House Sitting in Winter Garden

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

Confirmed availability: Memorial day
Jasmine C.
Fur mom to two beautiful catsWinter garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jasmine is fantastic! She's very personable, and obviously loves animals. She followed every word of our overly complicated pet care routine perfectly. Our cats… (more)

from
$35
per night
Calendar Recently Updated
Kristi A.
2.
TLC offeredWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

We were on a 3-week trip out of the country and 2 of our 4 dogs had never been left with anyone else. We were nervous but decided to hire an overnight sitter fo… (more)

from
$55
per night
Confirmed availability: Memorial day
Sabrina R.
Walks, pets, & play....OH MY!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Sabrina is amazing with animals. She has looked after my dog before and I was pleased with the care she provided. She made sure our dog was fed at the times we … (more)

from
$31
per night
Confirmed availability: Memorial day
R'Riana W.
Providing Cuddles & CareMetro West, Orlando, FL, 32835
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

She was amazing and took really good care of my baby girl! I would recommend and def hire again. She’s is a total sweet heart and followed all my instructions (more)

from
$35
per night
Calendar Recently Updated
Linda & Christine M.
ALL YOU NEED IS LOVE LOVEWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I used Linda for overnight care in my home. Linda was the purfect? fit for my two furbabies. They were well taken care of while we were away. She was reliable a… (more)

from
$40
per night
Calendar Recently Updated
6.
Safe Home w/ Animal Love CentralOcoee, FL, 34761
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Eboni Foster watched my dog Tyler for me last month for two days at my home and I was very happy with her service. I was first appreciative because it was a la… (more)

from
$59
per night
Calendar Recently Updated
Dog’s Best FriendWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cooper had such a great time with Michele at our house. She was so wonderful about keeping him busy and happy while we were out, and super patient with out dela… (more)

from
$40
per night
Calendar Recently Updated
8.
Trustworthy and animal loverOcoee, FL, 34761
House Sitting, Drop-In Visits, Dog Walking

Amanda was great. We were able to go away for anniversary weekend knowing someone responsible and caring was at home with our pup. She took care of our rhodesia… (more)

from
$30
per night
Calendar Recently Updated
9.
An animal lover and fur baby friendWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Jaklyn was amazing! She watched our girl, Blu, over the holiday. We felt very comfortable with her staying in our home and watching Blu over a few days. We rece… (more)

from
$50
per night
Confirmed availability: Memorial day
10.
dedicated to pets wellbeingWindermere, FL, 34786
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Tracy was amazing, we went on vacation and knew that our fur baby was going to be well taken care of. Tracy was very professional, prompt, kind and most import… (more)

from
$65
per night
11.
Unlimited walks, fun play, & love!Orlando, FL, 32818
House Sitting, Drop-In Visits, Dog Walking

I left my cats and dog in Sarah's care while I dropped off my son at college in Texas. It was a stressful trip, but I knew eveyone here was in great hands. I go… (more)

from
$36
per night
12.
I will play with your dog.Ocoee, FL, 34761
House Sitting, Drop-In Visits, Dog Walking

Katy is wonderfull with Skye, and Skye was so sad when Katy had to leave. Everthing was perfect, and we will invite Katy back for another visit with Skye....pa… (more)

from
$23
per night
Confirmed availability: Memorial day
13.
Animal Conservationist EnthusiastWinter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Jori was very helpful with our pups. We went away for a week and she was very good at caring for our dogs. Went above and beyond in their care! (more)

from
$50
per night
Calendar Recently Updated
Pet parent ready to care for yours!Ocoee, FL, 34761
House Sitting, Drop-In Visits, Dog Walking

Danielle is a huge animal lover filled with compassion for helping those in need for any reason. She has fostered kittens in our apartment, has grown up with a … (more)

from
$45
per night
Confirmed availability: Memorial day
15.
A college student who loves animalsWINTER GARDEN, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

About: I have taken care of my neighbor's do every day for four years. I have dog and cat sat for many people during the summer. I have two dogs and two cat… (more)

from
$20
per night
Calendar Recently Updated
I will love your dog as my ownOcoee, FL, 34761
Dog Boarding, House Sitting

Kim is a nice young lady and took great care of my dog, Mia! I received uodates and pics the entire weekend, and that was so appreciated! I definitely will be u… (more)

from
$35
per night
Confirmed availability: Memorial day
Experienced with a true ♥️ For DogsOcoee, FL, 34761
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Candilyn would be an excellent addition to your doggie caregiver team. When I met Candilyn, I immediately responded to her positive and friendly personality.… (more)

from
$55
per night
Confirmed availability: Memorial day
I already love your animals :)Winter Garden, FL, 34787
House Sitting, Drop-In Visits

Courtney was fantastic, going above and beyond what was asked and provided constant communication and updates. Definitely gave peace of mind while we were away. (more)

from
$20
per night
19.
Hi there, I’m Ally!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Ally was amazing ! I got constant photos of my pup having the time of her life playing ball or cuddling on the couch enjoying a nap! Very easy to work with on b… (more)

from
$20
per night
Let’s play togetherWinter garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Christine has the most loving nature when it comes to her babies. If long walks, short runs, and lots of ball throwing is what your looking for then she is you… (more)

from
$40
per night

Rover also offers House Sitting in:


As dog lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your pet. Rover is proud to be the nation's largest network of pet lovers for hire.