Dog Boarding Winding Wood

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
114 reviews
34 repeat clients
25 years of experience
Dunedin, FL, 34698

Super nice and very friendly. I would recommend her. Be aware you have to be able to carry your pet up a ladder before booking, but my husband was with me so it was not a problem. I wouldn’t have been able to do it myself. I am sure the host would have helped if needed.

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Nichole P.
Sitter Profile Image: Athena & Richi E.
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Athena & Richi E.
from
$45
per night
5.0 out of 5 stars
447 reviews
117 repeat clients
18 years of experience
Dunedin, FL, 34698

Athena and Richi go above and beyond as pet sitters! They clearly have a thoughtful and caring approach, from their warm interactions to thoughtful touches like updates, thank-you cards, and holiday gifts. It is such a relief to return to a relaxed and happy puppy. They are a fantastic choice for anyone looking for reliable and loving pet care.

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Patricia T.
Sitter Profile Image: Alli W.
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Alli W.
Star Sitter
from
$39
per night
5.0 out of 5 stars
166 reviews
30 repeat clients
8 years of experience
Clearwater, FL, 33764

This was my third time booking with Alli and my dog wasn’t feeling well. She gave him medicine and offered him different food to help him feel better. I am so glad I left him with her even when it was terrible timing for me to be away. Can’t recommend her enough!

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Kolbi F.
Sitter Profile Image: Marisa & Robert C.
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Marisa & Robert C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
79 reviews
24 repeat clients
15 years of experience
Tampa, FL, 33635

This is our first time using a dog sitter for Snickers and it did not disappoint. Marisa and Robert are fantastic, they send updates often and our beloved puppy had the utmost care. We feel comfortable leaving him in their care so that we have the flexibility to travel. We have booked TWO more dates with them. Thank you so much for loving our Snickers the way he deserves.

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Lark M.
Sitter Profile Image: Jennifer b.
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Jennifer b.
Star Sitter
from
$44
per night
4.9 out of 5 stars
153 reviews
45 repeat clients
22 years of experience
Keystone Manor, Clearwater, FL, 33755

I just wanted to take a moment to express my appreciation for Jennifer once again. Her kindness and reliability have truly been a lifesaver for us, especially with the ongoing situation with my mom. For yet another extension of Luna’s stay, Jennifer was incredibly accommodating. She continues to show exceptional care and attention to Luna's needs, making sure she’s not only comfortable but also happy. Luna has been thriving in her care, and I can’t thank Jennifer enough for her dedication. It’s a great relief to know that Luna is in such capable hands. I highly recommend Jennifer to anyone in need of a compassionate and trustworthy caregiver for their pets! Thank you, Jennifer, for everything you do! 🐾💖

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Jason S.
Sitter Profile Image: Leslie P.
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Leslie P.
Star Sitter
from
$49
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
50 years of experience
Dunedin, FL, 34685

Leslie provided our Lab, Ruger, with the best care and attention that you can only wish for. From our initial meet and greet, a 7 day stay, and to the day we picked Ruger up Leslie communicated, sent photos daily, and we could tell that Ruger was thoroughly enjoying himself. It was a very comfortable experience for all. Leslie exceeded our expectations! We will definitely call on her in the future. Thank You!!

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Gary W.
Sitter Profile Image: Elyse D.
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Elyse D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
34 reviews
20 repeat clients
25 years of experience
Misty Springs, Clearwater, FL, 33761

Elyse is amazing! She took great care of my Louis and was very accommodating when I needed her to keep him another night due to my flight delay. So grateful to her and her family!

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Rebecca D.
Sitter Profile Image: Kristin B.
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Kristin B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Forest Hills, Tampa, FL, 33612

Kristin is the best as always and so accommodating with my crazy travel schedule. I never worry when Nori is with her and her family - she fits right in!

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Rylie S.
Sitter Profile Image: Maxine S.
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Maxine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
84 reviews
27 repeat clients
23 years of experience
Northeast Macfarlane, Tampa, FL, 33607

Maxine is an exceptional Petsitter. She goes well above and beyond to make sure she understands how your pets like to be taken care of and what they need. She asks great questions and is extremely prepared. We absolutely love leaving our dogs with Maxine because we know she will take wonderful care of them. Highly recommended! Thank you for everything Maxine.

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Lori G.
Sitter Profile Image: Samuel G.
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Samuel G.
Star Sitter
from
$26
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
13 years of experience
Beach Park, Tampa, FL, 33609

Samuel was awesome! Theo had a wonderful stay in a lovely neighborhood! Samuel was extremely responsive, sent updates and pictures, and was flexible for our drop off and pick up times. We couldn’t ask for more and would highly recommend him to watch your fur babies! Very thankful to find such an excellent and professional home to host our furriest family member.

