House Sitting in Oakland

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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Kristi A.
1.
TLC offeredWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kristi provided amazing care for our animals when we were out of town. We felt very comfortable leaving her at our house with our animals. She sent pictures of … (more)

from
$55
per night
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

If you're camping at Fort Wilderness, and want your babies to be well cared for and happy when you get back to the RV, I would highly recommend Jasmine. On the … (more)

from
$35
per night
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Rebecca S.
Caring and responsible pet careMinneola, FL, 34715
House Sitting, Drop-In Visits, Dog Walking

Rebecca went above and beyond! She was so thoughtful and caring. All our pets loved her!!! We hope she is free next time we go away❤️ (more)

from
$50
per night
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Linda & Christine M.
ALL YOU NEED IS LOVE LOVEWinter Garden, FL, 34787
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

If I could give a higher rating, I would! We absolutely love Linda and Christine, They feel like family now. They came to house sit and watch our pups during a … (more)

from
$40
per night
Confirmed availability: Memorial day
Eboni D.
5.
Safe Haven w/ Animal Love CentralOcoee, FL, 34761
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Eboni’s communication was super efficient and she handled my pup well. She consistently checked in with me, provided me photos and videos and asked questions. V… (more)

from
$59
per night
Confirmed availability: Memorial day
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)

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$31
per night
Confirmed availability: Memorial day
Granny's house for your pups!Clermont, FL, 34711
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Viktoria was a great match for our high-energy Boxer, Bandit. Bandit was happy and relaxed when we picked him up after our weekend away. Viktoria was very com… (more)

from
$35
per night
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I’m approachable and love to runWinter garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Savannah has watched our dogs and cats many times. Rain or shine she’s there when she says she will be and spends extra time with our older dog. We know all thi… (more)

from
$30
per night
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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
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10.
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
11.
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
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12.
I'll exercise your dog and love em!Clermont, FL, 34711
House Sitting, Drop-In Visits, Dog Walking

Kylee is amazing! I have had bad experiences and she is so trustworthy and makes me feel so comfortable. I feel like she loves my dog like I do! She’s so commun… (more)

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$70
per night
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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
14.
Playtime is the best time!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Lauryn C. Naomi loves dogs so much. She will do about anything to help and protect any dog. She even became a foster so that dogs could have a better environm… (more)

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$30
per night
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15.
Loving Animal Care!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Taylor stayed the weekend with our 2 year old Aussiedoodle when we went out of town. She was amazing! It was so nice to go out of town and not have to worry abo… (more)

from
$35
per night
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“Let’s go to the dog park!”Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ann Marie has taken care of our babies a few times and she has always been great are dogs love her (more)

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$38
per night
Confirmed availability: Memorial day
17.
Animal Conservationist EnthusiastWinter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

Jordan is an amazing person who has watched my dog several times before. She is the perfect pet sitter, walker, etc. Her love for animals makes her my first cho… (more)

from
$50
per night
18.
Hi there, I’m Ally!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

What a blessing Ally is. She arrived promptly so that we could get on the road to stay to our schedule. She took great care of our dogs and showed them lots of … (more)

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$20
per night
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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)

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$40
per night
20.
High Spirited Outgoing Dog Lover!Winter Garden, FL, 34787
House Sitting, Drop-In Visits, Dog Walking

"Uncle" Stephen has been our go-to sitter for our fur babies, Ted & Annie, for over 6 years. He's a reliable, energetic & loving guy. He is an avid dog lover. W… (more)

from
$35
per night

Rover also offers House Sitting in:


Never beg a friend to watch your dog again. With Rover, you can find your the perfect Oakland house sitter in seconds. When you book house sitting on Rover, your dog will enjoy a loving, relaxing stay in their own home. If you're looking for care for pets other than dogs, you can find a pet sitter who offers care for cats, caged pets, and even horses. No matter what, you'll know that your pet is getting loving care. By removing common pet care obstacles, Rover ensures dogs nationwide are happy and well-cared for even when their human is away, and empowers dog lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a dog, Rover makes it easy for you to reach trusted house sitters in Oakland who can provide the care your dog needs, when they need it.