Dog Boarding in Winter Garden

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Sitter Profile Image: Linda R.
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Sitter Profile Image: Linda R.
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1. Linda R.

Your Dog's Best Friend
Winter Garden, FL, 34787
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$38
per night
5 out of 5.0 stars
23 reviews
8 repeat clients
Profile image

Linda took great care of my senior pup. She sent me lots of pictures and updates each day, which I very much appreciated. Linda will be my go-to sitter when I need one.

Availability updated 30 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Rebecca G.
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Sitter Profile Image: Rebecca G.
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2. Rebecca G.

Welcoming your pet in a loving home
Apopka, FL, 32712
10.2 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 4.9 stars
61 reviews
25 repeat clients
Profile image

So glad we found Rebecca. Milo was welcomed so nicely and Rebecca had made good arrangements for his stay as well. We received timely updates and photos from her. Definitely reach out to her if you thinking of boarding your pet and rest assured knowing that they’ll be cared for!

Availability updated 2 days ago
Sitter Profile Image: Carilyn & Jorge M.
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Sitter Profile Image: Carilyn & Jorge M.
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3. Carilyn & Jorge M.

Star Sitter
Taking care of your pets as our own
Orlando, FL, 32808
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
183 reviews
51 repeat clients
Profile image

Second time Viernes was hosted by Carolyn, Jorge and their kids. My dog missed us but it was amazing care he got there, adjusted to his needs and schedule. Thank you so much for making it possible for people to travel when they have furry babies that need care and love.

Availability updated 2 days ago
Sitter Profile Image: Christina W.
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Sitter Profile Image: Christina W.
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4. Christina W.

Star Sitter
Experienced SAH dog handler
Orlando, FL, 32810
10.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5 out of 5.0 stars
82 reviews
33 repeat clients
Profile image

Easy communication and interaction. No issues whatsoever with drop-off and pickup. Got a couple cute pictures during my dog's stay. My 1.5 year old dog has a lot of energy and that was no issue for her. He seemed very happy and healthy at pickup. Would gladly use again.

Availability updated 4 days ago
Sitter Profile Image: Amanda B.
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Sitter Profile Image: Amanda B.
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5. Amanda B.

Star Sitter
✨Great prices! And great service!✨
Clermont, FL, 34711
10.6 mi. away
Boarding, Doggy Day Care
from
$43
per night
5 out of 5.0 stars
163 reviews
55 repeat clients
Profile image

Great service! Amanda was super friendly, communicative and professional. I would definitely recommend her and I’m looking forward for her to take care of my doggo in the future

Availability updated 2 days ago
Sitter Profile Image: Kymry G.
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Sitter Profile Image: Kymry G.
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6. Kymry G.

Star Sitter
Animal lover/close to local attract
Florida Center, Orlando, FL, 32819
10.0 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
503 reviews
120 repeat clients
Profile image

First time leaving my dog and went through an extensive and thorough interview process. Kymry made me feel very comfortable. She sent photo updates every morning and is passionate about the dogs she watches. I know chilli will miss her 🤍 very grateful to have found Kymry.

Availability updated yesterday
Sitter Profile Image: Mimi E.
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Sitter Profile Image: Mimi E.
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7. Mimi E.

Puppy lover
Winter garden, FL, 34787
2.0 mi. away
Boarding, Doggy Day Care
from
$30
per night
5 out of 4.8 stars
33 reviews
9 repeat clients
Profile image

We are Mimi’s regulars and rely on her often, as we have to travel for work. She is loving and kind with our Pomeranian, treating her as her own. Mimi is very communicative and flexible, often working around our schedules for drop off and pick up. She’s just a great human being and we are so grateful to have found her!

Availability updated today
Sitter Profile Image: Jennifer W.
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Sitter Profile Image: Jennifer W.
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8. Jennifer W.

Star Sitter
Love my furry friends!
Ocoee, FL, 34761
3.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
5 out of 5.0 stars
50 reviews
11 repeat clients
Profile image

Jenn is our Dog's designated sitter indefinately. I am starting to believe he is happier with her than with us!!! Every picture she sends us he seems to have a huge smile on his face. Our dog has become so comfortable with Jenn and seems to love her back as much as she seems to love him!!. She goes the extra mile for our precious boy without us even having to ask. Thank you Jenn! We will be forever grateful for your loving care of our sweet boy.

Availability updated 7 days ago
Sitter Profile Image: Alexander C.
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Sitter Profile Image: Alexander C.
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9. Alexander C.

I love spending time with animals!
Apopka, FL, 32712
11.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
254 reviews
84 repeat clients
Profile image

Alex was amazing! Our dog is very shy and has only stayed with him once for daycare. We got daily photos of our dog and she was so happy in those photos. We are so thankful we have found Alex and we will be booking with him any time we go out of town or just need daycare services! We would 100% recommend him to anyone who needs their dog watched!

Availability updated 10 days ago
Sitter Profile Image: Jeff M.
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Sitter Profile Image: Jeff M.
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10. Jeff M.

Star Sitter
Home full time, caring for your pup
Clermont, FL, 34711
7.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
52 reviews
21 repeat clients
Profile image

My Ollie was happy with his week stay at Jeff and Margot. Jeff made it easy with meeting Ollie before his stay and making sure he got all info about making him comfortable. Will be using him for future stays.

Availability updated 7 days ago
Sitter Profile Image: Ana P.
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Sitter Profile Image: Ana P.
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11. Ana P.

Star Sitter
Your dog in good hands
Winter Garden, FL, 34787
5.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Ana took such great care of our husky while we were away! We received videos and photos daily and updates along the way! We will be using her again!

Availability updated 3 days ago
Sitter Profile Image: Poliana D.
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Sitter Profile Image: Poliana D.
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12. Poliana D.

Star Sitter
Real home away from home 🐾
Windermere, FL, 34786
5.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
432 reviews
132 repeat clients
Profile image

My dog had such a great time! I got tons of updates, photos and even a video! I was so scared to leave my elderly dog with anyone but her stay was amazing!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Ashley S.
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Sitter Profile Image: Ashley S.
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13. Ashley S.

Star Sitter
Love fur babies !
The Willows, Orlando, FL, 32808
8.7 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$39
per night
5 out of 5.0 stars
33 reviews
14 repeat clients
Profile image

Ashely provided me with daily updates and was super accommodating to Spirits needs. Spirit unfortunately had a little medical incident while we were out of town but Ashley kept me updated and kept spirit as comfortable as possible until we got back into town. Would definitely recommend her services.

Availability updated 4 days ago
Sitter Profile Image: Brittany H.
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Sitter Profile Image: Brittany H.
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14. Brittany H.

Rover 101
Star Sitter
Chaos Coordinator
Clermont, FL, 34711
9.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 4.9 stars
36 reviews
14 repeat clients
Profile image

Return customer here. Another great stay. Biscuit is a regular by now. She always comes back happy and well kept. Brittany is awesome. Thanks again!

Availability updated today
Sitter Profile Image: Jerarlin C.
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Sitter Profile Image: Jerarlin C.
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15. Jerarlin C.

Rover 101
Star Sitter
Luxury PuppyLand …
Mount Dora, FL, 32757
13.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$40
per night
5 out of 4.8 stars
76 reviews
22 repeat clients
Profile image

Jerarlin was simply amazing! Perfect communication from the begging to the end. Rosie had so much fun and didn't even miss her own family. Highly recommended

Availability updated 3 days ago
Sitter Profile Image: Feliksa Z.
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Sitter Profile Image: Feliksa Z.
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16. Feliksa Z.

Star Sitter
love to care for your dog !
Apopka, FL, 32712
10.2 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 4.9 stars
52 reviews
23 repeat clients
Profile image

Feliska was absolutely amazing. She was in constant communication with me, sent pictures of my pup, and was overall amazing. I felt comfortable as soon as I met her, she was welcoming and I could tell my baby would be in good hands. It was my first time ever letting anyone watch my dog, and she made it a great experience. Highly recommend.

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Gabriela D.
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Sitter Profile Image: Gabriela D.
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17. Gabriela D.

Star Sitter
Your fur babies are like family to
Central Business District, Orlando, FL, 32801
12.6 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
27 reviews
8 repeat clients
Profile image

First time using Rover and I was a bit nervous because I’m not sure what to expect. However I had a really great experience with Gabriela. She treated my dogs like her own and gave me constant updates. I’m very happy with this experience and I hope I can use her services again in the future.

Availability updated today
Sitter Profile Image: Michell M.
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Sitter Profile Image: Michell M.
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18. Michell M.

Star Sitter
Punctual, passionate, Swag fur life
Metro West, Orlando, FL, 32835
7.4 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
61 reviews
21 repeat clients
Profile image

Michelle was a constant and consistent communicator during my dog, Riley’s stay. She sent me several pictures and videos that assured me that my dog was well taken care of and being shown lots of TLC. Riley seemed at ease and happy when I picked her up. She must have had a ton of fun, too, because she could barely stay awake after she got home. Thank you, Michelle, for providing a safe and loving home for our pup!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Garman T.
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Sitter Profile Image: Garman T.
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19. Garman T.

Rover 101
Tiny paws, EPIC awws 🐾🌎🎢🧙🏻‍♂️
Metro West, Orlando, FL, 32835
8.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
5 out of 5.0 stars
19 reviews
2 repeat clients
Profile image

Garman was great with Bali. She made me feel so comfortable with leaving my girl alone. I needed to drop Bali off really early and pick her up really late and Garman was accommodating. She was very communicative throughout the weekend and even got Bali some blueberries! Thank you Garman, I’ll be booking with you again 💛

Availability updated 3 days ago
Sitter Profile Image: Elinor S.
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Sitter Profile Image: Elinor S.
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20. Elinor S.

Star Sitter
Life long animal lover for hire!
Clermont, FL, 34711
7.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$45
per night
5 out of 4.9 stars
56 reviews
23 repeat clients
Profile image

Elinor was quite responsive! I felt very comfortable leaving our dog in her care while we visited family in Ohio for the week. She's delightful! I plan to return and use her for all our future needs.

Availability updated 5 days ago
Confirmed availability for Juneteenth Weekend

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