Pet Sitting & Drop Ins in Countryside Woods, Clearwater, FL

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

Calendar Recently Updated
1. Tessa Verified Background Check

Devoted Dog Lover

Palm Harbor, FL, 34683

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

"Tessa was awesome taking care of my 2 old girls for the weekend! Everything looked great when we got home and I could tell by the photos and report cards tha... (more)"

Calendar Recently Updated
2. Sarah Verified Enhanced Background CheckRover 101

Absolute doggy lover!

Palm Harbor, FL, 34684

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

"Sarah is wonderful! She is quick to respond and very reliable. Sarah does weekly visits with our 3 labs - I get pictures and a note on their behavior while s... (more)"

Calendar Recently Updated
3. Stephanie Verified Enhanced Background Check

Experienced in all breeds and ages

Oldsmar, FL, 34677

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

"Stephanie is so great with our Cookie Cat, she is reliable and goes above and beyond when coming over and taking care of our cat. We appreciate her, and rec... (more)"

Active and Accepting Requests
4. Lynn Verified Background CheckRover 101

Quality and Trustworthy Pet Care

Oldsmar, FL, 34677

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

"Lynn was so good with my doggies drop in visits?. She kept me updated on what they did, and sent pictures as well! The dogs were comfortable with her and e... (more)"

Active and Accepting Requests
5. Regina Verified Enhanced Background Check

Keeping Pets Happy & Safe!

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

"Regina is absolutely amazing with Bella. Regina loves Bella and is helping her mommy and daddy try to make her lose a bit of weight. (more)"

Calendar Recently Updated
6. Rachel Verified Background CheckRover 101

Home full time, love all animals!

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

"I need more than 5 stars for Rachel. Just an absolute keeper for me. She helped me at the last minute and my dogs loved her. Her prices are fair and always ... (more)"

Calendar Recently Updated
7. LizBeth Verified Background Check

I Love Dogs and They Love Me!!!

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

"Liz did a great job dog/house sitting our girl. She is so dedicated to her 4-legged customers and caters to all their (special) needs. We felt very good leav... (more)"

Calendar Recently Updated
8. Kathleen Verified Background Check

Positive, Dependable & Responsible

Safety Harbor, FL, 34695

Drop-In Visits, Dog Walking

"Kathleen is loving, responsible, trustworthy and FUN. I would trust her with my children (2 legged and 4 legged) ANY day. She is a joy to be around in ever... (more)"

9. Renato Verified Background Check

Pet whisperer, at your service!

Oldsmar, FL, 34677

House Sitting, Drop-In Visits, Dog Walking

"Renato is one of the few people I would trust unconditionally with my dog, Murphy. Murphy is older and has days where he is full of energy and others where h... (more)"

Active and Accepting Requests (incl. from Essential Workers)
10. Melissa Verified Background CheckRover 101

Insulin & Special Needs Experience

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

"Melissa is awesome! We went away for a wk and she came by 3 times a day to let our dog out & check up on her. She gave us updates w pictures which the kids ... (more)"

Active and Accepting Requests
11. Elizabeth Verified Enhanced Background CheckRover 101

Home FT - mom to 4 legged fur baby

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

"Elizabeth was great at keeping me informed sending pictures and updates throughout my vacation. It was a pleasure having her watch my babies while I was gone... (more)"

Calendar Recently Updated
12. Angela Verified Enhanced Background Check

Reliable and Flexible Sitter

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

"Angela is a very reliable pet walker and sitter she is compassionate and very trustworthy I know when my pets are with her I never have to worry my pets love... (more)"

Calendar Recently Updated
13. Erica Verified Background CheckRover 101

The dog always comes first.

Palm Harbor, FL, 34683

House Sitting, Drop-In Visits, Dog Walking

"I highly recommend Erica! She provided two drop in visits for my senior doggie. Before the visits, she stopped by to meet Rexx. She is very friendly and pro... (more)"

Calendar Recently Updated
14. Stephanie Verified Background Check

Steph's Furry Friends, LLC

OLDSMAR, FL, 34677

Dog Boarding, Drop-In Visits, Dog Walking

"We have a new puppy who is extremely energetic and still learning how to behave appropriately. We had company in town and were worried about leaving him alon... (more)"

15. Eileen Verified Background Check

safe comfy fenced home

Dunedin, FL, 34698

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

"I can personally guarantee that you will feel very lucky to have Eileen watch your dog or help you in any way. She has high integrity, a beautiful heart and... (more)"

16. Lisa Verified Background Check

All About Dogs

Springdale, CLEARWATER, FL, 33761

Dog Boarding, Drop-In Visits, Dog Walking

"Lisa is great! She was very good with the dog, walking her every day! She is friendly, dependable and very trustworthy. I will definitely use her again for f... (more)"

17. Angie Verified Background CheckRover 101

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

"Angie did such a great job with my dog Aussie! Great union between the two and I knew my dog was in good hands! Very professional and personable; great qua... (more)"

18. Richard Verified Background Check

Lifetime Pet Owner! Love all Pets!

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

"Richard took great care of my kitties. As well as cleaning out the litter tray, he also cleaned out and replaced the diaper systems in both boxes. He took th... (more)"

19. Christine Verified Background Check

All for the love of animals.

Palm Harbor, FL, 34684

Dog Boarding, Drop-In Visits, Dog Walking

"Christine did a great job and kept us updated with cute stories about our fur babies and fun pictures with each drop in. We were able to fully enjoy our tim... (more)"

Calendar Recently Updated
20. Martha & Brett Verified Background CheckRover 101

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

Dog Boarding, House Sitting, Drop-In Visits

"Brett & Martha are always such good “stepparents” to my fur babies. It’s nice to be able to leave them and know they’re in great hands. These two will go t... (more)"

Dog owners in Countryside Woods, Clearwater, FL turn to pet sitters on Rover.com for their pet sitting needs. Over 5,453 pet owners have reviewed pet sitters in the Clearwater, FL metro area, giving them an average rating of 5.0/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Clearwater with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Woods 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 Woods, 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 Woods, 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: