Dog Boarding in Windsor Park, Clearwater, FL

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Paige & Stephen H.
Verified Enhanced Background Check
Sitter Profile Image: Paige & Stephen H.
Verified Enhanced Background Check

1. Paige & Stephen H.

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

So so sweet and they have a beautiful home. They made us feel comfortable leaving with daily updates/pictures, and our girls had a blast! Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ashleigh Y.
Verified Background Check
Sitter Profile Image: Ashleigh Y.
Verified Background Check

2. Ashleigh Y.

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

Kayleigh is amazing! She made my nervous dog comfortable and happy and sent pictures and videos the whole time we were gone. Will absolutely use her again. The best!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Norma H.
Verified Background Check
Sitter Profile Image: Norma H.
Verified Background Check

3. Norma H.

Happy Happy Secure Home ❤ 🐾😊 🐶
Dunedin, FL, 34698
0.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
82 reviews
31 repeat clients
from
$49
per night

Norma was wonderful with my little pup, Paco. She kept me informed throughout the day and I could tell he felt right at home and was having fun. I would highly recommend her and plan to have her take care of my dog again in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Priscilla V.
Verified Enhanced Background Check
Sitter Profile Image: Priscilla V.
Verified Enhanced Background Check

4. Priscilla V.

My family and I love dogs
Pride, Clearwater, FL, 33756
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
49 reviews
17 repeat clients
from
$35
per night

Priscilla took in my dogs last minute with no problems at all. She sent lots of pics and videos of the dogs having fun. I would recommend and will be using her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Debbie T.
Verified Enhanced Background Check
Sitter Profile Image: Debbie T.
Verified Enhanced Background Check

5. Debbie T.

Work from home - loving sitter
Dunedin, FL, 34698
1.2 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

Debbie is wonderful.Peyton loved the attention she received and I felt very grateful to have someone so kind to watch over my girl. She sent me photos daily keeping me updated.

Calendar Recently Updated
Sitter Profile Image: Autumn S.
Verified Enhanced Background Check
Sitter Profile Image: Autumn S.
Verified Enhanced Background Check

6. Autumn S.

BEST PAWCATION SPOT AROUND! 24/7.
Dunedin, FL, 34698
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
29 repeat clients
from
$47
per night

Autumn agreed to watch Banks over Christmas weekend last minute and she allowed us to pick him up late on Christmas Day. We have booked her twice now and Banks always has a great time at her house!

Calendar Recently Updated
Sitter Profile Image: Kate W.
Verified Enhanced Background Check
Sitter Profile Image: Kate W.
Verified Enhanced Background Check

7. Kate W.

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

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.

Calendar Recently Updated
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Sitter Profile Image: Heather D.
Verified Enhanced Background Check

8. Heather D.

Family of animal lovers
Dunedin, FL, 34698
2.0 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$26
per night

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.

Calendar Recently Updated
Sitter Profile Image: Michael B.
Verified Enhanced Background Check
Sitter Profile Image: Michael B.
Verified Enhanced Background Check

9. Michael B.

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

My pups stayed with Michael for a weekend and had the best time! Dropoff and pickup were flexible and he provided daily updates. I have no doubt that they were well taken care of!

Calendar Recently Updated
Sitter Profile Image: Bethann O.
Verified Enhanced Background Check
Sitter Profile Image: Bethann O.
Verified Enhanced Background Check

10. Bethann O.

Doggy Care: Your Pet-Our Priority
Coachman Ridge, Clearwater, FL, 33765
2.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
13 reviews
2 repeat clients
from
$60
per night

Highly recommend! I received several pics, videos and check-ins. My pup Zeus received a ton of love and attention while he was with Bethann at her home. Seeing how happy he was while he was there made it easier for me to enjoy my time away! Thank you! ⭐️⭐️⭐️⭐️⭐️

Calendar Recently Updated
Sitter Profile Image: Rachel A.
Verified Enhanced Background Check
Sitter Profile Image: Rachel A.
Verified Enhanced Background Check

11. Rachel A.

Work from Home - Large Yard & Park!
Clearwater, FL, 33765
2.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
1 repeat client
from
$40
per night

Rachel was a great sitter. Took very good care of Bella and sent us pictures too! We could tell from the photos that she was happy with Rachel. Will ask her again if we plan another trip this fall. Highly recommend her.

Calendar Recently Updated
Sitter Profile Image: Julie & Edward Z.
Verified Enhanced Background Check
Sitter Profile Image: Julie & Edward Z.
Verified Enhanced Background Check

12. Julie & Edward Z.

NEVER ALONE & ALWAYS LOVED!
Clearwater, FL, 33756
4.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$50
per night

Julie & Eddie we’re the best sitters we’ve experienced on Rover! They kept us posted throughout each day with lots of pictures and videos. Our dog definitely felt comfortable and “at home” being with them. We will be using their service moving forward.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tammy V.
Verified Enhanced Background Check
Sitter Profile Image: Tammy V.
Verified Enhanced Background Check

13. Tammy V.

I Work from Home, Fenced in Yard
clearwater, FL, 33756
2.7 mi. away
Boarding, Drop-In Visits, Dog Walking
4.5 out of 5 stars
12 reviews
2 repeat clients
from
$35
per night

When my dogsitter cancelled at the last minute before my trip out of the country, I became so anxious and had to go into 'scramble mode'. I had never used Rover before but several of my co-workers at the Humane Society of the US recommended it. Nugget is blind and, according to my son, I coddle him too much (which is true) so of course I was really nervous about leaving him with a stranger. Tammy's profile checked all of my boxes: fenced yard, dogs are not crated, she works from home and she has another dog. She looked like the perfect fit....and she was! Her dog, Archie, took on a protective role with Nugget, as if he instinctively knew that Nugget was a 'special-needs' guy and her daughter became his immediate snuggle buddy. Tammy communicated several times each day, sending pictures, videos and reassurances that my baby was doing just fine. I have other trips planned and will definitely use Tammy if she's willing to take Nugget again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bliss F.
Verified Background Check
Sitter Profile Image: Bliss F.
Verified Background Check

14. Bliss F.

Rover 101
Soleil's Dog House
Dunedin, FL, 34698
2.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
83 reviews
49 repeat clients
from
$44
per night

Bo had a great time staying with Bliss and her family. I could tell because he wasn't excited to see me when I picked him up. Bliss took good care of him and sent us a picture of him during his stay. We'll use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Elizabeth C.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth C.
Verified Enhanced Background Check

15. Elizabeth C.

Passionate, experienced dog lover
Clearwater, FL, 33755
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
3 reviews
from
$35
per night

Elizabeth was great! We were nervous leaving our dog with a sitter for the first time but Elizabeth was super sweet and made us feel comfortable right away! She sent constant updates and pictures which made us feel so much better when we were missing our pup. I would 100% trust her with our dog again and recommend her to others ☺️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sharon S.
Verified Enhanced Background Check
Sitter Profile Image: Sharon S.
Verified Enhanced Background Check

16. Sharon S.

My sunshine comes from loving dogs
Dunedin, FL, 34698
2.4 mi. away
Boarding, Doggy Day Care
from
$35
per night

To whom it may concern, I am writing to recommend Sharon Salter for any position related to dog grooming and sitting. I have had the pleasure of knowing Sharon for 2 years, during which time I have come to admire her exceptional skills, dedication, and passion for working with dogs. Sharon possesses a unique talent for understanding the needs of each individual dog, ensuring they receive the best care possible. Her grooming skills are great, and she consistently delivers exceptional results. Sharon approaches each task with professionalism and has a keen eye for detail. We have had a very hard time finding someone to trim our red heeler's nails as she's very sensitive (and her breed has a tendency to nip) but she trusts Sharon 100%. Sharon is able to take care of her quickly and painlessly. Beyond her grooming expertise, Sharon is also an incredibly trustworthy and reliable dog sitter. She has watched our dogs on many occasions and we always feel comforted leaving them with her. She has a natural affinity for animals and creates a warm and welcoming environment. She goes above and beyond to accommodate the unique needs and preferences of each dog, creating a safe and nurturing environment. We also have a Canaan dog, which is very weary and distrustful of people but she loves Sharon and comes home with a big smile on her face every time. Sharon's excellent communication skills and professionalism make her a pleasure to work with. She is always punctual, organized, and respectful, demonstrating a high level of integrity in all her interactions. Please feel free to contact me if you require any further information.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check
Sitter Profile Image: Melissa H.
Verified Enhanced Background Check

17. Melissa H.

I love animals and I'm home all day
Keystone Manor, Clearwater, FL, 33755
2.0 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
2 reviews
from
$30
per night

She's reliable and trustworthy. Loves animals and would take very good care of them. She's home all day so they would be looked after and loved.

Calendar Recently Updated
Sitter Profile Image: Christina J.
Verified Background Check
Sitter Profile Image: Christina J.
Verified Background Check

18. Christina J.

Rover 101
Dogs need vacation too
Largo, FL, 33770
6.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
257 reviews
104 repeat clients
from
$45
per night

Copper had another great stay with Christina! I am so happy we found her on DogVacay. I won't take Copper anywhere else. He's in excellent hands at Christina's!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer M.
Verified Background Check
Sitter Profile Image: Jennifer M.
Verified Background Check

19. Jennifer M.

Rover 101
Loving home away from home !!
Clearwater, FL, 33756
4.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
291 reviews
155 repeat clients
from
$45
per night

This was our first time using Rover and have someone else watch our dog. Jennifer was fantastic! Very communicative and sent pictures daily. Our dog loved running in the backyard and playing with the other dogs. We will definitely use Jennifer in the future!!!

Calendar Recently Updated
Sitter Profile Image: Elke R.
Verified Enhanced Background Check
Sitter Profile Image: Elke R.
Verified Enhanced Background Check

20. Elke R.

Rover 101
Home full-time + fenced yard :)
DUNEDIN, FL, 34698
3.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
97 reviews
26 repeat clients
from
$50
per night

My dog is so lucky to have Elke and Michael! I never, ever worry about my Baer when he's at Elke's. Hands down the BEST sitter ever!!! We love Elke!! And so does Baer!

Search Map

Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Windsor Park:

Pet parents in Windsor Park, Clearwater, FL love dog sitters on Rover.com. 5453 owners have reviewed sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a night on Rover.com? 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 Windsor Park 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 Windsor Park, 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.

Boarding