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Top rated Osceola house sitters

“Jessica is nice & she is good with Dexter! Takes him for walks and everything. She worked during her stay, which we agreed to, but she was gone a little longer than I expected based on her work schedule. Otherwise, she was good with Dexter and left the house in good order when she left.”


“Grace has stayed with my pitbull Keiki twice and I couldn't be happier with the care she received. Grace followed Keiki's schedule and handled all of her quirks perfectly. I received updates and photos twice a day which really helped my anxiety of leaving my baby home. I would trust Grace with Keiki anytime!”


“Aida was great with our big dogs Frank and Mike. She housesat a long weekend when we were away. She was super responsive to our texts and sent us multiple updates a day with many photos of the boys just enjoying her company. The house is spotless when we got back as well. Will definitely book her again for our future travels!”


“Zayda is the one you want to call if you have to leave your precious pets and know they are in capable and loving hands. My dogs and cat love her and her dogs. She is responsible, knowledgeable, trustworthy and an excellent communicator. I always feel bad leaving my pets but with Zayda sitting, I know I can enjoy my vacation.”


“Timothy was a complete joy to work with. I feel evey confidence in his attention to every detail with his compassion for my dog and care for my home I very much look forward to working with Timothy every chance I get.”


About: What sets me apart from other sitters is my dedication and patience. I have taken care of dogs ranging from 2 years or to 17 years old. I have experience with older dog and having to clean up accidents as well. I currently have a full time job that I work from 8:30-5pm Monday-Thursday, 9-3 on Fridays. With early communication I am willing to make adjustments to accommodate if it makes sense. I would prefer to watch your pet in their environment. I think it helps them feel more comfortable with me and being in a space they know.

“I'm always nervous about leaving our 12 year old black lab. Denise made everything go smooth. She was extremely responsible and is a true lover of animals. Great communication and very trustworthy. Highly recommend ?”



“Danielle did such a great job taking care of our boxers. She came over prior to us leaving, and the dogs absolutely loved her! I knew my dogs were in great hands and I was able to relax and enjoy my vacation :)”



“Jenny put up with our ridiculous Frenchies and even collected eggs from the chickens each day. The house was in the shape we left it and she communicated each day with updates. Would recommend!”


“Alyssa did a wonderful job coming to our home and watching our older chocolate lab, Coco and our 2 year old miniature dachshund, Max. She treated are furbabies as they were her own. A+! ?❤”


About: I grew up in an animal loving family and now want to offer my services to other animal lovers! We have had many foster dogs and puppies. I have gone through the potty/leash training phase many times. I also have experience with farm animals as well as kitties! Typically I walk our dogs every other day. I have a fenced yard for playtime and potty breaks during the day. I am going back to school in the Fall and will have a much more flexible schedule during the week and weekends. In our home, the dogs are allowed on the furniture. They sleep in the bed, but our female is crated during the day as she has liked to chew on more than toys in the past. I have a fenced yard and a nice neighborhood for walks. My fiancé lives with me, but it would be just me that is in care of the animals.

About: Hi there! My is Charlotte (“Charlie”). I’m a Certified Veterinary Technician. I have years of personal and professional experience with pets. I am fortunate to be able to offer individualized and consistent care in your home. Living in Wisconsin and commuting to the Twin Cities allows me to serve pets and their families in many areas. You dog is always welcome to come along for the ride! I am currently home full time and widely available for care. My day can most often be dedicated to or scheduled around caring for your pet! I diligently follow directions for care. Depending on the pet and their needs, I adapt my care style to make them as comfortable as possible.

“Scott and Argus were amazing companions to Hurley! Scott sent great pictures so we could stay connected to Hurley while we are gone. Scott is great and we would have him watch Hurley again for sure!”


About: Aside from having 3 of my own, I've also fostered other dogs, and I do occasional pop ins for 3 others, actively dog sit another and work in a dog friendly brewery! I work a full time, fully flexible job in Hudson. My weekends, mornings and evenings are open. I also am able to work my schedule around whatever I need. Pets in our home get kenneled if people aren't present. We don't have a fenced in yard, but have 3 tie outs in the yard. In a clients home it would be as a "what's needed/necessary" basis per the owner.

About: I provide a safe and comfortable environment pets, dogs deserve so much respect and love and I’m willing to give them so much attention! I also love the outdoors so I would love having a little walking partner. My dogs have been through training and therefore I am aware of the do’s and donts of proper training. I have ONE lab at home, she is a female 1 y/o lab. I currently work from home Wednesday - Friday. I work in the office Monday and Tuesday. This is subject to change week to week as my schedule varies. I use my back yard which has a leash hooked to the deck. Half of my yard is fenced in. I am open to using a shocker as well, we use one on our pup and strictly use the tone button which just sounds like a beep.

About: I've had dogs and cats all my life. I am the type to keep my dogs active whether it be playing fetch in the yard or throwing the stick in the lake for them to fetch. I believe in lots of play toys and chewys so they never get bored. I also understand the dog who might be more calm, maybe a little shy and likes time alone, and that is very understandable. I am a retired nurse and know pretty well the signs and symptoms of pain or discomfort. I understand the importance of proper nutrition and availability of fresh water. I lost my 14 yr. old lab to old age 2 years ago, and just recently got a new yellow lab puppy here in March. I really missed having a travel companion! I'm a unique pet/house sitter in that I travel in my beautiful Canadian Roadtrek Campervan and can house "watch" while taking care of your pets. I do not need to stay in your home. Any additional duties other than "watch" your house can be negotiated- like water a few houseplants, etc. I do ask that you provide a household electric (120V) outside plug in. My small RV uses approx. $2-$3 per day of electricity. I love animals. I have a yellow Labrador myself! I travel often in my RV and we make great travel partners often stopping at dog parks 2-3 times a day on our adventures. Beau would love to have playmates! I can only provide mobile pet/house sitting. I am unable to pet sit in the home I live in. I am a recently retired nurse. I am trained not only in human CPR, but I also have dog and cat CPR training. I have given pets medication, induced vomiting -per instructions while on the phone with a vet tech (after dog ate 1 1/2 lbs of bing cherries - pits and all. Happy ending! :). When I go into a home I find myself scanning countertops and floors for potential hazards for pets - things like medications, foods, hot boiling water on stovetop with handles pointing out, etc... I am constantly monitoring for potential dangers. Sometimes things happen though, unfortunately, that can't be avoided and that's when first aid, CPR, poison control line, and Vet info should all be available and handy. I ask that all instructions be written down and text/emailed to me 24 hours prior. That way if I have any questions, they can be answered before you leave on your relaxing worry-free vacation!
Loving house sitters in your neighborhood
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Michael S.Star Sitter

“Michael is an awesome and responsible Dogsitter! It is obvious he loves animals and has had a lot of experience working with pups! Will definitely use him again!”


Jessica P.

“Jessica is nice & she is good with Dexter! Takes him for walks and everything. She worked during her stay, which we agreed to, but she was gone a little longer than I expected based on her work schedule. Otherwise, she was good with Dexter and left the house in good order when she left.”




Alyssa J. C.


“Alyssa did a great job making my rescue pup with separation anxiety comfortable. Within a few minutes, she had her taking treats and rolling over for belly scratches.”


Grace T.

“Grace has stayed with my pitbull Keiki twice and I couldn't be happier with the care she received. Grace followed Keiki's schedule and handled all of her quirks perfectly. I received updates and photos twice a day which really helped my anxiety of leaving my baby home. I would trust Grace with Keiki anytime!”


Aida K.Star Sitter

“Aida was great with our big dogs Frank and Mike. She housesat a long weekend when we were away. She was super responsive to our texts and sent us multiple updates a day with many photos of the boys just enjoying her company. The house is spotless when we got back as well. Will definitely book her again for our future travels!”


Zayda S.

“Zayda is the one you want to call if you have to leave your precious pets and know they are in capable and loving hands. My dogs and cat love her and her dogs. She is responsible, knowledgeable, trustworthy and an excellent communicator. I always feel bad leaving my pets but with Zayda sitting, I know I can enjoy my vacation.”


Timothy F.

“Timothy was a complete joy to work with. I feel evey confidence in his attention to every detail with his compassion for my dog and care for my home I very much look forward to working with Timothy every chance I get.”


Shawnda R.
“Shawnda is the BEST. Our dog, Spruce, might love her more than she does us. She has stayed at our house countless times when we're out of town, stopped by to walk Spruce, and has done a host of other dog-related tasks for us. She sends us updates, pictures, and leaves the place clean and tidy for us to get home. I'd trust my dog to her anytime... and sometimes the dog asks for her even when we're not out of town :). I can't recommend Shawnda enough.”


Chad H.

“Chad was so amazing with our dog Penelope! I think she thoroughly enjoyed her stay. Chad often gave updates and photos, which made us feel at ease. We would 120% use him again!”


Denise T.
Star Sitter


“I'm always nervous about leaving our 12 year old black lab. Denise made everything go smooth. She was extremely responsible and is a true lover of animals. Great communication and very trustworthy. Highly recommend ?”




Danielle P.

“Danielle did such a great job taking care of our boxers. She came over prior to us leaving, and the dogs absolutely loved her! I knew my dogs were in great hands and I was able to relax and enjoy my vacation :)”




Jenny M.

“Jenny put up with our ridiculous Frenchies and even collected eggs from the chickens each day. The house was in the shape we left it and she communicated each day with updates. Would recommend!”


Alyssa J.

“Alyssa did a wonderful job coming to our home and watching our older chocolate lab, Coco and our 2 year old miniature dachshund, Max. She treated are furbabies as they were her own. A+! ?❤”


Tessa B.
“I cannot recommend Tessa highly enough for anyone looking for exceptional dog care! She has a true passion for animals and treats every dog as if they were her own. Her love for dogs shines through in the way she cares for them — with patience, kindness, and plenty of attention. Beyond her obvious affection for animals, Tessa is incredibly responsible, reliable, and professional. Whether you're looking for a regular walker, a sitter for a weekend away, or someone to give your dog a little extra love and attention, you can absolutely trust her to go above and beyond. Your dog will be in the best hands!”




Sierra M.

“I’m not sure our cat even missed us! 🤣”


Charlotte S.
“Charlie is a compassionate and caring pet lover. We worked at a children's horse camp together for many years and have stayed friends for 20+ years. She is extremely knowledgeable when it comes to all kinds of animals. She spent many years studying and practicing animal care professionally, she is beyond qualified to be the best Rover provider. She has a big pet family of her own, her dogs and my dog are best friends, Charlie teaches me something new about my dog every time we have a chance to get together. I've never met anyone who cares more for animals than her, if her calendar is open you would be SO lucky to have her watching your babies! She will treat them like they are her own. She will go above and beyond to make sure your pet is as comfortable as they can be. Highly recommend!”


Scott M.

“Scott and Argus were amazing companions to Hurley! Scott sent great pictures so we could stay connected to Hurley while we are gone. Scott is great and we would have him watch Hurley again for sure!”


Alexa L.
“Alexa is the best you'll ever find to take care of your dogs! She's very responsive and sends constant updates so you know that your furry babies are well cared for. She asked all the right questions about my dogs to get a good understanding of how to best care for them. She plays with my dogs, takes them out for walks, and cuddles with them as if they're her own. One of my dogs is a little skittish but she's so patient with her and now they're the best of buds. I highly recommend Alexa!”


Elly M.
About: I provide a safe and comfortable environment pets, dogs deserve so much respect and love and I’m willing to give them so much attention! I also love the outdoors so I would love having a little walking partner. My dogs have been through training and therefore I am aware of the do’s and donts of proper training. I have ONE lab at home, she is a female 1 y/o lab. I currently work from home Wednesday - Friday. I work in the office Monday and Tuesday. This is subject to change week to week as my schedule varies. I use my back yard which has a leash hooked to the deck. Half of my yard is fenced in. I am open to using a shocker as well, we use one on our pup and strictly use the tone button which just sounds like a beep.


Julie P.
About: I've had dogs and cats all my life. I am the type to keep my dogs active whether it be playing fetch in the yard or throwing the stick in the lake for them to fetch. I believe in lots of play toys and chewys so they never get bored. I also understand the dog who might be more calm, maybe a little shy and likes time alone, and that is very understandable. I am a retired nurse and know pretty well the signs and symptoms of pain or discomfort. I understand the importance of proper nutrition and availability of fresh water. I lost my 14 yr. old lab to old age 2 years ago, and just recently got a new yellow lab puppy here in March. I really missed having a travel companion! I'm a unique pet/house sitter in that I travel in my beautiful Canadian Roadtrek Campervan and can house "watch" while taking care of your pets. I do not need to stay in your home. Any additional duties other than "watch" your house can be negotiated- like water a few houseplants, etc. I do ask that you provide a household electric (120V) outside plug in. My small RV uses approx. $2-$3 per day of electricity. I love animals. I have a yellow Labrador myself! I travel often in my RV and we make great travel partners often stopping at dog parks 2-3 times a day on our adventures. Beau would love to have playmates! I can only provide mobile pet/house sitting. I am unable to pet sit in the home I live in. I am a recently retired nurse. I am trained not only in human CPR, but I also have dog and cat CPR training. I have given pets medication, induced vomiting -per instructions while on the phone with a vet tech (after dog ate 1 1/2 lbs of bing cherries - pits and all. Happy ending! :). When I go into a home I find myself scanning countertops and floors for potential hazards for pets - things like medications, foods, hot boiling water on stovetop with handles pointing out, etc... I am constantly monitoring for potential dangers. Sometimes things happen though, unfortunately, that can't be avoided and that's when first aid, CPR, poison control line, and Vet info should all be available and handy. I ask that all instructions be written down and text/emailed to me 24 hours prior. That way if I have any questions, they can be answered before you leave on your relaxing worry-free vacation!
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!
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.
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 Osceola on Rover as of Aug 2025 was about $45 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 262 house sitters in Osceola. 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, 85% of Osceola house sitters respond in under an hour.
House sitters in Osceola have an average of 13 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 Osceola.
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. Osceola 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.
