Dog Boarding in Winter Garden

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.
Dismiss
1. Aeriel

Full Time Dog Sitter!

Montverde, FL, 34756

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

6 repeat clients

"Marley had the best time staying with Aeriel. She sent us daily updates, she truly cares about taking care of the furbabies. She's a great sitter and I hig... (more)"

2. Debbe

B B and B all 3

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care

25 repeat clients

"Was nervous to leave my 13 year old dachshund with anyone, but Debbe was wonderful. She kept me updated with texts and pictures the whole time. Will most c... (more)"

3. Julie

Home full-time with fenced yard

Ocoee, FL, 34761

Dog Boarding, Doggy Day Care

1 repeat client

"Julie was amazing to Indy and Faymie during their stay. She kept us updated on how they were doing and sent photos often. She also gave us a magnet of their ... (more)"

4. Allison

Home full time and I Love Animals!

Clermont, FL, 34711

Dog Boarding, Doggy Day Care

2 repeat clients

"We have found our first choice for our pup Teddy. The whole family spoiled Teddy and gave us much peace of mind while we were away. Thank you so much for ser... (more)"

5. Misty

Your Pup's Home Away From Home

Windermere, FL, 34786

Dog Boarding, Doggy Day Care

65 repeat clients

"Matthew and his wife Misty were wonderful hosts! I made a very last minute booking and they were so accommodating. As soon as I met them I was very comfortab... (more)"

6. Lores

Caring devoted animal lover!

Ocoee, FL, 34761

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

139 repeat clients

"I just picked my Skye up from Lores care and I couldn't have asked for a better first experience. Lores sent me continuous updates and photos of my baby and ... (more)"

7. Diana

An experience your dog will love!

WINDERMERE, FL, 34786

Dog Boarding, Doggy Day Care

6 repeat clients

"Diana and Sergio were very accommodating to our two week vacation with only a couple weeks notice. While Diana was 8 away, Sergio watched or golden retrieve... (more)"

8. Amanda

Amanda's Perfect Pet Friendly Home

Winter Garden, FL, 34787

Dog Boarding

2 repeat clients

"Amanda did an amazing job with Tucker. Both Tucker and I were very comfortable and Amanda will always be my first choice whenever I've to board or leave Tuck... (more)"

9. Nerina

Home full time, large fenced yard

Winter Garden, FL, 34787

Dog Boarding, Doggy Day Care

1 repeat client

"I have known nerina for many years---her husband was my best man at my wedding and we both got dogs around the same time. Our dogs play together at least eve... (more)"

Available this weekend
10. Janet

#1 Windermere Pooch Place

Windermere, FL, 34786

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

4 repeat clients

"My border collie Zeus had a great time at Janet's! This was his first stay and Janet really set my mind at ease. Janet was also extremely flexible with drop ... (more)"

11. Amanda

DogGoneFun

Ocoee, FL, 34761

Dog Boarding, Doggy Day Care

11 repeat clients

"We had a very good experience leaving our dogs with Amanda. They were happy and healthy when we picked them up. Amanda was very good about answering all of m... (more)"

12. Julie

All dogs welcome!

Orlando, FL, 32835

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

"I can't think of anyone I have ever felt safer leaving my dog with than Julie & Joel. They have an incredible amount of love and respect for animals. They're... (more)"

13. Dana

Top Notch Dog Sitter!

Winter Garden, FL, 34787

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

"Dana was awesome. Harley is not used to being around other animals and she was able to handle the situation with no problem. Harley seems to like other dogg... (more)"

14. Lauren

Norwegian & American husband & wife

Oakland, FL, 34760

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

10 repeat clients

"Lauren and her husband were excellent! They were very accommodating and took wonderful care of our dog. They were flexible with picking up and dropping off a... (more)"

15. Frank

simple & caring pet sitter

Winter Garden, FL, 34787

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

3 repeat clients

"All was well. I would use him again. (more)"

Available this weekend
16. Pri

Home Flexible hours, fenced yard

Winter Garden, FL, 34787

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

About: Hello! My name is Pri, I have about 7 years of experience in providing services for animals. I have 6 dogs of my own, and 3 cats. All friendly! On ... (more)

17. Linda

Dogs Love Us

Winter Garden, FL, 34787

Dog Boarding

2 repeat clients

"Linda took excellent care of my dog. He came home happy. This was a prelude to a much longer vacation and I have complete confidence that Linda will provide ... (more)"

18. Shannon

Well-Trained Dog (and Cat) Lovers!

Winter Garden, FL, 34787

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

2 repeat clients

"Shannon and her family were phenomenal when caring for my 2 dogs. I have never used a dog sitter before and I was pretty nervous about a stranger watching my... (more)"

19. Amanda

Your Fur Baby's Home Away From Home

Winter Garden, FL, 34787

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

8 repeat clients

"Amanda is an amazing sitter. Gretchen went right to her the minute we drove up and she is usually picky! Amanda sent us photos through her stay so we could... (more)"

20. Samantha

I'll make your dog happy

Ocoee, FL, 34761

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

About: I absolutely love animals and have always been around animals growing up. My aunt in Michigan has her own horse stables and trains them! My aunt in... (more)

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

Learn About Premier

With over 140,000 pet sitters and dog walkers on Rover.com, we're your one-stop shop for finding and booking trustworthy pet care in Winter Garden, FL.

Rover offers any pet care you and your pet sitter work out, including:

Dog boarding: Booking dog boarding in Winter Garden is simple and secure with Rover. Discover your dog's perfect match right in your neighborhood, then book and pay for in-home pet boarding right from your computer or the Rover app. It doesn't matter if you'll be away for a night or a week, there's a sitter on Rover who can't wait to give your dog the one-on-one attention they deserve. Book overnight dog boarding with Rover and experience great benefits like premium insurance, a secure way to pay, 24/7 support, and cute photo updates of your dog.

Dog walking: Does your dog need to burn off some excess energy? Book dog walking in Winter Garden, FL with Rover's easy-to-use and free dog walking app. You can also book a 5-star dog walker on Rover.com. Wherever you are, discovering an excellent dog walker near you, right in your neighborhood, has never been easier or more secure. Book your dog a midday break with a loving dog walker so you can focus on work, play, or whatever's keeping you busy.

Dog Day Care: Reward yourself and your dog by booking doggy day care in Winter Garden on Rover. At pet day care, your dog will get loving care, one-on-one attention, and may even make a few new friends as well. Booking is quick and secure, and you can find sitters offering dog day care near you, typically right in your neighborhood.

Pet Sitting: You don't need to waste time searching other pet sitter websites - your perfect pet sitter in Winter Garden, FL is on Rover. Discover and book drop-in visits with someone right in your neighborhood and read pet sitter reviews to find your perfect match. Whether you need a pet sitter for your dog, cat, or small animal, you're sure to find a caring sitter on Rover who can't wait to watch your pet.

House Sitting: