Dog Boarding in Countryside Woods, Clearwater, FL

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

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Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Paige & Stephen H.
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Sitter Profile Image: Paige & Stephen H.
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1. Paige & Stephen H.

Star Sitter
We will treat your pet like family!
Woodgate, Clearwater, FL, 33763
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$40
per night
Profile image

Paige & Stephen were more than amazing! They boarded my 2.5 year old German Shepard for a few days and sent me updates and pictures everyday of him playing ball and hanging in the house. Communication was quick & easy. They made him feel right at home. I definitely recommend them and will use them again in the future!

Sitter Profile Image: Matthew & Nicole P.
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Sitter Profile Image: Matthew & Nicole P.
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2. Matthew & Nicole P.

Star Sitter
Furry Friend's Next Best Friend
Palm Harbor, FL, 34685
3.7 mi. away
Boarding
5.0 out of 5 stars
12 reviews
6 repeat clients
from
$40
per night
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Our pups had a great stay with Matty and Nicole. Great communication and responsive to any messages. Thanks for taking care of Boyd and Rocco!

Sitter Profile Image: Christine L.
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Sitter Profile Image: Christine L.
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3. Christine L.

Star Sitter
Your Pets Favorite Nanny🥰
Palm Harbor, FL, 34683
4.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
18 reviews
5 repeat clients
from
$38
per night
Profile image

Christine, I wanted to take a moment to thank you for the wonderful dog sitting service you provided for Thor. Your care and attention to his needs were truly exceptional, and it was clear that you went above and beyond to ensure he was comfortable and happy while I was away. From the regular updates and photos to the thoughtful way you managed his feeding and exercise routine, everything was handled with such professionalism and genuine affection. Thor seemed so content and well-cared for when I returned, which really put my mind at ease. I am incredibly grateful for your outstanding service and will definitely be reaching out to you again for future dog sitting needs. Thank you for treating Thor like he was your own.

Sitter Profile Image: Margot O.
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Sitter Profile Image: Margot O.
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4. Margot O.

Rover 101
Star Sitter
Love and Care when you’re not there
Palm Harbor, FL, 34684
2.8 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
331 reviews
129 repeat clients
from
$45
per night
Profile image

Could not have asked for a better sitter for my fur baby while we vacationed! Margot was so accommodating and pleasant! Daily photos and/or videos kept me from worrying about our Bella. We will definitely be repeat clients! Thank you so much Margot!

Sitter Profile Image: Martha & Brett B.
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Sitter Profile Image: Martha & Brett B.
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5. Martha & Brett B.

Rover 101
Work from Home-Large Fenced in Yard
clearwater, FL, 33761
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
162 reviews
70 repeat clients
from
$45
per night
Profile image

Gypsy always looks forward to a visit with Martha, Brett, and the kids. From the pics they send with updates throughout the visits, it is clear she feels quite at home and has a great time. I never worry about our furry family member being safe or cared for when we go away!

Sitter Profile Image: Kate W.
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Sitter Profile Image: Kate W.
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6. Kate W.

Loving Dog Mom here 💗💗
On Top Of The World, Clearwater, FL, 33763
3.8 mi. away
Boarding
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$43
per night
Profile image

What a find. Kate is wonderful loving very capable dog person. I was very anxious to leave my 13-year-old Sebrina with just anybody. We had a meet and greet that almost lasted 2 hours. We hit it off and more importantly Sebrina did too. Sebrina was spoiled she got to sleep in a people's bed. My husband was picking up Sebrina and Kate wanted to see a picture of him, so she wouldn't give her to just anybody. That impressed me.

Sitter Profile Image: Ashleigh K.
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Sitter Profile Image: Ashleigh K.
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7. Ashleigh K.

Ready to be your dog's new BFF
Safety Harbor, FL, 34695
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
9 reviews
1 repeat client
from
$35
per night
Profile image

Very satisfied with Ashleigh!! She treated Ollie so nice and took care of her very well! I could tell because she sent me a lot of updates throughout the visit! Ollie had a blast and I know she was very well take care of.

Sitter Profile Image: Norma H.
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Sitter Profile Image: Norma H.
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8. Norma H.

Star Sitter
Happy Happy Secure Home ❤ 🐾😊 🐶
Dunedin, FL, 34698
4.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
85 reviews
33 repeat clients
from
$49
per night
Profile image

Norma was wonderful about sending me pictures and updates throughout the time my dog was with her and her family. I was a bit nervous since this was my first time of leaving my dog with a stranger. I don’t feel like she is a stranger anymore and I am happy I have someone I am comfortable leaving my dog with when needed.

Sitter Profile Image: Marisa & Robert C.
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Sitter Profile Image: Marisa & Robert C.
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9. Marisa & Robert C.

Star Sitter
Dog Owner Loves Dogs OF All kinds
Tampa, FL, 33635
7.0 mi. away
Boarding
5.0 out of 5 stars
29 reviews
13 repeat clients
from
$35
per night
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As always they did a great job. If you have an older dog or a dog that needs extra care, you have to use Mei Li and Robert (Marisa and Bob).

Sitter Profile Image: Mariah G.
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Sitter Profile Image: Mariah G.
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10. Mariah G.

Mariah’s home away from home!:)
Clearwater, FL, 33761
1.9 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
17 reviews
7 repeat clients
from
$60
per night
Profile image

This is the second time we have used Mariah and we plan to continue to do so! She is very sweet, in communication, sends some pics of the pup, etc. But the best thing is that our dog seems happy when we pick her up. I know she wasn’t abused or mistreated. Thank you!

