Dog Boarding in Winter Park

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Denise D.
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Sitter Profile Image: Denise D.
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1. Denise D.

Rover 101
I'm home 24/7 - Small dogs only
Maitland, FL, 32751
2.8 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
580 reviews
265 repeat pet owners
from
US$25
per night

If I could give Denise more than 5 stars I would! She makes dogs feel safe in her expert care and their parents like that she goes that extra mile!

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Sitter Profile Image: Steve C.
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Sitter Profile Image: Steve C.
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2. Steve C.

Rover 101
"House of WOOF and sometimes MEOW!
Casselberry, FL, 32707
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
1,388 reviews
357 repeat pet owners
from
US$35
per night

Steve and his family took great care of Jalapeño. We felt like he truly felt at home and part of the pack; we will definitely be taking him there again!

Sitter Profile Image: Nathaniel J.
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Sitter Profile Image: Nathaniel J.
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3. Nathaniel J.

Free 2 play all day! Fenced yard!
Winter Park, FL, 32792
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
450 reviews
118 repeat pet owners
from
US$44
per night

I Had a trip come up last minute, and Nathaniel had no problem accommodating Callie for a few nights. Another great stay with Callie having a fun time.

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Sitter Profile Image: Martha D.
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Sitter Profile Image: Martha D.
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4. Martha D.

Who Wants a Belly Rub?
Monterey, Orlando, FL, 32807
4.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
11 repeat pet owners
from
US$38
per night

For years I kenneled my Anya during vacations and didn’t want her to be so stressed out anymore. She came home so happy from her stay with Martha and Dan’s family! Couldn’t be more thrilled, Anya will definitely be back!

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Sitter Profile Image: Carla B.
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Sitter Profile Image: Carla B.
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5. Carla B.

Rover 101
Winter Park Puppy Play
Winter Park, FL, 32792
3.3 mi. away
Boarding, House Sitting
5.0 out of 5 stars
66 reviews
29 repeat pet owners
from
US$40
per night

Carla was great and made my dog feel right at home! She was quick to respond and sent me pictures along with updates. Will use her services again!

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Sitter Profile Image: Kevin S.
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Sitter Profile Image: Kevin S.
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6. Kevin S.

Rover 101
Experienced Dog Handler & Dog Lover
Fern Park, FL, 32730
3.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
402 reviews
182 repeat pet owners
from
US$40
per night

Kevin is an absolute gem! We took our dogs over to meet him about a week before their 2-night stay. He was so welcoming and let the dogs make his home their home right away. He was great with our human kids too! We rescued both of our dogs within the past two months and were apprehensive to leave them, but unfortunately, the hotel we were staying at didn't allow pets. We read through many of the profiles and reviews on Rover and Kevin really stood out. We really loved that he worked from home. We received photo and video updates from Kevin throughout their stay. It was such a relief knowing that they were in such good hands and seeing that they were happy was so reassuring. He's just such a kind soul with a love for animals that is evident. We will definitely be using Kevin for any future pup-sitting needs.

Sitter Profile Image: Heather G.
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Sitter Profile Image: Heather G.
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7. Heather G.

Experienced dog (and cat) mom
Winter Park, FL, 32792
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat pet owner
from
US$40
per night

Heather was an awesome sitter for our Lily. Her dogs mingled well with our 15lbs princess! The two night stay went well. We highly recommend Heather !

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Sitter Profile Image: Nikki M.
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Sitter Profile Image: Nikki M.
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8. Nikki M.

A pup's best friends!!
Orlando, FL, 32807
3.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
68 reviews
24 repeat pet owners
from
US$35
per night

Nikki is amazing with our Willow bear. She has so much fun when she goes over there. Nikki keeps us updated with pictures and videos throughout the stay. Highly recommend using her as a sitter!

Sitter Profile Image: Justin B.
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Sitter Profile Image: Justin B.
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9. Justin B.

Providing love & care at all times!
Winter Park, FL, 32789
2.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
14 repeat pet owners
from
US$45
per night

Justin was great! Eve had such a fun time while we were out of time. Justin kept us up to date with photos and videos. We will definitely use Justin next time we need a sitter!

Sitter Profile Image: Briana A.
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Sitter Profile Image: Briana A.
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10. Briana A.

Home full-tjme/fenced yard
Orlando, FL, 32817
6.5 mi. away
Boarding
5.0 out of 5 stars
122 reviews
41 repeat pet owners
from
US$30
per night

Briana was so sweet and loving with Kobe, he enjoyed his stay with her. He got the opportunity to interact with other dogs, as well as cuddle and be a softie. Thank you Briana!

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Sitter Profile Image: Stephanie G.
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Sitter Profile Image: Stephanie G.
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11. Stephanie G.

Passionate + Experienced Caretaker
Orlando, FL, 32807
3.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
28 reviews
12 repeat pet owners
from
US$40
per night

Extremely satisfied customer! I will be requesting Stephanie again when I have to leave my fur baby. She kept me updated so I was reassured Pebbles was both behaving well and comfortable there. I also love that her home is spacious, perfect for a larger breed dog like mine. She had plenty of room to explore inside and out and other dogs to play with. I think Pebbles had a great time! ??

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Sitter Profile Image: Leda B.
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Sitter Profile Image: Leda B.
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12. Leda B.

I love animals,
Lawsona-Fern Creek, Orlando, FL, 32801
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
54 reviews
17 repeat pet owners
from
US$35
per night

Leda is the absolute best! I am always fully at peace when my pup is in her care. He always has the best time! I would recommend Leda 100000%!!!

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Sitter Profile Image: Zuleica c.
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Sitter Profile Image: Zuleica c.
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13. Zuleica c.

Looking for a four legged friend
Winter park, FL, 32792
3.2 mi. away
Boarding
5.0 out of 5 stars
13 reviews
2 repeat pet owners
from
US$35
per night

Zuleica was so good to our dog. He was very well taken care of. She shared pictures and updates everyday and I enjoyed my trip knowing that he was in good hands ❤️

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Sitter Profile Image: Tyla C.
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Sitter Profile Image: Tyla C.
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14. Tyla C.

Only the best for your fur babies!
Baldwin Park, Orlando, FL, 32814
2.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
95 reviews
33 repeat pet owners
from
US$45
per night

Tyla is awesome! My little pup was well taken care of, and had the best time with her! Tyla gave me lots of updates and pictures. My Benji can't wait to go and visit her again!

Sitter Profile Image: Theresa I.
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Sitter Profile Image: Theresa I.
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15. Theresa I.

Animal Chateau & care giver!
Winter park, FL, 32792
4.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
36 reviews
14 repeat pet owners
from
US$40
per night

Theresa was absolutely a dream! From the moment she met my Kai she was just lovely! Kept me informed of how she was doing, pictures galore. I never worried at all which was a huge relief as I have only left her once before.at a big pet store chain. It was like having a family member take care of her! Loved the experience and would not hesitate in using Teresa and her family!

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Sitter Profile Image: Tia W.
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Sitter Profile Image: Tia W.
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16. Tia W.

I'll run, cuddle & play with ur PUP
Casselberry, FL, 32707
4.4 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
100 reviews
50 repeat pet owners
from
US$37
per night

Tia and her family were awesome! I know my little pup was a handful being so young and they loved her as her own. She sent pictures throughout the time I was away and always responded promptly when I checked in for updates. Thank you Tia and family! We appreciate you!

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Sitter Profile Image: Michael A.
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Sitter Profile Image: Michael A.
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17. Michael A.

I love walks and dogs!
Winter Park, FL, 32792
1.3 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat pet owners
from
US$50
per night

Michael is the best and took amazing care of our dog Henry! We could tell that he and his wife love dogs as soon as we met them, and we knew our pup would be in great hands. Their house and fenced in backyard are perfect for dogs and they were flexible with drop off and pickup times. Henry loved his visit and can’t wait to stay at Michael’s house again! 10/10 would recommend ?

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Sitter Profile Image: Becky F.
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Sitter Profile Image: Becky F.
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18. Becky F.

Large Fenced Yard - Home Full Time
Winter Park, FL, 32792
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
405 reviews
143 repeat pet owners
from
US$25
per night

Becky was great taking care of my old friend Franky! He was like at home! Becky has great communication and took the time to send pictures of Franky during his stay. Becky is very caring and her home is warm and inviting. Franky will be happy to come back any time! Thank you Becky!

Sitter Profile Image: Khristina M.
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Sitter Profile Image: Khristina M.
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19. Khristina M.

Rover 101
Safety & Security while you're away
Altamonte Springs, FL, 32701
5.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
99 reviews
38 repeat pet owners
from
US$38
per night

Khristina was AMAZING! Updates on my dog Jack everyday with pictures. She was very attentive and paying close attention when I met with her to describe my dogs needs. She even went out of her way to trim my dogs nails! She was so good with our Jack and we will definitely be using her again! What a great time our dog had!!!

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Sitter Profile Image: Carilyn & Jorge M.
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Sitter Profile Image: Carilyn & Jorge M.
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20. Carilyn & Jorge M.

Taking care of your pets as our own
Orlando, FL, 32808
7.5 mi. away
Boarding, House Sitting, Doggy Day Care, Dog Walking
5.0 out of 5 stars
51 reviews
15 repeat pet owners
from
US$33
per night

Carilyn was able to care for my 2 puppies with very short notice. During my time apart she was very communicative which left me feeling relieved. I would definitely be using her for my dog sitting needs again.

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Winter Park Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog sitters in Winter Park are rated on average 4.9 out of 5 stars based on 2,155 reviews.

Rover also offers Dog Boarding in:

Rover also offers other services in Winter Park:


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?

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