, having grown up on a ranch. I treat your animals as if they were my own. I respect that responsibility. Animals are very special in our families and ought to be treated as such.
About: Hi there! I’m visiting Florida from July 19th until early September and would love to help out with dog walking, pet sitting, or house sitting while I’m in town! I have several years of experience in pet care, including dog walking, overnight sitting, house sitting, and administering medications. I’ve worked with puppies, senior dogs, and pets with medical needs — including vet visits and specialized care. My background as a full-time nanny has made me incredibly dependable, attentive, and detail-oriented, but my focus here is on caring for animals. 🐶🐾 Whether you need help with daily walks, check-ins, or someone to care for your pet like family while you’re away, I’d be honored to step in. I’m currently saving up for a big move and travels this fall, so I’m very available and excited to support local families while I’m here! I am currently visiting home for the next month and a half so my availability is very open! I will be available seven days a week 😊 I have a huge fenced in yard and I have a very friendly and playful pup that will make a great friend and two very sweet cats as well. There is a lot of indoor space for them to feel as comfy and cozy as they please!
About: I’ve taken care of dogs ever since I was 10 years old. I’ve had dogs of my own since I was 8 so I know what to do. I’ve managed to take care of older dogs, to puppies, to lazy doggies to energetic ones. I’m currently working 8 am to 4:30 so anything after Monday-Friday works best. Saturdays/Sundays I’m free all day and would love to stay with your animal as long as you wish. I will do what is necessary to take care of your pet. I would like to go over or stay over at the clients house to take care of their pet.
“Sabrina was amazing! It was so nice to keep our older dogs at home while we were away, rather than a stressful boarding situation. Sabrina sent photos of the pups every time she dropped in, so we never worried about them. She was super knowledgeable and comfortable from the very beginning. Will absolutely book her whenever we are away!”
About: Hi! My name is Rebecca, and I have grown up with pets my entire life. Currently, I have an 11 year old cocker spaniel, and an 1 year old yellow lab. I also work at an animal hospital so I am very familiar with handling and caring for dogs when they are anxious or unsettled. Growing up, I had a golden retriever who had seizures and other health problems. This taught me how to act quickly and rationally in stressful situations. I also had a German Shepard, which taught me how to handle large dogs with high energy. I am extremely patient and loving towards animals. I would take exceptional care of your fur baby while you are away or at work. I know how hard it can be to leave a pet, and for this reason I would make it a smooth and easy experience. I hope you’ll consider me for your fur babies needs!
About: I’ve taken care of dogs of every kind since I was 17. Neighbors, friends and family have relied on me to walk, feed and bathe their pets.( Tambien hablo español para todo aquel que se le haga más fácil platicar en este idioma) I have plenty of time to play and take care your pups! I’m available for boarding on weekends, and weeks days after 3:30 pm. Soy una persona al cual le encanta estar rodeado de animales y siempre busco una actividad en la cual incluir mis mascotas. I have a fenced back yard and 3 friendly dogs to keep your fur baby company. I can easily crate your dog if needed… Tendrá una estadía súper divertida y positiva.
Loving dog sitters in your neighborhood
Search Results
Karrie M.Star Sitter
“Thank you for the pics! I see you got lots of slobbery Olaf kisses!”
Jeff M.Star Sitter
“You gave them lots of cuddles. Zoey loved that. Thank you for being available for the last visit. Our flight was delayed by a couple of hours.”
Karen R.
“Karen has been an absolute lifesaver for our family! She took care of our Shih Tzu, Layla, while we were away, and we couldn’t have asked for a better dog sitter. Karen is incredibly reliable, attentive, and treated our dog as her own. Karen kept us updated with daily photos and messages, which gave us great peace of mind. Layla was happy, well-fed, and enjoyed her walks. We came back to a content dog, thanks to Karen’s exceptional care. If you’re looking for someone who will treat your pet like their own, Karen is the one to go to. Highly recommend her services!”
MARK B.
“My dogs love Mark and he has been taking care of them for the past year! He does a great job of giving them walks and attention while we are away.”
Jennifer W.Star Sitter
“Jennifer took great care of our guy Dexter for several drop-in visits. She spent time with him, fed him, walked him, and provided detailed reports and photos. We are so excited to have him stay with her for a week. We will definitely utilize her services in the future. Thank you Jennifer for making Dexter feel he has a new family member!”
Lance C.
“Lance is kind and gentle with pets. He’s reliable and responsible and always takes great care for animals. He is also very regimented, and can stick to a schedule. Lance is very helpful and shows great enthusiasm!”
Rachel M.
“I have known Rachel for well over 2 years now and she is nothing short of spectacular. She is extremely kind, patient, and loving. Her love for her fury baby, Markie, is unmatched and she always goes out of her way to make sure he is taken care above anything else. A very passionate lover of all animals, and will certainly make sure any special considerations, diets, or other needs are recognized and accomadated. Don't think twice about letting Rachel watch your furry friends. She is careful and attentive all the time, not too mention super intelligent, beautiful, and a very close friend of mine.”
Amber D.
“Amber is fantastic! Very friendly, reliable, and great with dogs. Always responsive and accommodating, with excellent rates. Highly recommend for anyone needing a trustworthy dog sitter or walker!”
Corisa S.
About: I have taken care of family and friends animals for the last 15 years, at least! I have experience in lovingly watching, walking, relaxing with, and bathing dogs. I have a diverse life style, making me perfect for super active dogs and super lazy dogs, willing to do whatever they need! I currently work part time at Disney and my schedule varies week to week, mostly in the evenings. I will find time for your pets any day of the week! If you have a 9-5 I would be a great fit to walk and hang with your pets while you're gone. Caring for your pets would be a priority to my day to day! I want to care for your dog the way you do. I listen to what they need and take care of them however you need!
Brittney C.
“Great experience! Brittany was timely, provided photos, and provided results of visit! Will book again.”
Margarita Maria M.
“Just the best! Loving our cats like your own, even coming out with an impending hurricane to make sure they had what they needed. Thank you again for helping us enjoy our vacation!”
Cary L.
“Cary was AMAZING! She communicated with me the whole trip. Would highly recommend!!”
Kellie-Lynn R.Star Sitter
“Kellie was absolutely amazing, took great care of our kitties, and went above and beyond to make sure they had everything they needed. Thank you so much, Kellie!!!”
Maile S.
About: As a happy owner of golden retrievers, doodles and labs, I would love to care for your pet as my own. From long walks to post-park baths, I’m comfortable handling large, fluffy dogs and tailoring care to their needs. I have experience with basic training, leash manners, and giving pets the patience and love they deserve. Whether it’s playtime, walk time or dinner time, your pet will be happy and safe. I work remote and I would love long walks on a lunch break. We just lost our golden retriever Barley this year, so I am missing quality time with pets and would love to meet yours. I am happy to visit your home and stroll your neighborhood! It would be a joy to take care of your pets so you have peace of mind on vacation.
Jason K.
About: I have raised colts, goats, cats, and a couple of dogs. I believe my experience with various animals, particularly horses, has helped me connect with/ win the trust of dogs relatively quickly. I work remotely. I can give attention to your animal more frequently. I am a proud owner of a golden retriever and former owner of many animals, having grown up on a ranch. I treat your animals as if they were my own. I respect that responsibility. Animals are very special in our families and ought to be treated as such.
Morgan H.
“My wife and I have a lovely pit bull mix as well as 2 kittens and Morgan was always exceptionally attentive with all of their needs. Not only would she take our hyper active pup for long walks and runs she would always make sure all of the animals received tons of love and attention. On top of feedings if we were unable to take our pets to the vet or a play date with other pups, Morgan was always on top to step up and help us anyway she could.”
Jessica D.
About: I’ve taken care of dogs ever since I was 10 years old. I’ve had dogs of my own since I was 8 so I know what to do. I’ve managed to take care of older dogs, to puppies, to lazy doggies to energetic ones. I’m currently working 8 am to 4:30 so anything after Monday-Friday works best. Saturdays/Sundays I’m free all day and would love to stay with your animal as long as you wish. I will do what is necessary to take care of your pet. I would like to go over or stay over at the clients house to take care of their pet.
Sabrina R.