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Abigail L.
Sitter Profile Image: Cece S.
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Cece S.
Star Sitter
from
$42
per night
5.0 out of 5 stars
152 reviews
35 repeat clients
25 years of experience
Forest Hills, Tampa, FL, 33612

Thank you for taking such good care Bear. He had a great time. Bear is going to miss all of his little friends. He’ll be excited to return to soon.

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Jon B.
Sitter Profile Image: Jodi M.
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Jodi M.
from
$35
per night
4.9 out of 5 stars
30 reviews
9 repeat clients
10 years of experience
Tampa, FL, 33626

Superb accommodations and companionship for my 10lb terrier/chihuahua mix. Jodi shared lots of pics and reports through our planned stay and was flexible when we had to extend because of flight delays. Thanks a million Jodi.

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Brian M.
Sitter Profile Image: George J.
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George J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
51 reviews
16 repeat clients
26 years of experience
Odessa, FL, 33556

Took a while for me to rip the band-aid off with trying the Rover app. But George made it stress free by having open communication and providing updates frequently during my pets stay and all while showing them nothing but love and care. Worries about my pets went out the window while they were in George care. Highly recommended and will re-book. Thank you!

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Angel M.
Sitter Profile Image: Jennifer M.
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Jennifer M.
Star Sitter
from
$49
per night
5.0 out of 5 stars
407 reviews
179 repeat clients
35 years of experience
Clearwater, FL, 33756

Excellent! Great communication and pictures while I was traveling which made me SO happy! My puppy literally looked like he was smiling in every picture I got. I will be booking with Jennifer again!

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Tommi M.
Sitter Profile Image: Kristy S.
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Kristy S.
from
$22
per night
4.6 out of 5 stars
10 reviews
1 repeat client
1 year of experience
Tampa, FL, 33635

I highly recommend Kristy and her family! They watched my 4-year-old Beaglier for 4 days while I was away and did an incredible job. I received regular photo updates and awesome messages throughout the trip, which completely put my mind at ease. I came home to a relaxed, happy, and well-cared-for pup. I will absolutely be booking them again in the future!

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Sitter Profile Image: Stephen R.
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Stephen R.
from
$39
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
24 years of experience
Clearwater, FL, 33755

I was so worried Pilot would be anxious since we’ve never left him with anyone. Well Stephen was so GREAT! He sent several pictures daily and responded to my texts right away. He made me feel at ease and I could see Pilot was happy and made a new friend in sweet Bodhi ? as well! Would give him 10 stars!

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Judi S.
Sitter Profile Image: Anne H.
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Anne H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
82 reviews
23 repeat clients
20 years of experience
HOLIDAY, FL, 34690

Anne did a great job of taking care of my 14 y/o baby. Messaged me at least daily to let me know how he was doing. Appreciate that she was willing to take him on being that he is larger than she normally accepts. Thanks Anne😊

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Bonnie H.
Sitter Profile Image: Apasara M.
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Apasara M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
56 reviews
22 repeat clients
10 years of experience
Forest Hills, Tampa, FL, 33612

Apasara, and her son, took great care of Luna. She is a senior pup and requires some extra care, and they provided it beautifully. This is our second visit, and when I dropped Luna off at their place she was excited to be there, which only tells me she definitely had a good stay the week before. Communication was great, and we received pictures and updates throughout the stay.

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Laura M.
Sitter Profile Image: Jessica & Colin M.
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Jessica & Colin M.
from
$34
per night
5.0 out of 5 stars
40 reviews
9 repeat clients
30 years of experience
Palm Harbor, FL, 34684

My 2 dogs had an amazing stay with Jessica and Colin! Their daughters are so sweet and love animals. They treated my pups like family and made them feel right at home :)

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Abigail S.
Sitter Profile Image: Christina J.
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Christina J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
358 reviews
127 repeat clients
50 years of experience
Largo, FL, 33770

Our two beagles Larry and Betty really enjoyed their stay with Christine and all her fur babies. Christine updates us with photos and messages daily. Our dogs were definitely living their best doggie daycare life in Christine’s care. We would highly recommend her!

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Julie K.
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The median cost per night for dog boarding in Winding Wood is $40

Dog parents share their Rover experiences - Winding Wood

1 / 1
5.0 out of 5 stars

I felt my pups KC and Sophie were very well taken care. I received pictures every day of them. I would definitely book with Athena and Richi again.

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Patty G.
Boarding
5.0 out of 5 stars

Cameron is fantastic. My dogs were so happy with him. I will definitely work with Cameron again. He was fantastic to work with.

