Dog Boarding in Winter Springs

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.
Calendar Recently Updated
1. Bruce

A Doggies Heaven on Earth

Oviedo, FL, 32765

Dog Boarding, Doggy Day Care

"Bruce took great care of Cookie while I was out of town for a week. He is exceptionally well-prepared and thorough. Dogs get plenty of outside time and atte... (more)"

Calendar Recently Updated
2. Denise

I'm home 24/7 - Small dogs only

Maitland, FL, 32751

Dog Boarding, Doggy Day Care

"Denise is incredible! It was the first time leaving my Sam with someone other than a family member. We had him stay with Denise for three night and I coul... (more)"

3. Karen

Home Alone Pet Sitting Services

Winter Springs, FL, 32708

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

"Karen is awesome with my fur baby! She takes her to the dog parks, for walks and gives get belly rubs. She made sure to update me with pictures and even drop... (more)"

Calendar Recently Updated
4. Anna

Stay at home mom & love sweet dogs

Casselberry, FL, 32707

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

"Anna took wonderful care of Chip! She sent photos and updates throughout his stay. She had a large fenced backyard with plenty of space for Chip to run aroun... (more)"

Calendar Recently Updated
5. Dani

Manu's Playhouse - Full Time Care

Altamonte Springs, FL, 32701

Dog Boarding

"I just moved to the area and have no family to watch my dog. I was very nervous about using this website for the first time. Trusting someone to take care of... (more)"

Calendar Recently Updated
6. Lisa

Home full -time - large fenced yard

longwood, FL, 32750

Dog Boarding, Doggy Day Care

"Lisa was absolutely awesome! She made Bo feel right at home. She seemed to care about the well being of all the dogs that were playing at her house the day w... (more)"

Calendar Recently Updated
7. Brea

Home full-time, large fenced yard

Longwood, FL, 32750

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

"First of all, i want to thank Brea for being so flexible in the hours we had to either have her pick up our pup to returning from our trip and picking her up... (more)"

8. Linda

Home Full Time, Devoted Loving Care

Casselberry, FL, 32707

Dog Boarding, Doggy Day Care

"Rosie loved staying with Linda and her pack. Typically when I drop her off at a sitter, she tries to follow me out (you know the routine). But the second ... (more)"

Calendar Recently Updated
9. Laura

Home all day with large fenced yard

Sanford, FL, 32773

Dog Boarding

"Laura and her daughter, Jenna, have watched our dogs on several occasions over the last year and a half. It is clear that both are welcomed into the Josie op... (more)"

10. Rebecca

Home full-time, fenced yard, daily

Casselberry, FL, 32707

Dog Boarding, Doggy Day Care

"I could tell by the way my dog as comfortably asleep on their couch when I came to pick him, as well as from the pictures Rebecca sent, that he had been trea... (more)"

Calendar Recently Updated
11. 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)"

Calendar Recently Updated
12. 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)"

13. Heather

Doggie self-esteem booster

Winter Springs, FL, 32708

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

"Heather is an awesome dog sitter. I have a very energetic beagle named Banjo. When I leave town she is my go to sitter because she clearly loves dogs and upd... (more)"

Calendar Recently Updated
14. Edward & Yurany

Family of three who care for pets.

Winter springs, FL, 32708

Dog Boarding, Doggy Day Care

"They were fantastic! My dogs acted up and they handled it great! I wish my dogs were more well behaved to be able to use these guys again. I would highly rec... (more)"

15. Sierra

Dogs are a girls best friend!

Casselberry, FL, 32707

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

"Sierra was great! She always kept us update with pictures, which I love when I am away. Our dog Wendy loved Duke! Will definitely try to use Sierra next time... (more)"

16. Rebeca

Pawfect for You...

Winter Springs, FL, 32708

Dog Boarding, Drop-In Visits, Doggy Day Care

"Nic came home and tired buy which is always a good sign. Rebeca sent pics and messages to sooth his parents which was greatly appreciated! I would recommen... (more)"

Confirmed availability
This weekend
17. Yvette

I will love your doggie like my own

Winter Springs, FL, 32708

Dog Boarding

"Roxie was very happy staying with Yvette. So much so I have already booked again for the next time. Very please with how friendly and professional she is. Sh... (more)"

Calendar Recently Updated
18. Amanda

Home full- time-large fenced yard

Longwood, FL, 32750

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

"Great stay with Amanda. Gumbo loved running around her large yard. Loved the pics and updates. Will definitely book again next time we are in the area. (more)"

Calendar Recently Updated
19. Umar

home away from home, while you away

Wintersprings, FL, 32708

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

"Umar is most caring and compassionate person I know. He loves all animals especially dogs. He works in customer service and would be a perfect fit. (more)"

Calendar Recently Updated
20. Rebekah

Very Active,Outdoorsy, Animal Lover

Longwood, FL, 32750

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

"Amazing. Fantastic. Incredible. I can't say enough wonderful things about Fox's stay with Rebekah. Fox immediately warmed up to her gentle approach and calm ... (more)"


Rover.com is the simple, savvy way to find and book Winter Springs 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 Springs, FL has the option to complete a free 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 Springs, 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 use Rover to find a dog sitter in Winter Springs, FL, you can rest easy knowing that your dog is having a great time.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?