“Sabrina was amazing! It was so nice to keep our older dogs at home while we were away, rather than a stressful boarding situation. Sabrina sent photos of the pups every time she dropped in, so we never worried about them. She was super knowledgeable and comfortable from the very beginning. Will absolutely book her whenever we are away!”
Becca H.
About: Hi! My name is Rebecca, and I have grown up with pets my entire life. Currently, I have an 11 year old cocker spaniel, and an 1 year old yellow lab. I also work at an animal hospital so I am very familiar with handling and caring for dogs when they are anxious or unsettled. Growing up, I had a golden retriever who had seizures and other health problems. This taught me how to act quickly and rationally in stressful situations. I also had a German Shepard, which taught me how to handle large dogs with high energy. I am extremely patient and loving towards animals. I would take exceptional care of your fur baby while you are away or at work. I know how hard it can be to leave a pet, and for this reason I would make it a smooth and easy experience. I hope you’ll consider me for your fur babies needs!
Edgardo R.
“Edgardo is one of the kindest and most responsible people I know. His love for animals is truly special, and he treats every pet with the same care and attention as if they were his own. He is incredibly patient, friendly, and trustworthy, making him the perfect person to care for pets. Any pet parent would be lucky to have Edgardo as their sitter or dog walker! My little pomeranian baby named Catalina, loves spending time with him!”
Winter Garden dog parents share their Rover experiences
Excellent first experience, Darryl was responsible, communicative, followed instructions to the T, and took good care of my doggo, most definitely would recommend him
Jordan took great care and a genuine interest in making sure Coco was happy and comfortable while we were away. The pictures during the visits helped ease our minds that he was doing well. So nice to come home and find Coco happy and calm! (I hope he missed us lol) Highly recommend Jordan and will be a repeat customer!
Victoria is so great! She was comfortable with my two German shepherds. She did everything as I asked, sent pics and updates, brought in packages, and she was very kind 🤍
Remy was amazing! We had quite a few requests and needs with our dogs and she did everything and more. Would definitely recommend and rebook!!
Rafael was absolutely phenomenal. He handled drop-ins and walks for my Great Dane—who’s not the easiest dog to walk given her size and past trauma, especially in an area crawling with other dogs—and he did it like a total pro. He clearly was mindful, kept her calm, and made sure everything went smoothly. I got regular updates and felt completely at ease the whole time. I’d absolutely rebook his services and would recommend him to anyone needing reliable, thoughtful care for their dog.
We’ve been using Alexandria and Dan for drop in visits for a few years now and they’ve always been fantastic. But most importantly they’ve been so reliable. When I suddenly had to be induced at the hospital with our first baby, I was able to reach out and have them drop in on our girl same night until my parents were able to take over. So glad we’ve found them!
Lisa is just fantastic! This is our first time with Rover, and Lisa made our experience worry free. She and our pet bonded quickly and Lisa's loving and caring of our pet really shows through. Definitely recommend Lisa and hoping that she will be available for future drop ins.
Linda is absolutely amazing. Her attention to and care of Holle absolutely exceeds expectations, She provides great detail in her write-up of each visit, She makes up for the time we are gone. We are so pleased that we have her taking care of our dog. Linda is a definite keeper!
I had to book a sitter last minute for my dogs. Scott was very helpful, responsive and my dogs loved him. Thank you Scott!
Imani was excellent, super friendly and really cares for our pets. Always on time. Above and beyond. Thank you
This was the second time we booked with Elaine. The first time was more of an introduction so I could see how my dog, Emi, would act with her since she is not the most welcoming to other humans. It wasnt the easiest task but Emi eventually let Elaine walk her and it made me confident to actually book Elaine while my husband and I went on a trip. At first Emi was her usual standoffish self, but because of how patient and kind Elaine was Emi eventually started looking forward to seeing her. Emi was eventually comfortable enough to ask Elaine for a belly rub which NEVER happens with anyone other than my husband and I. Im so glad we found someone that we can confidentially say we would book again with. Thank you Elaine!
Popular requests near you
Select a filter and find qualifying Winter Garden sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Winter Garden.
Rover makes it easy to find Winter Garden dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog 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 dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
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