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House Sitting in Kissimmee

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Benjamin Verified Background Check

Experienced Vet Assistant,love pets

Orlando, FL, 32837

House Sitting, Drop-In Visits, Dog Walking

"Benjamin is amazing. He constantly updated us on the dogs and they really loved the company. Will definitely recommend him and would love to have his services … (more)"

Confirmed availability
 Christmas and New Year
2. Andrea Verified Background CheckRover 101

I'm a paws-approved head scritcher!

Kissimmee, FL, 34746

House Sitting, Drop-In Visits, Dog Walking

"This was my first time using the Rover app and first time leaving Marvel at the care of a stranger. Andrea did a great job taking care of my dog, she keep us i… (more)"

Confirmed availability
 Christmas and New Year
3. Mia Verified Background Check

Your Pet’s welfare is #1 priority!

Kissimmee, FL, 34746

House Sitting, Drop-In Visits, Dog Walking

"Mia was amazing with my boys! So loving and caring I think they barely even noticed I was gone. My one dog has a tendency to get very anxious when I leave and … (more)"

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4. Dawn Verified Background CheckRover 101

Caring, patient and fun!

Kissimmee, FL, 34741

Dog Boarding, House Sitting, Doggy Day Care

"Dawn did a great job with my girls. This was their first time staying at a sitter and they couldn't have been happier. My dogs are very spoiled and one of them… (more)"

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5. Vanessa Verified Background Check

Love & Treats Galore

Orlando, FL, 32837

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Vanessa was very accommodating of short notice request. She took great care of Lambeau and communicated with me via texts during the stay. She was eager to l… (more)"

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6. Liis Verified Background Check

Let me love your dog(s) as my own!

Kissimmee, FL, 34741

House Sitting, Drop-In Visits, Dog Walking

About: I have had 3 fluffy best friends - from a small Yorkie mix (Madonna) to a giant Tibetian Mastiff (Bellatrix) and Pyrenean Mastiff (Missy) - from a re… (more)

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7. Aubrie Verified Background Check

Responsible, caring dog-lover

Kissimmee, FL, 34746

House Sitting, Drop-In Visits, Dog Walking

"Aubrie was thorough and loving throughout her stay in our home. We have a 10-week old puppy who requires lots and lots of attention. Aubrie did the job and did… (more)"

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8. Summer Verified Background Check

Experienced Pet Caretaker

Kissimmee, FL, 34746

House Sitting, Drop-In Visits, Dog Walking

"Summer has cared for my birds before and they loved her! Everytime she came they would sing with her and she was always very gentle and nurturing. I have also … (more)"

9. Emily Verified Background Check

Dog/Cat Whisperer Ready to Housesit

Kissimmee, FL, 34741

House Sitting, Drop-In Visits, Dog Walking

"My sister has a great affinity for animals, particularly cats and dogs. She would be a great fit for this position and all the best for her. (more)"

10. Alaetra & Shawn Verified Background Check

Surrounded by dogs my whole life!

Kissimmee, FL, 34744

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Allie is a sweetheart with both humans and pets and is a wonderful caretaker. I admire her for her gentle, nurturing and healing nature. She treats all creatur… (more)"

11. Peter Verified Background Check

Animal Loving Family!

Orlando, FL, 32837

Dog Boarding, House Sitting, Dog Walking

About: My wife and I have had dogs and cats our entire lives. We couldn't imagine it any other way. We have experience in training, following special instr… (more)

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12. Jen Verified Background Check

Your Pets Mini Vacation Time

KISSIMMEE, FL, 34743

House Sitting, Drop-In Visits, Dog Walking

About: I've loved animals from a very early age! Throughout my childhood, my family has taken in over 5 dogs, 2 cats, 6 parakeets, 10 rabbits, among other s… (more)

Confirmed availability
 Christmas and New Year
13. Anna Verified Background Check

Flexible availability

Kissimmee, FL, 34741

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello, my name is Anna. I currently work as a veterinary assistant and have been working with dogs and cats for 8 years. I am comfortable with all br… (more)

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14. Ivonne Verified Background Check

Happy doggies Happy Family

KISSIMMEE, FL, 34746

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ivonne is a lovely lady, that loves dogs and animals in general 😍 She’s a very caring person and a wonderful dog sitter. I have 2 small dogs Milo and Sophie a… (more)"

Confirmed availability
 Christmas and New Year
15. Meghan Verified Background Check

Obsessed Dog Mom Spreading Love!

Kissimmee, FL, 34746

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have raised dogs since I was 5, and have a deep love for them. I have experience with dogs of all size, and many random creatures as well after vol… (more)

16. Katharine Verified Enhanced Background Check

Animal lover extraordinaire!

Kissimmee, FL, 34746

House Sitting, Drop-In Visits, Dog Walking

"Katharine has taken care of our dogs and has always been loving and caring to them. She’s very responsible and makes sure their needs are taken care of and tha… (more)"

Confirmed availability
 Christmas and New Year
17. Ashley Verified Background Check

Easy going animal lover!

Kissimmee, FL, 34741

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ashley is a very close friend of mine and from my experience I can promise you she will love that dog/cat like it was her own. She’s very responsible and profe… (more)"

18. Alicia Verified Background Check

Your family is my family

Kissimmee, FL, 34741

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Alicia has watched my cat tony for more than two years and I have nothing but great things to say about her! Every time I leave and she comes to watch him when… (more)"

Confirmed availability
 Christmas and New Year
19. Jon Verified Background CheckRover 101

High Energy & Lots of Attention

Kissimmee, FL, 34744

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Great Pet sitter! (more)"

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20. Amanda Verified Background Check

My dog thinks I'm a catch 🐾

Kissimmee, FL, 34741

House Sitting, Drop-In Visits

"Amanda is a very responsible and reliable person. She loves animals and cares for them like they are her own kids. She enjoys long walks with the dogs. I have… (more)"


Rover.com is the simple, savvy way to find and book house sitting. It's easy to find the perfect house sitter - many sitters on Rover have a long history of house and pet sitting, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every pet sitter on Rover has the option to complete a background check, so look for their badge that says they've had the check done. Pet and house sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover, so you're sure to find the perfect house sitter on Rover. When you book with one of our trusted house sitters on Rover you get peace of mind that your home and pets are in loving hands.