Sitter Profile Image: Kristin W.
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Sitter Profile Image: Kristin W.
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11. Kristin W.

Star Sitter
Doggie loving home for your pup
Harbor Woods Village, Safety Harbor, FL, 34695
2.7 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$40
per night
Profile image

Kristin and family were great watching Wally while we were out of town. She sent lots of pictures and was also super accommodating with drop off and pickup times. Thanks again!

Sitter Profile Image: Sara M.
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Sitter Profile Image: Sara M.
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12. Sara M.

Star Sitter
Full Time Mommy
Oldsmar, FL, 34677
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
35 reviews
10 repeat clients
from
$50
per night
Profile image

Sara was fantastic with our older pup (and my anxious heart.) She sent daily updates and pics and when he decided to be a picky eater, she maintained communication with us to find a solution to get food in his tummy. He came home relaxed and chill which was a night/day difference from the doggy daycare/boarding facilities we'd previously used. We'll continue to book stays for our pup with her in the future :)

Sitter Profile Image: joanne w.
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Sitter Profile Image: joanne w.
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13. joanne w.

Home Away From Home For Your Pet
Palm Harbor, FL, 34683
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$35
per night
Profile image

Joanne and her family took wonderful care of our two dogs! She has a lovely home with an amazing backyard my boys loved! Very responsive to messages and sent lots of pictures and updates. They came home very happy and well cared for 🩵

Sitter Profile Image: Ashleigh Y.
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Sitter Profile Image: Ashleigh Y.
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14. Ashleigh Y.

Ashleigh+Reptar Full Care Services
Keystone Manor, Clearwater, FL, 33755
6.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
156 reviews
61 repeat clients
from
$35
per night
Profile image

Our 3 dogs had a great time staying with Ashleigh while we were out of town. 2 of our 3 dogs can be a bit challenging (one is a high energy Husky, and the other is an elderly Rat Ratter with lots of special care required). She did great with all of them, though! She also sent us photos and videos every day, which I really enjoyed. She took them to the dog park multiple times, and even took them to a dog beach. I highly recommend her. We will definitely be using her again in the future!

Sitter Profile Image: Patrick F.
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Sitter Profile Image: Patrick F.
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15. Patrick F.

Star Sitter
Home full-time, nice walking areas
Palm Harbor, FL, 34683
3.2 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
98 reviews
31 repeat clients
from
$45
per night
Profile image

Patrick took excellent care of Sage! He was extremely communicative with us while we were away. He made sure Sage got plenty of exercise, play time, and cuddles/attention, all of which she loves. She waa extremely happy and content when we picked her up. Look forward to hiring Patrick again and would highly recommend him to anyone.

Sitter Profile Image: Stephen R.
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Sitter Profile Image: Stephen R.
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16. Stephen R.

Rover 101
Your Pup will NEVER be left ALONE!
Clearwater, FL, 33755
5.2 mi. away
Boarding
5.0 out of 5 stars
34 reviews
10 repeat clients
from
$39
per night
Profile image

Stephen was a great caretaker for our dog! He was communicative and flexible and updated us with lots of photos of how she was doing. Bodhi was really sweet and friendly and welcomed her with ease too!

Sitter Profile Image: Michael B.
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Sitter Profile Image: Michael B.
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17. Michael B.

Mike: The Dog Whisperer
Greenbriar Club, Clearwater, FL, 33763
3.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
8 reviews
1 repeat client
from
$40
per night
Profile image

I rarely leave my dog, (so its hard on both of us) but Louie found new best friends with Michaels dogs and was able to play in the yard, sunbathe and be entertained throughout the day. Already have my next stay booked :)

Sitter Profile Image: Debbie T.
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Sitter Profile Image: Debbie T.
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18. Debbie T.

Work from home - loving sitter
Dunedin, FL, 34698
4.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$35
per night
Profile image

Debbie took very good care of Heidi. She even heated up her leftover food and made sure that Heidi was eating enough. Her dogs got along great with Heidi. We will be using her again.

Sitter Profile Image: Marissa H.
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Sitter Profile Image: Marissa H.
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19. Marissa H.

Loving dog mom offering loving help
Greenbriar Club, Clearwater, FL, 33763
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$35
per night
Profile image

My dogs had a great time, and I got the cutest pictures throughout their stay. I highly recommend boarding with Marissa! She’s amazing!

Sitter Profile Image: Kyle A.
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Sitter Profile Image: Kyle A.
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20. Kyle A.

Dog's Happy Place!
Palm Harbor, FL, 34684
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
17 reviews
6 repeat clients
from
$64
per night
Profile image

I can’t say enough positive things about Kyle. She was an incredible sitter. Daisy had an amazing time during her stay and clearly made herself feel at home at Kyle’s house. I loved all of the pictures and updates and was happy knowing daisy had a caring family to look after her . . . she even was allowed to sleep in Kyle’s son’s bed ❤️. Kyle was also very understanding and accommodating about a late arrival after a flight delay. I highly recommend Kyle for anyone looking for a dog sitter. She has a lovely home with a large backyard and clearly loves animals and treats them like her own.

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In Countryside Woods, Clearwater, FL, dog lovers trust Rover.com for their dog boarding needs. Over 5453 pet owners have reviewed dog sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5 stars. Booking dog boarding in Countryside Woods can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book dog boarding in Clearwater on Rover? Check out our average dog boarding rates to get an idea before reaching out and beginning a conversation with a sitter.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Countryside Woods dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Countryside Woods, Clearwater, FL who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Countryside Woods.

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