House Sitting in Winter Park

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.

Search Results

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Bellah W.
1.
I love dogs!Orlando, FL, 32807
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bellah wasn't phased by our mouthy Catahoula, and took excellent care of our furry family members. A consummate professional that we will definitely be working … (more)

from
$60
per night
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Elizabeth G.
Reliable petlover seeks fur friendsOrlando, FL, 32817
House Sitting, Drop-In Visits, Dog Walking

Libby was a joy to work with! We went on a 5 day vacation, needed someone to house sit and watch over our 1 yr old puppy, Kenzie. We received daily pictures an… (more)

from
$60
per night
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Camryn S.
3.
Happy and Healthy Animal CareMaitland, FL, 32751
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Camryn was great for my dogs and house sitting! I will definitely ask her to stay again and be with my babies. She was very responsive, gave my dog his medicine… (more)

from
$30
per night
Nathan B.
4.
Much Love for dogs (and cats too!)South Eola, Orlando, FL, 32801
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Nathan was an amazing dog sitter! He took great care of my dog and sent me lots of photo updates throughout my trip. He went above & beyond helping out when I n… (more)

from
$80
per night
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Domenique K.
Ultimate dog mom!College Park, Orlando, FL, 32804
House Sitting, Drop-In Visits

Domenique was amazing! 10/10 recommend her. My pup Pierre loved her right when she walked in the door. She was thorough, friendly, and incredibly responsive. Wi… (more)

from
$38
per night
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I was a dog in a previous lifeCollege Park, Orlando, FL, 32804
House Sitting, Drop-In Visits, Dog Walking

Stephanie was a wonderful pet sitter. This was our first time using Rover and we had such a positive and great experience. She is trustworthy, reliable, loving,… (more)

from
$50
per night
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7.
Love, safety and your trust 🐾Lake Underhill, Orlando, FL, 32807
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ashley is the best sitter ever! We leave our dog with her whenever she is available and we know he will always be in good hands. She is amazing and so loving - … (more)

from
$45
per night
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I expect the best for my babiesWinter park, FL, 32792
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Cortney was SO flexible and accommodating!! Both of my dogs loved her and they are usually shy when new people come around. Couldn’t recommend her enough, sent … (more)

from
$60
per night
9.
Labs and Golden’sCollege Park, Orlando, FL, 32804
House Sitting

The only person I trust my doggo with! ? (more)

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$40
per night
10.
Dog and cat whispererWinter Park, FL, 32789
House Sitting, Drop-In Visits, Dog Walking

I can’t say enough great things about David. A lot of times people are hesitant or afraid of big dogs but he came to our home and was completely comfortable wit… (more)

from
$70
per night
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11.
Ready to help! Lista para ayudarle!North Orange, Orlando, FL, 32804
House Sitting, Drop-In Visits, Dog Walking

Excellent service! Very communicative, punctual and kind. My dog loved her! She made sure everything is in order to keep my puppy safe and happy. Will definetel… (more)

from
$27
per night
12.
Pet lover forever and always!Orlando, FL, 32807
House Sitting, Drop-In Visits, Dog Walking

Kelsi is AHMAZING! Not only did she take such good care of our baby girl but while staying at our house, a leak came in from upstairs and she handled it so grac… (more)

from
$55
per night
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13.
Your Pets Second Best Friend!Colonicaltown North, Orlando, FL, 32803
House Sitting, Drop-In Visits, Dog Walking

Kiri is the absolute BEST ever! Our two pups just adore her and she is SO professional and reliable and you can tell instantly she's an animal lover. It's so ni… (more)

from
$105
per night
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14.
Experienced pet owner! 🌈Park Lake-Highland, Orlando, FL, 32803
House Sitting, Drop-In Visits, Dog Walking

We used Stephen to care for our dog in our home. He kept great communication, sent pics, and most importantly, our girl was well cared for. We'll definitely be … (more)

from
$50
per night
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15.
Animals are Angels with fur!Winter Park, FL, 32792
House Sitting, Drop-In Visits, Dog Walking

Stacie is who you want watching your home and pets. Our dog is a very nervous and anxious old boy so I was worried about leaving him with someone he wasn't too … (more)

from
$38
per night
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Animals are life.Lake Formosa, Orlando, FL, 32803
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
12 years of experience

About: I’ve owned 3 dogs, birds, lizards etc. I love animals and love to care for them. My family has owned pets all of their lives and I’ve had very good e… (more)

from
$50
per night
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17.
Daughter of vet-tech & I love petsWinter Park, FL, 32792
Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

First of all Kaylah loves animals. I witnessed her taking good care of friends pets and she has a way with calming animals and they gravitate towards her. She h… (more)

from
$50
per night
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18.
Big or small- happy tails for all!Winter Park, FL, 32789
House Sitting, Drop-In Visits, Dog Walking

Vanessa is an amazing pet Mom and loves taking care of animals. She’s amazing!!! Couldn’t ask for a better person. 10 out of 10 recommend. 😊 (more)

from
$27
per night
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19.
Loving Reliable Pet SItterWinter Park, FL, 32792
House Sitting, Drop-In Visits, Dog Walking
20 years of experience

About: Let me start by saying that I absolutely love animals especially dogs! I currently have two Chihuahuas that are like my kids and I spoil them rotten!… (more)

from
$27
per night
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20.
I love dogs, cats, and turtles!Winter Park, FL, 32792
House Sitting, Drop-In Visits, Dog Walking

Brianna is excellent with animals! She does great with taking care of older dogs and knows how to play with young energetic dogs. She has a lot of patience with… (more)

from
$27
per night

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 free 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.