Dog Boarding in Winding Wood, Clearwater, FL

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

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Calendar Recently Updated
Sitter Profile Image: Lou S.
Sitter Profile Image: Lou S.
1.
Lou 
Verified Background Check
Rover 101
Lucky Lou's Dog Sitting
Bay Towne East, Safety Harbor, FL, 34695
Boarding

Romeo was so well loved and taken care of. When we picked him up he ran to us and then back into Lou's! I guess to show us his new home away from home. The ho… (more)

from

$35

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Elyse D.
Sitter Profile Image: Elyse D.
2.
Pet sitter/walker(all pets welcome)
Misty Springs, Clearwater, FL, 33761
Boarding, Dog Walking

Great Sitter! Already booked her for my next trip! I have a very high energy, young Husky who loves to play and go for walks and they were able to keep her happ… (more)

from

$35

per night
Calendar Recently Updated
Sitter Profile Image: Stephen R.
Sitter Profile Image: Stephen R.
Your Pup will NEVER be left ALONE!
Clearwater, FL, 33755
Boarding, Doggy Day Care

I am so grateful for Stephen! For opening up his home & taking such good care of Kovu while I was away. It was my first time leaving my fur baby, I was nervous … (more)

from

$38

per night
Calendar Recently Updated
Sitter Profile Image: Mikayla H.
Sitter Profile Image: Mikayla H.
Last minute plans look no further:)
Dunedin, FL, 34698
Boarding

Mikayla and her boyfriend were amazing, and took great care of our 1 year old yellow lab. We received photos during his overnight and he was happy as could be. … (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Teresa F.
Sitter Profile Image: Teresa F.
5.
Cats and dogs welcome.A loving home
Safety Harbor, FL, 34695
Boarding, Drop-In Visits, Doggy Day Care

Teresa is absolutely the best dog sitter you can ask for. My baby Benny broke his leg, had surgery and needed bedrest, constant care and medications given sever… (more)

from

$45

per night
Sitter Profile Image: Lauren & George H.
Sitter Profile Image: Lauren & George H.
Pets are like famiily !
Dunedin, FL, 34698
Boarding, Drop-In Visits

Millie had such a great time with Lauren and her family! I received lots of picture updates and I could tell she had the best time with their playful pup. (more)

from

$32

per night
Calendar Recently Updated
Sitter Profile Image: Vanessa T.
Sitter Profile Image: Vanessa T.
your furr babies new bestfriend
Winding Wood, clearwater, FL, 33761
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Vanessa was wonderful with our dogs. She kept us up to date with pictures everyday and great with communication. Our fur babies were treated very well. You co… (more)

from

$40

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Tanya B.
Sitter Profile Image: Tanya B.
8.
Cert Vet Asst will love your pets
Clearwater, FL, 33761
Boarding, Doggy Day Care

Great stay she bathed my Great Dane and trimmed her nails before pick up and does great with dogs in heat. Thank you Tanya (more)

from

$50

per night
Sitter Profile Image: Christopher B.
Sitter Profile Image: Christopher B.
Warm family, Lots of love to give
Clearwater, FL, 33759
Boarding, Doggy Day Care, Dog Walking

Christopher, thank you for taking such good care of Oreo. You’re photographic abilities are pretty on point! I really appreciate the communication and again, pr… (more)

from

$40

per night
Calendar Recently Updated
Sitter Profile Image: Penny & Evan T.
Sitter Profile Image: Penny & Evan T.
PUPPER TOWN = Safe Loving Care
Clearwater, FL, 33761
Boarding, Doggy Day Care

Penny is fabulous. I have used her for my annual family vacation for 6 years. I started with one 8yo Lab Mara, then added 3 yo Lab Luna and 3yo mini Labradoddl… (more)

from

$50

per night
Calendar Recently Updated
Sitter Profile Image: Elke R.
Sitter Profile Image: Elke R.
11.
Home full-time + fenced yard :)
DUNEDIN, FL, 34698
Boarding, Doggy Day Care

My girls love Elke! Especially during this uncertain time it’s nice to know if need be there is someone reliable and trustworthy with my fur babies. (more)

from

$60

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: JD & Magdalena D.
Sitter Profile Image: JD & Magdalena D.
We will love your pet like ours!!
Clearwater, FL, 33759
Boarding, Doggy Day Care

JD and Magdalena are wonderful!! We left our fur baby with them for a week after doing a meet and greet with them and their pups, which was great. We got pictur… (more)

from

$35

per night
Sitter Profile Image: Kiersten P.
Sitter Profile Image: Kiersten P.
Loving home to board your fur baby!
Greenbriar Club, Clearwater, FL, 33763
Boarding, Doggy Day Care

Wonderful experience and my puppy enjoyed himself as well! (more)

from

$31

per night
Calendar Recently Updated
Sitter Profile Image: Jennah M.
Sitter Profile Image: Jennah M.
14.
Trustworthy and loving family!!
Clearwater, FL, 33764
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jennah was the answer to my prayers. I almost didn't want to write this review in order to keep her all to myself, but you deserve to know the truth. Let me … (more)

from

$50

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Anna P.
Sitter Profile Image: Anna P.
15.
I am a dog lover!
Dunedin, FL, 34698
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Remi had a wonderful time and was well taken care of. (more)

from

$45

per night
Calendar Recently Updated
Sitter Profile Image: April Y.
Sitter Profile Image: April Y.
16.
Dunedin Dog Haus
Dunedin, FL, 34698
Boarding

April was great! From one sitter to another I appreciated her experience, professionalism and care. My dogs had a great time with her, and I had peace of mind k… (more)

from

$65

per night
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Alexandria R.
Sitter Profile Image: Alexandria R.
Loving Dog Sitter at Your Service!
Safety Harbor, FL, 34695
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Leilani (Lani) was well cared for. Alexandria made my first event of leaving my little one go smoothly and comfortably. She kept in touch throughout Lani’s stay… (more)

from

$28

per night
Calendar Recently Updated
Sitter Profile Image: Jean G.
Sitter Profile Image: Jean G.
18.
Loving dog mom makes a great sitter
Palm Harbor, FL, 34684
Boarding

Jean was amazing with our dog, Jack! He is very attached to us but I could tell from all the pictures she sent that he was a happy boy all weekend. She took him… (more)

from

$30

per night
Sitter Profile Image: Samia H.
Sitter Profile Image: Samia H.
19.
Dogs are treated like my children
Clearwater, FL, 33761
Boarding

I was very satisfied with the care provided to Leo. As a senior special needs dog he needs someone very patient. Samia was very patient. And Leo seems to be ver… (more)

from

$30

per night
Calendar Recently Updated
Sitter Profile Image: Angie T.
Sitter Profile Image: Angie T.
20.
Angie's Furry Family Retreat
Oldsmar, FL, 34677
Boarding, Drop-In Visits

Angie was amazing! We had a meet + greet at her home prior to Zeus' stay and she was very professional and has a beautiful, spotless, home that is perfect for d… (more)

from

$40

per night

When it comes to dog boarding, dog owners in Winding Wood, Clearwater, FL love Rover.com. Over 5,453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. The cost of dog boarding in Winding Wood may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with a sitter.

Rover.com offers the perfect alternative to dog kennels and traditional dog sitting. The next time you head out of town and need someone to take care of your dog, turn to Rover for your dog boarding needs. It's easy to find a loving Winding Wood dog sitter on Rover who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at their sitter's home. Search from hundreds of dog sitters in Winding Wood, Clearwater, FL, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. With Rover, pet boarding is guilt-free, cashless, and convenient. That way, you can hit the road happy knowing your dog's in loving hands while you're away.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Winding Wood, Clearwater donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Clearwater.

We're proud to support over 200 organizations across the nation, including:

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