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Tracie R.
Boarding
5.0 out of 5 stars

Suzie was absolutely amazing. I do not leave Roscoe much. I work from home and we do not travel much. He had the best time with Suzie. I received pictures and messages on him consistently. Roscoe was a family member in their home not a visitor. I would absolutely recommend Suzie to anyone.

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Chrissy B.
Boarding
5.0 out of 5 stars

Mariah was very professional and cared for my baby to the nines. She communicated well and as a trained vet tech I felt confident that if any issues arose she was someone I could rely on. Highly recommend her services

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Gina P.
Boarding
5.0 out of 5 stars

Lori took wonderful care of my little Rosie while we were away for a week. Excellent communication and I received pictures of her every day. This was the first time my little one needed boarding and I was nervous how Rosie would be without her family, but it looked like she had loads of fun, activity and socializing with other dogs. Definitely recommend Lori!

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Kelly H.
Boarding
5.0 out of 5 stars

I needed a sitter last minute, who has experience with geriatric dogs, and Georgina was great. She made sure my pup was comfortable during her stay, and consistently sent me photos and updates so I wouldn’t worry. I highly recommend Georgina.

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Stacy M.
Boarding
5.0 out of 5 stars

Pepper loves Barb and her pets. She has stayed with Barb on multiple occasions and has been healthy and happy at each pickup. She has a great fenced side yard for the dogs to go out that Pepper loves. Thanks Barb and we’ll see you before our next trip.

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Carole T.
Boarding
5.0 out of 5 stars

We’re a repeat customer and will always book Shannon for our pet sitting needs and refer him to all of our friends and neighbors. Always excellent and appreciate his flexibility. 5 stars!

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Rebecca M.
Boarding
5.0 out of 5 stars

My two Corgis just spent a wonderful week in Norma's care. She is the best! The dogs had lots of attention and a chance to run outdoors. And I received lots of lovely photos with them having a good time, including some action shots of running full speed! I will definitely book them with Norma the next time I travel

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Inguna C.
Boarding
5.0 out of 5 stars

Mia did an amazing job watching Marshall while I was away. She kept me updated with pictures throughout the stay, and anytime I had a question she responded quickly and was great at communicating. Marshall came home happy and well cared for, which gave me a lot of peace of mind during my trip. Overall, it was a great experience from start to finish, and I wouldn’t hesitate to book with Mia again.

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Jason W.
Boarding
5.0 out of 5 stars

My dog absolutely loved his time with Leslie and warmed up to her so so well. She kept me updated the entire time and I was at ease knowing my dog was in such amazing hands.

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Natalie M.
Boarding
5.0 out of 5 stars

Elyse was responsive and sent regular updates. She went above and beyond, I will definitely book her again when I need a sitter.

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Alyssa F.
Boarding
5.0 out of 5 stars

Marissa was fantastic! I was nervous leaving my dog who’s on several medications but Marissa made me feel at ease with her updates! Thank you so much for keeping Odie company on such short notice. Will book again if I’m in the area!

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Elizabeth P.
Boarding
5.0 out of 5 stars

We have two small dogs that we hate to be away from, but Jennifer was fantastic with them. She sent lots of pictures and videos. They were well taken care of and received plenty of healthy treats and attention.

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Heather S.
Boarding
5.0 out of 5 stars

My boys had a nice time at Angie’s and looking forward to their next stay in July. Thank you for taking such good care of them and for the pics. 😊

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Michele M.
Boarding
5.0 out of 5 stars

Olena did a great job with Pina. She looked so happy in every photo. She really did go above and beyond to make Pina feel comfortable. Highly recommend! Thank you so much!!

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Steve D.
Boarding
5.0 out of 5 stars

We are so lucky to have found Faith! We have never left Chesney for a week, especially with someone she didn’t know, but she did great. Faith and her family gave Chesney so much love and attention. Faith provided me with daily updates and photos and I could tell Chesney was well taken care of. When I picked up Chesney I could tell she was very comfortable being there. Faith will be our forever sitter as long as she will have Chesney. Thank you Faith and family for being so caring and attentive!!!

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Sandy H.
Boarding
5.0 out of 5 stars

Debbie is always a pleasure for my Gypsy baby to stay with. She keeps me updated with good communication and the best photos! Thanks Debbie!

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Richard S.
Boarding
5.0 out of 5 stars

Thank you for providing such amazing care for my little Buddy. It was a huge relief knowing that he was in such wonderful hands while we were away on vacation. I was kept up to date on how well he was doing and how much fun he was having. Overall, definitely five plus stars experience. 😊❤️

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Artemis B.
Boarding
5.0 out of 5 stars

My 2 dogs had an amazing stay with Jessica and Colin! Their daughters are so sweet and love animals. They treated my pups like family and made them feel right at home :)

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Abigail S.
Boarding
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