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

"First time Abby got to stay with Karen but she was clearly treated like family! Karen sent lots of pictures even though the visit was only one night. Will ... (more)"

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2. Stephanie

I have a large fenced yard

Orlando, FL, 32807

Dog Boarding, Doggy Day Care, Dog Walking

"Stephanie was again available to extend Bodhis original stay date a day as I held up in South Florida. They have a very nice playful dog Bella that Bodhi rea... (more)"

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3. Jess

Work from home, dog runner

College Park, Orlando, FL, 32804

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

"Jess was fantastic!! While my trip was booked last minute, Jess was awesome to come by and pick up Ellie for her home away from. I highly recommend Jess, she... (more)"

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 really took care of my dogs. She sent lots of pictures and kept in touch with me!! Thanks Adair! I’ll be using ya again! So nice to have someone to tr... (more)"

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5. Alexzander

Big fenced in yard plenty of room

Winter Park, FL, 32789

Dog Boarding, Drop-In Visits, Doggy Day Care

"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)"

6. Linda

Home Full Time, Devoted Loving Care

Casselberry, FL, 32707

Dog Boarding, Doggy Day Care

"Kindest care! Our plans had at the last moment had become back and forth up in the air due to family illness and Linda was so gracious and patient with us al... (more)"

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7. Ashley

Animal Lover w/ Calm Personality

Altamonte Springs, FL, 32701

Dog Boarding, Drop-In Visits

"Ashley was amazing ! She took great care of Opal and kept me updated on how she was doing during the stay. I definetly will be seeking her for opals future s... (more)"

Confirmed availability
President's Day
8. Chris

Dog Dad Looking for Puppy Pals

Winter Park, FL, 32792

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

About: Dogs are known for their loyalty and affection so I like to provide that for the pets I sit. Every dog has it's own personality so if they want to ... (more)

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9. Elizabeth

play, love, and frequent available

winter park, FL, 32792

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

"Elizabeth is one of the kindest caregivers one could ever ask for. I got to live with her for awhile and she cared for my two year old Husky very well. She p... (more)"

10. Justin

Providing love & care at all times!

Winter Park, FL, 32789

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

"We were in town for the weekend and Justin was able to care for our German Shepherd. He was great providing several daily updates and we were grateful for th... (more)"

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11. Allison

student who loves dogs

Winter Park, FL, 32792

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

"Allison was great watching my dog Ellie! She sent me photos and always kept me updated with how she was doing throughout the day. Easy to contact and replied... (more)"

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12. Lisa

Home Full-time-Large fenced yard

Orlanfo, FL, 32807

Dog Boarding, Drop-In Visits, Doggy Day Care

"Lisa did a great job of taking care of my doggo while I traveled home for the holidays! She’s a true dog-lover, very knowledgeable and experienced with all s... (more)"

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13. Shiann

Home Full-time & Massive Dog Lover!

Winter Park, FL, 32792

Dog Boarding, Doggy Day Care

"Shiann dogsat for me when I went on a vacation and she followed all my instructions for my baby to the T. She was no hassle and I didn't have to keep re-expl... (more)"

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14. Aimee

Dogs love me

College Park, Orlando, FL, 32804

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

"Aimee and her puppy girl Pheobe are amazing! My boy spike spent christmas weekend and christmas with them and they treated spike like thier own. Aimee was ... (more)"

Confirmed availability
This weekend
15. 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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16. Vince

Home full time with fenced in yard

Colonicaltown North, Orlando, FL, 32803

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

"Marley and Aries had a great stay with Vince! Vince is very nice, easy to coordinate and arrange pickup/drop off, and was great at communicating. We will def... (more)"

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17. Amy

Home full time, LOVES dogs

Colonial Town Center, Orlando, FL, 32803

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

"Amy is a kind and caring person. I always know my dogs are safe and enjoy their time they spend with her! I would recommend anyone looking for a dog walker ... (more)"

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18. Kay

24/7 Love ;) FencedYardPLAYrestPlay

Maitland, FL, 32751

Dog Boarding, Drop-In Visits, Doggy Day Care

"Kay and her family will take the best care of your dog. There are plenty of nice things I can say about their accommodations, their level of service, or thei... (more)"

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19. April

Friendly pit seeking playtime pals!

Colonicaltown North, Orlando, FL, 32803

Dog Boarding, Doggy Day Care

"April was a great host for our dog Leo! She was clearly very experienced with animals and had a cute and energetic dog of her own, Dash. Leo and Dash got alo... (more)"

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20. Kanisha

Was raised with animals I love them

Winter Park, FL, 32792

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

"Kanisha kept me posted the entire time! This was the first time I have ever left my baby dogs with a stranger, so I was a bit nervous! It was great getting t... (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?