House Sitting in Winter Park

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

Calendar Recently Updated
1. Alex

Live next to park, all day weekends

Lake Cherokee, Orlando, FL, 32801

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

"I was super nervous as this was my first time using this service and I have a older dog that can be needy. I’m elated to say she was awesome & my old man bu... (more)"

Calendar Recently Updated
2. Oriana

Elite Pet Sitting, LLC

Winter Park, FL, 32789

House Sitting, Dog Walking

"Loved Oriana! We already have her booked for our next vacation and will be booking her for many times to come. She is officially a part of the family. We wen... (more)"

Calendar Recently Updated
3. Geraldine

Home Full Time for Puppy Love!

Winter park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"G.G. Is amazing!! My dogs have never been this calm and healthy to come home too. I have a special needs dog that requires a strict schedule and medication a... (more)"

4. Austin

Professional Animal Care Exp

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"It went very well. The app made it (more)"

Calendar Recently Updated
5. Maria

Traveling dog sitter and lover!

Altamonte Springs, FL, 32701

House Sitting, Drop-In Visits, Dog Walking

"Maria was great with our pups! Doggos were very well taken care of, feeding, medications, exercise, etc. She was very reliable and made herself available on ... (more)"

Confirmed availability
This weekend
6. Madison

Ultimate Dog-Mom

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

"Leaving my baby boys with Madison was the best dog sitting experience I’ve ever had. Madison took excellent care of my boys. She shared pictures. She ga... (more)"

Confirmed availability
Thanksgiving
7. Mary

Home full-time & my yard is fenced!

College Park, Orlando, FL, 32804

Dog Boarding, House Sitting, Doggy Day Care, Dog Walking

"Mary and Trey are wonderful hosts for our australian shepherd! We've used them a number of times whenever we head out of town and our pup is always worn out ... (more)"

Calendar Recently Updated
8. Cora

Will strut for the mutt. ♡

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"She is extremely caring and has an eye for detail. I can be a bit untrusting of new people, but she has proven to be someone that I can trust and rely on, to... (more)"

Calendar Recently Updated
9. Marissa

Got passion & energy for all pups!

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

"I’ve known Marissa a long time and she has always had a passion for animals. Her actions speak to that passion — she went to a Vet Science academy, voluntee... (more)"

Calendar Recently Updated
10. Natalie

Royal Treatment for your fur baby

Casselberry, FL, 32707

House Sitting, Drop-In Visits, Dog Walking

About: None (more)

Calendar Recently Updated
11. Raeann

Dog sitter & walker

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

About: None (more)

Calendar Recently Updated
12. Jamie

Home full-time. Love walks & parks!

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"Excellent, she took excellent care of all my babies and kept in contact with me during her whole stay, letting me know what my dogs were doing and even sent ... (more)"

Calendar Recently Updated
13. Frank

Patient, caring, loves cats/dogs

Casselberry, FL, 32707

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

About: None (more)

14. Melissa

Loving, Experienced Dog Caregiver!

Winter Park, FL, 32789

House Sitting, Drop-In Visits, Dog Walking

"Melissa was outstanding with our two big dogs. They quickly got acquainted with her on the meet-and-greet, so we felt very comfortable having her stay in our... (more)"

Confirmed availability
Thanksgiving
15. Kayleigh

Book & Win Pair of Magic Tickets!

North Orange, Orlando, FL, 32804

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

"I highly recommend Bow Wow Bungalow, Kayleigh C. Is absolutely amazing. I moved to the area about 1 year ago and needed to find a pet sitter for emergency ba... (more)"

Confirmed availability
Thanksgiving
16. Renay

Dog lover.

Maitland, FL, 32751

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

"Renay did amazing with my dogs! Thanks for such great service last minute! When we got home our dogs were nice and clean and relaxed from their walk with Renay. (more)"

Calendar Recently Updated
17. Klaudia

I’ll run with your dog!

Winter park, FL, 32789

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

About: None (more)

Calendar Recently Updated
18. Alexsis

Baldwin Park’s Weekend Sitter

Colonial Town Center, Orlando, FL, 32803

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

About: None (more)

Confirmed availability
Thanksgiving
19. Elexsa

I can keep up with YOUR pup!

Winter Park, FL, 32789

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

"I wish I met Elexsa earlier. I’ve had family caring for my 2 dogs before. Only to feel as if they didn’t even cared for them. Elexsa paid attention in our m... (more)"

Calendar Recently Updated
20. Caleigh

Never a "ruff" walk! Lots of TLC!

Winter Park, FL, 32792

House Sitting, Drop-In Visits, Dog Walking

"This was only our second time leaving Zola overnight. She is a super sensitive and scared dog and is usually sort of picky about the people she lets near her... (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.