House Sitting in Trails Of Countryside, Clearwater, FL

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Confirmed New Years Availability
1. Melissa

Energetic Dog Loving Uni Student

Palm Harbor, FL, 34685

House Sitting, Drop-In Visits, Dog Walking

21 repeat clients

"Melissa was a pleasure to meet and my dog enjoyed having her company for the weekend. Melissa came prepared to our meet and greet with questions to ask, so I... (more)"

2. Emily

I'll be your pets bestfriend!

Oldsmar, FL, 34677

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

"Emily did a fantastic job taking care of our dog and cats. She kept us updated with lots of pictures throughout her stay. We will definitely call Emily again. (more)"

Confirmed Holiday Availability
3. Rebecca

Looking for walking & play buddies

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"We cannot say enough great things about Rebecca and CiCi! Our pup looked like she was having a great time with them while we were away. Rebecca took our dog ... (more)"

4. Madison

Home full-time!

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

"Madison watches my two dogs when we leave town, she is always my first choice. She loves the dogs and they love her. I have a sense of peace when I know she ... (more)"

Available this weekend
5. Joanna

I will love on your dog

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

"I have used Joanna many times for my best friend, Pepper. She has house sat and watched her and has walked her numerous times. Joanna is sweet and caring a... (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

53 repeat clients

"Kara and David were exactly the conscientious, responsible, friendly pet sitters I was looking for! They took great care of my big doofy yellow lab and I was... (more)"

7. Sandy

Vacation Home offered for your pet

Palm Harbor, FL, 34684

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

8 repeat clients

"Sandy is a great find -- I felt so comfortable leaving my fearful rescue dog with her-- she so engaged him on the meet and greet. She accommodated a compli... (more)"

8. Alanna

5+ Years Experienced Pet Sitter

Dunedin, FL, 34698

House Sitting, Drop-In Visits

6 repeat clients

"Alanna (and Maisey) were amazing! Alanna sent us pictures each day of our pups playing and snuggling with her and Maisey. She even put together an awesome vi... (more)"

Confirmed Holiday Availability
9. Bradley

Caring and trustworthy animal lover

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Me and my husband usually board our dogs Riley (pit mix) and Kato (rotti) when we are away but with one of them having separation anxiety and the other slowi... (more)"

10. Faith

Can't wait to love on your pup!!

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"When my husband and I planned our trip to Greece for 2 weeks, I knew Faith would be the perfect house and pet sitter for our dog Romeo. Romeo is a very anxi... (more)"

11. Ashley

Teacher, World Traveler, Pet Lover!

Landmark-Countryside, Clearwater, FL, 33761

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

1 repeat client

"We returned home to two very happy cats! Ashley took care of them just like they were her own kitties. We couldn’t have been more pleased. We will definitel... (more)"

12. Malia

Flexible hours, fenced, walk/run

Dunedin, FL, 34698

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

3 repeat clients

About: Hi! My name is Malia. We are a sweet , caring family who loves animals. We are happy to board your baby(babies). We only board for one family at a... (more)

13. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"My dog was happy with Janice and that's the most important thing. He was able to stay at home with her care. All his needs were met and Janice is a lovely ... (more)"

Confirmed Holiday Availability
14. Christopher

Responsible, dog and cat lover!

Palm Harbor, FL, 34684

House Sitting

"Christopher was awesome!! He came for a meet and greet and instantly bonded with our very active Golden Shepard, Brady. Christopher was very punctual, commu... (more)"

15. Sharon

Trust your Beloved Pet with Me!

Safety Harbor, FL, 34695

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

1 repeat client

"Sharon is a dedicated, hard working, reliable, and loyal person. I had the pleasure to work with her for two years and experience a strong level of leadershi... (more)"

16. Kali

I will treat your dog like my own

Oldsmar, FL, 34677

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

"Kali is a responsible and loving caregiver for dogs of all sizes. She has taken care of my shit tzu for years and for other dogs in my neighborhood. You will... (more)"

Confirmed Holiday Availability
17. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

13 repeat clients

"Jacquelyn house sat my dog and cat while I was on vacation, out of country for a week. This was the first time I had ever used a house sitter for my pets, ... (more)"

18. Cassandra

Cass's K-9 Condo for Critters

Palm Harbor, FL, 34684

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

3 repeat clients

About: My love for dogs and cats is genuine. I have a lifetime of experience with animals - all sizes and breeds. I am retired with lots of time on my h... (more)

Confirmed Holiday Availability
19. Peggy

Your babies will be loved & spoiled

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

About: I have been sitting for two, five-year-old cocker spaniels for two years. They are brother and sister from the same letter. The mail requires I me... (more)

Confirmed Holiday Availability
20. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

10 repeat clients

"Martha and family were amazing with my babies. They kept me up to date with texts and pictires throughout my trip. I was able to enjoy my weekend away with... (more)"

Pet parents turn to sitters on Rover.com when they're looking for house-sitting. 5,453 owners have reviewed sitters in Trails of Countryside, 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 house 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 house sitting rates to get an idea before you start a conversation with a house 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 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 Trails of Countryside house sitter in seconds on Rover.com. If you're looking for trusted dog sitters while you're away, whether it's for one night or a whole month, you can find a house sitter in Trails of Countryside, 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, 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 dog lovers 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 Trails of Countryside, 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: