Pet Setting & Drop Ins in Countryside Estates, Clearwater, FL

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Savannah

Experienced Kennel Tech

Clearwater, FL, 33756

House Sitting, Drop-In Visits, Dog Walking

"Savannah is a dependable and trustworthy pet lover who will give you peace of mind that your furry family member is being take care of properly. She embodie... (more)"

2. Taylor

Respectful, fun loving animal Guru!

Clearwater Beach, Clearwater Beach , FL, 33767

House Sitting, Drop-In Visits, Dog Walking

"Taylor is an amazing person when it comes to animals. I've never seen someone with such an incredible ability to connect with animals. Dogs and cats both ado... (more)"

Confirmed Christmas Availability
3. Melissa

Gotta love muddy paws!

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: I have lived with dogs my entire life. I am originally from Maine and love the warm weather here in Florida. I thoroughly enjoy taking my dogs on l... (more)

4. Kim

Animal lover with lots of patience

Clearwater, FL, 33758

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Kim has been a godsend to our family. She sends me updates to reassure me my dogs are ok, and I have no hesitation recommending her. She makes sure my spec... (more)"

Confirmed Christmas Availability
5. Angie

"Loving Care when you're not there"

Oldsmar, FL, 34677

Dog Boarding, House Sitting, Drop-In Visits

18 repeat clients

"Angie is wonderful! Our dog loved her, and she sent us. constant updates and cute pictures. She went above and beyond what we had asked for, and we couldn't ... (more)"

Confirmed Holiday Availability
6. Kara and David

Responsible and loving sitters!

Palm Harbor, FL, 34684

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

30 repeat clients

"David and Kara were awesome! They took great care of my girls and sent us pictures every day. Both dogs seemed really happy while we were gone and we appreci... (more)"

7. Stacey

Must love dogs

Palm harbor , FL, 34684

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Stacey was great! She was very flexible with my last minute request. She sent me multiple pictures and I feel great knowing Maggie was cared for while I was ... (more)"

Confirmed Holiday Availability
8. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"CONNIE WAS THE BEST WITH MY CHICKEE. SHE AND I HAVE BECOME FRIENDS TOO!! Chickee Love Connie too!! If we need a sitter again it will be Connie!! I recomme... (more)"

Confirmed Holiday Availability
9. Susan

Treating your dog like family

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients

"I could not feel any more sure that my dog Logan is in good hands than when she is in Susan's care. Logan was able to stay with Susan while I had to spend so... (more)"

Confirmed Holiday Availability
10. Simone

Experience with dogs small to large

Safety Harbor, FL, 34695

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Exceptional. Dedicated to knowing your pet, punctual, detailed, genuinely concerned for the well-being of your pet, and you while you travel. (more)"

Confirmed Holiday Availability
11. Harry

Force-free complete canine care.

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"Harry was fabulous w Karma. Harry genuinely cared for Karma's well being and happiness as well as mine. I highly remcommend Harry and his dog care service... (more)"

12. Kristine

Friendly, Caring, & Responsible

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

1 repeat client

About: We have had 4 dogs: Lady, Heber, Prince, and Louie, big and small, during our 20 year marriage. We have 3 boys who love dogs and are very good wit... (more)

Confirmed Christmas Availability
13. Ashley

Your dogs Home away from Home

Clearwater, FL, 33763

Dog Boarding, Drop-In Visits, Doggy Day Care

8 repeat clients

"Ashley was awesome! She dropped in and cared for our kitties and gave them love while we were away. She also took the time each day to send us a quick text... (more)"

14. Tara

LifeLong Dog Lover

Palm Harbor, FL, 34683

Drop-In Visits, Dog Walking

2 repeat clients

"Tara took great care of Reno! Im so happy to have found her! You can really tell she loves animals. (more)"

Confirmed Holiday Availability
15. Hannah

The "Crazy Dog Lady" you'll love!

Clearwater, FL, 33764

Drop-In Visits, Dog Walking

"When it comes to animals, I know I can trust Hannah to take care of my pets with no issue. I have a small dog she has offered to babysit and she always takes... (more)"

16. Stephanie

Energetic, outgoing animal lover!

Clearwater, FL, 33765

Drop-In Visits, Dog Walking

2 repeat clients

"My little ones love her.... She makes she sure they are cared for, loved, played with... Not many can tell my babies apart yet she knew, day one! I get aweso... (more)"

Confirmed Holiday Availability
17. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"I thought Melissa did a wonderful job and kept me informed before, during and after the visit. I will definitely use her again. She was extremely reliable ... (more)"

Confirmed Holiday Availability
18. Paul

Home F/T Lifelong Dog Lover

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

9 repeat clients

"Paul was amazing and my 2 dogs were very well kept upon my return! (more)"

Confirmed New Years Availability
19. Bryan

THE Dog Person

Rainbow Farms North, Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Bryan has always been a very loving and affectionate person-animals and humans alike! He has a great understanding of animals and an interest in animal psych... (more)"

20. John

Dog Lover and Spoiler for Visits!

Dunedin, FL, 34698

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"John is a dear friend and the most caring pet owner. I watched his attention to detail caring for his dog with cancer or roaring fresh meals. He often let my... (more)"

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Learn About Premier

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 5,453 owners have reviewed sitters in Countryside Estates, Clearwater, FL, giving them an average rating of 5.0/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Countryside Estates pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Countryside Estates, Clearwater who meets your and your pet'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 pet, including background checks, sitter testimonials, 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 pet sitters and dog walkers.

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 Countryside Estates, 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: