House Sitting in Winter Park

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

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1. Joyce Verified Background CheckRover 101

Purr..fessional Pet Sitter

Casselberry, FL, 32707

House Sitting, Drop-In Visits, Dog Walking

"Joyce is simply outstanding. She is extremely loving and caring towards Hank. It is the 2nd time she takes care of him and we are simply at peace knowing th... (more)"

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2. Ivie Verified Background Check

I'm an Animal Lover

winter park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"Ivie is great! We visited Orlando to attend a family event and she took care of our babies very well. She arrived punctual and kept great communication the w... (more)"

Active and Accepting Requests (incl. from Essential Workers)
3. Tara Verified Enhanced Background Check

A Heckin' Great Dog Walker/Sitter

Colonicaltown North, Orlando, FL, 32803

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

"I asked Tara to help care for Arthur who is my 1 and a half year old corgi. Arthur has a lot of energy and can be a handful but Tara is great with him. She i... (more)"

4. Alexandra Verified Background Check

Reliable and Doting Dog Lover!

Dover Shores East, Orlando, FL, 32807

House Sitting, Drop-In Visits, Dog Walking

"Alexandra was great and attentive to Wendyl and his needs. She left our place just the way it was when we left and had all the dishes in the dishwasher and s... (more)"

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5. Hollie Verified Background Check

Pet photographer and trainer!

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"Hollie did an amazing job with our two dogs. Made sure they had plenty of play time and all the love while we were gone. It’s not easy taking care of our nee... (more)"

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6. Adam Verified Background Check

Flexible Schedule and Animal Lover!

Orlando, FL, 32803

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

"Adam is a caring dog owner and always appreciates the time he spend with any dog. He is responsible and let’s the dogs have fun while keeping a watchful eye ... (more)"

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7. Oriana Verified Background Check

Pre-Veterinary Medicine Student! 🐾

East Central Park, Orlando, FL, 32803

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

"Is in school to become a vet, one of the most loving person with animals i have ever met, owns multiple rescues, and is super reliable, personable, easy to t... (more)"

8. Erica Verified Background Check

Bachelor’s in Zoology Dog Lover!!

Lake Underhill, Orlando, FL, 32803

House Sitting, Drop-In Visits, Dog Walking

About: As a local Wedding Musician, most people have no idea that I actually studied Zoology and trained Boston Terriers! Growing up we had an amazing Yel... (more)

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9. Brooke Verified Enhanced Background Check

Trustworthy and loving caretaker!!

Maitland, FL, 32751

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Brooke is an animal lover for sure. She takes care of my dog, cat and rabbit when we go on vacation or just away for the weekend. I never have to worry about... (more)"

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10. Jacob Verified Background Check

Always home - Large fenced yard

Colonicaltown North, Orlando, FL, 32803

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

"I have known Jacob for more than 7 years and his love of animals and knowledge of their care and well being is outstanding. Jacob has cared for dogs of all a... (more)"

Active and Accepting Requests (incl. from Essential Workers)
11. Kayla Verified Background Check

experienced and compassionate

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

"Kayla was simply wonderful! She took such good care of our two medium sized hound dogs and accommodated my request pretty last minute. Super friendly and our... (more)"

12. Olivia Verified Enhanced Background CheckRover 101

I Can Be There, When You Can't!

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"Liv is great! I feel 100% confident leaving my pets under her care-- and I am very protective over my babies. Would highly recommend her. (more)"

Active and Accepting Requests (incl. from Essential Workers)
13. Jeanette Verified Background Check

Dog lover

Winter Park, FL, 32789

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Jeanette was awesome! She took great care of Bowie and would keep me updated throughout the day. I will definitely be having her watch Bowie again. (more)"

14. Simone Verified Background Check

I'll love your pet like my own!

Audubon Park, Orlando, FL, 32803

House Sitting, Drop-In Visits, Dog Walking

"Simone is the best sitter I’ve ever used. She was able to get my usually nervous dog to warm up to her immediately! She took several walks and made sure Bell... (more)"

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15. Connor Verified Enhanced Background CheckRover 101

Professional & trained dog lover!

Coytown, Orlando, FL, 32803

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

"Connor is a wonderful caretaker! Within minutes of meeting our puppy, Lucy, he was sitting on the floor with her in his lap, where she was completed content ... (more)"

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16. Nikki Verified Background Check

All animals are pawsome!

casselberry, FL, 32707

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

"Nikki is wonderful with animals. Anytime we are around them they love her presence. Shes very sweet towards all animals and humans. She loves dogs of all bre... (more)"

17. Jahneen Verified Background Check

Experience+! Have peace of mind :)

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

"Jahneen was amazing! She stayed in my home and took care of my special needs dog Bailey. Bailey and I felt 100 % comfortable with her the second we met her. ... (more)"

18. Nicole Verified Background Check

ONLY THE BEST 4 THE BEST

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

"Nicole was great! She did a great job on a short notice booking. She was communicative and attentive. She sent updates multiple times throughout the day s... (more)"

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19. Colin Verified Background CheckRover 101

Professional Dog Spoiler

Baldwin Park, ORLANDO, FL, 32814

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

"Dogs seem to be drawn to Colin’s caring, playful energy. He has opened up his home for dogs he’s seen wandering the streets and found homes for them. Animal ... (more)"

20. Madeline Verified Background Check

Dog lover with a bunch of time!!!

Winter Park, FL, 32789

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

"Maddie is a very very kind person who loves animals. At her home she has a cat and a dog. In the family they have had dogs for many years. They have always h... (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 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.