Dog Boarding in Winter Park

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Karen

Home Alone Pet Sitting Services

Winter Springs, FL, 32708

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

"Karen is absolutely wonderful! She watches our two dogs when we travel, about once every two months or so. She is always available, even with short notice.... (more)"

Confirmed availability
Christmas and New Year
2. Denise

I'm home 24/7 - Small dogs only

Maitland, FL, 32751

Dog Boarding, Doggy Day Care

"Denise is great, i will definitely will be booking again with denise. I don't have words to thank Denise! She is awesome, it was our first time leaving Olli... (more)"

Confirmed availability
Christmas and New Year
3. Dan

Home Full time - personal attention

Central Business District, Orlando, FL, 32801

Dog Boarding, House Sitting, Doggy Day Care

"Dan did a wonderful job watching my pup. He sent update photos to let me check in and also provided a flexible drop off and pick up window. Very respectful a... (more)"

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4. Adair

I'll care for your dog like my own.

Winter Park, FL, 32792

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

"Adair was absolutely amazing! You can tell she loves dogs and I didn't have to worry about my pup for a second while she was watching her. I have never felt ... (more)"

Confirmed availability
Christmas and New Year
5. Tiffany

A Great Place for Great Dogs!

College Park, Orlando, FL, 32804

Dog Boarding, Doggy Day Care

"Tiffany is awesome. My dog is very shy around people she doesn't know, but within a few days Tiffany was able to take the harness on and off of her which is ... (more)"

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6. Linda

Home Full Time, Devoted Loving Care

Casselberry, FL, 32707

Dog Boarding, Doggy Day Care

"Linda is a loving and caring sitter. Molly's first experience was outstanding. She was happy, calm, not stressed and enjoyed her stay. I highly recommend ... (more)"

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7. Kevin

Happy Paw House

Fern Park, FL, 32730

Dog Boarding, Doggy Day Care

"Kevin was great! Eve immediately felt at home with him. He had another dog and wasn't sure they would get along. He allowed me to bring Eve for a playdate... (more)"

8. Elizabeth

Home Full-Time

College Park, Orlando, FL, 32804

Dog Boarding, Doggy Day Care

"Such a great sitter! My little Casper is an exciteable little fur ball, and she made me feel comfortable sending pictures and assuring he was great. Definite... (more)"

Confirmed availability
Christmas and New Year
9. Liza

Your dogs home away from home

Casselberry, FL, 32707

Dog Boarding, Doggy Day Care

"Liza was amazing with our dog Derek. He is blind and always stressed out when I board him. With Liza and her fur babies he felt right at home. Made me not fe... (more)"

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10. Becky

Large Fenced Yard - Home Full Time

Winter Park, FL, 32792

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

"Couldn't be more pleased with the outstanding service we got from Becky. We will be regulars with her, no need to search for anyone else. From the first mome... (more)"

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11. Titus

Experienced Dog Caretaker

Winter Park, FL, 32792

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

"Titus did an awesome job taking care of my German Shepherd. He sent pictures and was communicative. I could tell my dog had had a great weekend when I came t... (more)"

Confirmed availability
Christmas and New Year
12. Kay

24/7 Love ;) FencedYardPLAYrestPlay

Maitland, FL, 32751

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kay and her family were amazing! This is probably the most relaxed I have ever been during a trip without my pups. We previously had another sitter booked to... (more)"

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13. Susan

I work out if my home

Maitland, FL, 32751

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

"Susan was fantastic! We felt so comfortable leaving our Sonny with her and her sweet dog, Witness. She sent me daily pictures and I could tell that she was g... (more)"

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14. Rachel

1 client at a time & home fulltime.

Fern Park, FL, 32730

Dog Boarding, Drop-In Visits, Doggy Day Care

"You can tell that Rachel really loves dogs and is interested in providing a happy and safe environment for them. It was our first time to leave Lucy but I k... (more)"

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15. Sara

Westie mom that loves all dogs!

College Park, Orlando, FL, 32804

Dog Boarding

"Sara was great! I would definitely recommend her and use her again to watch my fur baby! Thank you Sara!! (more)"

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16. Alexzander

Big fenced in yard plenty of room

Winter Park, FL, 32789

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

"Alexzander was available to watch my dog on short notice. He was very flexible and responsive. Will recommend to anyone who needs a dig sitter in Orlando. (more)"

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17. Jacob

Always home - Large fenced yard

Colonicaltown North, Orlando, FL, 32803

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

"I was my first time going out of town since I got my pup so I was very nervous about leaving my Nolan with someone else (especially because I have a very hyp... (more)"

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18. Stella

I'll take cute photos of your pup<3

Winter Park, FL, 32792

Dog Boarding, Dog Walking

"Stella was great! Bella took to her immediately. From the pics she sent, I could tell my dog was happy and got plenty of exercise. (more)"

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19. Katie

Love & care when you can't be there

Winter Park, FL, 32792

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

"Katie was flat out awesome! She kept in contact and kept us updated! Will definitly be a repeat client (more)"

Confirmed availability
Christmas and New Year
20. Keirsten & Paula

Home Full Time for Puppy Love!

Orlando, FL, 32792

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

"Keirsten loves all animals! She is honest, full of integrity and always on time! My dogs just love her and get all excited when she is around! She can take c... (more)"


Rover.com is the simple, savvy way to find and book Winter Park pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. 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 dog sitter in Winter Park, FL has the option to complete a background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The price of dog boarding in Winter Park, FL might not be as much as you thought. Whatever your price range, you'll find a dog sitter on Rover for almost any budget. Interested in finding out what the typical Rover dog sitter expects as a dog boarding fee? Visit our average dog boarding rates report to see the general fees before checking out an individual dog sitter's hourly rates.

In short, when you book Winter Park dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

Are you a dog lover who wants to know more about how to turn your passion into profit? There's lots of opportunity to earn money with dog boarding in East Hill-Meridian, WA. If you're not sure where to start, visit our page about how to become a dog sitter. We're always happy to include new dog sitters in our dog boarding service listings, and the simple application process means you can start your own dog boarding business in no time. We also take the hassle out when it comes to paperwork, because all our Rover dog sitters have access to helpful benefits including premium pet insurance and cashless payment feature, so you don't have to worry about getting paid on time. Why not apply today?