House Sitting in Trails Of Countryside, Clearwater, FL

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

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Rebecca P.
Rescue volunteer with an empty nestClearwater, FL, 33759
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rebecca is fabulous. I have a senior dog that has some special needs and a strict schedule. Rebecca was always in time and great with communicating. (more)

from
$80
per night
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Serenah V.
Vegan Animal LoverBrentwood Estates, Clearwater, FL, 33755
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Serenah was excellent with our French bulldog. She was very attentive, took him for a ton of walks, and respected our home as if it were her own. We are lucky t… (more)

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$32
per night
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Kayla C.
3.
Need help on a busy day or weekend?Tampa, FL, 33635
House Sitting, Drop-In Visits, Dog Walking

Kayla was fantastic to our fur babies! Took great care of them when we were gone. (more)

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$33
per night
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Debra F.
4.
Animal whisperer, healer, & friendDunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking

Debra was great! I was super nervous about trying a new sitter and we’re so glad we did! She came over twice to meet and greet and go over schedules etc. We got… (more)

from
$50
per night
Confirmed availability: Memorial Day
Margot O.
5.
Love and Care when your not therePalm Harbor, FL, 34684
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Margot is wonderful!!!! My pups love her!! She provided the best care and her daily updates made my vacation so relaxing!! Sammy and Bentley were so well cared … (more)

from
$70
per night
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6.
Retired Sitter My Home Or Your's 🙏Dunedin, FL, 34698
Dog Boarding, House Sitting, Drop-In Visits

This was my first time ever leaving my babies with a sitter. Tracee was amazing! From the initial meeting to the end of the stay. Send great pictures letting me… (more)

from
$40
per night
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Trusted, experienced pet sitterPalm Harbor, FL, 34685
House Sitting, Drop-In Visits, Dog Walking

Michele was wonderful with Lexie! I love the meet and greet we had prior to leaving Lexie with Michele. She kept us informed as to how Lexie was doing which m… (more)

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$50
per night
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I Love Dogs and They Love Me!!!Palm Harbor, FL, 34683
House Sitting, Drop-In Visits, Dog Walking

LizBeth sat for my very senior dog for a week. She was very proactive and sent lots of pictures. I felt felt very comfortable with him in her care and she is … (more)

from
$45
per night
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I will love your pet like my own 🐾Clearwater, FL, 33765
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Stephanie was a joy to work with, she was communicative, on time and we could tell that she really cared about Hercules! Our dog does not like doggy overnight … (more)

from
$45
per night
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10.
Trustworthy & Experienced - DunedinDunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking

Brandi is very kind and polite. She sent me tons of photos and updates, even for a short trip, which made me fell much more comfortable with her during our firs… (more)

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$45
per night
Responsible & Patient Animal LoversPalm Harbor, FL, 34683
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Larry and Renee were awesome. Our high energy German Shepard Dog loved them. We got daily updates and pics. House was clean, yard was clean 2 daily half hour or… (more)

from
$42
per night
Confirmed availability: Memorial Day
12.
Full-time Pet Lover! Available Now!Dunedin, FL, 34698
House Sitting, Drop-In Visits, Dog Walking

Jessica was incredible!! Took such good care of our boy and our home! I would strongly recommend her and we will definitely use her services again!! Top notch … (more)

from
$60
per night
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13.
Hugs & Attention!Clearwater, FL, 33761
House Sitting, Drop-In Visits

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 hou… (more)

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$65
per night
14.
Flexible hours, fenced, walk/runPalm Harbor, FL, 34683
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Malia was fantastic! This was our first time using Rover but we were very pleased with the care provided by Malia. She took great care of our Bella and was in … (more)

from
$100
per night
15.
I'd love to take care of your pet!oldsmar, FL, 34677
House Sitting, Dog Walking

About: I have been around animals all of my life. Growing up my family always had several West Highland Terriers that were full of energy. Now, I love spend… (more)

from
$55
per night
Confirmed availability: Memorial Day
16.
Loving pets with a purposePalm Harbor, FL, 34683
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

I've known Anita for many years. She is a great person & a fantastic animal sitter. She was my groomer & sitter for about 4 years. She is honest & dependable. … (more)

from
$27
per night
Confirmed availability: Memorial Day
Work from Home-Large Fenced in Yardclearwater, FL, 33761
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

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 fr… (more)

from
$100
per night
18.
Reliable dog lover who cares!Oldsmar, FL, 34677
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I’d give 10 stars if I Could !!! Patrick did a great job with my handicapped chihuahua. He kept us informed and updated on how the little guy was doing and Lou… (more)

from
$49
per night
19.
Genuine pet loverClearwater, FL, 33761
House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: Hi, I'm Natalia. I've cared for dogs and cats over a decade and know just how to keep your furry babies happy and safe while your away. In additi… (more)

from
$150
per night
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Howl you doin’?Clearwater, FL, 33761
House Sitting, Drop-In Visits, Dog Walking

Mary Ann helped me out last minute when another dog sitter canceled. She kept me updated on how my dog, Jerry, was doing and made sure he had plenty of walks. S… (more)

from
$30
per night

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: