Pet Setting & Drop Ins in Cypress Bend, Clearwater, FL

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

Tip: Contact sitters now to confirm availability.
Confirmed availability
4th of July
1. Jessica

Full-time Pet Lover! Available Now!

Clearwater, FL, 33765

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

"This was our first booking with Rover.com. I found your services to be just what we needed! With 4 dogs, a trip to the kennel is not only stressful for all... (more)"

Confirmed availability
4th of July
2. Connie

No pets of my own for the 1st time.

Dunedin, FL, 34698

Drop-In Visits

"Chickee and I Love Connie! I have scheduled her to sit for Chickee again on Saint patties day weekend 3/16-20 Chickee can't wait for some extra Loven. (more)"

3. Dianna

It's a dogs world

Bonaventure, Palm Harbor, FL, 34684

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

"Dianna was great to work with. She responded quickly to me and was happy to help with Newman on short notice. She kept me informed and I know Newman was well... (more)"

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4. Martha & Brett

Work from Home-Large Fenced in Yard

clearwater, FL, 33761

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

"Brett and Martha are wonderful with both my dogs and cats. It’s nice to be able to go away for work and not have to worry about anything. They’re so consci... (more)"

5. Rebecca

Looking for walking & play buddies

Safety Harbor, FL, 34695

House Sitting, Drop-In Visits, Dog Walking

"Becca has been taking care of our golden retriever, Beau, for over two years now when we go out of town to visit our grandchildren. She is an excellent careg... (more)"

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6. Jacquelyn

Loving Care Pet Care Provider

Safety Harbor, FL, 34695

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

"I would give 10 stars if I could! Jackie was awesome with my dog Chancey. She came right in on the meet and greet and sat down on the floor with him. He i... (more)"

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7. Angie

Angie's Furry Family Retreat

Oldsmar, FL, 34677

Dog Boarding, Drop-In Visits

"My 4 kitties & 2 bunnies loved Angie the moment she came for our meet & greet! 2 of my kitties are very leary of new people, but they were out & rubbing all... (more)"

Confirmed availability
4th of July
8. Alana

Sanchez Family Dog Boarding

North Bay Hills, Safety Harbor, FL, 34695

Dog Boarding, Drop-In Visits

About: Hi my family and I look forward to watching your pups at our home away from your home!! I am a stay at home mom and will home all day to take care ... (more)

9. Vicky

Pets are Our Family

Palm Harbor, FL, 34684

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

"Vicky loved my furballs in my absence! GREAT job! (more)"

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10. Emily

Adoring and devoted dog lover

Palm Harbor, FL, 34684

House Sitting, Drop-In Visits, Dog Walking

About: Hello, my name is Emily! I feel that I would make a great dog sitter for you because my passion for dogs is deeply rooted. I have grown up surround... (more)

11. Janice

Hugs & Attention!

Dunedin, FL, 34698

House Sitting, Drop-In Visits

"Janice is awesome. Got a good vibe from her the first time I spoke to her on the phone. She took great care of our three cats while we were on vacation fo... (more)"

12. Brian

Home full time and a 100% committed

palm harbor, FL, 34684

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

About: I am 100% committed to the dogs needs and very reliable. I love all nature and understand, "Dogs do speak but only to those who know how to listen"... (more)

13. Troy

Active and Available Dog Lover!

clearwater florida, FL, 33759

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

"For the first time in Max's life - 14 years - I needed to find an option for his care while I was out of town, which didn't include a family member. I was ... (more)"

Confirmed availability
4th of July
14. Jenny

Dog lover works from home

Clearwater, FL, 33759

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

About: Hi! I want to take the dog out for some fun outdoor activities such as dog parks and beaches (if your dog likes the beach and water), a running ... (more)

Confirmed availability
4th of July
15. Brandy

Humane Society Volunteer/Runner

Palm Harbor, FL, 34684

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

"Brandy not only walks Cooper but is incorporating some training tools to help us along as well. I feel very secure in knowing that our baby is in great hands. (more)"

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16. Eileen

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)"

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17. Danielle

Caring Animal Lover

Dunedin, FL, 34698

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

About: I have had dogs and cats since I was little and I love their personalities and love they bring to any home! I got my own dog about six years ago wh... (more)

Confirmed availability
This weekend
18. Stacy

I’ll Run with your dog!

Clearwater, FL, 33761

House Sitting, Drop-In Visits, Dog Walking

"Used Rover.com for the first time. My husband & I went out for the evening & planned to be out of the house for 7-8 hours. Stacy came by for a meet & greet... (more)"

Confirmed availability
4th of July
19. Lina

I will care for your dog as mine <3

Clearwater, FL, 33759

Drop-In Visits, Dog Walking

"Lina is such an amazing animal lover. She took care of my dog and cat like if they were her own. I asked for her service on two occasions and I have no words... (more)"

20. Simone

Dogs Cats and Exotics OH MY!

Northwood Estates, Clearwater, FL, 33759

Drop-In Visits, Dog Walking

"This is the second time I used Simone's service. I could just tell my kitties loved her. They came out waiting for her and greet her. I feel at ease to ha... (more)"

Dog lovers in Cypress Bend, Clearwater, FL love pet sitters on Rover.com. Over 5,453 pet owners have reviewed pet sitters on Rover in the Clearwater, FL metro area, giving them an average rating of 5.0/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Clearwater can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Cypress Bend 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 Cypress Bend, 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 Cypress Bend, 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:

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.